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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:47:17 UTC

Update Date

2022-03-07 02:53:57 UTC

HMDB ID

HMDB0034013

Secondary Accession Numbers

HMDB34013

Metabolite Identification

Common Name

Lathycarpin

Description

Lathycarpin belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Thus, lathycarpin is considered to be a flavonoid. Lathycarpin has been detected, but not quantified in, grass peas (Lathyrus sativus) and pulses. This could make lathycarpin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Lathycarpin.

Structure

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

  Mrv0541 05061307302D          

 25 29  0  0  0  0            999 V2000
   -0.3164    2.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6782    2.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    2.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0288    0.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671    0.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0867    2.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1743    0.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405    1.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    1.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292    1.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    0.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582    2.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9678    2.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6059    1.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573    1.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7863    2.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0749    1.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5361    1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0663    0.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066    3.0181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    1.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513    0.2819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5325    0.9754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5794    2.3094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5830    2.4147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  3  2  0  0  0  0
 10  4  2  0  0  0  0
 11  5  2  0  0  0  0
 11  9  1  0  0  0  0
 12  6  2  0  0  0  0
 12 10  1  0  0  0  0
 13  3  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  2  0  0  0  0
 15  4  1  0  0  0  0
 16  6  1  0  0  0  0
 16 15  2  0  0  0  0
 17  9  1  0  0  0  0
 18  7  1  0  0  0  0
 18 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20  1  1  0  0  0  0
 20 13  1  0  0  0  0
 21  2  1  0  0  0  0
 21 14  1  0  0  0  0
 22  7  1  0  0  0  0
 22 11  1  0  0  0  0
 23  8  1  0  0  0  0
 23 15  1  0  0  0  0
 24  8  1  0  0  0  0
 24 16  1  0  0  0  0
 25 12  1  0  0  0  0
 25 17  1  0  0  0  0
M  END

HMDB0034013
     RDKit          3D
Lathycarpin
 41 45  0  0  0  0  0  0  0  0999 V2000
   -5.3385   -1.9714   -2.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9715   -0.7275   -1.7619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6975   -0.4277   -1.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -1.3415   -1.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899   -1.0536   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1411    0.1918   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585    1.1104   -0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4522    0.8158   -0.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4912    1.7310   -0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2109    3.0080   -0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2010    0.5263    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4737    0.0933    1.3421 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796    0.1302    1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7298    0.3030    2.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946    0.2938    2.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    0.1188    1.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8000   -0.0508    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336   -0.0450    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2886   -0.2028   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321    0.3889   -1.9739 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0077   -1.6765   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614   -1.9739   -1.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0090    0.1563    1.1745 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3294   -0.1065    2.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840    0.4393    3.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3756   -1.8965   -2.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6571   -2.3203   -3.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3394   -2.7485   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8447   -2.3327   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    2.1089    0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1831    3.5740   -0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8505    2.8987    0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5030    3.5927   -0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369    1.6207   -0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198    0.4449    3.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1681   -0.1917   -0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4910    0.4995   -2.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4703   -2.2695   -0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215   -2.0185   -1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4380   -1.1844    2.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2128    0.4932    2.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 24 25  1  0
  8  3  1  0
 19 11  1  0
 22  5  1  0
 18 13  1  0
 25 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 14 35  1  0
 17 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 24 40  1  0
 24 41  1  0
M  END

  Mrv0541 05061307302D          

 25 29  0  0  0  0            999 V2000
   -0.3164    2.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6782    2.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    2.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0288    0.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671    0.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0867    2.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1743    0.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405    1.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    1.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292    1.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    0.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582    2.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9678    2.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6059    1.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573    1.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7863    2.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0749    1.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5361    1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0663    0.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066    3.0181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171    1.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513    0.2819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5325    0.9754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5794    2.3094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5830    2.4147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  3  2  0  0  0  0
 10  4  2  0  0  0  0
 11  5  2  0  0  0  0
 11  9  1  0  0  0  0
 12  6  2  0  0  0  0
 12 10  1  0  0  0  0
 13  3  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  2  0  0  0  0
 15  4  1  0  0  0  0
 16  6  1  0  0  0  0
 16 15  2  0  0  0  0
 17  9  1  0  0  0  0
 18  7  1  0  0  0  0
 18 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20  1  1  0  0  0  0
 20 13  1  0  0  0  0
 21  2  1  0  0  0  0
 21 14  1  0  0  0  0
 22  7  1  0  0  0  0
 22 11  1  0  0  0  0
 23  8  1  0  0  0  0
 23 15  1  0  0  0  0
 24  8  1  0  0  0  0
 24 16  1  0  0  0  0
 25 12  1  0  0  0  0
 25 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034013

