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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:38 UTC

Update Date

2022-03-07 02:52:36 UTC

HMDB ID

HMDB0030560

Secondary Accession Numbers

HMDB30560

Metabolite Identification

Common Name

7,11,12-Triacetoxycoumestan

Description

7,11,12-Triacetoxycoumestan, also known as stimol 410, belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan. Based on a literature review very few articles have been published on 7,11,12-Triacetoxycoumestan.

Structure

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


  Mrv0541 05061305212D          

 30 33  0  0  0  0            999 V2000
    6.6784    3.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8356    4.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0316    0.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2891    2.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4655    2.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2075    3.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2466    3.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1682    1.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8548    3.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415    4.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2984    1.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6601    2.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0128    2.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9407    3.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3838    3.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9014    2.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4867    3.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5259    2.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365    3.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1892    2.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    4.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021    4.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083    4.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043    0.7719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6548    4.8202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4838    2.8924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1807    3.6901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2591    2.0420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6731    2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9312    4.1776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  6  2  0  0  0  0
 13  5  1  0  0  0  0
 14  7  2  0  0  0  0
 15  6  1  0  0  0  0
 15 13  2  0  0  0  0
 16  8  2  0  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19 14  1  0  0  0  0
 20 13  1  0  0  0  0
 20 19  2  0  0  0  0
 21 19  1  0  0  0  0
 22  9  2  0  0  0  0
 23 10  2  0  0  0  0
 24 11  2  0  0  0  0
 25 21  2  0  0  0  0
 26  9  1  0  0  0  0
 26 12  1  0  0  0  0
 27 10  1  0  0  0  0
 27 17  1  0  0  0  0
 28 11  1  0  0  0  0
 28 18  1  0  0  0  0
 29 16  1  0  0  0  0
 29 20  1  0  0  0  0
 30 15  1  0  0  0  0
 30 21  1  0  0  0  0
M  END

HMDB0030560
     RDKit          3D
7,11,12-Triacetoxycoumestan
 44 47  0  0  0  0  0  0  0  0999 V2000
    8.8931   -0.4472    0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4321   -0.3154    0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8544   -0.4459    1.4010 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6525   -0.0314   -0.8125 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2688    0.0972   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6615    1.3030   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2801    1.3933   -0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4798    0.2797   -0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0723   -0.9307   -0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4482   -1.0030   -0.7870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -2.0185   -0.7767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -1.9709   -0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2905   -3.0179   -0.7732 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3504   -0.8096   -0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9575   -0.4515   -0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1542   -1.1175   -0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3472   -0.4627    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548   -1.1405    0.0357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1131   -1.7264    1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4307   -2.4522    1.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -1.6317    2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3471    0.8891    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5107    1.6070    0.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282    2.2021   -0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4758    2.9745   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7478    2.0393   -1.6561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1523    1.5494    0.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9794    0.8865    0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798    1.3142    0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0990    0.3476   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1632   -1.4965   -0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3049    0.2156   -0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4244   -0.2904    1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2730    2.1744   -0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    2.3603   -0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9130   -1.9721   -1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192   -2.1933   -0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1248   -1.8913    0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -3.4625    0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8087   -2.6048    2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2063    4.0243    0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0905    2.5497    0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0087    3.0726   -1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1290    2.6039    0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 10  5  1  0
 30 14  2  0
 30  8  1  0
 28 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  7 35  1  0
 10 36  1  0
 16 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  1  0
 27 44  1  0
M  END


  Mrv0541 05061305212D          

 30 33  0  0  0  0            999 V2000
    6.6784    3.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8356    4.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0316    0.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2891    2.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4655    2.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2075    3.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2466    3.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1682    1.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8548    3.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415    4.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2984    1.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6601    2.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0128    2.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9407    3.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3838    3.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9014    2.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4867    3.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5259    2.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365    3.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1892    2.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    4.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021    4.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083    4.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043    0.7719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6548    4.8202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4838    2.8924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1807    3.6901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2591    2.0420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6731    2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9312    4.1776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  6  2  0  0  0  0
 13  5  1  0  0  0  0
 14  7  2  0  0  0  0
 15  6  1  0  0  0  0
 15 13  2  0  0  0  0
 16  8  2  0  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19 14  1  0  0  0  0
 20 13  1  0  0  0  0
 20 19  2  0  0  0  0
 21 19  1  0  0  0  0
 22  9  2  0  0  0  0
 23 10  2  0  0  0  0
 24 11  2  0  0  0  0
 25 21  2  0  0  0  0
 26  9  1  0  0  0  0
 26 12  1  0  0  0  0
 27 10  1  0  0  0  0
 27 17  1  0  0  0  0
 28 11  1  0  0  0  0
 28 18  1  0  0  0  0
 29 16  1  0  0  0  0
 29 20  1  0  0  0  0
 30 15  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030560

