Natural Product: ENC001092

NPs Basic Information

Download MOL File
Name
Ergosterol
Molecular Formula C28H44O
IUPAC Name*
(3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-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=CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI
InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1
InChIKey
DNVPQKQSNYMLRS-APGDWVJJSA-N
Synonyms
ERGOSTEROL; 57-87-4; Provitamin D2; Ergosterin; Ergosta-5,7,22-trien-3-ol, (3b,22E)-; Ergosta-5,7,22E-trien-3beta-ol; Z30RAY509F; CHEBI:16933; (22E,24S)-24-methylcholesta-5,7,22-trien-3beta-ol; (22E)-ergosta-5,7,22-trien-3beta-ol; (22E)-Ergosta-5,7,22-trien-3.beta.-ol; 24-Methylcholesta-5,7,22-trien-3beta-ol; Ergosta-5,7,22-trien-3beta-ol; (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol; (3.beta.,22E)-Ergosta-5,7,22-trien-3-ol; Ergosta-5,7,22-trien-3-ol, (3.beta.,22E)-; ergosta-5,7,22-trien-3-ol; UNII-Z30RAY509F; NSC62791; CCRIS 7220; HSDB 395; Provitamine D2; 5,7,22-Ergostatrien-3beta-ol; Ergosta-5,7,22-trien-3-ol, (3beta,22E)-; (3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(E,1R,4R)-1,4,5-trimethylhex-2-enyl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol; EINECS 200-352-7; 3beta-Hydroxy-5,7,22-ergostatriene; 24alpha-Methyl-22E-dehydrocholesterol; Ergosterol, >=75%; ERGOSTEROL [MI]; AI3-18876; ERGOSTEROL [HSDB]; ERGOSTEROL [INCI]; 24R-Methylcholesta-5,7,2E-trien-3beta-ol; bmse000494; Ergosterol (Provitamin D2); ERGOSTEROL [USP-RS]; SCHEMBL43194; MEGxm0_000450; CHEMBL1232562; ACon0_000429; ACon1_000637; DTXSID90878679; 24a-Methyl-22E-dehydrocholesterol; Ergosterol, >=95.0% (HPLC); HY-N0181; ZINC4084618; BDBM50378884; LMST01030093; s2297; 24alpha-Methyl-22E-dehydrocholestero; AKOS015918128; AC-8370; DB04038; DS-4956; (24R)-Ergosta-5,7,22-trien-3b-ol; (3beta)-Ergosta-5,7,22-trien-3-ol; NCGC00168889-01; NCGC00168889-02; (3S,9S,10R,13R,14R,17R)-17-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol; 14-((2E)(1R,4R)-1,4,5-trimethylhex-2-enyl)(1S,5S,2R,11R,14R,15R)-2,15-dimethyl tetracyclo[8.7.0.0<2,7>.0<11,15>]heptadeca-7,9-dien-5-ol; 24-Methylcholesta-5,7,22-trien-3b-ol; 24R-Methylcholesta-5,7,22E-trien-3b-ol; (3beta,2E)-Ergosta-5,7,22-trien-3-ol; CS-0007890; (3beta,22E)-Ergosta-5,7,22-trien-3-ol; 24R-Methylcholesta-5,7,22E-trien-3beta-ol; C01694; ERGOCALCIFEROL IMPURITY B [EP IMPURITY]; Ergosta-5,7,22-trien-3-ol,(3|A,22E)-; 003E623; EN300-21680273; Q143263; 45ED0A4C-6FDA-443F-B886-D6C805A76AF2; Ergosterol, 10 mg/mL in chloroform, analytical standard; (3beta,14beta,17alpha,22E)-ergosta-5,7,22-trien-3-ol; Ergosterol, European Pharmacopoeia (EP) Reference Standard; Ergosterol, United States Pharmacopeia (USP) Reference Standard; ERGOSTEROL (CONSTITUENT OF GANODERMA LUCIDUM FRUITING BODY) [DSC]; Ergosterol, Pharmaceutical Secondary Standard; Certified Reference Material; (1R,3aR,7S,9aR,9bS,11aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol
CAS 57-87-4
PubChem CID 444679
ChEMBL ID CHEMBL1232562
*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: 396.6 ALogp: 7.4
HBD: 1 HBA: 1
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 20.2 Aromatic Rings: 4
Heavy Atoms: 29 QED Weighted: 0.491

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.815 MDCK Permeability: 0.00001130
Pgp-inhibitor: 0.996 Pgp-substrate: 0.381
Human Intestinal Absorption (HIA): 0.015 20% Bioavailability (F20%): 0.949
30% Bioavailability (F30%): 0.921

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.214 Plasma Protein Binding (PPB): 93.37%
Volume Distribution (VD): 1.32 Fu: 1.79%

ADMET: Metabolism

CYP1A2-inhibitor: 0.08 CYP1A2-substrate: 0.425
CYP2C19-inhibitor: 0.08 CYP2C19-substrate: 0.961
CYP2C9-inhibitor: 0.212 CYP2C9-substrate: 0.052
CYP2D6-inhibitor: 0.022 CYP2D6-substrate: 0.137
CYP3A4-inhibitor: 0.431 CYP3A4-substrate: 0.921

ADMET: Excretion

Clearance (CL): 1.065 Half-life (T1/2): 0.121

ADMET: Toxicity

hERG Blockers: 0.023 Human Hepatotoxicity (H-HT): 0.126
Drug-inuced Liver Injury (DILI): 0.021 AMES Toxicity: 0.005
Rat Oral Acute Toxicity: 0.96 Maximum Recommended Daily Dose: 0.982
Skin Sensitization: 0.851 Carcinogencity: 0.013
Eye Corrosion: 0.004 Eye Irritation: 0.185
Respiratory Toxicity: 0.97
*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
ENC004738 1.000 D0G8OC 0.553
ENC005707 1.000 D06JPB 0.509
ENC005258 0.860 D0G5CF 0.486
ENC005238 0.852 D0Y7LD 0.442
ENC005270 0.780 D0N1TP 0.385
ENC002892 0.677 D0B4RU 0.358
ENC004735 0.667 D01QUS 0.358
ENC004803 0.667 D0K5WS 0.339
ENC002665 0.667 D08SVH 0.339
ENC004758 0.649 D0K0EK 0.337
*Note: the compound similarity was calculated by RDKIT.