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C2C3OC4=CC5=C(OCO5)C=C4C3(O)COC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O7/c1-20-13-3-9-11(5-14(13)21-2)22-7-18(19)10-4-15-16(24-8-23-15)6-12(10)25-17(9)18/h3-6,17,19H,7-8H2,1-2H3

> <INCHI_KEY>
OPUNZSMLSXSMJN-UHFFFAOYSA-N

> <FORMULA>
C18H16O7

> <MOLECULAR_WEIGHT>
344.3154

> <EXACT_MASS>
344.089602866

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
34.62957468094195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15,16-dimethoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaen-1-ol

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
1.6231705379999997

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.963905633834084

> <JCHEM_PKA_STRONGEST_BASIC>
-4.12678767576097

> <JCHEM_POLAR_SURFACE_AREA>
75.61000000000001

> <JCHEM_REFRACTIVITY>
84.39820000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15,16-dimethoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaen-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034013
     RDKit          3D
Lathycarpin
 41 45  0  0  0  0  0  0  0  0999 V2000
   -5.3385   -1.9714   -2.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9715   -0.7275   -1.7619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6975   -0.4277   -1.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -1.3415   -1.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899   -1.0536   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1411    0.1918   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585    1.1104   -0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4522    0.8158   -0.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4912    1.7310   -0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2109    3.0080   -0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2010    0.5263    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4737    0.0933    1.3421 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796    0.1302    1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7298    0.3030    2.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946    0.2938    2.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    0.1188    1.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8000   -0.0508    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336   -0.0450    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2886   -0.2028   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321    0.3889   -1.9739 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0077   -1.6765   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614   -1.9739   -1.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0090    0.1563    1.1745 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3294   -0.1065    2.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840    0.4393    3.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3756   -1.8965   -2.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6571   -2.3203   -3.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3394   -2.7485   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8447   -2.3327   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    2.1089    0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1831    3.5740   -0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8505    2.8987    0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5030    3.5927   -0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369    1.6207   -0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198    0.4449    3.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1681   -0.1917   -0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4910    0.4995   -2.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4703   -2.2695   -0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215   -2.0185   -1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4380   -1.1844    2.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2128    0.4932    2.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 24 25  1  0
  8  3  1  0
 19 11  1  0
 22  5  1  0
 18 13  1  0
 25 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 14 35  1  0
 17 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 24 40  1  0
 24 41  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      -0.591   5.527   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.266   4.143   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.343   4.464   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.387   1.625   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.992   1.696   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.495   4.703   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.925   0.633   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.142   3.034   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.204   3.187   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.081   2.441   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.528   1.803   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.135   3.980   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.807   4.357   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.131   2.973   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.747   2.348   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.801   3.887   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.740   3.294   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.601   2.017   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.590   0.837   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.946   5.634   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.405   2.866   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.389   0.526   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      12.194   1.821   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.282   4.311   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.688   4.507   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3    9   13                                                       
CONECT    4   10   15                                                       
CONECT    5   11   14                                                       
CONECT    6   12   16                                                       
CONECT    7   18   22                                                       
CONECT    8   23   24                                                       
CONECT    9    3   11   17                                                  
CONECT   10    4   12   18                                                  
CONECT   11    5    9   22                                                  
CONECT   12    6   10   25                                                  
CONECT   13    3   14   20                                                  
CONECT   14    5   13   21                                                  
CONECT   15    4   16   23                                                  
CONECT   16    6   15   24                                                  
CONECT   17    9   18   25                                                  
CONECT   18    7   10   17   19                                             
CONECT   19   18                                                            
CONECT   20    1   13                                                       
CONECT   21    2   14                                                       
CONECT   22    7   11                                                       
CONECT   23    8   15                                                       
CONECT   24    8   16                                                       
CONECT   25   12   17                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0034013
HETATM    1  C1  UNL     1      -5.339  -1.971  -2.315  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.972  -0.728  -1.762  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.697  -0.428  -1.326  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.678  -1.342  -1.403  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.390  -1.054  -0.968  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.141   0.192  -0.445  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.158   1.110  -0.366  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.452   0.816  -0.805  1.00  0.00           C  
HETATM    9  O2  UNL     1      -4.491   1.731  -0.732  1.00  0.00           O  
HETATM   10  C8  UNL     1      -4.211   3.008  -0.189  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.201   0.526   0.021  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.474   0.093   1.342  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.880   0.130   1.443  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.730   0.303   2.527  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.095   0.294   2.317  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.640   0.119   1.067  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.800  -0.051   0.005  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.434  -0.045   0.192  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.289  -0.203  -0.741  1.00  0.00           C  
HETATM   20  O4  UNL     1       1.532   0.389  -1.974  1.00  0.00           O  
HETATM   21  C17 UNL     1       1.008  -1.676  -0.855  1.00  0.00           C  
HETATM   22  O5  UNL     1      -0.361  -1.974  -1.045  1.00  0.00           O  
HETATM   23  O6  UNL     1       6.009   0.156   1.175  1.00  0.00           O  
HETATM   24  C18 UNL     1       6.329  -0.106   2.527  1.00  0.00           C  
HETATM   25  O7  UNL     1       5.184   0.439   3.189  1.00  0.00           O  
HETATM   26  H1  UNL     1      -6.376  -1.896  -2.692  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.657  -2.320  -3.109  1.00  0.00           H  
HETATM   28  H3  UNL     1      -5.339  -2.749  -1.522  1.00  0.00           H  
HETATM   29  H4  UNL     1      -2.845  -2.333  -1.811  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.018   2.109   0.039  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.183   3.574  -0.133  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.851   2.899   0.858  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.503   3.593  -0.805  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.437   1.621  -0.082  1.00  0.00           H  
HETATM   35  H10 UNL     1       2.320   0.445   3.536  1.00  0.00           H  
HETATM   36  H11 UNL     1       4.168  -0.192  -0.994  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.491   0.499  -2.176  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.470  -2.269  -0.041  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.522  -2.019  -1.801  1.00  0.00           H  
HETATM   40  H15 UNL     1       6.438  -1.184   2.736  1.00  0.00           H  
HETATM   41  H16 UNL     1       7.213   0.493   2.790  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   29
CONECT    5    6    6   22
CONECT    6    7   11
CONECT    7    8    8   30
CONECT    8    9
CONECT    9   10
CONECT   10   31   32   33
CONECT   11   12   19   34
CONECT   12   13
CONECT   13   14   14   18
CONECT   14   15   35
CONECT   15   16   16   25
CONECT   16   17   23
CONECT   17   18   18   36
CONECT   18   19
CONECT   19   20   21
CONECT   20   37
CONECT   21   22   38   39
CONECT   23   24
CONECT   24   25   40   41
END

