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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:36 UTC

Update Date

2022-03-07 02:52:39 UTC

HMDB ID

HMDB0030715

Secondary Accession Numbers

HMDB30715

Metabolite Identification

Common Name

MAB 4

Description

MAB 4 belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Based on a literature review a significant number of articles have been published on MAB 4.

Structure

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


  Mrv0541 05061305272D          

 28 30  0  0  0  0            999 V2000
    3.7759    2.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4309    3.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617    1.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5668   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3001    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859    1.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    1.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4005   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717    2.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1713    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1643    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471    2.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9121    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9567    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8655   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6506   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0429    3.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021    2.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4309   -1.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    0.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3913   -0.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  6  1  0  0  0  0
 11  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  1  0  0  0  0
 19 16  2  0  0  0  0
 19 17  1  0  0  0  0
 20 13  2  0  0  0  0
 20 16  1  0  0  0  0
 21 13  1  0  0  0  0
 21 17  2  0  0  0  0
 22  4  1  0  0  0  0
 22  5  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  2  0  0  0  0
 24 18  2  0  0  0  0
 25 19  1  0  0  0  0
 26 22  1  0  0  0  0
 27 14  1  0  0  0  0
 27 21  1  0  0  0  0
 28 15  1  0  0  0  0
 28 20  1  0  0  0  0
M  END

HMDB0030715
     RDKit          3D
MAB 4
 56 58  0  0  0  0  0  0  0  0999 V2000
   -5.2109   -2.5711   -1.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7808   -1.7027    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634   -2.3658    0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4373   -2.5920    0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2186   -3.8160   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233   -4.0436   -1.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9632   -5.1420   -1.9057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400   -3.1089   -1.4660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.9300   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6124   -0.9671   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    0.2688   -0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766    0.5196    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6213    1.8038    0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    2.0552    1.7954 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952    2.8732    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1465    3.9708    1.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040    3.5843   -0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1526    4.6468   -0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5787   -0.4000    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752   -0.2124    1.3050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4624   -1.6426   -0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6734    0.9990   -0.8309 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6627    0.1306   -1.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491   -0.2858   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6986   -1.1887   -0.8915 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3363    0.9001    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875   -0.9568    0.7588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705   -1.0516   -1.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8866   -1.9835   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8038   -3.4510   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3499   -2.9568   -1.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6906   -1.5638    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5534   -0.7247   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0925   -3.4291    1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -2.0916    1.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9909   -4.5621   -0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4242    2.5819    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591    4.9260    1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6118    3.6371    2.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    4.0303    1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460    2.9463   -1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8608    4.1524   -0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    4.7656   -1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    5.6359   -0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760    4.3530   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9822    0.5351    1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148    0.6332   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3218   -2.2420   -0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6013   -1.2363   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0138   -0.8194   -1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6789    0.5850    1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2320    1.1376   -0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649    1.7614    0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6257   -1.5360    1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537   -0.8904   -2.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4111   -1.9693   -1.6343 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 12 19  1  0
 19 20  1  0
 19 21  2  0
 11 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 23 28  1  0
 21  4  1  0
 21  9  1  0
 28 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
M  END


  Mrv0541 05061305272D          

 28 30  0  0  0  0            999 V2000
    3.7759    2.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4309    3.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617    1.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5668   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3001    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859    1.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    1.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4005   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717    2.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1713    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1643    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471    2.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9121    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9567    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8655   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6506   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0429    3.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021    2.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4309   -1.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    0.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3913   -0.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  6  1  0  0  0  0
 11  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  1  0  0  0  0
 19 16  2  0  0  0  0
 19 17  1  0  0  0  0
 20 13  2  0  0  0  0
 20 16  1  0  0  0  0
 21 13  1  0  0  0  0
 21 17  2  0  0  0  0
 22  4  1  0  0  0  0
 22  5  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  2  0  0  0  0
 24 18  2  0  0  0  0
 25 19  1  0  0  0  0
 26 22  1  0  0  0  0
 27 14  1  0  0  0  0
 27 21  1  0  0  0  0
 28 15  1  0  0  0  0
 28 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030715

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC1=CC(=O)OC2=C3CC(OC3=C(C(=O)C(C)CC)C(O)=C12)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O6/c1-6-8-12-9-15(23)28-20-13-10-14(22(4,5)26)27-21(13)17(19(25)16(12)20)18(24)11(3)7-2/h9,11,14,25-26H,6-8,10H2,1-5H3

