Summary

IMPPAT Phytochemical identifier: IMPHY014201

Phytochemical name: 21-Oxogelsemine

Synonymous chemical names:
21-oxo-gelsemine

External chemical identifiers:
CID:11078214, ChEMBL:CHEMBL476882, ZINC:ZINC000040916331

---

Chemical structure information

SMILES:
C=C[C@@]12[C@@H]3C[C@@H]4[C@@]5([C@H]2[C@@H]([C@H]3CO4)N(C1=O)C)C(=O)Nc1c5cccc1

InChI:
InChI=1S/C20H20N2O3/c1-3-19-12-8-14-20(11-6-4-5-7-13(11)21-17(20)23)16(19)15(10(12)9-25-14)22(2)18(19)24/h3-7,10,12,14-16H,1,8-9H2,2H3,(H,21,23)/t10-,12+,14+,15+,16-,19-,20-/m0/s1

InChIKey:
WOURMHFKVOXOOP-MWBSSGTNSA-N

DeepSMILES:
C=C[C@][C@@H]C[C@@H][C@@][C@H]6[C@@H][C@H]7CO7)))NC9=O))C))))C=O)Ncc5cccc6

Functional groups:
C=CC, CN(C)C(C)=O, COC, cNC(C)=O

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1NC2C3COC4CC3C1C2C41C(=O)Nc2ccccc21

Scaffold Graph/Node level:
OC1NC2C3COC4CC3C1C2C41C(O)NC2CCCCC21

Scaffold Graph level:
CC1CC2C3CCC4CC3C1C2C41C(C)CC2CCCCC21

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Gelsemium alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type

NP-Likeness score: 2.092

---

Chemical structure download