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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (9) Show 9 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:55 UTC

Update Date

2021-09-14 15:47:46 UTC

HMDB ID

HMDB0014037

Secondary Accession Numbers

HMDB14037

Metabolite Identification

Common Name

6-Hydroxyfluvastatin

Description

6-Hydroxyfluvastatin is only found in individuals that have used or taken Fluvastatin. 6-Hydroxyfluvastatin is a metabolite of Fluvastatin. 6-hydroxyfluvastatin belongs to the family of Indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

[NO NAME]
  Mrv0541 09021218002D          
Created with ChemWriter - http://chemwriter.com
 31 33  0  0  1  0            999 V2000
    4.8848    3.3294    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162   -0.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537   -1.1859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -3.3294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -1.9003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -1.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159   -1.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    0.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650   -2.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232   -2.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    0.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037   -1.1859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8162   -1.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -1.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6412   -1.9003    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6500   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    1.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232    1.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537   -2.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213    2.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795    1.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6286    2.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788   -2.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355   -1.2964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 29  1  0  0  0  0
 18  2  1  6  0  0  0
 21  3  1  6  0  0  0
  4 30  1  0  0  0  0
  5 30  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 10  2  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
  9 16  2  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 17  2  0  0  0  0
 12 20  2  0  0  0  0
 15 24  2  0  0  0  0
 15 25  1  0  0  0  0
 16 22  1  0  0  0  0
 17 23  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  2  0  0  0  0
 24 27  1  0  0  0  0
 25 28  2  0  0  0  0
 26 30  1  0  0  0  0
 27 29  2  0  0  0  0
 28 29  1  0  0  0  0
 22 31  1  0  0  0  0
M  END

HMDB0014037
     RDKit          3D
6-Hydroxyfluvastatin
 57 59  0  0  0  0  0  0  0  0999 V2000
   -2.6069   -1.4337   -3.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6761   -1.9112   -2.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0076   -3.3782   -2.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -1.1150   -1.3165 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9275   -0.4360   -0.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -0.4331   -1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4408    0.2155   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8319    0.1101   -0.9707 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8548   -0.6199   -2.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8044   -0.4830   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9919    0.2546    1.2699 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8231    0.3722    2.0194 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6649    1.5775    1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0190    1.5470    0.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6573    0.5086    0.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7373    2.7423    0.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576    0.1756    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647    1.0057    1.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4282    0.5121    2.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    1.3233    3.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1023    2.6923    3.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140    3.5749    4.3068 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235    3.2156    2.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9570    2.3699    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9290   -0.1286    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755    0.2316    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2354   -0.2481    0.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4387   -1.0606   -0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6815   -1.5596   -0.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3566   -1.4140   -1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897   -0.9362   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0293   -1.0272   -4.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2255   -0.5812   -3.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -2.2309   -3.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6625   -1.8637   -2.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4194   -3.5042   -1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1210   -4.0203   -2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7929   -3.7470   -2.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7949   -1.0373   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2515    0.8320    0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    1.1318   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918   -1.3637   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5507   -1.5761    0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829   -0.5455   -0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858   -0.3879    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    1.2879    2.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7338    2.0164    2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534    2.3075    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2821    2.8557   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311   -0.5762    2.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251    0.9381    4.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4356    4.2982    2.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3618    2.8482    0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8571    0.8630    2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0657    0.0177    1.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8388   -2.1550   -1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5159   -2.0520   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  5 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 17 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31  4  1  0
 24 18  1  0
 31 25  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  6
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  1
 12 46  1  0
 13 47  1  0
 13 48  1  0
 16 49  1  0
 19 50  1  0
 20 51  1  0
 23 52  1  0
 24 53  1  0
 26 54  1  0
 27 55  1  0
 29 56  1  0
 30 57  1  0
M  END

