Stigmast-5-ene-3,7-diol

  • GreenMolBD CID : 108
  • Molecular Formula : C29H50O2
  • Molecular Weight : 430.717
  • Exact Molecular Mass : 430.381
  • IUPAC Name : (8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
  • InChI : InChI=1S/C29H50O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-20,22-27,30-31H,7-16H2,1-6H3/t19-,20-,22?,23-,24+,25+,26?,27+,28+,29-/m1/s1
  • InChI Key : SXJVFYZNUGGHRG-BKGGRWCCSA-N
  • Canonical SMILES : CCC(CCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C)C(C)C
  • Isomeric SMILES : CCC(CCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)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; C24-propyl sterols and derivatives; 7-hydroxysteroids; 3-hydroxy delta-5-steroids; Delta-5-steroids; Secondary alcohols; Cyclic alcohols and derivatives; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic homopolycyclic compounds

1.5. Substituents

Triterpenoid; Stigmastane-skeleton; C24-propyl-sterol-skeleton; 7-hydroxysteroid; Hydroxysteroid; 3-hydroxysteroid; 3-hydroxy-delta-5-steroid; Delta-5-steroid; Cyclic alcohol; Secondary alcohol; Organic oxygen compound; Hydrocarbon derivative; Organooxygen compound; Alcohol; Aliphatic homopolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
6.9956 40.46 2 2 31 6 0 0 12.9607 677.901 464.694 0.635369

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-271.262428 2.84 -4.445 -9.75467 0.8645 5.31

4. Compound Reactivity

DLP nRFG nLMR
2 0 3

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 2.58318 8197.98 0.00337218 Mild Weak None Degradable 1.43E-5 0.260655

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
stigmast-5-ene-3,7-diol

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Stigmast-5-ene-3,7-diol
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