Natural Product: ENC002668

NPs Basic Information

Download MOL File
Name
Sydowinin B
Molecular Formula C16H12O7
IUPAC Name*
methyl 2,8-dihydroxy-6-(hydroxymethyl)-9-oxoxanthene-1-carboxylate
SMILES
COC(=O)C1=C(C=CC2=C1C(=O)C3=C(C=C(C=C3O2)CO)O)O
InChI
InChI=1S/C16H12O7/c1-22-16(21)13-8(18)2-3-10-14(13)15(20)12-9(19)4-7(6-17)5-11(12)23-10/h2-5,17-19H,6H2,1H3
InChIKey
SSBSKLSIZKVBFF-UHFFFAOYSA-N
Synonyms
SYDOWININ B; MS-347b; 58450-00-3; R78YLI0R53; CHEBI:68228; methyl 2,8-dihydroxy-6-(hydroxymethyl)-9-oxoxanthene-1-carboxylate; Methyl 2,8-dihydroxy-6-(hydroxymethyl)-9-oxo-xanthene-1-carboxylate; 9H-Xanthene-1-carboxylic acid, 2,8-dihydroxy-6-(hydroxymethyl)-9-oxo-, methyl ester; UNII-R78YLI0R53; CHEMBL1812029; ZINC13328231; BRD-K59460069-001-01-7; Q27136721; methyl 2,8-dihydroxy-6-(hydroxymethyl)-9-oxo-9H-xanthene-1-carboxylate
CAS 58450-00-3
PubChem CID 45359153
ChEMBL ID CHEMBL1812029
*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: 316.26 ALogp: 2.3
HBD: 3 HBA: 7
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 113.0 Aromatic Rings: 3
Heavy Atoms: 23 QED Weighted: 0.49

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.988 MDCK Permeability: 0.00000762
Pgp-inhibitor: 0.003 Pgp-substrate: 0.133
Human Intestinal Absorption (HIA): 0.65 20% Bioavailability (F20%): 0.029
30% Bioavailability (F30%): 0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.028 Plasma Protein Binding (PPB): 89.06%
Volume Distribution (VD): 0.878 Fu: 12.48%

ADMET: Metabolism

CYP1A2-inhibitor: 0.965 CYP1A2-substrate: 0.732
CYP2C19-inhibitor: 0.155 CYP2C19-substrate: 0.061
CYP2C9-inhibitor: 0.702 CYP2C9-substrate: 0.827
CYP2D6-inhibitor: 0.653 CYP2D6-substrate: 0.256
CYP3A4-inhibitor: 0.38 CYP3A4-substrate: 0.111

ADMET: Excretion

Clearance (CL): 3.199 Half-life (T1/2): 0.865

ADMET: Toxicity

hERG Blockers: 0.008 Human Hepatotoxicity (H-HT): 0.108
Drug-inuced Liver Injury (DILI): 0.942 AMES Toxicity: 0.532
Rat Oral Acute Toxicity: 0.01 Maximum Recommended Daily Dose: 0.034
Skin Sensitization: 0.537 Carcinogencity: 0.025
Eye Corrosion: 0.008 Eye Irritation: 0.953
Respiratory Toxicity: 0.066
*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
ENC004289 0.809 D0K8KX 0.398
ENC001749 0.783 D04AIT 0.375
ENC002135 0.726 D0U0OT 0.338
ENC002469 0.722 D06GCK 0.320
ENC002690 0.703 D0BA6T 0.308
ENC004886 0.681 D07MGA 0.305
ENC002284 0.681 D08HVR 0.299
ENC003785 0.658 D0P7JZ 0.296
ENC002148 0.577 D0G5UB 0.295
ENC002106 0.551 D0Y6KO 0.282
*Note: the compound similarity was calculated by RDKIT.