[NO NAME]
  Mrv0541 09021218002D          
Created with ChemWriter - http://chemwriter.com
 31 33  0  0  1  0            999 V2000
    4.8848    3.3294    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162   -0.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537   -1.1859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -3.3294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -1.9003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -1.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159   -1.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    0.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650   -2.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232   -2.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    0.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037   -1.1859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8162   -1.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -1.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6412   -1.9003    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6500   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    1.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232    1.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537   -2.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213    2.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795    1.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6286    2.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788   -2.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355   -1.2964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 29  1  0  0  0  0
 18  2  1  6  0  0  0
 21  3  1  6  0  0  0
  4 30  1  0  0  0  0
  5 30  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 10  2  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
  9 16  2  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 17  2  0  0  0  0
 12 20  2  0  0  0  0
 15 24  2  0  0  0  0
 15 25  1  0  0  0  0
 16 22  1  0  0  0  0
 17 23  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  2  0  0  0  0
 24 27  1  0  0  0  0
 25 28  2  0  0  0  0
 26 30  1  0  0  0  0
 27 29  2  0  0  0  0
 28 29  1  0  0  0  0
 22 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014037

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)N1C(\C=C\[C@H](O)C[C@H](O)CC(O)=O)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C24H26FNO5/c1-14(2)26-21(10-8-17(27)11-19(29)13-23(30)31)24(15-3-5-16(25)6-4-15)20-9-7-18(28)12-22(20)26/h3-10,12,14,17,19,27-29H,11,13H2,1-2H3,(H,30,31)/b10-8+/t17-,19-/m0/s1

> <INCHI_KEY>
WSYBZSUCJJHTIP-CLFQVBOOSA-N

> <FORMULA>
C24H26FNO5

> <MOLECULAR_WEIGHT>
427.4653

> <EXACT_MASS>
427.179501152

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.40926616854873

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,5R,6E)-7-[3-(4-fluorophenyl)-6-hydroxy-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
3.522383771999999

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.508391429168933

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.558377999100587

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8401489650869784

> <JCHEM_POLAR_SURFACE_AREA>
102.92

> <JCHEM_REFRACTIVITY>
116.83620000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,5R,6E)-7-[3-(4-fluorophenyl)-6-hydroxy-1-isopropylindol-2-yl]-3,5-dihydroxyhept-6-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014037
     RDKit          3D
6-Hydroxyfluvastatin
 57 59  0  0  0  0  0  0  0  0999 V2000
   -2.6069   -1.4337   -3.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6761   -1.9112   -2.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0076   -3.3782   -2.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -1.1150   -1.3165 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9275   -0.4360   -0.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -0.4331   -1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4408    0.2155   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8319    0.1101   -0.9707 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8548   -0.6199   -2.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8044   -0.4830   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9919    0.2546    1.2699 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8231    0.3722    2.0194 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6649    1.5775    1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0190    1.5470    0.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6573    0.5086    0.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7373    2.7423    0.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576    0.1756    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647    1.0057    1.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4282    0.5121    2.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    1.3233    3.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1023    2.6923    3.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140    3.5749    4.3068 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235    3.2156    2.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9570    2.3699    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9290   -0.1286    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755    0.2316    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2354   -0.2481    0.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4387   -1.0606   -0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6815   -1.5596   -0.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3566   -1.4140   -1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897   -0.9362   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0293   -1.0272   -4.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2255   -0.5812   -3.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -2.2309   -3.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6625   -1.8637   -2.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4194   -3.5042   -1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1210   -4.0203   -2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7929   -3.7470   -2.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7949   -1.0373   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2515    0.8320    0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    1.1318   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918   -1.3637   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5507   -1.5761    0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829   -0.5455   -0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858   -0.3879    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    1.2879    2.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7338    2.0164    2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534    2.3075    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2821    2.8557   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311   -0.5762    2.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251    0.9381    4.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4356    4.2982    2.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3618    2.8482    0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8571    0.8630    2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0657    0.0177    1.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8388   -2.1550   -1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5159   -2.0520   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  5 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 17 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31  4  1  0
 24 18  1  0
 31 25  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  6
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  1
 12 46  1  0
 13 47  1  0
 13 48  1  0
 16 49  1  0
 19 50  1  0
 20 51  1  0
 23 52  1  0
 24 53  1  0
 26 54  1  0
 27 55  1  0
 29 56  1  0
 30 57  1  0
M  END