> <INCHI_KEY>
KTJYLXIAFCVVBF-UHFFFAOYSA-N

> <FORMULA>
C22H28O6

> <MOLECULAR_WEIGHT>
388.4541

> <EXACT_MASS>
388.188588628

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.70787253870456

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(2-methylbutanoyl)-4-propyl-2H,8H,9H-furo[2,3-h]chromen-2-one

> <ALOGPS_LOGP>
3.85

> <JCHEM_LOGP>
4.513098529333332

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.296471167818389

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.548164498179702

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1064568279196214

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
106.01099999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(2-methylbutanoyl)-4-propyl-8H,9H-furo[2,3-h]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030715
     RDKit          3D
MAB 4
 56 58  0  0  0  0  0  0  0  0999 V2000
   -5.2109   -2.5711   -1.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7808   -1.7027    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634   -2.3658    0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4373   -2.5920    0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2186   -3.8160   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233   -4.0436   -1.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9632   -5.1420   -1.9057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400   -3.1089   -1.4660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.9300   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6124   -0.9671   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    0.2688   -0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766    0.5196    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6213    1.8038    0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    2.0552    1.7954 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952    2.8732    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1465    3.9708    1.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040    3.5843   -0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1526    4.6468   -0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5787   -0.4000    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752   -0.2124    1.3050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4624   -1.6426   -0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6734    0.9990   -0.8309 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6627    0.1306   -1.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491   -0.2858   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6986   -1.1887   -0.8915 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3363    0.9001    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875   -0.9568    0.7588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705   -1.0516   -1.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8866   -1.9835   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8038   -3.4510   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3499   -2.9568   -1.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6906   -1.5638    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5534   -0.7247   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0925   -3.4291    1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -2.0916    1.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9909   -4.5621   -0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4242    2.5819    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591    4.9260    1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6118    3.6371    2.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    4.0303    1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460    2.9463   -1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8608    4.1524   -0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    4.7656   -1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    5.6359   -0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760    4.3530   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9822    0.5351    1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148    0.6332   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3218   -2.2420   -0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6013   -1.2363   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0138   -0.8194   -1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6789    0.5850    1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2320    1.1376   -0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649    1.7614    0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6257   -1.5360    1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537   -0.8904   -2.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4111   -1.9693   -1.6343 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 12 19  1  0
 19 20  1  0
 19 21  2  0
 11 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 23 28  1  0
 21  4  1  0
 21  9  1  0
 28 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  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       7.048   4.889   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.538   5.862   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.915   3.244   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.791  -1.543   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.294   0.578   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.320   3.532   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.998   5.910   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.781   3.484   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.864   0.818   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.748  -0.502   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.187   4.601   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.053   2.127   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.247   0.674   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.173   0.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.136  -0.539   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.514   2.079   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.163   3.340   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.648   4.649   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.703   3.388   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.786   0.722   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.565   1.983   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.482  -0.731   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.948  -1.848   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.080   6.006   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.431   4.745   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.671  -2.040   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.060   1.616   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.597  -0.587   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   11                                                            
