Natural Product: ENC004321

NPs Basic Information

Download MOL File
Name
Pyrenosetin B
Molecular Formula C25H35NO5
IUPAC Name*
(2R,3R,3aS,5'R,5aR,7S,9aS,9bR)-3-[(3R)-3-hydroxybut-1-enyl]-5'-(hydroxymethyl)-1',4,7,9b-tetramethylspiro[3,3a,5a,6,7,8,9,9a-octahydrocyclopenta[a]naphthalene-2,3'-pyrrolidine]-1,2',4'-trione
SMILES
C[C@H]1CC[C@H]2[C@H](C1)C=C([C@H]3[C@@]2(C(=O)[C@]4([C@@H]3C=C[C@@H](C)O)C(=O)[C@H](N(C4=O)C)CO)C)C
InChI
InChI=1S/C25H35NO5/c1-13-6-8-17-16(10-13)11-14(2)20-18(9-7-15(3)28)25(22(30)24(17,20)4)21(29)19(12-27)26(5)23(25)31/h7,9,11,13,15-20,27-28H,6,8,10,12H2,1-5H3/t13-,15+,16+,17-,18+,19+,20+,24+,25-/m0/s1
InChIKey
JBZGVPJZPTUTAU-OMXSNZPGSA-N
Synonyms
Pyrenosetin B
CAS NA
PubChem CID 156581892
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Diterpenoids
          • Direct Parent: Diterpenoids

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: 429.5 ALogp: 2.7
HBD: 2 HBA: 5
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 94.9 Aromatic Rings: 4
Heavy Atoms: 31 QED Weighted: 0.531

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.937 MDCK Permeability: 0.00001920
Pgp-inhibitor: 0.933 Pgp-substrate: 0.984
Human Intestinal Absorption (HIA): 0.185 20% Bioavailability (F20%): 0.008
30% Bioavailability (F30%): 0.078

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.743 Plasma Protein Binding (PPB): 63.15%
Volume Distribution (VD): 0.882 Fu: 41.62%

ADMET: Metabolism

CYP1A2-inhibitor: 0.014 CYP1A2-substrate: 0.558
CYP2C19-inhibitor: 0.063 CYP2C19-substrate: 0.875
CYP2C9-inhibitor: 0.023 CYP2C9-substrate: 0.123
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.047
CYP3A4-inhibitor: 0.772 CYP3A4-substrate: 0.86

ADMET: Excretion

Clearance (CL): 8.664 Half-life (T1/2): 0.508

ADMET: Toxicity

hERG Blockers: 0.011 Human Hepatotoxicity (H-HT): 0.296
Drug-inuced Liver Injury (DILI): 0.793 AMES Toxicity: 0.014
Rat Oral Acute Toxicity: 0.326 Maximum Recommended Daily Dose: 0.056
Skin Sensitization: 0.595 Carcinogencity: 0.611
Eye Corrosion: 0.011 Eye Irritation: 0.012
Respiratory Toxicity: 0.955
*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
D0E9KA 0.260
D0I5DS 0.248
D0W2EK 0.238
D04SFH 0.238
D0IL7L 0.222
D0IX6I 0.222
D06AEO 0.222
D0I1LH 0.220
D0CZ1Q 0.219
D0D2TN 0.219
*Note: the compound similarity was calculated by RDKIT.