HEADER    PROTEIN                                 02-SEP-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: [NO NAME]                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-12         0                                  
HETATM    1  F   UNK     0       9.118   6.215   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0      12.724  -0.880   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      15.034  -2.214   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      17.344  -6.215   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      17.344  -3.547   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       7.205  -2.119   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       7.683  -3.583   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.104  -0.880   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.748  -1.650   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.205   0.360   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748  -0.110   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.644  -0.880   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.655  -4.729   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.190  -3.901   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.683   1.823   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.414  -2.420   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414   0.660   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.954  -2.214   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.724  -3.547   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.414  -2.214   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.264  -3.547   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080  -1.650   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080  -0.110   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.655   2.969   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.190   2.141   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.034  -4.881   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.133   4.433   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.668   3.605   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.640   4.751   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.574  -4.881   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.746  -2.420   0.000  0.00  0.00           O+0
CONECT    1   29                                                            
CONECT    2   18                                                            
CONECT    3   21                                                            
CONECT    4   30                                                            
CONECT    5   30                                                            
CONECT    6    7    8    9                                                  
CONECT    7    6   13   14                                                  
CONECT    8    6   10   12                                                  
CONECT    9    6   11   16                                                  
CONECT   10    8   11   15                                                  
CONECT   11    9   10   17                                                  
CONECT   12    8   20                                                       
CONECT   13    7                                                            
CONECT   14    7                                                            
CONECT   15   10   24   25                                                  
CONECT   16    9   22                                                       
CONECT   17   11   23                                                       
CONECT   18    2   19   20                                                  
CONECT   19   18   21                                                       
CONECT   20   12   18                                                       
CONECT   21    3   19   26                                                  
CONECT   22   16   23   31                                                  
CONECT   23   17   22                                                       
CONECT   24   15   27                                                       
CONECT   25   15   28                                                       
CONECT   26   21   30                                                       
CONECT   27   24   29                                                       
CONECT   28   25   29                                                       
CONECT   29    1   27   28                                                  
CONECT   30    4    5   26                                                  
CONECT   31   22                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0014037