CONECT    4   22                                                            
CONECT    5   22                                                            
CONECT    6    1    8                                                       
CONECT    7    2   11                                                       
CONECT    8    6   12                                                       
CONECT    9   12   15                                                       
CONECT   10   13   14                                                       
CONECT   11    3    7   18                                                  
CONECT   12    8    9   16                                                  
CONECT   13   10   20   21                                                  
CONECT   14   10   22   27                                                  
CONECT   15    9   23   28                                                  
CONECT   16   12   19   20                                                  
CONECT   17   18   19   21                                                  
CONECT   18   11   17   24                                                  
CONECT   19   16   17   25                                                  
CONECT   20   13   16   28                                                  
CONECT   21   13   17   27                                                  
CONECT   22    4    5   14   26                                             
CONECT   23   15                                                            
CONECT   24   18                                                            
CONECT   25   19                                                            
CONECT   26   22                                                            
CONECT   27   14   21                                                       
CONECT   28   15   20                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0030715
HETATM    1  C1  UNL     1      -5.211  -2.571  -1.089  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.781  -1.703   0.097  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.663  -2.366   0.864  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.437  -2.592   0.105  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.219  -3.816  -0.561  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.123  -4.044  -1.331  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.963  -5.142  -1.906  1.00  0.00           O  
HETATM    8  O2  UNL     1      -0.240  -3.109  -1.466  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.357  -1.930  -0.881  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.612  -0.967  -1.052  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.542   0.269  -0.463  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.577   0.520   0.334  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.621   1.804   0.997  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.555   2.055   1.795  1.00  0.00           O  
HETATM   15  C12 UNL     1       0.395   2.873   0.774  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.146   3.971   1.825  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.104   3.584  -0.541  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.153   4.647  -0.750  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.579  -0.400   0.544  1.00  0.00           C  
HETATM   20  O4  UNL     1      -2.675  -0.212   1.305  1.00  0.00           O  
HETATM   21  C17 UNL     1      -1.462  -1.643  -0.078  1.00  0.00           C  
HETATM   22  O5  UNL     1       1.673   0.999  -0.831  1.00  0.00           O  
HETATM   23  C18 UNL     1       2.663   0.131  -1.343  1.00  0.00           C  
HETATM   24  C19 UNL     1       3.649  -0.286  -0.283  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.699  -1.189  -0.891  1.00  0.00           C  
HETATM   26  C21 UNL     1       4.336   0.900   0.321  1.00  0.00           C  
HETATM   27  O6  UNL     1       2.988  -0.957   0.759  1.00  0.00           O  
HETATM   28  C22 UNL     1       1.871  -1.052  -1.861  1.00  0.00           C  
HETATM   29  H1  UNL     1      -5.887  -1.983  -1.741  1.00  0.00           H  
HETATM   30  H2  UNL     1      -5.804  -3.451  -0.738  1.00  0.00           H  
HETATM   31  H3  UNL     1      -4.350  -2.957  -1.641  1.00  0.00           H  
HETATM   32  H4  UNL     1      -5.691  -1.564   0.711  1.00  0.00           H  
HETATM   33  H5  UNL     1      -4.553  -0.725  -0.351  1.00  0.00           H  
HETATM   34  H6  UNL     1      -4.092  -3.429   1.010  1.00  0.00           H  
HETATM   35  H7  UNL     1      -3.577  -2.092   1.921  1.00  0.00           H  
HETATM   36  H8  UNL     1      -2.991  -4.562  -0.413  1.00  0.00           H  
HETATM   37  H9  UNL     1       1.424   2.582   0.831  1.00  0.00           H  
HETATM   38  H10 UNL     1       0.559   4.926   1.509  1.00  0.00           H  
HETATM   39  H11 UNL     1       0.612   3.637   2.757  1.00  0.00           H  
HETATM   40  H12 UNL     1      -0.951   4.030   1.969  1.00  0.00           H  
HETATM   41  H13 UNL     1       0.046   2.946  -1.410  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.861   4.152  -0.394  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.409   4.766  -1.839  1.00  0.00           H  
HETATM   44  H16 UNL     1       0.829   5.636  -0.404  1.00  0.00           H  
HETATM   45  H17 UNL     1       2.076   4.353  -0.198  1.00  0.00           H  
HETATM   46  H18 UNL     1      -2.982   0.535   1.822  1.00  0.00           H  
HETATM   47  H19 UNL     1       3.215   0.633  -2.155  1.00  0.00           H  
HETATM   48  H20 UNL     1       4.322  -2.242  -0.924  1.00  0.00           H  
HETATM   49  H21 UNL     1       5.601  -1.236  -0.222  1.00  0.00           H  
HETATM   50  H22 UNL     1       5.014  -0.819  -1.883  1.00  0.00           H  
HETATM   51  H23 UNL     1       4.679   0.585   1.346  1.00  0.00           H  
HETATM   52  H24 UNL     1       5.232   1.138  -0.263  1.00  0.00           H  
HETATM   53  H25 UNL     1       3.665   1.761   0.488  1.00  0.00           H  
HETATM   54  H26 UNL     1       3.626  -1.536   1.214  1.00  0.00           H  
HETATM   55  H27 UNL     1       1.654  -0.890  -2.931  1.00  0.00           H  
HETATM   56  H28 UNL     1       2.411  -1.969  -1.634  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5    5   21
CONECT    5    6   36
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   10   21
CONECT   10   11   28
CONECT   11   12   12   22
CONECT   12   13   19
CONECT   13   14   14   15
CONECT   15   16   17   37
CONECT   16   38   39   40
CONECT   17   18   41   42
CONECT   18   43   44   45
CONECT   19   20   21   21
CONECT   20   46
CONECT   22   23
CONECT   23   24   28   47
CONECT   24   25   26   27
CONECT   25   48   49   50
CONECT   26   51   52   53
CONECT   27   54
CONECT   28   55   56
END

