Stigmast-4-ene-3,6-dione

  • GreenMolBD CID : 125
  • Molecular Formula : C29H46O2
  • Molecular Weight : 426.685
  • Exact Molecular Mass : 426.35
  • IUPAC Name : (8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-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/C29H46O2/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/h16,18-20,22-25H,7-15,17H2,1-6H3/t19-,20-,22+,23-,24+,25+,28-,29-/m1/s1
  • InChI Key : UVFOCYGYACXLAY-ZDQUCUCBSA-N
  • Canonical SMILES : CCC(CCC(C)C1CCC2C1(CCC3C2CC(=O)C4=CC(=O)CCC34C)C)C(C)C
  • Isomeric SMILES : CCC(CCC(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
7.412 34.14 0 2 31 6 0 0 12.7607 663.214 454.221 0.64336

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-217.866791 4.77 -5.591 -10.24157 -0.94012 4.651

4. Compound Reactivity

DLP nRFG nLMR
3 0 2

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 3.10948 14827 0.00816467 Moderate Weak None Degradable 4.11E-6 0.148326

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-4-ene-3,6-dione
23670-94-2
57458-57-8
AC1NURJD
OXOSITOSTENONE,6-(P)
SCHEMBL1654849
CTK0J9776
MolPort-023-298-997
ZINC28537544
AKOS022184790
AJ-83538
AK104354
PL051309
ST24049306
W2336
(1S,2R,10S,11S,14R,15R)-14-[(2R,5R)-5-ETHYL-6-METHYLHEPTAN-2-YL]-2,15-DIMETHYLTETRACYCLO[8.7.0.0(2),?.0(1)(1),(1)?]HEPTADEC-6-ENE-5,8-DIONE
(8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6-dione
Stigma-4-en-3,6-dione
Stigmast-4-en-3,6-dione

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Stigmast-4-ene-3,6-dione
Abelmoschus esculentus (L.) Moench 5
Argemone maxicana L. Whole Plant 6
Ricinus communis Aerial 4 , 30

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
312811197Boc SciencesSource URLSource Detail23670-94-2Source Record URL
215784193AKos Consulting & SolutionsSource URLSource DetailAKOS022184790Source Record URL
249868362SyntreeSource URLSource DetailST24049306Source Record URL
57364546NovoSeekSource URLSource Detail5490007Source Record URL
223592709A&J Pharmtech CO., LTD.Source URLSource DetailAJ-83538Source Record URL
252423260MolepediaSource URLSource DetailM90295197PSource Record URL
252076711Bide Pharmatech Ltd.Source URLSource DetailBD235893Source Record URL
3565429801717 CheMall CorporationSource URLSource DetailBG01416826Source Record URL
348919227Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0437378Source Record URL
355426973MuseChemSource URLSource DetailR010601Source Record URL
113997772ABI ChemSource URLSource DetailAC1NURJDSource Record URL
274951538ChemFacesSource URLSource DetailCFN98968Source Record URL
260042629ZINCSource URLSource DetailZINC28537544Source Record URL
162494557ChemTikSource URLSource DetailCTK0J9776Source Record URL
366187761AmbinterSource URLSource DetailAmb22748582Source Record URL
189628270MolPortSource URLSource DetailMolPort-023-298-997Source Record URL
162190424AK Scientific, Inc. (AKSCI)Source URLSource DetailW2336Source Record URL
250213180Founder PharmaSource URLSource DetailFD29063Source Record URL