Natural Product: ENC000965

NPs Basic Information

Download MOL File
Name
Dehydrofukinone
Molecular Formula C15H22O
IUPAC Name*
(4aR,5S)-4a,5-dimethyl-3-propan-2-ylidene-5,6,7,8-tetrahydro-4H-naphthalen-2-one
SMILES
C[C@H]1CCCC2=CC(=O)C(=C(C)C)C[C@]12C
InChI
InChI=1S/C15H22O/c1-10(2)13-9-15(4)11(3)6-5-7-12(15)8-14(13)16/h8,11H,5-7,9H2,1-4H3/t11-,15+/m0/s1
InChIKey
DZOKWSREAZGFFC-XHDPSFHLSA-N
Synonyms
Dehydrofukinone; Isopetasan; 19598-45-9; 9,10-Dehydrofukinone; Fukinone, 9,10-dehydro-; FX7D1QL7L0; (4aR,5S)-4a,5-dimethyl-3-propan-2-ylidene-5,6,7,8-tetrahydro-4H-naphthalen-2-one; 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4a,5-dimethyl-3-(1-methylethylidene)-, (4ar-cis)-; UNII-FX7D1QL7L0; 3-DESOXYISOPETASOL; FUKINONE, DEHYDRO-; CHEMBL4279045; DTXSID50173258; EREMOPHILA-7(11),9-DIEN-8-ONE; Q27278243; 4a,5-Dimethyl-3-(1-methylethylidene)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone #; 2(3H)-NAPHTHALENONE, 4,4A,5,6,7,8-HEXAHYDRO-4A,5-DIMETHYL-3-(1-METHYLETHYLIDENE)-, (4AR,5S)-
CAS 19598-45-9
PubChem CID 177072
ChEMBL ID CHEMBL4279045
*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: Eremophilane, 8,9-secoere

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: 4.1
HBD: 0 HBA: 1
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 17.1 Aromatic Rings: 2
Heavy Atoms: 16 QED Weighted: 0.54

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.627 MDCK Permeability: 0.00001300
Pgp-inhibitor: 0.986 Pgp-substrate: 0.007
Human Intestinal Absorption (HIA): 0.008 20% Bioavailability (F20%): 0.913
30% Bioavailability (F30%): 0.591

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.069 Plasma Protein Binding (PPB): 94.15%
Volume Distribution (VD): 1.41 Fu: 5.31%

ADMET: Metabolism

CYP1A2-inhibitor: 0.925 CYP1A2-substrate: 0.907
CYP2C19-inhibitor: 0.84 CYP2C19-substrate: 0.919
CYP2C9-inhibitor: 0.527 CYP2C9-substrate: 0.576
CYP2D6-inhibitor: 0.862 CYP2D6-substrate: 0.49
CYP3A4-inhibitor: 0.429 CYP3A4-substrate: 0.518

ADMET: Excretion

Clearance (CL): 6.322 Half-life (T1/2): 0.704

ADMET: Toxicity

hERG Blockers: 0.017 Human Hepatotoxicity (H-HT): 0.542
Drug-inuced Liver Injury (DILI): 0.152 AMES Toxicity: 0.031
Rat Oral Acute Toxicity: 0.281 Maximum Recommended Daily Dose: 0.662
Skin Sensitization: 0.934 Carcinogencity: 0.792
Eye Corrosion: 0.646 Eye Irritation: 0.82
Respiratory Toxicity: 0.972
*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
ENC001829 0.424 D07BSQ 0.274
ENC001437 0.424 D04SFH 0.261
ENC000949 0.410 D04GJN 0.261
ENC001082 0.385 D0I2SD 0.261
ENC003895 0.385 D0I5DS 0.261
ENC001183 0.355 D0G8BV 0.259
ENC001526 0.354 D0X4RS 0.258
ENC004128 0.354 D00ETS 0.254
ENC005062 0.348 D0Z1XD 0.253
ENC001078 0.348 D0IX6I 0.253
*Note: the compound similarity was calculated by RDKIT.