HETATM    1  C1  UNL     1      -2.607  -1.434  -3.632  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.676  -1.911  -2.506  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.008  -3.378  -2.248  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.880  -1.115  -1.317  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.928  -0.436  -0.627  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.469  -0.433  -1.016  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.441   0.216  -0.442  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.832   0.110  -0.971  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.855  -0.620  -2.153  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.804  -0.483  -0.011  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.992   0.255   1.270  1.00  0.00           C  
HETATM   12  O2  UNL     1       2.823   0.372   2.019  1.00  0.00           O  
HETATM   13  C10 UNL     1       4.665   1.578   1.125  1.00  0.00           C  
HETATM   14  C11 UNL     1       6.019   1.547   0.565  1.00  0.00           C  
HETATM   15  O3  UNL     1       6.657   0.509   0.237  1.00  0.00           O  
HETATM   16  O4  UNL     1       6.737   2.742   0.344  1.00  0.00           O  
HETATM   17  C12 UNL     1      -1.558   0.176   0.420  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.965   1.006   1.457  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.428   0.512   2.633  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.108   1.323   3.612  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.102   2.692   3.392  1.00  0.00           C  
HETATM   22  F1  UNL     1       0.614   3.575   4.307  1.00  0.00           F  
HETATM   23  C17 UNL     1      -0.424   3.216   2.232  1.00  0.00           C  
HETATM   24  C18 UNL     1      -0.957   2.370   1.265  1.00  0.00           C  
HETATM   25  C19 UNL     1      -2.929  -0.129   0.380  1.00  0.00           C  
HETATM   26  C20 UNL     1      -3.976   0.232   1.190  1.00  0.00           C  
HETATM   27  C21 UNL     1      -5.235  -0.248   0.872  1.00  0.00           C  
HETATM   28  C22 UNL     1      -5.439  -1.061  -0.221  1.00  0.00           C  
HETATM   29  O5  UNL     1      -6.681  -1.560  -0.571  1.00  0.00           O  
HETATM   30  C23 UNL     1      -4.357  -1.414  -1.031  1.00  0.00           C  
HETATM   31  C24 UNL     1      -3.090  -0.936  -0.718  1.00  0.00           C  
HETATM   32  H1  UNL     1      -2.029  -1.027  -4.492  1.00  0.00           H  
HETATM   33  H2  UNL     1      -3.226  -0.581  -3.273  1.00  0.00           H  
HETATM   34  H3  UNL     1      -3.297  -2.231  -3.940  1.00  0.00           H  
HETATM   35  H4  UNL     1      -0.663  -1.864  -2.922  1.00  0.00           H  
HETATM   36  H5  UNL     1      -2.419  -3.504  -1.213  1.00  0.00           H  
HETATM   37  H6  UNL     1      -1.121  -4.020  -2.429  1.00  0.00           H  
HETATM   38  H7  UNL     1      -2.793  -3.747  -2.949  1.00  0.00           H  
HETATM   39  H8  UNL     1       0.795  -1.037  -1.891  1.00  0.00           H  
HETATM   40  H9  UNL     1       1.251   0.832   0.402  1.00  0.00           H  
HETATM   41  H10 UNL     1       3.198   1.132  -1.229  1.00  0.00           H  
HETATM   42  H11 UNL     1       3.492  -1.364  -2.041  1.00  0.00           H  
HETATM   43  H12 UNL     1       3.551  -1.576   0.174  1.00  0.00           H  
HETATM   44  H13 UNL     1       4.783  -0.546  -0.541  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.686  -0.388   1.895  1.00  0.00           H  
HETATM   46  H15 UNL     1       2.720   1.288   2.396  1.00  0.00           H  
HETATM   47  H16 UNL     1       4.734   2.016   2.165  1.00  0.00           H  
HETATM   48  H17 UNL     1       4.053   2.308   0.556  1.00  0.00           H  
HETATM   49  H18 UNL     1       7.282   2.856  -0.523  1.00  0.00           H  
HETATM   50  H19 UNL     1      -0.431  -0.576   2.792  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.525   0.938   4.527  1.00  0.00           H  
HETATM   52  H21 UNL     1      -0.436   4.298   2.043  1.00  0.00           H  
HETATM   53  H22 UNL     1      -1.362   2.848   0.361  1.00  0.00           H  
HETATM   54  H23 UNL     1      -3.857   0.863   2.050  1.00  0.00           H  
HETATM   55  H24 UNL     1      -6.066   0.018   1.486  1.00  0.00           H  
HETATM   56  H25 UNL     1      -6.839  -2.155  -1.369  1.00  0.00           H  
HETATM   57  H26 UNL     1      -4.516  -2.052  -1.888  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4   35
CONECT    3   36   37   38
CONECT    4    5   31
CONECT    5    6   17   17
CONECT    6    7    7   39
CONECT    7    8   40
CONECT    8    9   10   41
CONECT    9   42
CONECT   10   11   43   44
CONECT   11   12   13   45
CONECT   12   46
CONECT   13   14   47   48
CONECT   14   15   15   16
CONECT   16   49
CONECT   17   18   25
CONECT   18   19   19   24
CONECT   19   20   50
CONECT   20   21   21   51
CONECT   21   22   23
CONECT   23   24   24   52
CONECT   24   53
CONECT   25   26   26   31
CONECT   26   27   54
CONECT   27   28   28   55
CONECT   28   29   30
CONECT   29   56
CONECT   30   31   31   57
END

