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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:00 UTC

Update Date

2022-03-07 02:52:41 UTC

HMDB ID

HMDB0030784

Secondary Accession Numbers

HMDB30784

Metabolite Identification

Common Name

Normammein

Description

Normammein, also known as mammea b/bc, belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Based on a literature review very few articles have been published on Normammein.

Structure

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


  Mrv0541 05061305302D          

 26 27  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  9  2  0  0  0  0
 13  7  1  0  0  0  0
 13 11  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 20 18  2  0  0  0  0
 21 17  2  0  0  0  0
 21 18  1  0  0  0  0
 22 15  2  0  0  0  0
 23 16  2  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26 16  1  0  0  0  0
 26 21  1  0  0  0  0
M  END

HMDB0030784
     RDKit          3D
Normammein
 52 53  0  0  0  0  0  0  0  0999 V2000
    5.6588   -2.0638   -0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3144   -1.2686   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -2.1690   -0.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8498   -1.9688   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2013   -3.0677   -1.1015 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9071   -0.9426   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4797   -1.2010   -0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9560   -2.3515   -0.9135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4340   -0.2410   -0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779   -0.5528   -0.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4512   -1.3981    0.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0730   -2.5321    0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2539   -3.0607   -0.9138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333   -3.3406    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    0.9846    0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0113    1.9502    0.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2727    1.2572    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6233    2.5033    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2837    3.6070    1.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6723    4.4496    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6051    5.0923   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042    2.7254    1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901    1.7391    0.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1236    2.0275    0.9819 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069    0.5915    0.3582 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2441    0.3116    0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4909   -3.1073   -0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4460   -1.6318    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8818   -2.0189   -1.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631   -1.0266    0.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4706   -0.3937   -0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191   -2.4188   -1.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046   -3.2512   -0.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8993   -3.2153   -1.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8759   -1.2024   -1.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4599    0.3185   -0.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3543   -1.0686    1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3665   -3.5268   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5783   -2.2228   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1096   -3.7788   -0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6599   -3.6395    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9581   -4.1968    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6628   -2.7471    2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9811    1.7527    0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    3.4157    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3365    4.3504    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3059    5.3055    0.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724    3.8845   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    4.3082   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3350    5.8722   -1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2161    5.4751    0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204    3.6828    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26  6  1  0
 26 17  2  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
M  END


  Mrv0541 05061305302D          

 26 27  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  9  2  0  0  0  0
 13  7  1  0  0  0  0
 13 11  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 20 18  2  0  0  0  0
 21 17  2  0  0  0  0
 21 18  1  0  0  0  0
 22 15  2  0  0  0  0
 23 16  2  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26 16  1  0  0  0  0
 26 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030784

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)C1=C(O)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2CCC

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O5/c1-5-7-13-11-16(23)26-21-17(13)19(24)14(10-9-12(3)4)20(25)18(21)15(22)8-6-2/h9,11,24-25H,5-8,10H2,1-4H3

> <INCHI_KEY>
KXLBWJRELYDBOS-UHFFFAOYSA-N

> <FORMULA>
C21H26O5

> <MOLECULAR_WEIGHT>
358.4281

> <EXACT_MASS>
358.178023942

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.762470373464765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-propyl-2H-chromen-2-one

