9,19-23(Z)-cycloart-23-en-3beta,25-diol

  • GreenMolBD CID : 118
  • Molecular Formula : C30H50O2
  • Molecular Weight : 442.728
  • Exact Molecular Mass : 442.381
  • InChI : InChI=1S/C30H50O2/c1-20(9-8-14-25(2,3)32)21-12-15-28(7)23-11-10-22-26(4,5)24(31)13-16-29(22)19-30(23,29)18-17-27(21,28)6/h8,14,20-24,31-32H,9-13,15-19H2,1-7H3/b14-8+/t20-,21-,22+,23+,24+,27-,28+,29-,30+/m1/s1
  • InChI Key : JSPGKOBNHWTKNT-CPGXJQKCSA-N
  • Canonical SMILES : CC(CC=CC(C)(C)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
  • Isomeric SMILES : CC(C/C=C/C(C)(C)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.

1.3. Alternative Parent

Triterpenoids; 3-beta-hydroxysteroids; Tertiary alcohols; Secondary alcohols; Cyclic alcohols and derivatives; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic homopolycyclic compounds

1.5. Substituents

Cycloartanol-skeleton; 9b; 19-cyclo-lanostane-skeleton; Cycloartane-skeleton; Triterpenoid; 25-hydroxysteroid; Hydroxysteroid; 3-hydroxysteroid; 3-beta-hydroxysteroid; Tertiary alcohol; Cyclic alcohol; Secondary alcohol; Organooxygen compound; Alcohol; Organic oxygen compound; Hydrocarbon derivative; Aliphatic homopolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
7.1397 40.46 2 2 32 4 0 0 13.211 688.434 488.584 0.643095

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-238.035156 2.43 -4.428 -9.87266 1.0157 5.444

4. Compound Reactivity

DLP nRFG nLMR
4 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 2.70207 7354.36 0.00214101 Mild Weak Severe Degradable 4.83E-5 1.41526

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
Cycloart-23-ene-3beta,25-diol
CHEBI:70625
14599-48-5
NSC695835
1-(5-Hydroxy-1,5-dimethyl-3-hexenyl)-3a,6,6,12a-tetramethyltetradecahydro-1H-cyclopenta(a)cyclopropa(e)phenanthren-7-ol
NSC 695835
23-Dehydro-3beta,25-dihydroxycycloartane
9,19-Cyclolanost-23-ene-3beta,25-diol
9,25-diol
(3beta)-9,19-Cyclolanost-23-ene-3,25-diol
23-Cycloartene-3,25-diol
Cycloart-23-ene-3,25-diol
9,19-Cyclo-9.beta.-lanost-23-ene-3beta,25-diol-diol
CHEMBL1641872
9,25-diol, (3.beta.)-
MolPort-039-339-184
9,25-diol (7CI, 8CI)
ZINC5922906
NSC-695835
54482-57-4
9,19-23(Z)-cycloart-23-en-3beta,25-diol

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
9,19-23(Z)-cycloart-23-en-3beta,25-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
274954723ChemFacesSource URLSource DetailCFN90498Source Record URL
317214451MolPortSource URLSource DetailMolPort-039-339-184Source Record URL
57363717NovoSeekSource URLSource Detail5470009Source Record URL
330127559ZINCSource URLSource DetailZINC5922906Source Record URL