Natural Product: ENC000913

NPs Basic Information

Download MOL File
Name
Questinol
Molecular Formula C16H12O6
IUPAC Name*
1,6-dihydroxy-3-(hydroxymethyl)-8-methoxyanthracene-9,10-dione
SMILES
COC1=CC(=CC2=C1C(=O)C3=C(C2=O)C=C(C=C3O)CO)O
InChI
InChI=1S/C16H12O6/c1-22-12-5-8(18)4-10-14(12)16(21)13-9(15(10)20)2-7(6-17)3-11(13)19/h2-5,17-19H,6H2,1H3
InChIKey
SNBGJGNOQURXCI-UHFFFAOYSA-N
Synonyms
Questinol; 35688-09-6; 1,6-dihydroxy-3-(hydroxymethyl)-8-methoxyanthracene-9,10-dione; 1,6-Dihydroxy-3-(hydroxymethyl)-8-methoxy-9,10-anthracenedione; 9,10-Anthracenedione, 1,6-dihydroxy-3-(hydroxymethyl)-8-methoxy-; omega-Hydroxymethylemodin; Questinol_120239; SCHEMBL16226232; CHEBI:81349; DTXSID50189192; C17811; 1,6-Dihydroxy-3-hydroxymethyl-8-methoxyanthraquinone; Q27155288; 1-Hydroxy-3-(hydroxymethyl)-6-hydroxy-8-methoxy-9,10-anthraquinone; 1,6-dihydroxy-3-(hydroxymethyl)-8-methoxy-9,10-dihydroanthracene-9,10-dione
CAS 35688-09-6
PubChem CID 147621
ChEMBL ID NA
*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: 300.26 ALogp: 1.8
HBD: 3 HBA: 6
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 104.0 Aromatic Rings: 3
Heavy Atoms: 22 QED Weighted: 0.667

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.224 MDCK Permeability: 0.00000462
Pgp-inhibitor: 0.002 Pgp-substrate: 0.004
Human Intestinal Absorption (HIA): 0.535 20% Bioavailability (F20%): 0.563
30% Bioavailability (F30%): 0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.003 Plasma Protein Binding (PPB): 93.66%
Volume Distribution (VD): 0.553 Fu: 10.11%

ADMET: Metabolism

CYP1A2-inhibitor: 0.938 CYP1A2-substrate: 0.556
CYP2C19-inhibitor: 0.027 CYP2C19-substrate: 0.057
CYP2C9-inhibitor: 0.403 CYP2C9-substrate: 0.662
CYP2D6-inhibitor: 0.108 CYP2D6-substrate: 0.194
CYP3A4-inhibitor: 0.139 CYP3A4-substrate: 0.041

ADMET: Excretion

Clearance (CL): 8.433 Half-life (T1/2): 0.867

ADMET: Toxicity

hERG Blockers: 0.013 Human Hepatotoxicity (H-HT): 0.025
Drug-inuced Liver Injury (DILI): 0.414 AMES Toxicity: 0.454
Rat Oral Acute Toxicity: 0.023 Maximum Recommended Daily Dose: 0.918
Skin Sensitization: 0.915 Carcinogencity: 0.028
Eye Corrosion: 0.037 Eye Irritation: 0.929
Respiratory Toxicity: 0.754
*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
ENC001971 0.935 D07MGA 0.375
ENC005602 0.935 D0N1FS 0.330
ENC001058 0.773 D0AZ8C 0.317
ENC000939 0.773 D06GCK 0.303
ENC001497 0.765 D04AIT 0.297
ENC005489 0.761 D0K8KX 0.290
ENC003915 0.753 D07VLY 0.287
ENC002031 0.746 D0C9XJ 0.287
ENC002767 0.671 D01XWG 0.273
ENC000094 0.629 D0R3JB 0.261
*Note: the compound similarity was calculated by RDKIT.