Natural Product: ENC000930

NPs Basic Information

Download MOL File
Name
Macrosporin
Molecular Formula C16H12O5
IUPAC Name*
1,7-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione
SMILES
CC1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C=C(C=C3O)OC
InChI
InChI=1S/C16H12O5/c1-7-3-9-10(6-12(7)17)16(20)14-11(15(9)19)4-8(21-2)5-13(14)18/h3-6,17-18H,1-2H3
InChIKey
FKTPLNFTYJEAAB-UHFFFAOYSA-N
Synonyms
Macrosporin; 22225-67-8; 1,7-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione; 1,7-dihydroxy-3-methoxy-6-methyl-9,10-anthraquinone; 1,7-Dihydroxy-3-methoxy-6-methyl-9,10-anthracenedione; CHEMBL463054; SCHEMBL16227189; 9,10-Anthracenedione, 1,7-dihydroxy-3-methoxy-6-methyl-; DTXSID50176769; BDBM50480484; J-014592; Q63392820; 1,7-DIHYDROXY-3-METHOXY-6-METHYL-9,10-DIHYDROANTHRACENE-9,10-DIONE
CAS 22225-67-8
PubChem CID 159926
ChEMBL ID CHEMBL463054
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Anthracenes
        • Subclass: Anthraquinones
          • Direct Parent: Hydroxyanthraquinones

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: 284.26 ALogp: 3.0
HBD: 2 HBA: 5
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 83.8 Aromatic Rings: 3
Heavy Atoms: 21 QED Weighted: 0.717

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.011 MDCK Permeability: 0.00001590
Pgp-inhibitor: 0.033 Pgp-substrate: 0.003
Human Intestinal Absorption (HIA): 0.017 20% Bioavailability (F20%): 0.011
30% Bioavailability (F30%): 0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.072 Plasma Protein Binding (PPB): 99.55%
Volume Distribution (VD): 0.451 Fu: 1.18%

ADMET: Metabolism

CYP1A2-inhibitor: 0.935 CYP1A2-substrate: 0.879
CYP2C19-inhibitor: 0.176 CYP2C19-substrate: 0.061
CYP2C9-inhibitor: 0.57 CYP2C9-substrate: 0.502
CYP2D6-inhibitor: 0.269 CYP2D6-substrate: 0.255
CYP3A4-inhibitor: 0.658 CYP3A4-substrate: 0.172

ADMET: Excretion

Clearance (CL): 8.472 Half-life (T1/2): 0.261

ADMET: Toxicity

hERG Blockers: 0.031 Human Hepatotoxicity (H-HT): 0.057
Drug-inuced Liver Injury (DILI): 0.912 AMES Toxicity: 0.837
Rat Oral Acute Toxicity: 0.124 Maximum Recommended Daily Dose: 0.938
Skin Sensitization: 0.102 Carcinogencity: 0.556
Eye Corrosion: 0.004 Eye Irritation: 0.948
Respiratory Toxicity: 0.086
*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
ENC005227 1.000 D07MGA 0.326
ENC002296 0.762 D0N1FS 0.300
ENC000362 0.727 D06GCK 0.299
ENC002089 0.697 D04AIT 0.278
ENC000966 0.681 D0K8KX 0.272
ENC000336 0.657 D0AZ8C 0.260
ENC001497 0.648 D01XDL 0.250
ENC002229 0.627 D09WKB 0.247
ENC005280 0.588 D01XWG 0.240
ENC002031 0.583 D03GET 0.240
*Note: the compound similarity was calculated by RDKIT.