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1=CC2=C(C=C1)C1=C(C3=CC(OC(C)=O)=C(OC(C)=O)C=C3O1)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C21H14O9/c1-9(22)26-12-4-5-13-15(6-12)30-21(25)19-14-7-17(27-10(2)23)18(28-11(3)24)8-16(14)29-20(13)19/h4-8H,1-3H3

> <INCHI_KEY>
XZTLRBKHOHDMTG-UHFFFAOYSA-N

> <FORMULA>
C21H14O9

> <MOLECULAR_WEIGHT>
410.3305

> <EXACT_MASS>
410.063782046

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.19860818781473

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13,14-bis(acetyloxy)-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-5-yl acetate

> <ALOGPS_LOGP>
3.29

> <JCHEM_LOGP>
1.8262348886666666

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.549315156250571

> <JCHEM_POLAR_SURFACE_AREA>
118.34000000000002

> <JCHEM_REFRACTIVITY>
99.05489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13,14-bis(acetyloxy)-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030560
     RDKit          3D
7,11,12-Triacetoxycoumestan
 44 47  0  0  0  0  0  0  0  0999 V2000
    8.8931   -0.4472    0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4321   -0.3154    0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8544   -0.4459    1.4010 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6525   -0.0314   -0.8125 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2688    0.0972   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6615    1.3030   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2801    1.3933   -0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4798    0.2797   -0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0723   -0.9307   -0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4482   -1.0030   -0.7870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -2.0185   -0.7767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -1.9709   -0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2905   -3.0179   -0.7732 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3504   -0.8096   -0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9575   -0.4515   -0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1542   -1.1175   -0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3472   -0.4627    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548   -1.1405    0.0357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1131   -1.7264    1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4307   -2.4522    1.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -1.6317    2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3471    0.8891    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5107    1.6070    0.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282    2.2021   -0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4758    2.9745   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7478    2.0393   -1.6561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1523    1.5494    0.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9794    0.8865    0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798    1.3142    0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0990    0.3476   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1632   -1.4965   -0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3049    0.2156   -0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4244   -0.2904    1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2730    2.1744   -0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    2.3603   -0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9130   -1.9721   -1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192   -2.1933   -0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1248   -1.8913    0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -3.4625    0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8087   -2.6048    2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2063    4.0243    0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0905    2.5497    0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0087    3.0726   -1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1290    2.6039    0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 10  5  1  0
 30 14  2  0
 30  8  1  0
 28 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  7 35  1  0
 10 36  1  0
 16 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  1  0
 27 44  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      12.466   6.863   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.426   9.259   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.792   1.568   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.006   3.936   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.469   3.848   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.854   6.599   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.460   6.761   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.314   3.685   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.929   6.775   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.131   8.427   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.424   2.273   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.699   5.311   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.624   5.135   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.756   5.929   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.316   6.511   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.683   4.391   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.909   6.056   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.982   4.518   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.241   6.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.087   5.047   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.934   7.710   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.084   8.062   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.762   9.132   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.128   1.441   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.089   8.998   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.236   5.399   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.204   6.888   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.350   3.812   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.123   3.846   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.472   7.798   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4    5   12                                                       
