Summary

IMPPAT Phytochemical identifier: IMPHY000518

Phytochemical name: Cimifugoside

Synonymous chemical names:
cimifugoside

Chemical structure information

SMILES:
CC(=O)O[C@@H]1[C@H](O)[C@]23C[C@]43CC[C@@H](C([C@@H]4CC=C2[C@]2([C@@]1(C)[C@@H]([C@@H](CC(=O)[C@@H]1OC1(C)C)C)C(=O)C2)C)(C)C)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O

InChI:
InChI=1S/C37H54O11/c1-17(13-19(39)29-33(5,6)48-29)25-20(40)14-34(7)23-10-9-22-32(3,4)24(47-31-27(43)26(42)21(41)15-45-31)11-12-36(22)16-37(23,36)28(44)30(35(25,34)8)46-18(2)38/h10,17,21-22,24-31,41-44H,9,11-16H2,1-8H3/t17-,21-,22+,24+,25+,26+,27-,28+,29+,30-,31+,34+,35+,36-,37+/m1/s1

InChIKey:
QBLIDWUUYJDEPL-MZNPMZDBSA-N

DeepSMILES:
CC=O)O[C@@H][C@H]O)[C@@]C[C@@]3CC[C@@H]C[C@@H]6CC=C%11[C@][C@@]%15C)[C@@H][C@@H]CC=O)[C@@H]OC3C)C))))))C))C=O)C5))))C))))))C)C))O[C@@H]OC[C@H][C@@H][C@H]6O))O))O

Functional groups:
CC(=O)OC, CC(=O)[C@@H]1OC1(C)C, CC(C)=O, CC=C(C)C, CO, CO[C@H](C)OC

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(CCC1C(=O)CC2C3=CCC4CC(OC5CCCCO5)CCC45CC35CCC12)C1CO1

Scaffold Graph/Node level:
OC(CCC1C(O)CC2C1CCC13CC14CCC(OC1CCCCO1)CC4CCC23)C1CO1

Scaffold Graph level:
CC(CCC1C(C)CC2C1CCC13CC14CCC(CC1CCCCC1)CC4CCC23)C1CC1

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Cycloartanols and derivatives

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Cycloartane triterpenoids

NP-Likeness score: 3.003

---

Chemical structure download