Natural Product: ENC003739

NPs Basic Information

Download MOL File
Name
25-Hydroxyergosta-4,6,8(14),22-tetraen-3-one
Molecular Formula C28H40O2
IUPAC Name*
(10R,13R,17R)-17-[(E,2R)-6-hydroxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,2,9,11,12,15,16,17-octahydrocyclopenta[a]phenanthren-3-one
SMILES
C[C@H](/C=C/C(C)C(C)(C)O)[C@H]1CCC2=C3C=CC4=CC(=O)CC[C@@]4(C3CC[C@]12C)C
InChI
InChI=1S/C28H40O2/c1-18(7-8-19(2)26(3,4)30)23-11-12-24-22-10-9-20-17-21(29)13-15-27(20,5)25(22)14-16-28(23,24)6/h7-10,17-19,23,25,30H,11-16H2,1-6H3/b8-7+/t18-,19?,23-,25?,27+,28-/m1/s1
InChIKey
UDQKCPDBYOLCPB-AXCHQRLPSA-N
Synonyms
25-hydroxyergosta-4,6,8(14),22-tetraen-3-one
CAS NA
PubChem CID 139587359
ChEMBL ID NA
*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: Ergostane steroids
          • Direct Parent: Ergosterols and derivativ

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: 408.6 ALogp: 5.4
HBD: 1 HBA: 2
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 37.3 Aromatic Rings: 4
Heavy Atoms: 30 QED Weighted: 0.537

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.902 MDCK Permeability: 0.00002050
Pgp-inhibitor: 0.999 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.031 20% Bioavailability (F20%): 0.917
30% Bioavailability (F30%): 0.047

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.014 Plasma Protein Binding (PPB): 93.33%
Volume Distribution (VD): 1.906 Fu: 1.60%

ADMET: Metabolism

CYP1A2-inhibitor: 0.041 CYP1A2-substrate: 0.724
CYP2C19-inhibitor: 0.235 CYP2C19-substrate: 0.949
CYP2C9-inhibitor: 0.443 CYP2C9-substrate: 0.472
CYP2D6-inhibitor: 0.151 CYP2D6-substrate: 0.722
CYP3A4-inhibitor: 0.919 CYP3A4-substrate: 0.902

ADMET: Excretion

Clearance (CL): 0.953 Half-life (T1/2): 0.272

ADMET: Toxicity

hERG Blockers: 0.407 Human Hepatotoxicity (H-HT): 0.268
Drug-inuced Liver Injury (DILI): 0.101 AMES Toxicity: 0.009
Rat Oral Acute Toxicity: 0.423 Maximum Recommended Daily Dose: 0.945
Skin Sensitization: 0.933 Carcinogencity: 0.038
Eye Corrosion: 0.003 Eye Irritation: 0.013
Respiratory Toxicity: 0.943
*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
ENC004998 0.835 D0N1TP 0.367
ENC003880 0.822 D0G8BV 0.339
ENC001861 0.800 D0F1UL 0.339
ENC004737 0.800 D04GJN 0.304
ENC004022 0.800 D0Z1XD 0.300
ENC003368 0.774 D06JPB 0.296
ENC003667 0.742 D06XMU 0.294
ENC004834 0.708 D0W5LS 0.291
ENC004366 0.631 D04ATM 0.291
ENC005009 0.624 D0G8OC 0.286
*Note: the compound similarity was calculated by RDKIT.