CONECT    5    4   13                                                       
CONECT    6   12   15                                                       
CONECT    7   14   17                                                       
CONECT    8   16   18                                                       
CONECT    9    1   22   26                                                  
CONECT   10    2   23   27                                                  
CONECT   11    3   24   28                                                  
CONECT   12    4    6   26                                                  
CONECT   13    5   15   20                                                  
CONECT   14    7   16   19                                                  
CONECT   15    6   13   30                                                  
CONECT   16    8   14   29                                                  
CONECT   17    7   18   27                                                  
CONECT   18    8   17   28                                                  
CONECT   19   14   20   21                                                  
CONECT   20   13   19   29                                                  
CONECT   21   19   25   30                                                  
CONECT   22    9                                                            
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25   21                                                            
CONECT   26    9   12                                                       
CONECT   27   10   17                                                       
CONECT   28   11   18                                                       
CONECT   29   16   20                                                       
CONECT   30   15   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0030560
HETATM    1  C1  UNL     1       8.893  -0.447   0.111  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.432  -0.315   0.296  1.00  0.00           C  
HETATM    3  O1  UNL     1       6.854  -0.446   1.401  1.00  0.00           O  
HETATM    4  O2  UNL     1       6.653  -0.031  -0.812  1.00  0.00           O  
HETATM    5  C3  UNL     1       5.269   0.097  -0.658  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.662   1.303  -0.374  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.280   1.393  -0.227  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.480   0.280  -0.361  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.072  -0.931  -0.644  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.448  -1.003  -0.787  1.00  0.00           C  
HETATM   11  O3  UNL     1       2.317  -2.018  -0.777  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.000  -1.971  -0.644  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.290  -3.018  -0.773  1.00  0.00           O  
HETATM   14  C10 UNL     1       0.350  -0.810  -0.365  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.958  -0.451  -0.174  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.154  -1.118  -0.186  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.347  -0.463   0.049  1.00  0.00           C  
HETATM   18  O5  UNL     1      -4.555  -1.141   0.036  1.00  0.00           O  
HETATM   19  C14 UNL     1      -5.113  -1.726   1.161  1.00  0.00           C  
HETATM   20  C15 UNL     1      -6.431  -2.452   1.089  1.00  0.00           C  
HETATM   21  O6  UNL     1      -4.482  -1.632   2.246  1.00  0.00           O  
HETATM   22  C16 UNL     1      -3.347   0.889   0.303  1.00  0.00           C  
HETATM   23  O7  UNL     1      -4.511   1.607   0.547  1.00  0.00           O  
HETATM   24  C17 UNL     1      -5.228   2.202  -0.503  1.00  0.00           C  
HETATM   25  C18 UNL     1      -6.476   2.975  -0.262  1.00  0.00           C  
HETATM   26  O8  UNL     1      -4.748   2.039  -1.656  1.00  0.00           O  
HETATM   27  C19 UNL     1      -2.152   1.549   0.314  1.00  0.00           C  
HETATM   28  C20 UNL     1      -0.979   0.886   0.079  1.00  0.00           C  
HETATM   29  O9  UNL     1       0.280   1.314   0.041  1.00  0.00           O  
HETATM   30  C21 UNL     1       1.099   0.348  -0.218  1.00  0.00           C  
HETATM   31  H1  UNL     1       9.163  -1.496  -0.183  1.00  0.00           H  
HETATM   32  H2  UNL     1       9.305   0.216  -0.659  1.00  0.00           H  
HETATM   33  H3  UNL     1       9.424  -0.290   1.089  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.273   2.174  -0.269  1.00  0.00           H  
HETATM   35  H5  UNL     1       2.804   2.360  -0.001  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.913  -1.972  -1.013  1.00  0.00           H  
HETATM   37  H7  UNL     1      -2.119  -2.193  -0.391  1.00  0.00           H  
HETATM   38  H8  UNL     1      -7.125  -1.891   0.434  1.00  0.00           H  
HETATM   39  H9  UNL     1      -6.294  -3.462   0.648  1.00  0.00           H  
HETATM   40  H10 UNL     1      -6.809  -2.605   2.111  1.00  0.00           H  
HETATM   41  H11 UNL     1      -6.206   4.024   0.048  1.00  0.00           H  
HETATM   42  H12 UNL     1      -7.091   2.550   0.542  1.00  0.00           H  
HETATM   43  H13 UNL     1      -7.009   3.073  -1.214  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.129   2.604   0.510  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   10
CONECT    6    7   34
CONECT    7    8    8   35
CONECT    8    9   30
CONECT    9   10   10   11
CONECT   10   36
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   30   30
CONECT   15   16   16   28
CONECT   16   17   37
CONECT   17   18   22   22
CONECT   18   19
CONECT   19   20   21   21
CONECT   20   38   39   40
CONECT   22   23   27
CONECT   23   24
CONECT   24   25   26   26
CONECT   25   41   42   43
CONECT   27   28   28   44
CONECT   28   29
CONECT   29   30
END

