Natural Product: ENC002758

NPs Basic Information

Download MOL File
Name
Prenylterphenyllin A
Molecular Formula C25H26O6
IUPAC Name*
4-[2-hydroxy-4-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-3,6-dimethoxyphenyl]benzene-1,2-diol
SMILES
CC(=CCC1=C(C=CC(=C1)C2=CC(=C(C(=C2OC)O)C3=CC(=C(C=C3)O)O)OC)O)C
InChI
InChI=1S/C25H26O6/c1-14(2)5-6-16-11-15(7-9-19(16)26)18-13-22(30-3)23(24(29)25(18)31-4)17-8-10-20(27)21(28)12-17/h5,7-13,26-29H,6H2,1-4H3
InChIKey
VMYTYXJHKQRPTA-UHFFFAOYSA-N
Synonyms
Prenylterphenyllin A; CHEBI:67526; CHEMBL1795458; DTXSID701124799; Q27135994; 3',6'-dimethoxy-3''-(3-methylbut-2-en-1-yl)-1,1':4',1''-terphenyl-2',3,4,4''-tetrol; [1,1':4',1''-Terphenyl]-2',3,4,4''-tetrol, 3',6'-dimethoxy-3''-(3-methyl-2-buten-1-yl)-; 1297472-15-1
CAS 1297472-15-1
PubChem CID 53262866
ChEMBL ID CHEMBL1795458
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Benzene and substituted d
        • Subclass: Terphenyls
          • Direct Parent: P-terphenyls

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: 422.5 ALogp: 5.6
HBD: 4 HBA: 6
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 99.4 Aromatic Rings: 3
Heavy Atoms: 31 QED Weighted: 0.305

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.047 MDCK Permeability: 0.00001230
Pgp-inhibitor: 0.372 Pgp-substrate: 0.027
Human Intestinal Absorption (HIA): 0.008 20% Bioavailability (F20%): 0.869
30% Bioavailability (F30%): 0.682

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.002 Plasma Protein Binding (PPB): 98.15%
Volume Distribution (VD): 0.64 Fu: 2.32%

ADMET: Metabolism

CYP1A2-inhibitor: 0.813 CYP1A2-substrate: 0.734
CYP2C19-inhibitor: 0.819 CYP2C19-substrate: 0.058
CYP2C9-inhibitor: 0.78 CYP2C9-substrate: 0.83
CYP2D6-inhibitor: 0.478 CYP2D6-substrate: 0.89
CYP3A4-inhibitor: 0.217 CYP3A4-substrate: 0.261

ADMET: Excretion

Clearance (CL): 11.825 Half-life (T1/2): 0.737

ADMET: Toxicity

hERG Blockers: 0.043 Human Hepatotoxicity (H-HT): 0.124
Drug-inuced Liver Injury (DILI): 0.771 AMES Toxicity: 0.141
Rat Oral Acute Toxicity: 0.1 Maximum Recommended Daily Dose: 0.207
Skin Sensitization: 0.908 Carcinogencity: 0.042
Eye Corrosion: 0.003 Eye Irritation: 0.885
Respiratory Toxicity: 0.294
*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
ENC002452 0.787 D06GCK 0.363
ENC002776 0.787 D0K8KX 0.355
ENC005040 0.747 D04AIT 0.349
ENC002453 0.729 D0U3YB 0.330
ENC005039 0.670 D0Q0PR 0.325
ENC005868 0.660 D0AZ8C 0.307
ENC005867 0.660 D07MGA 0.292
ENC002759 0.615 D0NJ3V 0.279
ENC001998 0.608 D0Y7TS 0.270
ENC002772 0.582 D09DHY 0.269
*Note: the compound similarity was calculated by RDKIT.