5alpha,6alpha-Epoxyergost-8(14),22-dien-3beta,7alpha-diol

  • GreenMolBD CID : 120
  • Molecular Formula : C28H44O3
  • Molecular Weight : 428.657
  • Exact Molecular Mass : 428.329
  • InChI : InChI=1S/C28H44O3/c1-16(2)17(3)7-8-18(4)20-9-10-21-23-22(12-13-26(20,21)5)27(6)14-11-19(29)15-28(27)25(31-28)24(23)30/h7-8,16-20,22,24-25,29-30H,9-15H2,1-6H3/b8-7+/t17-,18+,19-,20+,22-,24-,25-,26+,27+,28-/m0/s1
  • InChI Key : MEIJIKXWOMTKCH-SDNRFBISSA-N
  • Canonical SMILES : CC(C)C(C)C=CC(C)C1CCC2=C3C(CCC12C)C4(CCC(CC45C(C3O)O5)O)C
  • Isomeric SMILES : CC(C)C(C)/C=C/C(C)C1CCC2=C3C(CCC12C)C4(CCC(CC45C(C3O)O5)O)C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position.

1.2. Taxonomy Tree

1.3. Alternative Parent

5,6-epoxysteroids; Oxepanes; Secondary alcohols; Cyclic alcohols and derivatives; Oxacyclic compounds; Epoxides; Dialkyl ethers; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic heteropolycyclic compounds

1.5. Substituents

Ergostane-skeleton; 5; 6-epoxysteroid; Oxepane; Cyclic alcohol; Secondary alcohol; Oxacycle; Organoheterocyclic compound; Ether; Oxirane; Dialkyl ether; Organic oxygen compound; Hydrocarbon derivative; Organooxygen compound; Alcohol; Aliphatic heteropolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
5.6569 52.99 2 3 31 4 0 0 12.4463 644.335 434.87 0.66527

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-219.936169 3 -4.273 -9.4225 0.87661 5.15

4. Compound Reactivity

DLP nRFG nLMR
1 1 6

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 0.707901 3596.92 0.00167566 Moderate Weak None Degradable 0.000340805 0.819778

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
5alpha,6alpha-epoxyergosta-8(14),22-diene-3beta,7alpha-diol
CHEMBL492158
(22E)-5alpha,6alpha-Epoxyergosta-8(14),22-diene-3beta,7alpha-diol
5alpha,6alpha-epoxy(22e,24r)-ergosta-8(14),22-dien-3beta,7alpha-diol
5alpha,6alpha-Epoxyergost-8(14),22-dien-3beta,7alpha-diol

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
5alpha,6alpha-Epoxyergost-8(14),22-dien-3beta,7alpha-diol
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