HMDB0030715
     RDKit          3D
MAB 4
 56 58  0  0  0  0  0  0  0  0999 V2000
   -5.2109   -2.5711   -1.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7808   -1.7027    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634   -2.3658    0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4373   -2.5920    0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2186   -3.8160   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233   -4.0436   -1.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9632   -5.1420   -1.9057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400   -3.1089   -1.4660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.9300   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6124   -0.9671   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    0.2688   -0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766    0.5196    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6213    1.8038    0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    2.0552    1.7954 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952    2.8732    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1465    3.9708    1.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040    3.5843   -0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1526    4.6468   -0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5787   -0.4000    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752   -0.2124    1.3050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4624   -1.6426   -0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6734    0.9990   -0.8309 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6627    0.1306   -1.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491   -0.2858   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6986   -1.1887   -0.8915 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3363    0.9001    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875   -0.9568    0.7588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705   -1.0516   -1.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8866   -1.9835   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8038   -3.4510   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3499   -2.9568   -1.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6906   -1.5638    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5534   -0.7247   -0.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0925   -3.4291    1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -2.0916    1.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9909   -4.5621   -0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4242    2.5819    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591    4.9260    1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6118    3.6371    2.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    4.0303    1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460    2.9463   -1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8608    4.1524   -0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    4.7656   -1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8289    5.6359   -0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760    4.3530   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9822    0.5351    1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148    0.6332   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3218   -2.2420   -0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6013   -1.2363   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0138   -0.8194   -1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6789    0.5850    1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2320    1.1376   -0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649    1.7614    0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6257   -1.5360    1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537   -0.8904   -2.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4111   -1.9693   -1.6343 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 12 19  1  0
 19 20  1  0
 19 21  2  0
 11 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 23 28  1  0
 21  4  1  0
 21  9  1  0
 28 10  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8,9-Dihydro-5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(2-methyl-1-oxobutyl)-4-propyl-2H-furo[2,3-H]-1-benzopyran-2-one, 9ci	HMDB
Mammea b/ab cyclo F	HMDB

Chemical Formula

C₂₂H₂₈O₆

Average Molecular Weight

388.4541

Monoisotopic Molecular Weight

388.188588628

IUPAC Name

5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(2-methylbutanoyl)-4-propyl-2H,8H,9H-furo[2,3-h]chromen-2-one

Traditional Name

5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(2-methylbutanoyl)-4-propyl-8H,9H-furo[2,3-h]chromen-2-one

CAS Registry Number

30390-15-9

SMILES

CCCC1=CC(=O)OC2=C3CC(OC3=C(C(=O)C(C)CC)C(O)=C12)C(C)(C)O

InChI Identifier

InChI=1S/C22H28O6/c1-6-8-12-9-15(23)28-20-13-10-14(22(4,5)26)27-21(13)17(19(25)16(12)20)18(24)11(3)7-2/h9,11,14,25-26H,6-8,10H2,1-5H3

InChI Key

KTJYLXIAFCVVBF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Angular furanocoumarins

Alternative Parents

Substituents

Angular furanocoumarin
Butyrophenone
Benzopyran
1-benzopyran
Coumaran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Tertiary alcohol
Ketone
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030715)
Cell membrane (HMDB: HMDB0030715)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030715)

Source

Endogenous

Endogenous (HMDB: HMDB0030715)

Plant

Plant (HMDB: HMDB0030715)

