Summary

IMPPAT Phytochemical identifier: IMPHY005154

Phytochemical name: Tracheloside

Synonymous chemical names:
tracheloside, tracheloside (2-hydroxyactiin)

External chemical identifiers:
CID:169511, ChEMBL:CHEMBL4210495, ChEBI:68939, ZINC:ZINC000085541135, FDASRS:CU15UC170Q, MolPort-039-141-358

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](Oc2ccc(cc2OC)C[C@@]2(O)C(=O)OC[C@@H]2Cc2ccc(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C27H34O12/c1-34-17-6-4-14(9-19(17)35-2)8-16-13-37-26(32)27(16,33)11-15-5-7-18(20(10-15)36-3)38-25-24(31)23(30)22(29)21(12-28)39-25/h4-7,9-10,16,21-25,28-31,33H,8,11-13H2,1-3H3/t16-,21+,22+,23-,24+,25+,27-/m0/s1

InChIKey:
LWYAMIUSVGPFKS-CGLYQLBNSA-N

DeepSMILES:
OC[C@H]O[C@@H]Occcccc6OC))))C[C@@]O)C=O)OC[C@@H]5Ccccccc6)OC)))OC))))))))))))))))))[C@@H][C@H][C@@H]6O))O))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OCC(Cc2ccccc2)C1Cc1ccc(OC2CCCCO2)cc1

Scaffold Graph/Node level:
OC1OCC(CC2CCCCC2)C1CC1CCC(OC2CCCCO2)CC1

Scaffold Graph level:
CC1CCC(CC2CCCCC2)C1CC1CCC(CC2CCCCC2)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lignans, neolignans and related compounds

ClassyFire Class: Lignan glycosides

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Lignans

NP Classifier Class: Dibenzylbutyrolactone lignans

NP-Likeness score: 1.704

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Chemical structure download