Natural Product: ENC003121

NPs Basic Information

Download MOL File
Name
5,6-Epoxyergosterol
Molecular Formula C28H44O2
IUPAC Name*
(1S,2R,5S,7R,9S,12R,15R,16R)-15-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol
SMILES
C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=C[C@H]4[C@@]5([C@@]3(CC[C@@H](C5)O)C)O4)C
InChI
InChI=1S/C28H44O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25-28(30-25)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h7-8,15,17-20,22-25,29H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,22+,23-,24-,25-,26+,27+,28-/m0/s1
InChIKey
KVMYKLHJBYIOKD-QYYFJRRUSA-N
Synonyms
5,6-Epoxyergosterol; DTXSID301315685; (22E)-5alpha,6alpha-Epoxyergosta-7,22-diene-3beta-ol; 5alpha,6alpha-epoxy-24(R)-methylcholesta-7,22-dien-3beta-ol; (24R)-5,6alpha-Epoxy-24-methyl-5alpha-cholesta-7,22-diene-3beta-ol; 23637-31-2
CAS 23637-31-2
PubChem CID 100938000
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: Ergostane steroids

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: 412.6 ALogp: 6.6
HBD: 1 HBA: 2
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 32.8 Aromatic Rings: 5
Heavy Atoms: 30 QED Weighted: 0.422

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.72 MDCK Permeability: 0.00003680
Pgp-inhibitor: 0.469 Pgp-substrate: 0.908
Human Intestinal Absorption (HIA): 0.035 20% Bioavailability (F20%): 0.919
30% Bioavailability (F30%): 0.883

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.077 Plasma Protein Binding (PPB): 87.68%
Volume Distribution (VD): 1.162 Fu: 1.86%

ADMET: Metabolism

CYP1A2-inhibitor: 0.067 CYP1A2-substrate: 0.763
CYP2C19-inhibitor: 0.1 CYP2C19-substrate: 0.934
CYP2C9-inhibitor: 0.316 CYP2C9-substrate: 0.047
CYP2D6-inhibitor: 0.02 CYP2D6-substrate: 0.365
CYP3A4-inhibitor: 0.846 CYP3A4-substrate: 0.851

ADMET: Excretion

Clearance (CL): 3.542 Half-life (T1/2): 0.1

ADMET: Toxicity

hERG Blockers: 0.026 Human Hepatotoxicity (H-HT): 0.144
Drug-inuced Liver Injury (DILI): 0.05 AMES Toxicity: 0.006
Rat Oral Acute Toxicity: 0.94 Maximum Recommended Daily Dose: 0.976
Skin Sensitization: 0.07 Carcinogencity: 0.009
Eye Corrosion: 0.017 Eye Irritation: 0.133
Respiratory Toxicity: 0.969
*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
ENC006034 1.000 D0G8OC 0.495
ENC001984 0.777 D06JPB 0.455
ENC005438 0.777 D0G5CF 0.447
ENC004757 0.777 D0Y7LD 0.372
ENC004804 0.777 D0N1TP 0.352
ENC005016 0.667 D01QUS 0.339
ENC004735 0.663 D08SVH 0.310
ENC001092 0.646 D0K5WS 0.298
ENC004738 0.646 D03XOC 0.293
ENC005707 0.646 D0B4RU 0.289
*Note: the compound similarity was calculated by RDKIT.