Natural Product: ENC002319

NPs Basic Information

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Name
5-Hydroxy-6-(1-acetoxyethyl)-2,7-dimethoxy-1,4-naphthalenedione
Molecular Formula C16H16O7
IUPAC Name*
1-(1-hydroxy-3,6-dimethoxy-5,8-dioxonaphthalen-2-yl)ethyl acetate
SMILES
CC(C1=C(C=C2C(=C1O)C(=O)C=C(C2=O)OC)OC)OC(=O)C
InChI
InChI=1S/C16H16O7/c1-7(23-8(2)17)13-11(21-3)5-9-14(16(13)20)10(18)6-12(22-4)15(9)19/h5-7,20H,1-4H3
InChIKey
SNIIQTSBSNAYGY-UHFFFAOYSA-N
Synonyms
68594-15-0; 5-Hydroxy-6-(1-acetoxyethyl)-2,7-dimethoxy-1,4-naphthalenedione; 2,7-Dimethoxy-6-(1-acetoxyethyl)juglone; 1-(1-hydroxy-3,6-dimethoxy-5,8-dioxonaphthalen-2-yl)ethyl acetate; (-)-6-[1-(acetyloxy)ethyl]-5-hydroxy-2,7-dimethoxy-1,4-naphthalenedione; CHEMBL2204405; DTXSID701151467; HY-N10200; BS-1516; 6-(1-Acetoxyethyl)2,7-dimethoxyjuglone; CS-0371756; 2,7-dimethoxy-5-hydroxy-6-(1-acetoxyethyl)-1,4-naphthoquinone
CAS 68594-15-0
PubChem CID 15061191
ChEMBL ID CHEMBL2204405
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Naphthalenes
        • Subclass: Naphthoquinones
          • Direct Parent: Naphthoquinones

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: 320.29 ALogp: 1.9
HBD: 1 HBA: 7
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 99.1 Aromatic Rings: 2
Heavy Atoms: 23 QED Weighted: 0.851

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.083 MDCK Permeability: 0.00001810
Pgp-inhibitor: 0.014 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.109 20% Bioavailability (F20%): 0.011
30% Bioavailability (F30%): 0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.02 Plasma Protein Binding (PPB): 91.82%
Volume Distribution (VD): 0.835 Fu: 13.41%

ADMET: Metabolism

CYP1A2-inhibitor: 0.78 CYP1A2-substrate: 0.876
CYP2C19-inhibitor: 0.041 CYP2C19-substrate: 0.073
CYP2C9-inhibitor: 0.342 CYP2C9-substrate: 0.639
CYP2D6-inhibitor: 0.225 CYP2D6-substrate: 0.258
CYP3A4-inhibitor: 0.211 CYP3A4-substrate: 0.167

ADMET: Excretion

Clearance (CL): 5.295 Half-life (T1/2): 0.812

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.016
Drug-inuced Liver Injury (DILI): 0.76 AMES Toxicity: 0.438
Rat Oral Acute Toxicity: 0.309 Maximum Recommended Daily Dose: 0.426
Skin Sensitization: 0.828 Carcinogencity: 0.046
Eye Corrosion: 0.014 Eye Irritation: 0.919
Respiratory Toxicity: 0.463
*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
ENC003355 0.800 D0C1SF 0.313
ENC005329 0.727 D09DHY 0.294
ENC005149 0.727 D0N1FS 0.288
ENC005160 0.727 D07ESC 0.276
ENC002318 0.623 D06GCK 0.275
ENC005150 0.623 D02LZB 0.259
ENC005330 0.623 D01XWG 0.252
ENC005529 0.481 D00WVW 0.250
ENC004188 0.468 D09GYT 0.247
ENC005148 0.459 D0F4ZY 0.243
*Note: the compound similarity was calculated by RDKIT.