Summary

IMPPAT Phytochemical identifier: IMPHY006793

Phytochemical name: Lithospermic acid

Synonymous chemical names:
lithospermic acid

External chemical identifiers:
CID:6441498, ChEMBL:CHEMBL518243, ZINC:ZINC000004097774, FDASRS:100IP83JAC, SureChEMBL:SCHEMBL13284084, MolPort-020-005-934

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Chemical structure information

SMILES:
O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c2c1[C@H](C(=O)O)[C@H](O2)c1ccc(c(c1)O)O)O

InChI:
InChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23+,24-/m1/s1

InChIKey:
UJZQBMQZMKFSRV-RGKBJLTCSA-N

DeepSMILES:
O=CO[C@@H]C=O)O))Ccccccc6)O))O))))))))/C=C/cccccc6[C@H]C=O)O))[C@H]O5)cccccc6)O))O)))))))))O

Functional groups:
CC(=O)O, c/C=C/C(=O)OC, cO, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1cccc2c1CC(c1ccccc1)O2)OCCc1ccccc1

Scaffold Graph/Node level:
OC(CCC1CCCC2OC(C3CCCCC3)CC12)OCCC1CCCCC1

Scaffold Graph level:
CC(CCCC1CCCCC1)CCC1CCCC2CC(C3CCCCC3)CC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: 2-arylbenzofuran flavonoids

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Lignans

NP Classifier Class: Neolignans

NP-Likeness score: 1.36

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Chemical structure download