HMDB0014037
     RDKit          3D
6-Hydroxyfluvastatin
 57 59  0  0  0  0  0  0  0  0999 V2000
   -2.6069   -1.4337   -3.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6761   -1.9112   -2.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0076   -3.3782   -2.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -1.1150   -1.3165 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9275   -0.4360   -0.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -0.4331   -1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4408    0.2155   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8319    0.1101   -0.9707 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8548   -0.6199   -2.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8044   -0.4830   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9919    0.2546    1.2699 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8231    0.3722    2.0194 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6649    1.5775    1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0190    1.5470    0.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6573    0.5086    0.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7373    2.7423    0.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576    0.1756    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647    1.0057    1.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4282    0.5121    2.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    1.3233    3.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1023    2.6923    3.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6140    3.5749    4.3068 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235    3.2156    2.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9570    2.3699    1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9290   -0.1286    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755    0.2316    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2354   -0.2481    0.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4387   -1.0606   -0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6815   -1.5596   -0.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3566   -1.4140   -1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897   -0.9362   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0293   -1.0272   -4.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2255   -0.5812   -3.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -2.2309   -3.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6625   -1.8637   -2.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4194   -3.5042   -1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1210   -4.0203   -2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7929   -3.7470   -2.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7949   -1.0373   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2515    0.8320    0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    1.1318   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918   -1.3637   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5507   -1.5761    0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829   -0.5455   -0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858   -0.3879    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    1.2879    2.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7338    2.0164    2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534    2.3075    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2821    2.8557   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311   -0.5762    2.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251    0.9381    4.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4356    4.2982    2.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3618    2.8482    0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8571    0.8630    2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0657    0.0177    1.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8388   -2.1550   -1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5159   -2.0520   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  5 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 17 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31  4  1  0
 24 18  1  0
 31 25  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  6
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  1
 12 46  1  0
 13 47  1  0
 13 48  1  0
 16 49  1  0
 19 50  1  0
 20 51  1  0
 23 52  1  0
 24 53  1  0
 26 54  1  0
 27 55  1  0
 29 56  1  0
 30 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3S,5R,6E)-7-[3-(4-Fluorophenyl)-6-hydroxy-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate	Generator

