Natural Product: ENC002742

NPs Basic Information

Download MOL File
Name
(+)-Microdiplodiasone
Molecular Formula C14H14O6
IUPAC Name*
(2R)-5,7-dihydroxy-2-methyl-2-[(2R)-5-oxooxolan-2-yl]-3H-chromen-4-one
SMILES
C[C@@]1(CC(=O)C2=C(C=C(C=C2O1)O)O)[C@H]3CCC(=O)O3
InChI
InChI=1S/C14H14O6/c1-14(11-2-3-12(18)19-11)6-9(17)13-8(16)4-7(15)5-10(13)20-14/h4-5,11,15-16H,2-3,6H2,1H3/t11-,14-/m1/s1
InChIKey
KYUNATJAFQPBJE-BXUZGUMPSA-N
Synonyms
Microdiplodiasone; (+)-microdiplodiasone; CHEBI:68284; CHEMBL1765410; (2R,9R)-(+)-microdiplodiasone; Q27136778; (2R)-5,7-dihydroxy-2-methyl-2-[(2R)-5-oxotetrahydrofuran-2-yl]-2,3-dihydro-4H-chromen-4-one
CAS NA
PubChem CID 52937071
ChEMBL ID CHEMBL1765410
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Benzopyrans
        • Subclass: 1-benzopyrans
          • Direct Parent: Chromones

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: 278.26 ALogp: 1.5
HBD: 2 HBA: 6
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 93.1 Aromatic Rings: 3
Heavy Atoms: 20 QED Weighted: 0.764

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.92 MDCK Permeability: 0.00000734
Pgp-inhibitor: 0.005 Pgp-substrate: 0.428
Human Intestinal Absorption (HIA): 0.024 20% Bioavailability (F20%): 0.707
30% Bioavailability (F30%): 0.828

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.273 Plasma Protein Binding (PPB): 71.62%
Volume Distribution (VD): 0.821 Fu: 29.03%

ADMET: Metabolism

CYP1A2-inhibitor: 0.728 CYP1A2-substrate: 0.23
CYP2C19-inhibitor: 0.271 CYP2C19-substrate: 0.061
CYP2C9-inhibitor: 0.36 CYP2C9-substrate: 0.875
CYP2D6-inhibitor: 0.574 CYP2D6-substrate: 0.408
CYP3A4-inhibitor: 0.647 CYP3A4-substrate: 0.195

ADMET: Excretion

Clearance (CL): 8.768 Half-life (T1/2): 0.853

ADMET: Toxicity

hERG Blockers: 0.021 Human Hepatotoxicity (H-HT): 0.244
Drug-inuced Liver Injury (DILI): 0.912 AMES Toxicity: 0.089
Rat Oral Acute Toxicity: 0.158 Maximum Recommended Daily Dose: 0.517
Skin Sensitization: 0.163 Carcinogencity: 0.434
Eye Corrosion: 0.004 Eye Irritation: 0.062
Respiratory Toxicity: 0.252
*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
ENC001430 0.449 D07MGA 0.365
ENC003140 0.430 D0L7AS 0.252
ENC005138 0.420 D0C7JF 0.245
ENC000974 0.420 D0P1FO 0.240
ENC005644 0.420 D04JHN 0.237
ENC003031 0.418 D0AZ8C 0.234
ENC003117 0.415 D02NSF 0.232
ENC005643 0.413 D00ZFP 0.231
ENC002287 0.413 D04AIT 0.228
ENC002286 0.413 D0K7LU 0.224
*Note: the compound similarity was calculated by RDKIT.