Summary

IMPPAT Phytochemical identifier: IMPHY000868

Phytochemical name: 5-[(2S,3S)-4-[(E)-2-[(3S)-3-[(3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]ethenyl]-6-hydroxy-2-(4-hydroxy

Synonymous chemical names:
vitisin c

External chemical identifiers:
CID:46890015, ChEMBL:CHEMBL1082603

---

Chemical structure information

SMILES:
Oc1ccc(cc1)C1Oc2c([C@@H]1c1cc(O)cc3c1[C@H](c1cc(O)cc(c1)O)C(O3)c1ccc(cc1)O)cc(cc2)/C=C/c1cc(O)cc2c1[C@H](c1cc(O)cc(c1)O)[C@H](O2)c1ccc(cc1)O

InChI:
InChI=1S/C56H42O12/c57-35-10-4-29(5-11-35)54-50(33-19-38(60)23-39(61)20-33)49-32(18-42(64)26-47(49)67-54)3-1-28-2-16-46-44(17-28)52(56(66-46)31-8-14-37(59)15-9-31)45-25-43(65)27-48-53(45)51(34-21-40(62)24-41(63)22-34)55(68-48)30-6-12-36(58)13-7-30/h1-27,50-52,54-65H/b3-1+/t50-,51-,52+,54+,55?,56?/m0/s1

InChIKey:
WZKKRZSJTLGPHH-GXHOOJFBSA-N

DeepSMILES:
Occcccc6))COcc[C@@H]5cccO)ccc6[C@H]cccO)ccc6)O))))))CO5)cccccc6))O))))))))))))))cccc6))/C=C/cccO)ccc6[C@H]cccO)ccc6)O))))))[C@H]O5)cccccc6))O

Functional groups:
c/C=C/c, cO, cOC

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
C(=Cc1cccc2c1C(c1ccccc1)C(c1ccccc1)O2)c1ccc2c(c1)C(c1cccc3c1C(c1ccccc1)C(c1ccccc1)O3)C(c1ccccc1)O2

Scaffold Graph/Node level:
C1CCC(C2OC3CCC(CCC4CCCC5OC(C6CCCCC6)C(C6CCCCC6)C45)CC3C2C2CCCC3OC(C4CCCCC4)C(C4CCCCC4)C32)CC1

Scaffold Graph level:
C1CCC(C2CC3CCC(CCC4CCCC5CC(C6CCCCC6)C(C6CCCCC6)C45)CC3C2C2CCCC3CC(C4CCCCC4)C(C4CCCCC4)C32)CC1

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: 2-arylbenzofuran flavonoids

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Stilbenoids

NP Classifier Class: Oligomeric stibenes

NP-Likeness score: 0.866

---

Chemical structure download