Ergosta-7,22-diene-3beta,5alpha,6beta-triol

  • GreenMolBD CID : 119
  • Molecular Formula : C28H46O3
  • Molecular Weight : 430.673
  • Exact Molecular Mass : 430.345
  • IUPAC Name : (3S,5R,6R,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5,6-triol
  • InChI : InChI=1S/C28H46O3/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25(30)28(31)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h7-8,15,17-20,22-25,29-31H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,22+,23-,24-,25+,26+,27+,28-/m0/s1
  • InChI Key : ARXHRTZAVQOQEU-BRVLHLJYSA-N
  • Canonical SMILES : CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC(C4(C3(CCC(C4)O)C)O)O)C
  • Isomeric SMILES : CC(C)C(C)/C=C/C(C)C1CCC2C1(CCC3C2=CC([C@@]4(C3(CCC(C4)O)C)O)O)C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

1.3. Alternative Parent

6-hydroxysteroids; 3-hydroxy delta-7-steroids; 3-beta-hydroxysteroids; Delta-7-steroids; Tertiary alcohols; Secondary alcohols; Cyclic alcohols and derivatives; Polyols; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic homopolycyclic compounds

1.5. Substituents

Ergosterol-skeleton; 3-hydroxy-delta-7-steroid; 3-hydroxysteroid; 3-beta-hydroxysteroid; 6-hydroxysteroid; 5-hydroxysteroid; Hydroxysteroid; Delta-7-steroid; Cyclic alcohol; Tertiary alcohol; Secondary alcohol; Polyol; Hydrocarbon derivative; Organic oxygen compound; Alcohol; Organooxygen compound; Aliphatic homopolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
5.4964 60.69 3 3 31 4 0 0 12.6355 656.092 459.865 0.656422

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-268.375803 2.13 -4.298 -9.54092 0.94453 5.243

4. Compound Reactivity

DLP nRFG nLMR
1 0 7

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)
Non-Carcinogen Non-Mutagen Toxic 1.76922 1803.14 0.00405475 Moderate Weak Moderate Degradable 0.000239579 0.546306

6. Drug-Likeliness Test

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

7. Synonyms

Name
Cerevisterol
Cerevisterin
516-37-0
CHEBI:68083
Ergosta-7,22-diene-3beta,5alpha,6beta-triol
CHEMBL491546
SCHEMBL3277925
MolPort-035-706-288
MFCD08274564
ZINC43620416
W2330
(22E)-ergosta-7,22-diene-3beta,5alpha,6beta-triol
Ergosta-7,22-diene-3,5,6-triol,(3b,5a,6b,22E)-
Ergosta-7,22-diene-3,5,6-triol, (3beta,5alpha,6beta,22E)-

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Ergosta-7,22-diene-3beta,5alpha,6beta-triol
Abelmoschus esculentus (L.) Moench 5

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
330371786ZINCSource URLSource DetailZINC43620416Source Record URL
3567657241717 CheMall CorporationSource URLSource DetailBG01139573Source Record URL
274951679ChemFacesSource URLSource DetailCFN98825Source Record URL
252406439MolepediaSource URLSource DetailM90012878PSource Record URL
355154102MuseChemSource URLSource DetailR013031Source Record URL
349093057Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0611203Source Record URL
316435936abcr GmbHSource URLSource DetailAB181238Source Record URL
313232087MolPortSource URLSource DetailMolPort-035-706-288Source Record URL
254761131Boc SciencesSource URLSource Detail516-37-0Source Record URL
252551448AK Scientific, Inc. (AKSCI)Source URLSource DetailW2330Source Record URL