Chemical Formula

C₂₄H₂₆FNO₅

Average Molecular Weight

427.4653

Monoisotopic Molecular Weight

427.179501152

IUPAC Name

(3S,5R,6E)-7-[3-(4-fluorophenyl)-6-hydroxy-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid

Traditional Name

(3S,5R,6E)-7-[3-(4-fluorophenyl)-6-hydroxy-1-isopropylindol-2-yl]-3,5-dihydroxyhept-6-enoic acid

CAS Registry Number

Not Available

SMILES

CC(C)N1C(\C=C\[C@H](O)C[C@H](O)CC(O)=O)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C12

InChI Identifier

InChI=1S/C24H26FNO5/c1-14(2)26-21(10-8-17(27)11-19(29)13-23(30)31)24(15-3-5-16(25)6-4-15)20-9-7-18(28)12-22(20)26/h3-10,12,14,17,19,27-29H,11,13H2,1-2H3,(H,30,31)/b10-8+/t17-,19-/m0/s1

InChI Key

WSYBZSUCJJHTIP-CLFQVBOOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Phenylpyrroles

Alternative Parents

Substituents

3-phenylpyrrole
N-alkylindole
Hydroxyindole
Indole or derivatives
Medium-chain hydroxy acid
Indole
Medium-chain fatty acid
1-hydroxy-2-unsubstituted benzenoid
Hydroxy fatty acid
Heterocyclic fatty acid
Halogenated fatty acid
Beta-hydroxy acid
Halobenzene
Fluorobenzene
Unsaturated fatty acid
Monocyclic benzene moiety
Hydroxy acid
Benzenoid
Fatty acid
Fatty acyl
Aryl halide
Aryl fluoride
Heteroaromatic compound
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	3.77	ALOGPS
logP	3.52	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.56	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	102.92 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	116.84 m³·mol⁻¹	ChemAxon
Polarizability	45.41 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	232.929	30932474
DeepCCS	[M+Na]+	208.353	30932474
AllCCS	[M+H]+	205.6	32859911
AllCCS	[M+H-H2O]+	203.2	32859911
AllCCS	[M+NH4]+	207.9	32859911
AllCCS	[M+Na]+	208.5	32859911
AllCCS	[M-H]-	204.0	32859911
AllCCS	[M+Na-2H]-	204.7	32859911
AllCCS	[M+HCOO]-	205.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.14 minutes	32390414
Predicted by Siyang on May 30, 2022	12.6981 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.81 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	54.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2391.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	223.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	191.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	167.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	623.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	451.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	72.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1068.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	500.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1365.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	337.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	414.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	235.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	176.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxyfluvastatin	CC(C)N1C(\C=C\[C@H](O)C[C@H](O)CC(O)=O)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C12	5828.1	Standard polar	33892256
6-Hydroxyfluvastatin	CC(C)N1C(\C=C\[C@H](O)C[C@H](O)CC(O)=O)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C12	2688.2	Standard non polar	33892256
6-Hydroxyfluvastatin	CC(C)N1C(\C=C\[C@H](O)C[C@H](O)CC(O)=O)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C12	3657.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxyfluvastatin,1TMS,isomer #1	CC(C)N1C(/C=C/[C@@H](C[C@H](O)CC(=O)O)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3513.6	Semi standard non polar	33892256
6-Hydroxyfluvastatin,1TMS,isomer #2	CC(C)N1C(/C=C/[C@H](O)C[C@@H](CC(=O)O)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3447.3	Semi standard non polar	33892256
6-Hydroxyfluvastatin,1TMS,isomer #3	CC(C)N1C(/C=C/[C@H](O)C[C@H](O)CC(=O)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3464.1	Semi standard non polar	33892256
6-Hydroxyfluvastatin,1TMS,isomer #4	CC(C)N1C(/C=C/[C@H](O)C[C@H](O)CC(=O)O)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C)C=C21	3500.0	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TMS,isomer #1	CC(C)N1C(/C=C/[C@@H](C[C@@H](CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3424.9	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TMS,isomer #2	CC(C)N1C(/C=C/[C@@H](C[C@H](O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3434.8	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TMS,isomer #3	CC(C)N1C(/C=C/[C@@H](C[C@H](O)CC(=O)O)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C)C=C21	3473.2	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TMS,isomer #4	CC(C)N1C(/C=C/[C@H](O)C[C@@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3392.5	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TMS,isomer #5	CC(C)N1C(/C=C/[C@H](O)C[C@@H](CC(=O)O)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C)C=C21	3430.5	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TMS,isomer #6	CC(C)N1C(/C=C/[C@H](O)C[C@H](O)CC(=O)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C)C=C21	3435.0	Semi standard non polar	33892256
