Summary

IMPPAT Phytochemical identifier: IMPHY014338

Phytochemical name: Gentioside

Synonymous chemical names:
gentioside

External chemical identifiers:
CID:15559486, ChEBI:168354

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Chemical structure information

SMILES:
COc1ccc2c(c1)c(=O)c1c(o2)cc(cc1O)OC1O[C@@H](CO[C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI:
InChI=1S/C25H28O14/c1-34-9-2-3-14-11(4-9)18(28)17-12(26)5-10(6-15(17)38-14)37-25-23(33)21(31)20(30)16(39-25)8-36-24-22(32)19(29)13(27)7-35-24/h2-6,13,16,19-27,29-33H,7-8H2,1H3/t13-,16-,19-,20+,21-,22+,23+,24-,25?/m0/s1

InChIKey:
DNIDCQUDANKQTL-JFLMTCINSA-N

DeepSMILES:
COcccccc6)c=O)cco6)cccc6O)))OCO[C@@H]CO[C@@H]OC[C@@H][C@@H][C@H]6O))O))O)))))))[C@H][C@@H][C@H]6O))O))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=c1c2ccccc2oc2cc(OC3CCCC(COC4CCCCO4)O3)ccc12

Scaffold Graph/Node level:
OC1C2CCCCC2OC2CC(OC3CCCC(COC4CCCCO4)O3)CCC21

Scaffold Graph level:
CC1C2CCCCC2CC2CC(CC3CCCC(CCC4CCCCC4)C3)CCC21

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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: Shikimates and Phenylpropanoids

NP Classifier Superclass: Xanthones

NP Classifier Class: Plant xanthones

NP-Likeness score: 1.715

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Chemical structure download