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
5.446079937

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.092876297251786

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.8853626394773055

> <JCHEM_PKA_STRONGEST_BASIC>
-5.193054696772209

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
102.86789999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-propylchromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030784
     RDKit          3D
Normammein
 52 53  0  0  0  0  0  0  0  0999 V2000
    5.6588   -2.0638   -0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3144   -1.2686   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -2.1690   -0.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8498   -1.9688   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2013   -3.0677   -1.1015 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9071   -0.9426   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4797   -1.2010   -0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9560   -2.3515   -0.9135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4340   -0.2410   -0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779   -0.5528   -0.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4512   -1.3981    0.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0730   -2.5321    0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2539   -3.0607   -0.9138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333   -3.3406    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    0.9846    0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0113    1.9502    0.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2727    1.2572    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6233    2.5033    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2837    3.6070    1.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6723    4.4496    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6051    5.0923   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042    2.7254    1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901    1.7391    0.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1236    2.0275    0.9819 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069    0.5915    0.3582 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2441    0.3116    0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4909   -3.1073   -0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4460   -1.6318    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8818   -2.0189   -1.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631   -1.0266    0.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4706   -0.3937   -0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191   -2.4188   -1.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046   -3.2512   -0.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8993   -3.2153   -1.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8759   -1.2024   -1.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4599    0.3185   -0.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3543   -1.0686    1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3665   -3.5268   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5783   -2.2228   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1096   -3.7788   -0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6599   -3.6395    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9581   -4.1968    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6628   -2.7471    2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9811    1.7527    0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    3.4157    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3365    4.3504    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3059    5.3055    0.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724    3.8845   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    4.3082   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3350    5.8722   -1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2161    5.4751    0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204    3.6828    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26  6  1  0
 26 17  2  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3   12                                                            
CONECT    4   12                                                            
CONECT    5    1    7                                                       
CONECT    6    2    8                                                       
CONECT    7    5   13                                                       
CONECT    8    6   15                                                       
CONECT    9   10   12                                                       
CONECT   10    9   14                                                       
CONECT   11   13   16                                                       
CONECT   12    3    4    9                                                  
CONECT   13    7   11   17                                                  
CONECT   14   10   19   20                                                  
CONECT   15    8   18   22                                                  
CONECT   16   11   23   26                                                  
CONECT   17   13   19   21                                                  
CONECT   18   15   20   21                                                  
CONECT   19   14   17   24                                                  
CONECT   20   14   18   25                                                  
CONECT   21   17   18   26                                                  
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   19                                                            
CONECT   25   20                                                            
CONECT   26   16   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0030784
HETATM    1  C1  UNL     1       5.659  -2.064  -0.517  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.314  -1.269  -0.239  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.262  -2.169  -0.669  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.850  -1.969  -0.652  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.201  -3.068  -1.102  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.907  -0.943  -0.297  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.480  -1.201  -0.454  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.956  -2.352  -0.914  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.434  -0.241  -0.127  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.878  -0.553  -0.308  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.451  -1.398   0.734  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.073  -2.532   0.467  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.254  -3.061  -0.914  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.633  -3.341   1.624  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.072   0.985   0.357  1.00  0.00           C  
HETATM   16  O3  UNL     1      -2.011   1.950   0.694  1.00  0.00           O  
HETATM   17  C14 UNL     1       0.273   1.257   0.515  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.623   2.503   1.007  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.284   3.607   1.318  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.672   4.450   0.118  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.605   5.092  -0.482  1.00  0.00           C  
HETATM   22  C19 UNL     1       2.004   2.725   1.155  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.890   1.739   0.816  1.00  0.00           C  
HETATM   24  O4  UNL     1       4.124   2.027   0.982  1.00  0.00           O  
HETATM   25  O5  UNL     1       2.507   0.592   0.358  1.00  0.00           O  
HETATM   26  C21 UNL     1       1.244   0.312   0.195  1.00  0.00           C  
HETATM   27  H1  UNL     1       5.491  -3.107  -0.237  1.00  0.00           H  
HETATM   28  H2  UNL     1       6.446  -1.632   0.125  1.00  0.00           H  
HETATM   29  H3  UNL     1       5.882  -2.019  -1.595  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.363  -1.027   0.858  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.471  -0.394  -0.893  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.519  -2.419  -1.786  1.00  0.00           H  
HETATM   33  H7  UNL     1       3.505  -3.251  -0.251  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.899  -3.215  -1.241  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.876  -1.202  -1.254  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.460   0.318  -0.610  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.354  -1.069   1.765  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.366  -3.527  -1.348  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.578  -2.223  -1.598  1.00  0.00           H  
HETATM   40  H14 UNL     1      -5.110  -3.779  -0.893  1.00  0.00           H  
HETATM   41  H15 UNL     1      -5.660  -3.639   1.337  1.00  0.00           H  
HETATM   42  H16 UNL     1      -3.958  -4.197   1.742  1.00  0.00           H  
HETATM   43  H17 UNL     1      -4.663  -2.747   2.548  1.00  0.00           H  
HETATM   44  H18 UNL     1      -2.981   1.753   0.598  1.00  0.00           H  
HETATM   45  H19 UNL     1      -1.091   3.416   2.034  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.336   4.350   1.932  1.00  0.00           H  
HETATM   47  H21 UNL     1      -1.306   5.305   0.403  1.00  0.00           H  
HETATM   48  H22 UNL     1      -1.072   3.885  -0.740  1.00  0.00           H  
HETATM   49  H23 UNL     1       1.226   4.308  -0.962  1.00  0.00           H  
HETATM   50  H24 UNL     1       0.335   5.872  -1.201  1.00  0.00           H  
HETATM   51  H25 UNL     1       1.216   5.475   0.370  1.00  0.00           H  
HETATM   52  H26 UNL     1       2.320   3.683   1.535  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5    5    6
CONECT    6    7    7   26
CONECT    7    8    9
CONECT    8   34
CONECT    9   10   15   15
CONECT   10   11   35   36
CONECT   11   12   12   37
CONECT   12   13   14
CONECT   13   38   39   40
CONECT   14   41   42   43
CONECT   15   16   17
CONECT   16   44
CONECT   17   18   26   26
CONECT   18   19   22   22
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   49   50   51
CONECT   22   23   52
CONECT   23   24   24   25
CONECT   25   26
END

