Stigmasta-4,22-diene-3,6-dione

  • GreenMolBD CID : 110
  • Molecular Formula : C29H44O2
  • Molecular Weight : 424.669
  • Exact Molecular Mass : 424.334
  • IUPAC Name : (8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6-dione
  • InChI : InChI=1S/C29H44O2/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/h8-9,16,18-20,22-25H,7,10-15,17H2,1-6H3/b9-8+/t19-,20-,22+,23-,24+,25+,28-,29-/m1/s1
  • InChI Key : XWHBTBBUPBKDBB-IZDHLYCQSA-N
  • Canonical SMILES : CCC(C=CC(C)C1CCC2C1(CCC3C2CC(=O)C4=CC(=O)CCC34C)C)C(C)C
  • Isomeric SMILES : CCC(/C=C/C(C)C1CCC2C1(CCC3C2CC(=O)C4=CC(=O)CCC34C)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-oxosteroids; 3-oxo delta-4-steroids; Delta-4-steroids; Cyclohexenones; Organic oxides; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic homopolycyclic compounds

1.5. Substituents

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

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
7.188 34.14 0 2 31 5 0 0 12.7513 657.312 452.798 0.646069

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-183.262119 4.79 -5.459 -9.9698 -0.94904 4.51

4. Compound Reactivity

DLP nRFG nLMR
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 2.28958 13259.8 0.0059712 Moderate Weak Mild Degradable 7.75E-6 0.168997

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

Name
Stigmasta-4,22-diene-3,6-dione

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Stigmasta-4,22-diene-3,6-dione
Abelmoschus esculentus (L.) Moench 4

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