HMDB0030560
     RDKit          3D
7,11,12-Triacetoxycoumestan
 44 47  0  0  0  0  0  0  0  0999 V2000
    8.8931   -0.4472    0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4321   -0.3154    0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8544   -0.4459    1.4010 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6525   -0.0314   -0.8125 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2688    0.0972   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6615    1.3030   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2801    1.3933   -0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4798    0.2797   -0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0723   -0.9307   -0.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4482   -1.0030   -0.7870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -2.0185   -0.7767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -1.9709   -0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2905   -3.0179   -0.7732 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3504   -0.8096   -0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9575   -0.4515   -0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1542   -1.1175   -0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3472   -0.4627    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548   -1.1405    0.0357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1131   -1.7264    1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4307   -2.4522    1.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -1.6317    2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3471    0.8891    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5107    1.6070    0.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282    2.2021   -0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4758    2.9745   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7478    2.0393   -1.6561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1523    1.5494    0.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9794    0.8865    0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798    1.3142    0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0990    0.3476   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1632   -1.4965   -0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3049    0.2156   -0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4244   -0.2904    1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2730    2.1744   -0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    2.3603   -0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9130   -1.9721   -1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192   -2.1933   -0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1248   -1.8913    0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -3.4625    0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8087   -2.6048    2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2063    4.0243    0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0905    2.5497    0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0087    3.0726   -1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1290    2.6039    0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 10  5  1  0
 30 14  2  0
 30  8  1  0
 28 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  7 35  1  0
 10 36  1  0
 16 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 25 41  1  0
 25 42  1  0
 25 43  1  0
 27 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Stimol 410	HMDB
5,14-Bis(acetyloxy)-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-13-yl acetic acid	HMDB

Chemical Formula

C₂₁H₁₄O₉

Average Molecular Weight

410.3305

Monoisotopic Molecular Weight

410.063782046

IUPAC Name

13,14-bis(acetyloxy)-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-5-yl acetate

Traditional Name

13,14-bis(acetyloxy)-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-5-yl acetate

CAS Registry Number

2074-56-8

SMILES

CC(=O)OC1=CC2=C(C=C1)C1=C(C3=CC(OC(C)=O)=C(OC(C)=O)C=C3O1)C(=O)O2

InChI Identifier

InChI=1S/C21H14O9/c1-9(22)26-12-4-5-13-15(6-12)30-21(25)19-14-7-17(27-10(2)23)18(28-11(3)24)8-16(14)29-20(13)19/h4-8H,1-3H3

InChI Key

XZTLRBKHOHDMTG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Coumestans

Direct Parent

Coumestans

Alternative Parents

Substituents

Coumestan
Angular furanocoumarin
Furanocoumarin
Coumarin
Benzopyran
1-benzopyran
Benzofuran
Tricarboxylic acid or derivatives
Furopyran
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Furan
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
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: HMDB0030560)
Cell membrane (HMDB: HMDB0030560)

Source

Endogenous

Endogenous (HMDB: HMDB0030560)

Plant

Plant (HMDB: HMDB0030560)

Exogenous

Food

Food (HMDB: HMDB0030560)

