Summary

IMPPAT Phytochemical identifier: IMPHY007172

Phytochemical name: Lithospermic acid B

Synonymous chemical names:
lithospermic acid b

External chemical identifiers:
CID:6451084, ChEMBL:CHEMBL1615434, ChEBI:134301, ZINC:ZINC000003915684, FDASRS:C1GQ844199, SureChEMBL:SCHEMBL19512041, MolPort-006-395-923

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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](C(=O)O)Cc1ccc(c(c1)O)O)[C@H](O2)c1ccc(c(c1)O)O)O

InChI:
InChI=1S/C36H30O16/c37-20-6-1-16(11-24(20)41)13-27(34(45)46)50-29(44)10-5-18-3-9-23(40)33-30(18)31(32(52-33)19-4-8-22(39)26(43)15-19)36(49)51-28(35(47)48)14-17-2-7-21(38)25(42)12-17/h1-12,15,27-28,31-32,37-43H,13-14H2,(H,45,46)(H,47,48)/b10-5+/t27-,28-,31+,32-/m1/s1

InChIKey:
SNKFFCBZYFGCQN-VWUOOIFGSA-N

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

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1cccc2c1C(C(=O)OCCc1ccccc1)C(c1ccccc1)O2)OCCc1ccccc1

Scaffold Graph/Node level:
OC(CCC1CCCC2OC(C3CCCCC3)C(C(O)OCCC3CCCCC3)C12)OCCC1CCCCC1

Scaffold Graph level:
CC(CCCC1CCCCC1)CCC1CCCC2CC(C3CCCCC3)C(C(C)CCCC3CCCCC3)C12

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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: 0.974

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Chemical structure download