HMDB0034013
     RDKit          3D
Lathycarpin
 41 45  0  0  0  0  0  0  0  0999 V2000
   -5.3385   -1.9714   -2.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9715   -0.7275   -1.7619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6975   -0.4277   -1.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -1.3415   -1.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899   -1.0536   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1411    0.1918   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1585    1.1104   -0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4522    0.8158   -0.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4912    1.7310   -0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2109    3.0080   -0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2010    0.5263    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4737    0.0933    1.3421 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796    0.1302    1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7298    0.3030    2.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946    0.2938    2.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403    0.1188    1.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8000   -0.0508    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336   -0.0450    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2886   -0.2028   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321    0.3889   -1.9739 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0077   -1.6765   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614   -1.9739   -1.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0090    0.1563    1.1745 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3294   -0.1065    2.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840    0.4393    3.1893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3756   -1.8965   -2.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6571   -2.3203   -3.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3394   -2.7485   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8447   -2.3327   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    2.1089    0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1831    3.5740   -0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8505    2.8987    0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5030    3.5927   -0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369    1.6207   -0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3198    0.4449    3.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1681   -0.1917   -0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4910    0.4995   -2.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4703   -2.2695   -0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215   -2.0185   -1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4380   -1.1844    2.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2128    0.4932    2.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 24 25  1  0
  8  3  1  0
 19 11  1  0
 22  5  1  0
 18 13  1  0
 25 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 14 35  1  0
 17 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 24 40  1  0
 24 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6a-Hydroxy-2,3-dimethoxy-8,9-methylenedioxypterocarpan	HMDB

Chemical Formula

C₁₈H₁₆O₇

Average Molecular Weight

344.3154

Monoisotopic Molecular Weight

344.089602866

IUPAC Name

15,16-dimethoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaen-1-ol

Traditional Name

15,16-dimethoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaen-1-ol

CAS Registry Number

83159-18-6

SMILES

COC1=C(OC)C=C2C3OC4=CC5=C(OCO5)C=C4C3(O)COC2=C1

InChI Identifier

InChI=1S/C18H16O7/c1-20-13-3-9-11(5-14(13)21-2)22-7-18(19)10-4-15-16(24-8-23-15)6-12(10)25-17(9)18/h3-6,17,19H,7-8H2,1-2H3

InChI Key

OPUNZSMLSXSMJN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Isoflavanol
Pterocarpan
Isoflavan
Chromane
Benzopyran
1-benzopyran
Benzodioxole
Benzofuran
Coumaran
Anisole
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Oxacycle
Ether
Acetal
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Pterocarpans (LMPK12070137 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034013)
Cytoplasm (HMDB: HMDB0034013)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034013)

