Natural Product: ENC004320

NPs Basic Information

Download MOL File
Name
Pyrenosetin A
Molecular Formula C25H35NO5
IUPAC Name*
(2R,3R,3aS,5'S,5aR,7S,9aS,9bR)-3-[(3S)-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-WPJIATISSA-N
Synonyms
Pyrenosetin A
CAS NA
PubChem CID 156581891
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: -4.94 MDCK Permeability: 0.00002150
Pgp-inhibitor: 0.86 Pgp-substrate: 0.982
Human Intestinal Absorption (HIA): 0.15 20% Bioavailability (F20%): 0.007
30% Bioavailability (F30%): 0.056

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.788 Plasma Protein Binding (PPB): 58.46%
Volume Distribution (VD): 0.744 Fu: 47.05%

ADMET: Metabolism

CYP1A2-inhibitor: 0.012 CYP1A2-substrate: 0.567
CYP2C19-inhibitor: 0.046 CYP2C19-substrate: 0.867
CYP2C9-inhibitor: 0.017 CYP2C9-substrate: 0.094
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.046
CYP3A4-inhibitor: 0.744 CYP3A4-substrate: 0.825

ADMET: Excretion

Clearance (CL): 10.391 Half-life (T1/2): 0.566

ADMET: Toxicity

hERG Blockers: 0.015 Human Hepatotoxicity (H-HT): 0.176
Drug-inuced Liver Injury (DILI): 0.712 AMES Toxicity: 0.011
Rat Oral Acute Toxicity: 0.268 Maximum Recommended Daily Dose: 0.088
Skin Sensitization: 0.576 Carcinogencity: 0.847
Eye Corrosion: 0.018 Eye Irritation: 0.012
Respiratory Toxicity: 0.961
*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
ENC005774 1.000 D0E9KA 0.260
ENC004321 1.000 D0I5DS 0.248
ENC005775 0.804 D0W2EK 0.238
ENC004322 0.804 D04SFH 0.238
ENC003817 0.527 D0IL7L 0.222
ENC004339 0.509 D0IX6I 0.222
ENC005181 0.491 D06AEO 0.222
ENC005182 0.491 D0I1LH 0.220
ENC002818 0.477 D0CZ1Q 0.219
ENC003818 0.448 D0D2TN 0.219
*Note: the compound similarity was calculated by RDKIT.