HMDB0030784
     RDKit          3D
Normammein
 52 53  0  0  0  0  0  0  0  0999 V2000
    5.6588   -2.0638   -0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3144   -1.2686   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -2.1690   -0.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8498   -1.9688   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2013   -3.0677   -1.1015 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9071   -0.9426   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4797   -1.2010   -0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9560   -2.3515   -0.9135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4340   -0.2410   -0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779   -0.5528   -0.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4512   -1.3981    0.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0730   -2.5321    0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2539   -3.0607   -0.9138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333   -3.3406    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    0.9846    0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0113    1.9502    0.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2727    1.2572    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6233    2.5033    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2837    3.6070    1.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6723    4.4496    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6051    5.0923   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042    2.7254    1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901    1.7391    0.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1236    2.0275    0.9819 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069    0.5915    0.3582 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2441    0.3116    0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4909   -3.1073   -0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4460   -1.6318    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8818   -2.0189   -1.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631   -1.0266    0.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4706   -0.3937   -0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191   -2.4188   -1.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046   -3.2512   -0.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8993   -3.2153   -1.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8759   -1.2024   -1.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4599    0.3185   -0.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3543   -1.0686    1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3665   -3.5268   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5783   -2.2228   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1096   -3.7788   -0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6599   -3.6395    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9581   -4.1968    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6628   -2.7471    2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9811    1.7527    0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    3.4157    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3365    4.3504    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3059    5.3055    0.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724    3.8845   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    4.3082   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3350    5.8722   -1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2161    5.4751    0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204    3.6828    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26  6  1  0
 26 17  2  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,7-Dihydroxy-6-(3-methyl-2-butenyl)-8-(1-oxobutyl)-4-propyl-2H-1-benzopyran-2-one, 9ci	HMDB
8-Butyryl-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4-propylcoumarin, 8ci	HMDB
Mammea b/bc	HMDB

Chemical Formula

C₂₁H₂₆O₅

Average Molecular Weight

358.4281

Monoisotopic Molecular Weight

358.178023942

IUPAC Name

8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-propyl-2H-chromen-2-one

Traditional Name

8-butanoyl-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4-propylchromen-2-one

CAS Registry Number

5085-54-1

SMILES

CCCC(=O)C1=C(O)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2CCC

InChI Identifier

InChI=1S/C21H26O5/c1-5-7-13-11-16(23)26-21-17(13)19(24)14(10-9-12(3)4)20(25)18(21)15(22)8-6-2/h9,11,24-25H,5-8,10H2,1-4H3

InChI Key

KXLBWJRELYDBOS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

7-hydroxycoumarin
Butyrophenone
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ketone
Lactone
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030784)
Cell membrane (HMDB: HMDB0030784)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030784)

Source

Endogenous

Endogenous (HMDB: HMDB0030784)

Plant

Plant (HMDB: HMDB0030784)