Source

Exogenous

Exogenous (HMDB: HMDB0034013)

Food

Food (HMDB: HMDB0034013)

Pulse

Pea

Grass pea (FooDB: FOOD00096)

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0034013)
Fabaceae (HMDB: HMDB0034013)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034013)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.59 g/L	ALOGPS
logP	2.37	ALOGPS
logP	1.62	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.96	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.61 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	84.4 m³·mol⁻¹	ChemAxon
Polarizability	34.63 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	180.299	31661259
DarkChem	[M-H]-	178.565	31661259
DeepCCS	[M+H]+	187.035	30932474
DeepCCS	[M-H]-	184.677	30932474
DeepCCS	[M-2H]-	218.716	30932474
DeepCCS	[M+Na]+	193.943	30932474
AllCCS	[M+H]+	180.0	32859911
AllCCS	[M+H-H2O]+	176.7	32859911
AllCCS	[M+NH4]+	183.0	32859911
AllCCS	[M+Na]+	183.9	32859911
AllCCS	[M-H]-	184.1	32859911
AllCCS	[M+Na-2H]-	183.5	32859911
AllCCS	[M+HCOO]-	182.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lathycarpin	COC1=C(OC)C=C2C3OC4=CC5=C(OCO5)C=C4C3(O)COC2=C1	4376.8	Standard polar	33892256
Lathycarpin	COC1=C(OC)C=C2C3OC4=CC5=C(OCO5)C=C4C3(O)COC2=C1	2715.7	Standard non polar	33892256
Lathycarpin	COC1=C(OC)C=C2C3OC4=CC5=C(OCO5)C=C4C3(O)COC2=C1	2903.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lathycarpin,1TMS,isomer #1	COC1=CC2=C(C=C1OC)C1OC3=CC4=C(C=C3C1(O[Si](C)(C)C)CO2)OCO4	2893.0	Semi standard non polar	33892256
Lathycarpin,1TBDMS,isomer #1	COC1=CC2=C(C=C1OC)C1OC3=CC4=C(C=C3C1(O[Si](C)(C)C(C)(C)C)CO2)OCO4	3181.2	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 - Lathycarpin GC-MS (Non-derivatized) - 70eV, Positive	splash10-01t9-0519000000-7ad4f784e85ae5dcf5c9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lathycarpin GC-MS (1 TMS) - 70eV, Positive	splash10-0fki-8119400000-1fe8269bca44ebd3e87f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lathycarpin 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 - Lathycarpin 10V, Positive-QTOF	splash10-0002-0009000000-ac954f56bff2421c32d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 20V, Positive-QTOF	splash10-0002-0009000000-96644ee884ee7d0f9a10	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 40V, Positive-QTOF	splash10-00di-7921000000-e1a24ddce1a8ed059653	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 10V, Negative-QTOF	splash10-0006-0009000000-6534e5d2f7cedf6d59c7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 20V, Negative-QTOF	splash10-0006-0009000000-bfebec0f4c7c4f29ef82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 40V, Negative-QTOF	splash10-0a7j-1192000000-9c3e5dd825d8099d13fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 10V, Positive-QTOF	splash10-0002-0009000000-a743fcccc47ef5a53605	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 20V, Positive-QTOF	splash10-0002-0119000000-a6fc9e4f71ea76ca4646	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 40V, Positive-QTOF	splash10-000b-1749000000-f75f78caeacec3be3eb2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 10V, Negative-QTOF	splash10-0006-0009000000-e5b3485d66b5503ad664	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 20V, Negative-QTOF	splash10-0006-0009000000-5d5287b68ffd4178231e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lathycarpin 40V, Negative-QTOF	splash10-00di-2974000000-352758658d7c8d2c236f	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB012249

KNApSAcK ID

C00009681

Chemspider ID

24843054

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257491

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1839801

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.. .

Showing metabocard for Lathycarpin (HMDB0034013)

MOL for HMDB0034013 (Lathycarpin)

3D MOL for HMDB0034013 (Lathycarpin)

3D SDF for HMDB0034013 (Lathycarpin)

3D-SDF for HMDB0034013 (Lathycarpin)

PDB for HMDB0034013 (Lathycarpin)

3D PDB for HMDB0034013 (Lathycarpin)

SMILES for HMDB0034013 (Lathycarpin)

INCHI for HMDB0034013 (Lathycarpin)

Structure for HMDB0034013 (Lathycarpin)

3D Structure for HMDB0034013 (Lathycarpin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra