Summary

IMPPAT Phytochemical identifier: IMPHY004799

Phytochemical name: Chebulagic acid

Synonymous chemical names:
chebulagic acid, chebulagic-acid

External chemical identifiers:
CID:442674, ChEMBL:CHEMBL525240, ChEBI:3583, ZINC:ZINC000169293868, MolPort-039-141-844

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Chemical structure information

SMILES:
OC(=O)C[C@@H]1C(=O)O[C@@H]2[C@H]3COC(=O)c4cc(O)c(c(c4-c4c(C(=O)O[C@@H]2[C@@H](OC(=O)c2c5[C@H]1[C@H](O)C(=O)Oc5c(c(c2)O)O)[C@@H](O3)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c4O)O)O)O

InChI:
InChI=1S/C41H30O27/c42-13-1-8(2-14(43)24(13)49)35(56)68-41-34-33-31(64-39(60)12(6-19(47)48)22-23-11(38(59)67-34)5-17(46)27(52)32(23)65-40(61)30(22)55)18(63-41)7-62-36(57)9-3-15(44)25(50)28(53)20(9)21-10(37(58)66-33)4-16(45)26(51)29(21)54/h1-5,12,18,22,30-31,33-34,41-46,49-55H,6-7H2,(H,47,48)/t12-,18+,22-,30-,31+,33-,34+,41-/m0/s1

InChIKey:
HGJXAVROWQLCTP-YABCKIEDSA-N

DeepSMILES:
OC=O)C[C@@H]C=O)O[C@@H][C@H]COC=O)cccO)ccc6-ccC=O)O[C@@H]%16[C@@H]OC=O)cc[C@H]%25[C@H]O)C=O)Oc6ccc%10)O))O)))))))))))[C@@H]O%18)OC=O)cccO)ccc6)O))O))))))))))))ccO)cc6O))O)))))))O))O

Functional groups:
CC(=O)O, CC(=O)OC, CO, cC(=O)OC, cC(=O)O[C@@H](C)OC, cO, cOC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2CC(=O)OC3C4COC(=O)c5ccccc5-c5ccccc5C(=O)OC3C(OC(=O)c3cccc(c32)O1)C(OC(=O)c1ccccc1)O4

Scaffold Graph/Node level:
OC1CC2CC(O)OC3C4COC(O)C5CCCCC5C5CCCCC5C(O)OC3C(OC(O)C3CCCC(O1)C23)C(OC(O)C1CCCCC1)O4

Scaffold Graph level:
CC1CC2CCCC3C(C)CC4C(CC(C)C5CCCCC5)CC5CCC(C)C6CCCCC6C6CCCCC6C(C)CC4C5CC(C)CC(C1)C23

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Tannins

ClassyFire Subclass: Hydrolyzable tannins

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenolic acids (C6-C1)

NP Classifier Class: Gallotannins

NP-Likeness score: 1.489

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Chemical structure download