Natural Product: ENC003420

NPs Basic Information

Download MOL File
Name
Peyronellin A
Molecular Formula C28H36O7
IUPAC Name*
(1S,5R,6S)-6-[[(1S,4aR,5R,8aR)-5-(hydroxymethyl)-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl]-5-hydroxy-3-[(4-hydroxy-6-methyl-2-oxopyran-3-yl)methyl]-7-oxabicyclo[4.1.0]hept-3-en-2-one
SMILES
CC1=CC[C@H]2[C@](CCC[C@@]2([C@H]1C[C@]34[C@@H](C=C(C(=O)[C@H]3O4)CC5=C(C=C(OC5=O)C)O)O)C)(C)CO
InChI
InChI=1S/C28H36O7/c1-15-6-7-21-26(3,14-29)8-5-9-27(21,4)19(15)13-28-22(31)12-17(23(32)24(28)35-28)11-18-20(30)10-16(2)34-25(18)33/h6,10,12,19,21-22,24,29-31H,5,7-9,11,13-14H2,1-4H3/t19-,21-,22+,24+,26-,27+,28-/m0/s1
InChIKey
GMHDEOTYQHLKML-UKCWTKHPSA-N
Synonyms
Peyronellin A; J3.515.441H
CAS NA
PubChem CID 132561489
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyrans
        • Subclass: Pyranones and derivatives
          • Direct Parent: Pyranones and derivatives

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: 484.6 ALogp: 2.9
HBD: 3 HBA: 7
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 117.0 Aromatic Rings: 5
Heavy Atoms: 35 QED Weighted: 0.425

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.978 MDCK Permeability: 0.00003830
Pgp-inhibitor: 0.011 Pgp-substrate: 0.003
Human Intestinal Absorption (HIA): 0.063 20% Bioavailability (F20%): 0.994
30% Bioavailability (F30%): 0.274

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.227 Plasma Protein Binding (PPB): 94.01%
Volume Distribution (VD): 1.174 Fu: 5.10%

ADMET: Metabolism

CYP1A2-inhibitor: 0.024 CYP1A2-substrate: 0.829
CYP2C19-inhibitor: 0.2 CYP2C19-substrate: 0.796
CYP2C9-inhibitor: 0.579 CYP2C9-substrate: 0.275
CYP2D6-inhibitor: 0.022 CYP2D6-substrate: 0.694
CYP3A4-inhibitor: 0.822 CYP3A4-substrate: 0.409

ADMET: Excretion

Clearance (CL): 8.869 Half-life (T1/2): 0.77

ADMET: Toxicity

hERG Blockers: 0.014 Human Hepatotoxicity (H-HT): 0.799
Drug-inuced Liver Injury (DILI): 0.939 AMES Toxicity: 0.078
Rat Oral Acute Toxicity: 0.828 Maximum Recommended Daily Dose: 0.183
Skin Sensitization: 0.438 Carcinogencity: 0.082
Eye Corrosion: 0.022 Eye Irritation: 0.145
Respiratory Toxicity: 0.272
*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
ENC003803 0.658 D0S0NK 0.293
ENC005585 0.606 D04VIS 0.252
ENC003421 0.487 D04QNO 0.230
ENC002494 0.374 D0Y7IU 0.230
ENC003295 0.358 D02JNM 0.228
ENC005922 0.333 D08PIQ 0.225
ENC003214 0.317 D0P1FO 0.221
ENC002493 0.302 D0D1SG 0.219
ENC002922 0.297 D0Y2YP 0.216
ENC005685 0.292 D0V9DZ 0.216
*Note: the compound similarity was calculated by RDKIT.