Exogenous

Food

Food (HMDB: HMDB0030784)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030784)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	132 - 133 °C	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	0.021 g/L	ALOGPS
logP	4.1	ALOGPS
logP	5.45	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	5.89	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	102.87 m³·mol⁻¹	ChemAxon
Polarizability	39.76 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	186.174	31661259
DarkChem	[M-H]-	182.287	31661259
DeepCCS	[M+H]+	186.973	30932474
DeepCCS	[M-H]-	184.351	30932474
DeepCCS	[M-2H]-	218.966	30932474
DeepCCS	[M+Na]+	194.356	30932474
AllCCS	[M+H]+	186.5	32859911
AllCCS	[M+H-H2O]+	183.6	32859911
AllCCS	[M+NH4]+	189.1	32859911
AllCCS	[M+Na]+	189.9	32859911
AllCCS	[M-H]-	192.6	32859911
AllCCS	[M+Na-2H]-	192.9	32859911
AllCCS	[M+HCOO]-	193.5	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.	9.38 minutes	32390414
Predicted by Siyang on May 30, 2022	21.229 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.91 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3400.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	616.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	261.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	325.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	260.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	917.4 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	1091.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1763.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	724.0 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	2030.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	586.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	534.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	355.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	437.3 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Normammein	CCCC(=O)C1=C(O)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2CCC	3812.9	Standard polar	33892256
Normammein	CCCC(=O)C1=C(O)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2CCC	2739.5	Standard non polar	33892256
Normammein	CCCC(=O)C1=C(O)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2CCC	2960.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Normammein,1TMS,isomer #1	CCCC(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2CCC	2750.8	Semi standard non polar	33892256
Normammein,1TMS,isomer #2	CCCC(=O)C1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C)C2=C1OC(=O)C=C2CCC	2762.9	Semi standard non polar	33892256
Normammein,2TMS,isomer #1	CCCC(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(O[Si](C)(C)C)C2=C1OC(=O)C=C2CCC	2773.1	Semi standard non polar	33892256
Normammein,1TBDMS,isomer #1	CCCC(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2CCC	2954.2	Semi standard non polar	33892256
Normammein,1TBDMS,isomer #2	CCCC(=O)C1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(=O)C=C2CCC	2968.4	Semi standard non polar	33892256
Normammein,2TBDMS,isomer #1	CCCC(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(=O)C=C2CCC	3183.8	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 - Normammein GC-MS (Non-derivatized) - 70eV, Positive	splash10-016u-2029000000-150ab09b06949886dcf0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Normammein GC-MS (2 TMS) - 70eV, Positive	splash10-000i-1000900000-a3be93d1addac624ed18	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Normammein 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 - Normammein 10V, Positive-QTOF	splash10-0a4i-0019000000-345e9395ee7f3ad86cd3	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 20V, Positive-QTOF	splash10-066r-5039000000-9c5e8008359c549da35d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 40V, Positive-QTOF	splash10-0gdl-7090000000-1daadf19f4fa0f65616d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 10V, Negative-QTOF	splash10-0a4i-0019000000-bfce9d00853b10f1d26c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 20V, Negative-QTOF	splash10-052r-3097000000-efd7a8d5098bbd962137	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 40V, Negative-QTOF	splash10-006x-6192000000-df7175928aa652eb5dc8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 10V, Negative-QTOF	splash10-0a4i-0009000000-98cabe2c8373737519ac	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 20V, Negative-QTOF	splash10-0a4i-0009000000-a4df61fdfebee80bd381	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 40V, Negative-QTOF	splash10-007p-3192000000-645d55e31c9181fdbced	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 10V, Positive-QTOF	splash10-0a4i-0019000000-ab7dee1f421b473bcff9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 20V, Positive-QTOF	splash10-03di-0094000000-225b0d45dbca55115f12	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Normammein 40V, Positive-QTOF	splash10-03di-0090000000-9246a7e0474547c93856	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB002721

KNApSAcK ID

C00054347

Chemspider ID

30776852

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71438014

PDB ID

Not Available

ChEBI ID

174797

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Normammein → 6-{[8-butanoyl-7-hydroxy-6-(3-methylbut-2-en-1-yl)-2-oxo-4-propyl-2H-chromen-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Normammein → 6-{[8-butanoyl-5-hydroxy-6-(3-methylbut-2-en-1-yl)-2-oxo-4-propyl-2H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Normammein (HMDB0030784)

MOL for HMDB0030784 (Normammein)

3D MOL for HMDB0030784 (Normammein)

3D SDF for HMDB0030784 (Normammein)

3D-SDF for HMDB0030784 (Normammein)

PDB for HMDB0030784 (Normammein)

3D PDB for HMDB0030784 (Normammein)

SMILES for HMDB0030784 (Normammein)

INCHI for HMDB0030784 (Normammein)

Structure for HMDB0030784 (Normammein)

3D Structure for HMDB0030784 (Normammein)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions