Natural Product: ENC000864

NPs Basic Information

Download MOL File
Name
1,3,6,8-tetrahydroxy-2-[(2S,6S)-6-methyloxan-2-yl]anthracene-9,10-dione
Molecular Formula C20H18O7
IUPAC Name*
1,3,6,8-tetrahydroxy-2-[(2S,6S)-6-methyloxan-2-yl]anthracene-9,10-dione
SMILES
C[C@H]1CCC[C@H](O1)C2=C(C=C3C(=C2O)C(=O)C4=C(C3=O)C=C(C=C4O)O)O
InChI
InChI=1S/C20H18O7/c1-8-3-2-4-14(27-8)17-13(23)7-11-16(20(17)26)19(25)15-10(18(11)24)5-9(21)6-12(15)22/h5-8,14,21-23,26H,2-4H2,1H3/t8-,14-/m0/s1
InChIKey
RMAWHAJLOCVQTG-RTHLEPHNSA-N
Synonyms
Averufanin; 28458-24-4; 1,3,6,8-tetrahydroxy-2-[(2S,6S)-6-methyloxan-2-yl]anthracene-9,10-dione; SCHEMBL15676485; DTXSID60951105; 1,3,6,8-Tetrahydroxy-2-(6-methyloxan-2-yl)anthracene-9,10-dione; 1,3,6,8-Tetrahydroxy-2-[(2alpha,6alpha)-tetrahydro-6-methyl-2H-pyran-2-yl]-9,10-anthracenedione; 9,10-Anthracenedione, 1,3,6,8-tetrahydroxy-2-((2R,6R)-tetrahydro-6-methyl-2H-pyran-2-yl)-, rel-(+)-; 9,10-Anthracenedione, 1,3,6,8-tetrahydroxy-2-(tetrahydro-6-methyl-2H-pyran-2-yl)-, cis-(+)- (VAN)
CAS 28458-24-4
PubChem CID 119255
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: 370.4 ALogp: 3.0
HBD: 4 HBA: 7
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 124.0 Aromatic Rings: 4
Heavy Atoms: 27 QED Weighted: 0.515

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.547 MDCK Permeability: 0.00001380
Pgp-inhibitor: 0.007 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.036 20% Bioavailability (F20%): 0.412
30% Bioavailability (F30%): 0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.003 Plasma Protein Binding (PPB): 97.33%
Volume Distribution (VD): 0.497 Fu: 8.30%

ADMET: Metabolism

CYP1A2-inhibitor: 0.916 CYP1A2-substrate: 0.163
CYP2C19-inhibitor: 0.056 CYP2C19-substrate: 0.049
CYP2C9-inhibitor: 0.597 CYP2C9-substrate: 0.617
CYP2D6-inhibitor: 0.405 CYP2D6-substrate: 0.201
CYP3A4-inhibitor: 0.094 CYP3A4-substrate: 0.047

ADMET: Excretion

Clearance (CL): 7.191 Half-life (T1/2): 0.777

ADMET: Toxicity

hERG Blockers: 0.007 Human Hepatotoxicity (H-HT): 0.602
Drug-inuced Liver Injury (DILI): 0.588 AMES Toxicity: 0.638
Rat Oral Acute Toxicity: 0.017 Maximum Recommended Daily Dose: 0.9
Skin Sensitization: 0.941 Carcinogencity: 0.539
Eye Corrosion: 0.004 Eye Irritation: 0.873
Respiratory Toxicity: 0.63
*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
ENC001429 0.637 D07MGA 0.337
ENC000843 0.600 D0K8KX 0.327
ENC003823 0.600 D01XDL 0.313
ENC003182 0.585 D01XWG 0.311
ENC004746 0.574 D04AIT 0.307
ENC002067 0.554 D0C9XJ 0.304
ENC005076 0.552 D07VLY 0.304
ENC001929 0.552 D0T8EH 0.284
ENC000935 0.552 D0AZ8C 0.274
ENC000335 0.548 D01UBX 0.273
*Note: the compound similarity was calculated by RDKIT.