Natural Product: ENC003053

NPs Basic Information

Download MOL File
Name
3,5,9-Trihydroxyergosta-7,22-diene-6-one
Molecular Formula C28H44O4
IUPAC Name*
(9R,10R,13R,14R,17R)-17-[(2R,5R)-5,6-dimethylhept-3-en-2-yl]-3,5,9-trihydroxy-10,13-dimethyl-1,2,3,4,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
SMILES
C[C@H](C=C[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@]3(C2=CC(=O)C4([C@@]3(CCC(C4)O)C)O)O)C
InChI
InChI=1S/C28H44O4/c1-17(2)18(3)7-8-19(4)21-9-10-22-23-15-24(30)28(32)16-20(29)11-12-26(28,6)27(23,31)14-13-25(21,22)5/h7-8,15,17-22,29,31-32H,9-14,16H2,1-6H3/t18-,19+,20?,21+,22-,25+,26+,27+,28?/m0/s1
InChIKey
GUERPVMWCQXYEU-QCFXBZKXSA-N
Synonyms
3,5,9-trihydroxyergosta-7,22-diene-6-one
CAS NA
PubChem CID 91668420
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: 444.6 ALogp: 4.5
HBD: 3 HBA: 4
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 77.8 Aromatic Rings: 4
Heavy Atoms: 32 QED Weighted: 0.52

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.895 MDCK Permeability: 0.00002540
Pgp-inhibitor: 0.15 Pgp-substrate: 0.027
Human Intestinal Absorption (HIA): 0.019 20% Bioavailability (F20%): 0.253
30% Bioavailability (F30%): 0.713

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.719 Plasma Protein Binding (PPB): 96.33%
Volume Distribution (VD): 1.248 Fu: 1.79%

ADMET: Metabolism

CYP1A2-inhibitor: 0.02 CYP1A2-substrate: 0.879
CYP2C19-inhibitor: 0.133 CYP2C19-substrate: 0.933
CYP2C9-inhibitor: 0.218 CYP2C9-substrate: 0.077
CYP2D6-inhibitor: 0.005 CYP2D6-substrate: 0.077
CYP3A4-inhibitor: 0.872 CYP3A4-substrate: 0.954

ADMET: Excretion

Clearance (CL): 5.982 Half-life (T1/2): 0.322

ADMET: Toxicity

hERG Blockers: 0.004 Human Hepatotoxicity (H-HT): 0.026
Drug-inuced Liver Injury (DILI): 0.099 AMES Toxicity: 0.029
Rat Oral Acute Toxicity: 0.012 Maximum Recommended Daily Dose: 0.041
Skin Sensitization: 0.354 Carcinogencity: 0.015
Eye Corrosion: 0.013 Eye Irritation: 0.415
Respiratory Toxicity: 0.567
*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
ENC006035 1.000 D0G8OC 0.469
ENC005610 1.000 D06JPB 0.456
ENC004864 1.000 D0G5CF 0.448
ENC006032 0.613 D0N1TP 0.366
ENC004804 0.589 D01QUS 0.331
ENC004757 0.589 D08SVH 0.323
ENC004677 0.573 D0Y7LD 0.320
ENC006033 0.570 D0K5WS 0.302
ENC002327 0.560 D02ZGI 0.292
ENC002206 0.555 D0L2LS 0.291
*Note: the compound similarity was calculated by RDKIT.