Natural Product: ENC000951

NPs Basic Information

Download MOL File
Name
Phyllostine
Molecular Formula C7H6O4
IUPAC Name*
(1R,6S)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione
SMILES
C1=C(C(=O)[C@H]2[C@@H](C1=O)O2)CO
InChI
InChI=1S/C7H6O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,6-8H,2H2/t6-,7+/m1/s1
InChIKey
PLELZLHJHUZIGY-RQJHMYQMSA-N
Synonyms
Phyllostine; 27270-89-9; (-)-Phyllostine; Epoxygentisylquinone; (1r,6s)-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione; 5,6-epoxygentisylquinone; B1K54WA3BP; (1R,6S)-3-(HYDROXYMETHYL)-7-OXABICYCLO(4.1.0)HEPT-3-ENE-2,5-DIONE; UNII-B1K54WA3BP; DTXSID60181723; CHEBI:145110; ZINC14654235; 7-Oxabicyclo(4.1.0)hept-3-ene-2,5-dione, 3-(hydroxymethyl)-, (1R)-; 7-OXABICYCLO(4.1.0)HEPT-3-ENE-2,5-DIONE, 3-(HYDROXYMETHYL)-, (1R,6S)-
CAS 27270-89-9
PubChem CID 168678
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic oxygen compounds
      • Class: Organooxygen compounds
        • Subclass: Carbonyl compounds
          • Direct Parent: Cyclohexenones

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: 154.12 ALogp: -0.7
HBD: 1 HBA: 4
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 66.9 Aromatic Rings: 2
Heavy Atoms: 11 QED Weighted: 0.509

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.923 MDCK Permeability: 0.00001230
Pgp-inhibitor: 0.002 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.009 20% Bioavailability (F20%): 0.063
30% Bioavailability (F30%): 0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.042 Plasma Protein Binding (PPB): 30.26%
Volume Distribution (VD): 0.562 Fu: 53.19%

ADMET: Metabolism

CYP1A2-inhibitor: 0.525 CYP1A2-substrate: 0.108
CYP2C19-inhibitor: 0.026 CYP2C19-substrate: 0.139
CYP2C9-inhibitor: 0.013 CYP2C9-substrate: 0.376
CYP2D6-inhibitor: 0.033 CYP2D6-substrate: 0.278
CYP3A4-inhibitor: 0.017 CYP3A4-substrate: 0.208

ADMET: Excretion

Clearance (CL): 9.601 Half-life (T1/2): 0.876

ADMET: Toxicity

hERG Blockers: 0.02 Human Hepatotoxicity (H-HT): 0.063
Drug-inuced Liver Injury (DILI): 0.189 AMES Toxicity: 0.635
Rat Oral Acute Toxicity: 0.981 Maximum Recommended Daily Dose: 0.712
Skin Sensitization: 0.95 Carcinogencity: 0.492
Eye Corrosion: 0.015 Eye Irritation: 0.94
Respiratory Toxicity: 0.27
*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
ENC000788 0.405 D0Z8EX 0.254
ENC001016 0.317 D0CL9S 0.246
ENC006061 0.255 D09PZO 0.246
ENC003178 0.255 D0TS1Z 0.246
ENC000120 0.246 D0R2KF 0.227
ENC002664 0.244 D0Y7DP 0.226
ENC003001 0.244 D01XYJ 0.224
ENC005328 0.243 D05RHI 0.221
ENC002506 0.239 D03TGJ 0.217
ENC000101 0.239 D0MM2L 0.213
*Note: the compound similarity was calculated by RDKIT.