Natural Product: ENC002510

NPs Basic Information

Download MOL File
Name
Ampelanol
Molecular Formula C16H20O8
IUPAC Name*
(1S,2R,3S,4R,4aS,9aR,10R)-1,2,3,4,8,10-hexahydroxy-6-methoxy-3-methyl-1,2,4,4a,9a,10-hexahydroanthracen-9-one
SMILES
C[C@@]1([C@@H]([C@H]2[C@H]([C@@H]([C@H]1O)O)C(=O)C3=C([C@@H]2O)C=C(C=C3O)OC)O)O
InChI
InChI=1S/C16H20O8/c1-16(23)14(21)10-9(13(20)15(16)22)12(19)8-6(11(10)18)3-5(24-2)4-7(8)17/h3-4,9-11,13-15,17-18,20-23H,1-2H3/t9-,10-,11-,13-,14+,15+,16-/m0/s1
InChIKey
WYVKBAUSAOYEHR-DQJRHUNDSA-N
Synonyms
Ampelanol; CHEMBL2011666; (1S)-1alpha,2beta,3beta,4alpha,8,10beta-Hexahydroxy-3-methyl-6-methoxy-1,2,3,4,4abeta,9,9aalpha,10-octahydroanthracene-9-one
CAS NA
PubChem CID 24882470
ChEMBL ID CHEMBL2011666
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Anthracenes
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Anthracenes

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: 340.32 ALogp: -1.5
HBD: 6 HBA: 8
Rotatable Bonds: 1 Lipinski's rule of five: Rejected
Polar Surface Area: 148.0 Aromatic Rings: 3
Heavy Atoms: 24 QED Weighted: 0.391

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.815 MDCK Permeability: 0.00000333
Pgp-inhibitor: 0.005 Pgp-substrate: 0.963
Human Intestinal Absorption (HIA): 0.825 20% Bioavailability (F20%): 0.078
30% Bioavailability (F30%): 0.98

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.216 Plasma Protein Binding (PPB): 56.36%
Volume Distribution (VD): 1.567 Fu: 33.00%

ADMET: Metabolism

CYP1A2-inhibitor: 0.015 CYP1A2-substrate: 0.08
CYP2C19-inhibitor: 0.007 CYP2C19-substrate: 0.396
CYP2C9-inhibitor: 0.002 CYP2C9-substrate: 0.157
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.135
CYP3A4-inhibitor: 0.003 CYP3A4-substrate: 0.071

ADMET: Excretion

Clearance (CL): 3.001 Half-life (T1/2): 0.359

ADMET: Toxicity

hERG Blockers: 0.046 Human Hepatotoxicity (H-HT): 0.126
Drug-inuced Liver Injury (DILI): 0.578 AMES Toxicity: 0.391
Rat Oral Acute Toxicity: 0.019 Maximum Recommended Daily Dose: 0.041
Skin Sensitization: 0.438 Carcinogencity: 0.027
Eye Corrosion: 0.003 Eye Irritation: 0.011
Respiratory Toxicity: 0.284
*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
ENC002598 0.699 D0I9HF 0.275
ENC002898 0.544 D0S0LZ 0.267
ENC002597 0.531 D0J2NK 0.252
ENC002488 0.500 D0AZ8C 0.238
ENC002522 0.500 D0R9WP 0.235
ENC000783 0.482 D0H1AR 0.235
ENC006047 0.472 D0TC7C 0.234
ENC002669 0.452 D07JHH 0.231
ENC002081 0.435 D07MGA 0.228
ENC006046 0.434 D0Z1FX 0.220
*Note: the compound similarity was calculated by RDKIT.