Natural Product: ENC002017

NPs Basic Information

Download MOL File
Name
alpha-Cadinol
Molecular Formula C15H26O
IUPAC Name*
(1R,4S,4aR,8aR)-1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol
SMILES
CC1=C[C@H]2[C@@H](CC[C@@]([C@@H]2CC1)(C)O)C(C)C
InChI
InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15+/m0/s1
InChIKey
LHYHMMRYTDARSZ-BYNSBNAKSA-N
Synonyms
alpha-Cadinol; 481-34-5; l-alpha-Cadinol; Cadin-4-en-10-ol; (-)-alpha-Cadinol; DC0YJ4816P; l-.alpha.-Cadinol; (-)-.alpha.-Cadinol; (1R,4S,4aR,8aR)-1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol; .alpha.-Cadinol; a-Cadinol; (1R,4S,4aR,8aR)-4-Isopropyl-1,6-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol; 1-Naphthalenol, 1,2,3,4,4a,7,8,8a-octahydro-1,6-dimethyl-4-(1-methylethyl)-, (1R,4S,4aR,8aR)-; CADINOL, ALPHA-; alpha-Cadinol, (-)-; UNII-DC0YJ4816P; CHEMBL486795; SCHEMBL4276031; CHEBI:132905; DTXSID701017679; .ALPHA.-CADINOL, (-)-; Q4734900; (1R-(1.ALPHA.,4.BETA.,4A.BETA.,8A.ALPHA.))-; 1-NAPHTHALENOL, 1,2,3,4,4A,7,8,8A-OCTAHYDRO-1,6-DIMETHYL-4-(1-METHYLETHYL)-,; (1R,4S,4AR,8AR)-1,2,3,4,4A,7,8,8A-OCTAHYDRO-1,6-DIMETHYL-4-(1-METHYLETHYL)-1-NAPHTHALENOL; (1R,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol
CAS 481-34-5
PubChem CID 10398656
ChEMBL ID CHEMBL486795
*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: Sesquiterpenoids

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

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NPs Physi-Chem Properties

Molecular Weight: 222.37 ALogp: 3.3
HBD: 1 HBA: 1
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 20.2 Aromatic Rings: 2
Heavy Atoms: 16 QED Weighted: 0.65

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.319 MDCK Permeability: 0.00001970
Pgp-inhibitor: 0.005 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.004 20% Bioavailability (F20%): 0.948
30% Bioavailability (F30%): 0.253

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.093 Plasma Protein Binding (PPB): 95.97%
Volume Distribution (VD): 1.824 Fu: 2.68%

ADMET: Metabolism

CYP1A2-inhibitor: 0.62 CYP1A2-substrate: 0.638
CYP2C19-inhibitor: 0.237 CYP2C19-substrate: 0.913
CYP2C9-inhibitor: 0.425 CYP2C9-substrate: 0.511
CYP2D6-inhibitor: 0.012 CYP2D6-substrate: 0.159
CYP3A4-inhibitor: 0.157 CYP3A4-substrate: 0.536

ADMET: Excretion

Clearance (CL): 7.305 Half-life (T1/2): 0.345

ADMET: Toxicity

hERG Blockers: 0.033 Human Hepatotoxicity (H-HT): 0.239
Drug-inuced Liver Injury (DILI): 0.357 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.024 Maximum Recommended Daily Dose: 0.017
Skin Sensitization: 0.117 Carcinogencity: 0.053
Eye Corrosion: 0.477 Eye Irritation: 0.776
Respiratory Toxicity: 0.074
*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.