• GreenMolBD CID : 107
  • Molecular Formula : C29H46O2
  • Molecular Weight : 426.685
  • Exact Molecular Mass : 426.35
  • IUPAC Name : (6R,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
  • InChI : InChI=1S/C29H46O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h8-9,16,18-20,22-25,27,31H,7,10-15,17H2,1-6H3/b9-8+/t19-,20-,22+,23-,24+,25+,27-,28-,29-/m1/s1
  • Canonical SMILES : CCC(C=CC(C)C1CCC2C1(CCC3C2CC(C4=CC(=O)CCC34C)O)C)C(C)C
  • Isomeric SMILES : CCC(/C=C/C(C)C1CCC2C1(CCC3C2CC(C4=CC(=O)CCC34C)O)C)C(C)C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

1.3. Alternative Parent

Triterpenoids; 6-hydroxysteroids; 3-oxo delta-4-steroids; Delta-4-steroids; Cyclohexenones; Secondary alcohols; Cyclic alcohols and derivatives; Organic oxides; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic homopolycyclic compounds

1.5. Substituents

Triterpenoid; Stigmastane-skeleton; 3-oxo-delta-4-steroid; 3-oxosteroid; 6-hydroxysteroid; Oxosteroid; Hydroxysteroid; Delta-4-steroid; Cyclohexenone; Cyclic alcohol; Cyclic ketone; Secondary alcohol; Ketone; Organic oxygen compound; Hydrocarbon derivative; Carbonyl group; Organic oxide; Organooxygen compound; Alcohol; Aliphatic homopolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
6.9798 37.3 1 2 31 5 0 0 12.8513 664.656 458.034 0.641964

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-227.553361 4.8 -4.936 -9.9256 0.05309 4.989

4. Compound Reactivity

2 0 4

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Carcinogen Non-Mutagen Toxic 3.88053 11615.2 0.00378792 Moderate Weak Mild Degradable 4.32E-5 0.49768

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No Yes Yes Yes Yes

7. Synonyms


8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Abelmoschus esculentus (L.) Moench 4
Rhinacanthus communis Leaf; Stem 1

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
267210032ZINCSource URLSource DetailZINC87493021Source Record URL
349009649Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0527795Source Record URL
274952006ChemFacesSource URLSource DetailCFN98495Source Record URL
223637157A&J Pharmtech CO., LTD.Source URLSource DetailAJ-127986Source Record URL