Natural Product: ENC000949

NPs Basic Information

Download MOL File
Name
Aristolone
Molecular Formula C15H22O
IUPAC Name*
(1aR,7R,7aR,7bS)-1,1,7,7a-tetramethyl-1a,4,5,6,7,7b-hexahydrocyclopropa[a]naphthalen-2-one
SMILES
C[C@@H]1CCCC2=CC(=O)[C@@H]3[C@H]([C@@]12C)C3(C)C
InChI
InChI=1S/C15H22O/c1-9-6-5-7-10-8-11(16)12-13(14(12,2)3)15(9,10)4/h8-9,12-13H,5-7H2,1-4H3/t9-,12-,13+,15+/m1/s1
InChIKey
UGVIZCBJCSXBCJ-JWFUOXDNSA-N
Synonyms
Aristolone; 25274-27-5; Aristofone; 6831-17-0; Aristol-9-en-8-one; (1aR,7R,7aR,7bS)-1,1,7,7a-tetramethyl-1a,4,5,6,7,7b-hexahydrocyclopropa[a]naphthalen-2-one; (?)-Aristolone; CHEMBL512374; HY-N1464A; DTXSID10987838; ZINC6030836; MFCD22479204; s9283; CCG-266712; AC-34518; CS-0019590; 2H-Cyclopropa(a)naphthalen-2-one, 1,1a,4,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-, (1aalpha,7alpha,7aalpha,7balpha)-
CAS 6831-17-0
PubChem CID 165536
ChEMBL ID CHEMBL512374
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Sesquiterpenoids
          • Direct Parent: Aristolane sesquiterpenoi

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: 218.33 ALogp: 3.6
HBD: 0 HBA: 1
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 17.1 Aromatic Rings: 3
Heavy Atoms: 16 QED Weighted: 0.592

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.48 MDCK Permeability: 0.00002260
Pgp-inhibitor: 0.585 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.004 20% Bioavailability (F20%): 0.926
30% Bioavailability (F30%): 0.56

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.975 Plasma Protein Binding (PPB): 69.01%
Volume Distribution (VD): 1.161 Fu: 28.06%

ADMET: Metabolism

CYP1A2-inhibitor: 0.181 CYP1A2-substrate: 0.375
CYP2C19-inhibitor: 0.448 CYP2C19-substrate: 0.835
CYP2C9-inhibitor: 0.441 CYP2C9-substrate: 0.729
CYP2D6-inhibitor: 0.013 CYP2D6-substrate: 0.558
CYP3A4-inhibitor: 0.191 CYP3A4-substrate: 0.345

ADMET: Excretion

Clearance (CL): 10.427 Half-life (T1/2): 0.272

ADMET: Toxicity

hERG Blockers: 0.004 Human Hepatotoxicity (H-HT): 0.109
Drug-inuced Liver Injury (DILI): 0.237 AMES Toxicity: 0.009
Rat Oral Acute Toxicity: 0.694 Maximum Recommended Daily Dose: 0.682
Skin Sensitization: 0.622 Carcinogencity: 0.211
Eye Corrosion: 0.96 Eye Irritation: 0.893
Respiratory Toxicity: 0.966
*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
ENC001183 0.585 D0D2TN 0.289
ENC001834 0.474 D0H1QY 0.286
ENC000965 0.410 D0Z1XD 0.284
ENC001526 0.354 D0I5DS 0.275
ENC004208 0.343 D0L2LS 0.271
ENC001829 0.333 D0I2SD 0.261
ENC001437 0.333 D04SFH 0.261
ENC003477 0.323 D06XMU 0.259
ENC001408 0.323 D07BSQ 0.259
ENC003215 0.313 D0G8BV 0.259
*Note: the compound similarity was calculated by RDKIT.