Exogenous

Food

Food (HMDB: HMDB0030715)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030715)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	92 - 94 °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	0.022 g/L	ALOGPS
logP	3.85	ALOGPS
logP	4.51	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.55	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	106.01 m³·mol⁻¹	ChemAxon
Polarizability	42.71 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
DarkChem	[M+H]+	190.062	31661259
DarkChem	[M-H]-	190.482	31661259
DeepCCS	[M-2H]-	234.316	30932474
DeepCCS	[M+Na]+	209.412	30932474
AllCCS	[M+H]+	192.0	32859911
AllCCS	[M+H-H2O]+	189.4	32859911
AllCCS	[M+NH4]+	194.4	32859911
AllCCS	[M+Na]+	195.1	32859911
AllCCS	[M-H]-	199.2	32859911
AllCCS	[M+Na-2H]-	199.8	32859911
AllCCS	[M+HCOO]-	200.6	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.	8.75 minutes	32390414
Predicted by Siyang on May 30, 2022	18.124 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.26 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2895.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	460.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	223.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	153.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	870.6 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	924.8 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	1400.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	595.0 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	1896.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	523.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	427.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	288.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	464.5 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	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
MAB 4	CCCC1=CC(=O)OC2=C3CC(OC3=C(C(=O)C(C)CC)C(O)=C12)C(C)(C)O	3552.0	Standard polar	33892256
MAB 4	CCCC1=CC(=O)OC2=C3CC(OC3=C(C(=O)C(C)CC)C(O)=C12)C(C)(C)O	2996.7	Standard non polar	33892256
MAB 4	CCCC1=CC(=O)OC2=C3CC(OC3=C(C(=O)C(C)CC)C(O)=C12)C(C)(C)O	3036.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
MAB 4,1TMS,isomer #1	CCCC1=CC(=O)OC2=C3CC(C(C)(C)O)OC3=C(C(=O)C(C)CC)C(O[Si](C)(C)C)=C12	2932.6	Semi standard non polar	33892256
MAB 4,1TMS,isomer #2	CCCC1=CC(=O)OC2=C3CC(C(C)(C)O[Si](C)(C)C)OC3=C(C(=O)C(C)CC)C(O)=C12	2941.6	Semi standard non polar	33892256
MAB 4,2TMS,isomer #1	CCCC1=CC(=O)OC2=C3CC(C(C)(C)O[Si](C)(C)C)OC3=C(C(=O)C(C)CC)C(O[Si](C)(C)C)=C12	2970.3	Semi standard non polar	33892256
MAB 4,1TBDMS,isomer #1	CCCC1=CC(=O)OC2=C3CC(C(C)(C)O)OC3=C(C(=O)C(C)CC)C(O[Si](C)(C)C(C)(C)C)=C12	3152.3	Semi standard non polar	33892256
MAB 4,1TBDMS,isomer #2	CCCC1=CC(=O)OC2=C3CC(C(C)(C)O[Si](C)(C)C(C)(C)C)OC3=C(C(=O)C(C)CC)C(O)=C12	3178.4	Semi standard non polar	33892256
MAB 4,2TBDMS,isomer #1	CCCC1=CC(=O)OC2=C3CC(C(C)(C)O[Si](C)(C)C(C)(C)C)OC3=C(C(=O)C(C)CC)C(O[Si](C)(C)C(C)(C)C)=C12	3419.0	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 - MAB 4 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-8109000000-fa544697e7fa0c370f9d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MAB 4 GC-MS (2 TMS) - 70eV, Positive	splash10-01b9-9120250000-2c0311905ea4ed617f13	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MAB 4 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MAB 4 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 - MAB 4 10V, Positive-QTOF	splash10-0079-1009000000-67466350b35fc2a5a893	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 20V, Positive-QTOF	splash10-0079-3009000000-f375274c89a2377a39de	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 40V, Positive-QTOF	splash10-0a4i-8090000000-de758a42878e83b29470	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 10V, Negative-QTOF	splash10-000i-0009000000-b1202bf57e6c99ae063d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 20V, Negative-QTOF	splash10-0f79-3049000000-0a4148ca49f75a097791	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 40V, Negative-QTOF	splash10-05n0-4193000000-3d62daa4dabad3388a50	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 10V, Negative-QTOF	splash10-000i-0009000000-7f16ac45973a6479b3e5	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 20V, Negative-QTOF	splash10-000i-0009000000-a988ab5bea1a5def1b4b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 40V, Negative-QTOF	splash10-03dr-1089000000-261da5cc29ffb586e13b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 10V, Positive-QTOF	splash10-000i-0009000000-b83072cd3b5ec2f58ec6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 20V, Positive-QTOF	splash10-052r-0009000000-19afb2a3345fc540a344	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - MAB 4 40V, Positive-QTOF	splash10-114l-5169000000-169d229ff34fbbbc13f2	2021-09-25	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

FDB002637

KNApSAcK ID

C00054269

Chemspider ID

35013259

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751071

PDB ID

Not Available

ChEBI ID

175944

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

MAB 4 → 3,4,5-trihydroxy-6-{[8-(2-hydroxypropan-2-yl)-6-(2-methylbutanoyl)-2-oxo-4-propyl-2H,8H,9H-furo[2,3-h]chromen-5-yl]oxy}oxane-2-carboxylic acid	details

Showing metabocard for MAB 4 (HMDB0030715)

MOL for HMDB0030715 (MAB 4)

3D MOL for HMDB0030715 (MAB 4)

3D SDF for HMDB0030715 (MAB 4)

3D-SDF for HMDB0030715 (MAB 4)

PDB for HMDB0030715 (MAB 4)

3D PDB for HMDB0030715 (MAB 4)

SMILES for HMDB0030715 (MAB 4)

INCHI for HMDB0030715 (MAB 4)

Structure for HMDB0030715 (MAB 4)

3D Structure for HMDB0030715 (MAB 4)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions