Summary

IMPPAT Phytochemical identifier: IMPHY005365

Phytochemical name: 4'-Demethylpodophyllotoxin beta-D-benzylidene glucoside

Synonymous chemical names:
4'-demethylpodophyllotoxin-beta-d-glucopyranoside, 4'-demethylpodophyllotoxin-beta-d-glucoside

External chemical identifiers:
CID:170391

---

Chemical structure information

SMILES:
COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)O[C@@H]1OC2COC(O[C@H]2[C@@H]([C@H]1O)O)c1ccccc1

InChI:
InChI=1S/C34H34O13/c1-39-22-8-16(9-23(40-2)27(22)35)25-17-10-20-21(44-14-43-20)11-18(17)30(19-12-41-32(38)26(19)25)46-34-29(37)28(36)31-24(45-34)13-42-33(47-31)15-6-4-3-5-7-15/h3-11,19,24-26,28-31,33-37H,12-14H2,1-2H3/t19-,24?,25+,26-,28+,29+,30-,31+,33?,34-/m0/s1

InChIKey:
RHRMTILDFUYBOD-ZHPHRDAVSA-N

DeepSMILES:
COcccccc6O))OC))))[C@H][C@H]C=O)OC[C@@H]5[C@H]cc9ccOCOc5c9)))))))))O[C@@H]OCCOCO[C@H]6[C@@H][C@H]%10O))O))))cccccc6

Functional groups:
CO, COC(C)=O, CO[C@H](C)OC, c1cOCO1, cC(OC)OC, cO, cOC

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OCC2C(OC3CCC4OC(c5ccccc5)OCC4O3)c3cc4c(cc3C(c3ccccc3)C12)OCO4

Scaffold Graph/Node level:
OC1OCC2C(OC3CCC4OC(C5CCCCC5)OCC4O3)C3CC4OCOC4CC3C(C3CCCCC3)C12

Scaffold Graph level:
CC1CCC2C(CC3CCC4CC(C5CCCCC5)CCC4C3)C3CC4CCCC4CC3C(C3CCCCC3)C12

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lignans, neolignans and related compounds

ClassyFire Class: Lignan lactones

ClassyFire Subclass: Podophyllotoxins

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Lignans

NP Classifier Class: Arylnaphthalene and aryltetralin lignans

NP-Likeness score: 1.542

---

Chemical structure download