Natural Product: ENC001437

NPs Basic Information

Download MOL File
Name
(+)-Aristolochene
Molecular Formula C15H24
IUPAC Name*
(4S,4aR,6S)-4,4a-dimethyl-6-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene
SMILES
C[C@H]1CCCC2=CC[C@@H](C[C@]12C)C(=C)C
InChI
InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h9,12-13H,1,5-8,10H2,2-4H3/t12-,13-,15+/m0/s1
InChIKey
YONHOSLUBQJXPR-KCQAQPDRSA-N
Synonyms
(+)-Aristolochene; aristolochene; 123408-96-8; (1S,7S,8aR)-aristolochene; Aristolochene, (+)-; 459BG6ZY5H; (4S,4aR,6S)-4,4a-dimethyl-6-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene; (1S,7S,8aR)-1,2,3,4,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylethenyl)naphthalene; Naphthalene, 1,2,3,4,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1S,7S,8aR)-; (4S,4aR,6S)-4,4a-dimethyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene 7betaH-eremophila-9,11-diene; 4,5-di-epi-Aristoloshene; UNII-459BG6ZY5H; 7betaH-eremophila-9,11-diene; CHEBI:43445; DTXSID90349637; LMPR0103270003; C02004; Q3622703; (4S,4aR,6S)-4,4a-dimethyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene; NAPHTHALENE, 1,2,3,4,6,7,8,8A-OCTAHYDRO-1,8A-DIMETHYL-7-(1-METHYLETHENYL)-, (1S-(1.ALPHA.,7.BETA.,8A.ALPHA.))-; Naphthalene, 1,2,3,4,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1S-(1alpha,7beta,8aalpha))-
CAS 123408-96-8
PubChem CID 656496
ChEMBL ID NA
*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

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NPs Physi-Chem Properties

Molecular Weight: 204.35 ALogp: 5.2
HBD: 0 HBA: 0
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 0.0 Aromatic Rings: 2
Heavy Atoms: 15 QED Weighted: 0.518

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.447 MDCK Permeability: 0.00001410
Pgp-inhibitor: 0.894 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.003 20% Bioavailability (F20%): 0.975
30% Bioavailability (F30%): 0.511

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.608 Plasma Protein Binding (PPB): 82.47%
Volume Distribution (VD): 2.856 Fu: 11.42%

ADMET: Metabolism

CYP1A2-inhibitor: 0.615 CYP1A2-substrate: 0.718
CYP2C19-inhibitor: 0.342 CYP2C19-substrate: 0.872
CYP2C9-inhibitor: 0.259 CYP2C9-substrate: 0.702
CYP2D6-inhibitor: 0.323 CYP2D6-substrate: 0.897
CYP3A4-inhibitor: 0.745 CYP3A4-substrate: 0.272

ADMET: Excretion

Clearance (CL): 9.336 Half-life (T1/2): 0.098

ADMET: Toxicity

hERG Blockers: 0.02 Human Hepatotoxicity (H-HT): 0.492
Drug-inuced Liver Injury (DILI): 0.146 AMES Toxicity: 0.013
Rat Oral Acute Toxicity: 0.019 Maximum Recommended Daily Dose: 0.916
Skin Sensitization: 0.791 Carcinogencity: 0.864
Eye Corrosion: 0.778 Eye Irritation: 0.924
Respiratory Toxicity: 0.869
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

*Note: the compound similarity was calculated by RDKIT.