Natural Product: ENC002617

NPs Basic Information

Download MOL File
Name
Pestaloficiol I
Molecular Formula C16H22O5
IUPAC Name*
(6S,6aR,8S)-6-hydroxy-8-(2-hydroxypropan-2-yl)-2,2-dimethyl-5,6,6a,8-tetrahydro-3H-furo[2,3-h]chromen-4-one
SMILES
CC1(CC(=O)C2=C(O1)C3=C[C@H](O[C@H]3[C@H](C2)O)C(C)(C)O)C
InChI
InChI=1S/C16H22O5/c1-15(2)7-11(18)8-5-10(17)14-9(13(8)21-15)6-12(20-14)16(3,4)19/h6,10,12,14,17,19H,5,7H2,1-4H3/t10-,12-,14+/m0/s1
InChIKey
JYXSZFDEOPSZCU-VHRBIJSZSA-N
Synonyms
Pestaloficiol I; CHEMBL1080257; (6S,6aR,8S)-6-hydroxy-8-(1-hydroxy-1-methyl-ethyl)-2,2-dimethyl-5,6,6a,8-tetrahydro-3H-furo[2,3-h]chromen-4-one
CAS NA
PubChem CID 44254250
ChEMBL ID CHEMBL1080257
*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: 294.34 ALogp: -0.4
HBD: 2 HBA: 5
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 76.0 Aromatic Rings: 3
Heavy Atoms: 21 QED Weighted: 0.77

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.702 MDCK Permeability: 0.00002660
Pgp-inhibitor: 0.151 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.015 20% Bioavailability (F20%): 0.955
30% Bioavailability (F30%): 0.963

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.395 Plasma Protein Binding (PPB): 76.58%
Volume Distribution (VD): 1.222 Fu: 21.17%

ADMET: Metabolism

CYP1A2-inhibitor: 0.054 CYP1A2-substrate: 0.104
CYP2C19-inhibitor: 0.16 CYP2C19-substrate: 0.67
CYP2C9-inhibitor: 0.14 CYP2C9-substrate: 0.067
CYP2D6-inhibitor: 0.051 CYP2D6-substrate: 0.081
CYP3A4-inhibitor: 0.068 CYP3A4-substrate: 0.413

ADMET: Excretion

Clearance (CL): 7.629 Half-life (T1/2): 0.557

ADMET: Toxicity

hERG Blockers: 0.018 Human Hepatotoxicity (H-HT): 0.323
Drug-inuced Liver Injury (DILI): 0.105 AMES Toxicity: 0.021
Rat Oral Acute Toxicity: 0.813 Maximum Recommended Daily Dose: 0.895
Skin Sensitization: 0.198 Carcinogencity: 0.867
Eye Corrosion: 0.003 Eye Irritation: 0.015
Respiratory Toxicity: 0.807
*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
ENC002505 0.481 D0L7AS 0.238
ENC002614 0.473 D0K7LU 0.221
ENC003273 0.473 D0G6AB 0.216
ENC004323 0.419 D07QKN 0.205
ENC002504 0.410 D0R2KF 0.202
ENC002616 0.392 D02JNM 0.200
ENC005845 0.375 D0P1FO 0.200
ENC004338 0.365 D0G8BV 0.200
ENC004147 0.360 D0CL9S 0.200
ENC006129 0.326 D0Y2YP 0.197
*Note: the compound similarity was calculated by RDKIT.