Summary

IMPPAT Phytochemical identifier: IMPHY003143

Phytochemical name: Withanolide M

Synonymous chemical names:
17α,20-dihydroxy-1-oxo-14α15α-epoxy-20s,22r-witha-2,5,24-trienolide (withanolide m), withanolide m, withanolides m

External chemical identifiers:
CID:25090669, ZINC:ZINC000137542724

---

Chemical structure information

SMILES:
CC1=C(C)C(=O)O[C@H](C1)[C@@]([C@@]1(O)C[C@H]2[C@@]3([C@]1(C)CC[C@H]1[C@H]3CC=C3[C@]1(C)C(=O)C=CC3)O2)(O)C

InChI:
InChI=1S/C28H36O6/c1-15-13-21(33-23(30)16(15)2)26(5,31)27(32)14-22-28(34-22)19-10-9-17-7-6-8-20(29)25(17,4)18(19)11-12-24(27,28)3/h6,8-9,18-19,21-22,31-32H,7,10-14H2,1-5H3/t18-,19+,21+,22-,24+,25-,26-,27+,28-/m0/s1

InChIKey:
QVPVAUAXVYYQTQ-XDLKSZKHSA-N

DeepSMILES:
CC=CC)C=O)O[C@H]C6)[C@@][C@@]O)C[C@H][C@@][C@]5C)CC[C@H][C@H]6CC=C[C@]6C)C=O)C=CC6)))))))))))))O3)))))O)C

Functional groups:
CC1=C(C)C(=O)OCC1, CC=C(C)C, CC=CC(C)=O, CO, C[C@@H]1O[C@@]1(C)C

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CCC(CC2CC3OC34C2CCC2C3C(=O)C=CCC3=CCC24)O1

Scaffold Graph/Node level:
OC1CCCC(CC2CC3OC34C2CCC2C3C(O)CCCC3CCC24)O1

Scaffold Graph level:
CC1CCCC(CC2CC3CC34C2CCC2C3C(C)CCCC3CCC24)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: 3.344

---

Chemical structure download