Summary

IMPPAT Phytochemical identifier: IMPHY005170

Phytochemical name: Withanolide O

Synonymous chemical names:
14β,17α-dihydroxy-1-oxo-20r,22r-witha-2,5,8(14)-tetraenolide (withanolide o), withanolide o

External chemical identifiers:
CID:23266146, ZINC:ZINC000255250624, SureChEMBL:SCHEMBL2231855

---

Chemical structure information

SMILES:
CC1=C(C)C(=O)O[C@H](C1)[C@H]([C@@]1(O)CCC2=C3[C@H](CC[C@]12C)[C@@]1(C)C(=O)C=C[C@@H](C1=CC3)O)C

InChI:
InChI=1S/C28H36O5/c1-15-14-23(33-25(31)16(15)2)17(3)28(32)13-11-19-18-6-7-21-22(29)8-9-24(30)27(21,5)20(18)10-12-26(19,28)4/h7-9,17,20,22-23,29,32H,6,10-14H2,1-5H3/t17-,20+,22+,23-,26+,27-,28+/m1/s1

InChIKey:
OBDQWQCFPJHUIL-GWNFNWAFSA-N

DeepSMILES:
CC=CC)C=O)O[C@H]C6)[C@H][C@@]O)CCC=C[C@H]CC[C@]96C))))[C@@]C)C=O)C=C[C@@H]C6=CC%10)))O))))))))))))C

Functional groups:
CC(C)=C(C)C, CC1=C(C)C(=O)OCC1, CC=C(C)C, CC=CC(C)=O, CO

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CCC(CC2CCC3=C4CC=C5CC=CC(=O)C5C4CCC32)O1

Scaffold Graph/Node level:
OC1CCCC(CC2CCC3C2CCC2C3CCC3CCCC(O)C32)O1

Scaffold Graph level:
CC1CCCC(CC2CCC3C2CCC2C3CCC3CCCC(C)C32)C1

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Steroid lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Steroids

NP Classifier Class: Ergostane steroids

NP-Likeness score: 3.085

---

Chemical structure download