Natural Product: ENC002462

NPs Basic Information

Download MOL File
Name
4-Hydroxyvertixanthone
Molecular Formula C16H12O6
IUPAC Name*
methyl 3,8-dihydroxy-6-methyl-9-oxoxanthene-1-carboxylate
SMILES
CC1=CC(=C2C(=C1)OC3=CC(=CC(=C3C2=O)C(=O)OC)O)O
InChI
InChI=1S/C16H12O6/c1-7-3-10(18)14-11(4-7)22-12-6-8(17)5-9(16(20)21-2)13(12)15(14)19/h3-6,17-18H,1-2H3
InChIKey
MJOGVUMPZLEYIH-UHFFFAOYSA-N
Synonyms
4-Hydroxyvertixanthone; 85003-85-6; W4KJT6YJP8; methyl 3,8-dihydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate; Methyl 1,6-dihydroxy-3-methylxanthone-8-carboxylate; methyl 3,8-dihydroxy-6-methyl-9-oxoxanthene-1-carboxylate; 9H-Xanthene-1-carboxylic acid, 3,8-dihydroxy-6-methyl-9-oxo-, methyl ester; starbld0013141; UNII-W4KJT6YJP8; MEGxm0_000397; CHEMBL4529229; ACon0_000932; CHEBI:68288; ZINC13335396; Q27136784; 3,8-Dihydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylic acid methyl ester; Methyl 3,8-dihydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate_120100
CAS 85003-85-6
PubChem CID 23786313
ChEMBL ID CHEMBL4529229
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Benzopyrans
        • Subclass: 1-benzopyrans
          • Direct Parent: Xanthones

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: 300.26 ALogp: 3.0
HBD: 2 HBA: 6
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 93.1 Aromatic Rings: 3
Heavy Atoms: 22 QED Weighted: 0.529

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.864 MDCK Permeability: 0.00001310
Pgp-inhibitor: 0.002 Pgp-substrate: 0.915
Human Intestinal Absorption (HIA): 0.03 20% Bioavailability (F20%): 0.006
30% Bioavailability (F30%): 0.917

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.035 Plasma Protein Binding (PPB): 88.90%
Volume Distribution (VD): 0.747 Fu: 10.48%

ADMET: Metabolism

CYP1A2-inhibitor: 0.971 CYP1A2-substrate: 0.907
CYP2C19-inhibitor: 0.62 CYP2C19-substrate: 0.064
CYP2C9-inhibitor: 0.776 CYP2C9-substrate: 0.925
CYP2D6-inhibitor: 0.765 CYP2D6-substrate: 0.426
CYP3A4-inhibitor: 0.467 CYP3A4-substrate: 0.099

ADMET: Excretion

Clearance (CL): 3.931 Half-life (T1/2): 0.815

ADMET: Toxicity

hERG Blockers: 0.011 Human Hepatotoxicity (H-HT): 0.049
Drug-inuced Liver Injury (DILI): 0.859 AMES Toxicity: 0.351
Rat Oral Acute Toxicity: 0.017 Maximum Recommended Daily Dose: 0.885
Skin Sensitization: 0.646 Carcinogencity: 0.018
Eye Corrosion: 0.072 Eye Irritation: 0.963
Respiratory Toxicity: 0.219
*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
ENC003136 0.783 D0K8KX 0.395
ENC002690 0.783 D04AIT 0.388
ENC002106 0.710 D06GCK 0.330
ENC001749 0.690 D07MGA 0.301
ENC002523 0.667 D0G5UB 0.290
ENC001750 0.643 D0Y7PG 0.267
ENC005167 0.641 D0O6KE 0.248
ENC002197 0.623 D0H2ZW 0.247
ENC004289 0.622 D0FA2O 0.244
ENC003814 0.603 D06FVX 0.243
*Note: the compound similarity was calculated by RDKIT.