Summary

IMPPAT Phytochemical identifier: IMPHY007241

Phytochemical name: Garcinolic acid

Synonymous chemical names:
garcinolic acid, garcinolic-acids

External chemical identifiers:
CID:6857794, ChEMBL:CHEMBL1456870, SureChEMBL:SCHEMBL13287227

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Chemical structure information

SMILES:
CC(=CCc1c2OC34C(=CCCC3C(O[C@@]4(C/C=C(/C(=O)O)C)C(=O)O)(C)C)C(=O)c2c(c2c1OC(C)(CCC=C(C)C)C=C2)O)C

InChI:
InChI=1S/C38H46O9/c1-21(2)11-10-18-36(8)19-17-24-29(39)28-30(40)26-12-9-13-27-35(6,7)47-37(34(43)44,20-16-23(5)33(41)42)38(26,27)46-32(28)25(31(24)45-36)15-14-22(3)4/h11-12,14,16-17,19,27,39H,9-10,13,15,18,20H2,1-8H3,(H,41,42)(H,43,44)/b23-16+/t27?,36?,37-,38?/m0/s1

InChIKey:
VDSCKSOYNLTQSY-VGJPRPLGSA-N

DeepSMILES:
CC=CCccOCC=CCCC6CO[C@@]9C/C=C/C=O)O))C))))C=O)O))))C)C))))))C=O)c6ccc%10OCC)CCC=CC)C)))))C=C6))))))O)))))))))))C

Functional groups:
C/C=C(C)C(=O)O, CC(=O)O, CC=C(C)C, COC, cC(=O)C(C)=CC, cC=CC, cO, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C2=CCCC3COCC23Oc2cc3c(cc21)C=CCO3

Scaffold Graph/Node level:
OC1C2CC3CCCOC3CC2OC23COCC2CCCC13

Scaffold Graph level:
CC1C2CC3CCCCC3CC2CC23CCCC2CCCC13

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Benzopyrans

ClassyFire Subclass: 1-benzopyrans

NP Classifier Biosynthetic pathway: Terpenoids

NP-Likeness score: 3.064

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Chemical structure download