Summary

IMPPAT Phytochemical identifier: IMPHY006853

Phytochemical name: 2H-Cyclopenta(b)naphtho(2,3-d)furan-10-carboxylic acid,2-(3-furanyl)-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-5,6-dihydroxy-1,6,9a,10a-tetramethyl-9-oxo-, methyl ester, (2R,3aS,4aS,5R,5aS,6R,9aR,10S,10aR)

Synonymous chemical names:
nimbandiol

External chemical identifiers:
CID:157277

---

Chemical structure information

SMILES:
COC(=O)C[C@H]1[C@@]2(C)[C@H](O[C@@H]3C2=C(C)[C@@H](C3)c2cocc2)[C@@H]([C@@H]2[C@@]1(C)C(=O)C=C[C@@]2(C)O)O

InChI:
InChI=1S/C26H32O7/c1-13-15(14-7-9-32-12-14)10-16-20(13)26(4)17(11-19(28)31-5)25(3)18(27)6-8-24(2,30)22(25)21(29)23(26)33-16/h6-9,12,15-17,21-23,29-30H,10-11H2,1-5H3/t15-,16+,17-,21-,22+,23-,24-,25-,26-/m1/s1

InChIKey:
PFQPGZDVNHHXLR-DRHPPGAKSA-N

DeepSMILES:
COC=O)C[C@H][C@@]C)[C@H]O[C@@H]C5=CC)[C@@H]C5)ccocc5))))))))))[C@@H][C@@H][C@@]6C)C=O)C=C[C@@]6C)O)))))))O

Functional groups:
CC(=O)C=CC, CC(C)=C(C)C, CO, COC, COC(C)=O, coc

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CCC2CC3OC4CC(c5ccoc5)C=C4C3CC12

Scaffold Graph/Node level:
OC1CCCC2CC3OC4CC(C5CCOC5)CC4C3CC12

Scaffold Graph level:
CC1CCCC2CC3CC4CC(C5CCCC5)CC4C3CC12

---

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: 3.112

---

Chemical structure download