6-Hydroxyfluvastatin,3TMS,isomer #1	CC(C)N1C(/C=C/[C@@H](C[C@@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3411.9	Semi standard non polar	33892256
6-Hydroxyfluvastatin,3TMS,isomer #2	CC(C)N1C(/C=C/[C@@H](C[C@@H](CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C)C=C21	3456.5	Semi standard non polar	33892256
6-Hydroxyfluvastatin,3TMS,isomer #3	CC(C)N1C(/C=C/[C@@H](C[C@H](O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C)C=C21	3439.3	Semi standard non polar	33892256
6-Hydroxyfluvastatin,3TMS,isomer #4	CC(C)N1C(/C=C/[C@H](O)C[C@@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C)C=C21	3405.2	Semi standard non polar	33892256
6-Hydroxyfluvastatin,4TMS,isomer #1	CC(C)N1C(/C=C/[C@@H](C[C@@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C)C=C21	3429.9	Semi standard non polar	33892256
6-Hydroxyfluvastatin,1TBDMS,isomer #1	CC(C)N1C(/C=C/[C@@H](C[C@H](O)CC(=O)O)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3749.8	Semi standard non polar	33892256
6-Hydroxyfluvastatin,1TBDMS,isomer #2	CC(C)N1C(/C=C/[C@H](O)C[C@@H](CC(=O)O)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3676.6	Semi standard non polar	33892256
6-Hydroxyfluvastatin,1TBDMS,isomer #3	CC(C)N1C(/C=C/[C@H](O)C[C@H](O)CC(=O)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3696.2	Semi standard non polar	33892256
6-Hydroxyfluvastatin,1TBDMS,isomer #4	CC(C)N1C(/C=C/[C@H](O)C[C@H](O)CC(=O)O)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	3722.4	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TBDMS,isomer #1	CC(C)N1C(/C=C/[C@@H](C[C@@H](CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3849.7	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TBDMS,isomer #2	CC(C)N1C(/C=C/[C@@H](C[C@H](O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3864.4	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TBDMS,isomer #3	CC(C)N1C(/C=C/[C@@H](C[C@H](O)CC(=O)O)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	3921.6	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TBDMS,isomer #4	CC(C)N1C(/C=C/[C@H](O)C[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3799.3	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TBDMS,isomer #5	CC(C)N1C(/C=C/[C@H](O)C[C@@H](CC(=O)O)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	3853.6	Semi standard non polar	33892256
6-Hydroxyfluvastatin,2TBDMS,isomer #6	CC(C)N1C(/C=C/[C@H](O)C[C@H](O)CC(=O)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	3856.0	Semi standard non polar	33892256
6-Hydroxyfluvastatin,3TBDMS,isomer #1	CC(C)N1C(/C=C/[C@@H](C[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O)C=C21	3985.2	Semi standard non polar	33892256
6-Hydroxyfluvastatin,3TBDMS,isomer #2	CC(C)N1C(/C=C/[C@@H](C[C@@H](CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	4052.4	Semi standard non polar	33892256
6-Hydroxyfluvastatin,3TBDMS,isomer #3	CC(C)N1C(/C=C/[C@@H](C[C@H](O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	4053.1	Semi standard non polar	33892256
6-Hydroxyfluvastatin,3TBDMS,isomer #4	CC(C)N1C(/C=C/[C@H](O)C[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	3991.7	Semi standard non polar	33892256
6-Hydroxyfluvastatin,4TBDMS,isomer #1	CC(C)N1C(/C=C/[C@@H](C[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C(C2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C21	4171.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyfluvastatin GC-MS (Non-derivatized) - 70eV, Positive	splash10-006y-9258400000-8fd1275d9812efb4c883	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyfluvastatin GC-MS (3 TMS) - 70eV, Positive	splash10-004i-3023039000-748e1da207981c192aac	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyfluvastatin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 10V, Positive-QTOF	splash10-03dl-0008900000-a79780c239fb3ea9bf8f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 20V, Positive-QTOF	splash10-03xu-2019200000-2ac4db5d6457311a3f6e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 40V, Positive-QTOF	splash10-00kf-7196000000-b4d0b51825f97e556db0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 10V, Negative-QTOF	splash10-004i-1006900000-9be592465f9bec1dc2e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 20V, Negative-QTOF	splash10-0c09-6109200000-51e7f084d928a364b947	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 40V, Negative-QTOF	splash10-0a4i-9014000000-ab98d83268126f85ebc2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 10V, Positive-QTOF	splash10-01u0-0023900000-c7e6c42d85118972c7f0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 20V, Positive-QTOF	splash10-03ec-0059500000-28ea705d7588f8322ede	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 40V, Positive-QTOF	splash10-0ued-0091000000-51d16042f82bcd0c3190	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 10V, Negative-QTOF	splash10-004i-0004900000-635f4ca0b7765dfe5fce	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 20V, Negative-QTOF	splash10-074r-2009000000-19e5d0655e975426fbd1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyfluvastatin 40V, Negative-QTOF	splash10-0006-4096000000-4ce073e6cf4b2154258f	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Fluvastatin Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750726

