Natural Product: ENC002616

NPs Basic Information

Download MOL File
Name
Pestaloficiol F
Molecular Formula C16H22O4
IUPAC Name*
(1aS,2S,7bS)-2-hydroxy-6,6-dimethyl-7b-(3-methylbut-2-enyl)-1a,2,3,5-tetrahydrooxireno[2,3-h]chromen-4-one
SMILES
CC(=CC[C@@]12[C@@H](O1)[C@H](CC3=C2OC(CC3=O)(C)C)O)C
InChI
InChI=1S/C16H22O4/c1-9(2)5-6-16-13-10(7-11(17)14(16)20-16)12(18)8-15(3,4)19-13/h5,11,14,17H,6-8H2,1-4H3/t11-,14-,16+/m0/s1
InChIKey
DWRYREFBMYRRST-HZUKXOBISA-N
Synonyms
Pestaloficiol F; CHEMBL1078031; (1aS,2S,7bS)-2-hydroxy-6,6-dimethyl-7b-(3-methylbut-2-enyl)-1a,2,3,5-tetrahydrooxireno[2,3-h]chromen-4-one
CAS NA
PubChem CID 44254170
ChEMBL ID CHEMBL1078031
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyrans
        • Subclass: Pyranones and derivatives
          • Direct Parent: Dihydropyranones

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: 278.34 ALogp: 1.3
HBD: 1 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 59.1 Aromatic Rings: 3
Heavy Atoms: 20 QED Weighted: 0.623

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.582 MDCK Permeability: 0.00002510
Pgp-inhibitor: 0.123 Pgp-substrate: 0.013
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.058
30% Bioavailability (F30%): 0.347

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.773 Plasma Protein Binding (PPB): 81.12%
Volume Distribution (VD): 1.388 Fu: 20.27%

ADMET: Metabolism

CYP1A2-inhibitor: 0.033 CYP1A2-substrate: 0.292
CYP2C19-inhibitor: 0.176 CYP2C19-substrate: 0.769
CYP2C9-inhibitor: 0.049 CYP2C9-substrate: 0.056
CYP2D6-inhibitor: 0.012 CYP2D6-substrate: 0.093
CYP3A4-inhibitor: 0.077 CYP3A4-substrate: 0.366

ADMET: Excretion

Clearance (CL): 15.998 Half-life (T1/2): 0.15

ADMET: Toxicity

hERG Blockers: 0.009 Human Hepatotoxicity (H-HT): 0.565
Drug-inuced Liver Injury (DILI): 0.234 AMES Toxicity: 0.091
Rat Oral Acute Toxicity: 0.959 Maximum Recommended Daily Dose: 0.078
Skin Sensitization: 0.541 Carcinogencity: 0.929
Eye Corrosion: 0.009 Eye Irritation: 0.099
Respiratory Toxicity: 0.964
*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
ENC003273 0.486 D0W6DG 0.258
ENC002614 0.486 D02JNM 0.214
ENC002617 0.392 D0Y2YP 0.211
ENC003629 0.386 D04SFH 0.208
ENC002618 0.382 D09WYX 0.203
ENC002505 0.366 D0W2EK 0.203
ENC004323 0.348 D0H1QY 0.203
ENC005804 0.333 D06IIB 0.200
ENC003122 0.319 D03VFL 0.200
ENC004147 0.316 D0Q6NZ 0.200
*Note: the compound similarity was calculated by RDKIT.