Natural Product: ENC002882

NPs Basic Information

Download MOL File
Name
beta-Sitostenone
Molecular Formula C29H48O
IUPAC Name*
(10R,13R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES
CC[C@H](CC[C@@H](C)C1CCC2[C@@]1(CCC3C2CCC4=CC(=O)CC[C@]34C)C)C(C)C
InChI
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h18-21,24-27H,7-17H2,1-6H3/t20-,21-,24?,25?,26?,27?,28+,29-/m1/s1
InChIKey
RUVUHIUYGJBLGI-AXAJWWPKSA-N
Synonyms
beta-sitostenone; Sitostenone; b-Sitostenone; 4-Stigmasten-3-one; (2R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one; SCHEMBL13324317; laquo deltaRaquo 4-Sitosterol-3-one; LMST01040249; (10R,13R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
CAS 1058-61-3
PubChem CID 60123241
ChEMBL ID CHEMBL221543
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Steroids and steroid deri
        • Subclass: Stigmastanes and derivati
          • Direct Parent: Stigmastanes and derivati

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 412.7 ALogp: 9.3
HBD: 0 HBA: 1
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 17.1 Aromatic Rings: 4
Heavy Atoms: 30 QED Weighted: 0.403

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.844 MDCK Permeability: 0.00000824
Pgp-inhibitor: 0.655 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.003 20% Bioavailability (F20%): 0.537
30% Bioavailability (F30%): 0.912

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.861 Plasma Protein Binding (PPB): 95.70%
Volume Distribution (VD): 1.413 Fu: 1.41%

ADMET: Metabolism

CYP1A2-inhibitor: 0.057 CYP1A2-substrate: 0.558
CYP2C19-inhibitor: 0.135 CYP2C19-substrate: 0.953
CYP2C9-inhibitor: 0.114 CYP2C9-substrate: 0.517
CYP2D6-inhibitor: 0.012 CYP2D6-substrate: 0.649
CYP3A4-inhibitor: 0.333 CYP3A4-substrate: 0.787

ADMET: Excretion

Clearance (CL): 6.561 Half-life (T1/2): 0.108

ADMET: Toxicity

hERG Blockers: 0.238 Human Hepatotoxicity (H-HT): 0.197
Drug-inuced Liver Injury (DILI): 0.847 AMES Toxicity: 0.005
Rat Oral Acute Toxicity: 0.014 Maximum Recommended Daily Dose: 0.061
Skin Sensitization: 0.881 Carcinogencity: 0.021
Eye Corrosion: 0.202 Eye Irritation: 0.23
Respiratory Toxicity: 0.937
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC005239 1.000 D0Y7LD 0.694
ENC003458 0.729 D06XMU 0.596
ENC001008 0.694 D07BSQ 0.581
ENC001647 0.657 D02CJX 0.534
ENC003337 0.647 D0W5LS 0.528
ENC001170 0.640 D0Z1XD 0.500
ENC000961 0.583 D02AXG 0.487
ENC000125 0.548 D00AEQ 0.457
ENC001475 0.536 D0G8BV 0.455
ENC001769 0.531 D08TEJ 0.455
*Note: the compound similarity was calculated by RDKIT.