Summary

IMPPAT Phytochemical identifier: IMPHY002445

Phytochemical name: (2S,3R,4S,5S,6R)-2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Synonymous chemical names:
phillyrin

External chemical identifiers:
CID:101712, ChEBI:80888, ZINC:ZINC000056874329, FDASRS:VE9P4964MG, SureChEMBL:SCHEMBL710957, MolPort-039-052-314

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](Oc2ccc(cc2OC)[C@H]2OC[C@H]3[C@@H]2CO[C@H]3c2ccc(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C27H34O11/c1-32-17-6-4-13(8-19(17)33-2)25-15-11-36-26(16(15)12-35-25)14-5-7-18(20(9-14)34-3)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,15-16,21-31H,10-12H2,1-3H3/t15-,16-,21+,22+,23-,24+,25-,26+,27+/m0/s1

InChIKey:
KFFCKOBAHMGTMW-LGQRSHAYSA-N

DeepSMILES:
OC[C@H]O[C@@H]Occcccc6OC))))[C@H]OC[C@H][C@@H]5CO[C@H]5cccccc6)OC)))OC)))))))))))))))))))[C@@H][C@H][C@@H]6O))O))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc(C2OCC3C(c4ccc(OC5CCCCO5)cc4)OCC23)cc1

Scaffold Graph/Node level:
C1CCC(C2OCC3C2COC3C2CCC(OC3CCCCO3)CC2)CC1

Scaffold Graph level:
C1CCC(CC2CCC(C3CCC4C(C5CCCCC5)CCC34)CC2)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: Furofuranoid lignans

NP-Likeness score: 1.397

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Chemical structure download