Summary

IMPPAT Phytochemical identifier: IMPHY008651

Phytochemical name: (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18R,19R)-16,18-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.7.0.02,9.04,8.013,18]nonadecane-6,2'-oxane]-19-carbaldehyde

Synonymous chemical names:
leontogenin

External chemical identifiers:
CID:102060705, ZINC:ZINC000255212176

---

Chemical structure information

SMILES:
O=C[C@@H]1[C@H]2[C@@H]3C[C@H]4[C@@H]([C@@]3(C)CC[C@@H]2[C@@]2([C@@]1(O)C[C@@H](O)CC2)C)[C@@H]([C@]1(O4)CC[C@H](CO1)C)C

InChI:
InChI=1S/C27H42O5/c1-15-5-10-27(31-14-15)16(2)23-21(32-27)11-19-22-18(7-8-24(19,23)3)25(4)9-6-17(29)12-26(25,30)20(22)13-28/h13,15-23,29-30H,5-12,14H2,1-4H3/t15-,16+,17+,18+,19+,20-,21+,22-,23+,24+,25-,26-,27-/m1/s1

InChIKey:
GKGKOBNJESCNOE-PHYFNPPMSA-N

DeepSMILES:
O=C[C@@H][C@H][C@@H]C[C@H][C@@H][C@@]5C)CC[C@@H]9[C@@][C@@]%12O)C[C@@H]O)CC6)))))C))))))[C@@H][C@]O5)CC[C@H]CO6))C)))))C

Functional groups:
CC=O, CO, CO[C@@](C)(C)OC

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1CCC2(CC3C(CC4C3CCC3C5CCCCC5CC34)O2)OC1

Scaffold Graph/Node level:
C1CCC2(CC3C(CC4C3CCC3C5CCCCC5CC34)O2)OC1

Scaffold Graph level:
C1CCC2(CC1)CC1CC3C(CCC4C5CCCCC5CC43)C1C2

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic oxygen compounds

ClassyFire Class: Organooxygen compounds

ClassyFire Subclass: Ethers

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Steroids

NP Classifier Class: Spirostane steroids

NP-Likeness score: 3.214

---

Chemical structure download