Summary

IMPPAT Phytochemical identifier: IMPHY015861

Phytochemical name: Isonimbinolide

Synonymous chemical names:
nimbinolide, iso

External chemical identifiers:
CID:14136864, ChEMBL:CHEMBL2288878

---

Chemical structure information

SMILES:
COC(=O)C[C@H]1[C@@]2(C)[C@H](O[C@H]3C2=C(C)[C@@H](C3)C2=CC(=O)OC2O)[C@@H]([C@@H]2[C@]1(C)C(=O)C=C[C@@]2(C)C(=O)OC)OC(=O)C

InChI:
InChI=1S/C30H36O11/c1-13-15(16-11-21(34)41-26(16)35)10-17-22(13)30(5)18(12-20(33)37-6)29(4)19(32)8-9-28(3,27(36)38-7)24(29)23(25(30)40-17)39-14(2)31/h8-9,11,15,17-18,23-26,35H,10,12H2,1-7H3/t15-,17-,18-,23-,24+,25-,26?,28-,29+,30-/m1/s1

InChIKey:
RSSKARHIVJZRLS-QVACKMKXSA-N

DeepSMILES:
COC=O)C[C@H][C@@]C)[C@H]O[C@H]C5=CC)[C@@H]C5)C=CC=O)OC5O)))))))))))[C@@H][C@@H][C@]6C)C=O)C=C[C@@]6C)C=O)OC)))))))))OC=O)C

Functional groups:
CC(=O)OC, CC(C)=C(C)C, CC1=CC(=O)OC1O, CC=CC(C)=O, COC, COC(C)=O

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=C(C2C=C3C(C2)OC2CC4CC=CC(=O)C4CC32)CO1

Scaffold Graph/Node level:
OC1CC(C2CC3OC4CC5CCCC(O)C5CC4C3C2)CO1

Scaffold Graph level:
CC1CCC(C2CC3CC4CC5CCCC(C)C5CC4C3C2)C1

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Naphthofurans

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Limonoids

NP-Likeness score: 3.082

---

Chemical structure download