Exogenous (HMDB: HMDB0030560)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	255 - 257 °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	0.031 g/L	ALOGPS
logP	3.29	ALOGPS
logP	1.83	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	118.34 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	99.05 m³·mol⁻¹	ChemAxon
Polarizability	40.2 Å³	ChemAxon
Number of Rings	4	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]+	194.244	31661259
DarkChem	[M-H]-	192.938	31661259
DeepCCS	[M+H]+	189.32	30932474
DeepCCS	[M-H]-	186.962	30932474
DeepCCS	[M-2H]-	220.243	30932474
DeepCCS	[M+Na]+	195.428	30932474
AllCCS	[M+H]+	192.6	32859911
AllCCS	[M+H-H2O]+	189.9	32859911
AllCCS	[M+NH4]+	195.1	32859911
AllCCS	[M+Na]+	195.8	32859911
AllCCS	[M-H]-	194.7	32859911
AllCCS	[M+Na-2H]-	194.4	32859911
AllCCS	[M+HCOO]-	194.2	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.	7.82 minutes	32390414
Predicted by Siyang on May 30, 2022	16.2742 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.43 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2591.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	448.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	193.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	230.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	122.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	602.0 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	576.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1300.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	554.7 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	1885.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	456.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	360.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	339.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	308.2 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	54.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7,11,12-Triacetoxycoumestan	CC(=O)OC1=CC2=C(C=C1)C1=C(C3=CC(OC(C)=O)=C(OC(C)=O)C=C3O1)C(=O)O2	4718.3	Standard polar	33892256
7,11,12-Triacetoxycoumestan	CC(=O)OC1=CC2=C(C=C1)C1=C(C3=CC(OC(C)=O)=C(OC(C)=O)C=C3O1)C(=O)O2	3519.8	Standard non polar	33892256
7,11,12-Triacetoxycoumestan	CC(=O)OC1=CC2=C(C=C1)C1=C(C3=CC(OC(C)=O)=C(OC(C)=O)C=C3O1)C(=O)O2	3433.7	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 - 7,11,12-Triacetoxycoumestan GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-1109000000-352a54812cb4641a6ff0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,11,12-Triacetoxycoumestan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7,11,12-Triacetoxycoumestan 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 - 7,11,12-Triacetoxycoumestan 10V, Positive-QTOF	splash10-02t9-0009400000-939f828d4465e0523696	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 20V, Positive-QTOF	splash10-016r-0009100000-104aa8661812839342e0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 40V, Positive-QTOF	splash10-004i-1009000000-6af9435345c47497bd30	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 10V, Negative-QTOF	splash10-066r-0009400000-0f93e6f2da4af589531d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 20V, Negative-QTOF	splash10-014i-0009100000-24e3f1d417cfb270cc50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 40V, Negative-QTOF	splash10-00b9-2019000000-d32b43ff9d53dcbc8703	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 10V, Negative-QTOF	splash10-016r-0009200000-9a24d9db152d23195d96	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 20V, Negative-QTOF	splash10-0100-0009000000-891c2b8387e41511bb9e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 40V, Negative-QTOF	splash10-0092-0039000000-5e4b7f53ba086f253308	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 10V, Positive-QTOF	splash10-03di-0004900000-14df8e963ba13f831254	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 20V, Positive-QTOF	splash10-02di-0009200000-b10bf2858cc539825428	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7,11,12-Triacetoxycoumestan 40V, Positive-QTOF	splash10-004i-0009000000-18996f57b5bf15545b1a	2021-09-22	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

FDB002444

KNApSAcK ID

Not Available

Chemspider ID

894000

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1040837

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

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

Enzymes

Enzyme Details

1. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

Reactions

7,11,12-Triacetoxycoumestan → 5-(acetyloxy)-14-hydroxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-13-yl acetate	details
7,11,12-Triacetoxycoumestan → Acetic acid	details
7,11,12-Triacetoxycoumestan → 5-(acetyloxy)-13-hydroxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-14-yl acetate	details
7,11,12-Triacetoxycoumestan → 14-(acetyloxy)-5-hydroxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-13-yl acetate	details

Showing metabocard for 7,11,12-Triacetoxycoumestan (HMDB0030560)

MOL for HMDB0030560 (7,11,12-Triacetoxycoumestan)

3D MOL for HMDB0030560 (7,11,12-Triacetoxycoumestan)

3D SDF for HMDB0030560 (7,11,12-Triacetoxycoumestan)

3D-SDF for HMDB0030560 (7,11,12-Triacetoxycoumestan)

PDB for HMDB0030560 (7,11,12-Triacetoxycoumestan)

3D PDB for HMDB0030560 (7,11,12-Triacetoxycoumestan)

SMILES for HMDB0030560 (7,11,12-Triacetoxycoumestan)

INCHI for HMDB0030560 (7,11,12-Triacetoxycoumestan)

Structure for HMDB0030560 (7,11,12-Triacetoxycoumestan)

3D Structure for HMDB0030560 (7,11,12-Triacetoxycoumestan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions