Natural Product: ENC002469

NPs Basic Information

Download MOL File
Name
Sydowinin A
Molecular Formula C16H12O6
IUPAC Name*
methyl 8-hydroxy-6-(hydroxymethyl)-9-oxoxanthene-1-carboxylate
SMILES
COC(=O)C1=C2C(=CC=C1)OC3=CC(=CC(=C3C2=O)O)CO
InChI
InChI=1S/C16H12O6/c1-21-16(20)9-3-2-4-11-13(9)15(19)14-10(18)5-8(7-17)6-12(14)22-11/h2-6,17-18H,7H2,1H3
InChIKey
UBYOEDLUKKPPPN-UHFFFAOYSA-N
Synonyms
SYDOWININ A; 58450-01-4; ZS4IVQ1908; CHEBI:68227; methyl 8-hydroxy-6-(hydroxymethyl)-9-oxoxanthene-1-carboxylate; Methyl 8-hydroxy-6-(hydroxymethyl)-9-oxo-xanthene-1-carboxylate; methyl 8-hydroxy-6-(hydroxymethyl)-9-oxo-9H-xanthene-1-carboxylate; 9H-Xanthene-1-carboxylic acid, 8-hydroxy-6-(hydroxymethyl)-9-oxo-, methyl ester; UNII-ZS4IVQ1908; MEGxm0_000150; CHEMBL1812028; ACon1_000704; DTXSID00635917; ZINC14455391; NCGC00169440-01; BRD-K19034484-001-01-6; Q27136720; NCGC00169440-02!methyl 8-hydroxy-6-(hydroxymethyl)-9-oxoxanthene-1-carboxylate
CAS 58450-01-4
PubChem CID 23872092
ChEMBL ID CHEMBL1812028
*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: 2.1
HBD: 2 HBA: 6
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 93.1 Aromatic Rings: 3
Heavy Atoms: 22 QED Weighted: 0.557

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.93 MDCK Permeability: 0.00001240
Pgp-inhibitor: 0.006 Pgp-substrate: 0.234
Human Intestinal Absorption (HIA): 0.034 20% Bioavailability (F20%): 0.009
30% Bioavailability (F30%): 0.965

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.108 Plasma Protein Binding (PPB): 86.65%
Volume Distribution (VD): 0.944 Fu: 14.96%

ADMET: Metabolism

CYP1A2-inhibitor: 0.97 CYP1A2-substrate: 0.811
CYP2C19-inhibitor: 0.489 CYP2C19-substrate: 0.069
CYP2C9-inhibitor: 0.757 CYP2C9-substrate: 0.858
CYP2D6-inhibitor: 0.737 CYP2D6-substrate: 0.321
CYP3A4-inhibitor: 0.499 CYP3A4-substrate: 0.141

ADMET: Excretion

Clearance (CL): 2.968 Half-life (T1/2): 0.846

ADMET: Toxicity

hERG Blockers: 0.016 Human Hepatotoxicity (H-HT): 0.059
Drug-inuced Liver Injury (DILI): 0.879 AMES Toxicity: 0.413
Rat Oral Acute Toxicity: 0.009 Maximum Recommended Daily Dose: 0.063
Skin Sensitization: 0.524 Carcinogencity: 0.028
Eye Corrosion: 0.006 Eye Irritation: 0.917
Respiratory Toxicity: 0.08
*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
ENC002106 0.776 D0K8KX 0.344
ENC002668 0.722 D04AIT 0.322
ENC002690 0.722 D06GCK 0.313
ENC004885 0.671 D0Z3DY 0.312
ENC002283 0.671 D0G5UB 0.301
ENC005347 0.657 D0G7IY 0.300
ENC003785 0.653 D0U0OT 0.295
ENC002135 0.590 D0QD1G 0.295
ENC002284 0.587 D06NSS 0.289
ENC004886 0.587 D0H2ZW 0.284
*Note: the compound similarity was calculated by RDKIT.