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. 3-hydroxy-3-methylglutaryl-coenzyme A reductase

General function:: Involved in hydroxymethylglutaryl-CoA reductase (NADPH) activity
Specific function:: Transmembrane glycoprotein that is the rate-limiting enzyme in cholesterol biosynthesis as well as in the biosynthesis of nonsterol isoprenoids that are essential for normal cell function including ubiquinone and geranylgeranyl proteins.
Gene Name:: HMGCR
Uniprot ID:: P04035
Molecular weight:: 97475.155

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Podar K, Tai YT, Hideshima T, Vallet S, Richardson PG, Anderson KC: Emerging therapies for multiple myeloma. Expert Opin Emerg Drugs. 2009 Mar;14(1):99-127. doi: 10.1517/14728210802676278 . [PubMed:19249983 ]

Enzyme Details

2. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Fischer V, Johanson L, Heitz F, Tullman R, Graham E, Baldeck JP, Robinson WT: The 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor fluvastatin: effect on human cytochrome P-450 and implications for metabolic drug interactions. Drug Metab Dispos. 1999 Mar;27(3):410-6. [PubMed:10064574 ]
Toda T, Eliasson E, Ask B, Inotsume N, Rane A: Roles of different CYP enzymes in the formation of specific fluvastatin metabolites by human liver microsomes. Basic Clin Pharmacol Toxicol. 2009 Nov;105(5):327-32. doi: 10.1111/j.1742-7843.2009.00453.x. Epub 2009 Aug 6. [PubMed:19663817 ]
Scripture CD, Pieper JA: Clinical pharmacokinetics of fluvastatin. Clin Pharmacokinet. 2001;40(4):263-81. [PubMed:11368292 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Fischer V, Johanson L, Heitz F, Tullman R, Graham E, Baldeck JP, Robinson WT: The 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor fluvastatin: effect on human cytochrome P-450 and implications for metabolic drug interactions. Drug Metab Dispos. 1999 Mar;27(3):410-6. [PubMed:10064574 ]
Toda T, Eliasson E, Ask B, Inotsume N, Rane A: Roles of different CYP enzymes in the formation of specific fluvastatin metabolites by human liver microsomes. Basic Clin Pharmacol Toxicol. 2009 Nov;105(5):327-32. doi: 10.1111/j.1742-7843.2009.00453.x. Epub 2009 Aug 6. [PubMed:19663817 ]
Scripture CD, Pieper JA: Clinical pharmacokinetics of fluvastatin. Clin Pharmacokinet. 2001;40(4):263-81. [PubMed:11368292 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Cohen LH, van Leeuwen RE, van Thiel GC, van Pelt JF, Yap SH: Equally potent inhibitors of cholesterol synthesis in human hepatocytes have distinguishable effects on different cytochrome P450 enzymes. Biopharm Drug Dispos. 2000 Dec;21(9):353-64. [PubMed:11523064 ]

Enzyme Details

5. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Cohen LH, van Leeuwen RE, van Thiel GC, van Pelt JF, Yap SH: Equally potent inhibitors of cholesterol synthesis in human hepatocytes have distinguishable effects on different cytochrome P450 enzymes. Biopharm Drug Dispos. 2000 Dec;21(9):353-64. [PubMed:11523064 ]
Scripture CD, Pieper JA: Clinical pharmacokinetics of fluvastatin. Clin Pharmacokinet. 2001;40(4):263-81. [PubMed:11368292 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

6. Cytochrome P450 2B6

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

7. Cytochrome P450 1A1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

8. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

9. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Fischer V, Johanson L, Heitz F, Tullman R, Graham E, Baldeck JP, Robinson WT: The 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor fluvastatin: effect on human cytochrome P-450 and implications for metabolic drug interactions. Drug Metab Dispos. 1999 Mar;27(3):410-6. [PubMed:10064574 ]
Toda T, Eliasson E, Ask B, Inotsume N, Rane A: Roles of different CYP enzymes in the formation of specific fluvastatin metabolites by human liver microsomes. Basic Clin Pharmacol Toxicol. 2009 Nov;105(5):327-32. doi: 10.1111/j.1742-7843.2009.00453.x. Epub 2009 Aug 6. [PubMed:19663817 ]
Scripture CD, Pieper JA: Clinical pharmacokinetics of fluvastatin. Clin Pharmacokinet. 2001;40(4):263-81. [PubMed:11368292 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Showing metabocard for 6-Hydroxyfluvastatin (HMDB0014037)

MOL for HMDB0014037 (6-Hydroxyfluvastatin)

3D MOL for HMDB0014037 (6-Hydroxyfluvastatin)

3D SDF for HMDB0014037 (6-Hydroxyfluvastatin)

3D-SDF for HMDB0014037 (6-Hydroxyfluvastatin)

PDB for HMDB0014037 (6-Hydroxyfluvastatin)

3D PDB for HMDB0014037 (6-Hydroxyfluvastatin)

SMILES for HMDB0014037 (6-Hydroxyfluvastatin)

INCHI for HMDB0014037 (6-Hydroxyfluvastatin)

Structure for HMDB0014037 (6-Hydroxyfluvastatin)

3D Structure for HMDB0014037 (6-Hydroxyfluvastatin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References