Natural Product (NP) Details

General Information of the NP (ID: NP5692)
Name
Carvacrol
Synonyms
CARVACROL; 5-Isopropyl-2-methylphenol; 499-75-2; Isopropyl-o-cresol; o-Thymol; Karvakrol; Antioxine; 5-Isopropyl-o-cresol; 2-p-Cymenol; Phenol, 2-methyl-5-(1-methylethyl)-; Isothymol; p-Cymen-2-ol; 2-Hydroxy-p-cymene; 2-Methyl-5-isopropylphenol; 2-Methyl-5-(Propan-2-Yl)Phenol; 3-Isopropyl-6-methylphenol; 5-Isopropyl-2-methyl-phenol; p-Cymene, 2-hydroxy-; 2-Methyl-5-(1-methylethyl)phenol; o-Cresol, 5-isopropyl-; 2-methyl-5-propan-2-ylphenol; 1-Hydroxy-2-methyl-5-isopropylbenzene; 6-Methyl-3-isopropylphenol; Phenol, 5-isopropyl-2-methyl-; CYMOPHENOL; Oxycymol; 1-Methyl-2-hydroxy-4-isopropylbenzene; Phenol, 3-isopropyl-6-methyl-; 2-Hydroxycymene; NSC 6188; UNII-9B1J4V995Q; CHEBI:3440; CHEMBL281202; 9B1J4V995Q; 2-Methyl-5-(1-methylethyl)-Phenol; MFCD00002236; 2-methyl-5-(methylethyl)phenol; Cymene-2-ol, p-; Caswell No. 511; Cymenol; FEMA No. 2245; CCRIS 7450; HSDB 906; EINECS 207-889-6; EPA Pesticide Chemical Code 022104; BRN 1860514; AI3-03438; Hydroxy-p-cymene; Carvacrol Natural; Carvacrol,(S); p-Cymene-2-ol; Carvacrol, 98%; PubChem10329; ACMC-1AG8Z; DSSTox_CID_22074; DSSTox_RID_79916; DSSTox_GSID_42074; SCHEMBL24734; 3-Isopropyl-6-methyl phenol; 3-Isopropyl-6-methyl-Phenol; 4-06-00-03331 (Beilstein Handbook Reference); BIDD:ER0492; Carvacrol, analytical standard; GTPL2497; Carvacrol, natural, 99%, FG; DTXSID6042074; Methyl-5-(1-methylethyl)phenol; p-Mentha-1,3,5-trien-2-ol; WLN: QR B1 EY1&1; 2-methyl-5-propan-2-yl-phenol; FEMA 2245; NSC6188; Carvacrol, >=98%, FCC, FG; ZINC967563; HY-N0711; NSC-6188; Tox21_301378; ANW-30877; BDBM50240433; s3788; SBB060790; STL453136; AKOS000120828; AC-2688; CCG-266210; FS-4199; LMPR0102090017; MB00118; NCGC00256001-01; AK-88979; CAS-499-75-2; Isothymol (=2-Isopropyl-4-methyl phenol); Carvacrol Cymenol 5-Isopropyl-2-methylphenol; CS-0009729; FT-0627526; ST51046899; 2-HYDROXY-4-ISOPROPYL-1-METHYLBENZENE; C09840; A827907; Q225543; Carvacrol, primary pharmaceutical reference standard; W-105999; BENZENE,2-HYDROXY,4-ISOPROPYL,1-METHYL CARVACROL; F8889-1978; Z1317839236; BENZENE,2-HYDROXY,4-ISOPROPYL,1-METHYL CARVACROL
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Species Origin Origanum vulgare ...     Click to Show/Hide
Origanum vulgare
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Lamiales
Family: Lamiaceae
Genus: Origanum
Species: Origanum vulgare
Disease Murine norovirus infection [ICD-11: 1A23] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.4
 
MDCK Permeability
 -4.681
 
PAMPA
 - - -
 
HIA
 - - -
 
Distribution
VDss
 0.206
 
PPB
 91.9%
 
BBB
 - -
 
Metabolism
CYP1A2 inhibitor
 +++
CYP1A2 substrate
 +++
CYP2C19 inhibitor
 ++
CYP2C19 substrate
 ++
CYP2C9 inhibitor
 ++
CYP2C9 substrate
 - - -
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 - - -
CYP3A4 inhibitor
 - -
CYP3A4 substrate
 +++
CYP2B6 inhibitor
 +++
CYP2B6 substrate
 +
CYP2C8 inhibitor
 +++
HLM Stability
 ++
 
Excretion
CLplasma
 11.932
 
T1/2
 0.847
Toxicity
DILI
 - -
 
Rat Oral Acute Toxicity
 -
 
FDAMDD
 -
 
Respiratory
 +
 
Human Hepatotoxicity
 -
 
Ototoxicity
 -
 
Drug-induced Nephrotoxicity
 - -
 
Drug-induced Neurotoxicity
 -
 
Hematotoxicity
 -
 
Genotoxicity
 - -
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C10H14O
PubChem CID
10364
Canonical SMILES
CC1=C(C=C(C=C1)C(C)C)O
InChI
1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3
InChIKey
RECUKUPTGUEGMW-UHFFFAOYSA-N
CAS Number
CAS 499-75-2
ChEBI ID
CHEBI:3440
Herb ID
HBIN019786
SymMap ID
SMIT01326
TTD Drug ID
D07JDC
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          X-ray irradiation      Scaphoid Fracture     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Male albino Wistar rats were injected i.v. with 1,2-dimethylhydrazine to induce colon cancer.
                    Experimental
                    Result(s)		 The potential role of combined therapeutic effect of Carvacrol and X-radiation against 1,2-dimethylhydrazine-induced colon carcinogenesis.
Target and Pathway
Target(s) Transient receptor cation channel V3 (TRPV3)  Molecule Info  [3]
Transient receptor potential channel 7 (TRPM7)  Molecule Info  [4]
KEGG Pathway Inflammatory mediator regulation of TRP channels Click to Show/Hide
Reactome TRP channels Click to Show/Hide
References
Reference 1 Antiviral efficacy and mechanisms of action of oregano essential oil and its primary component carvacrol against murine norovirus. J Appl Microbiol. 2014 May;116(5):1149-63.
Reference 2 Combined therapeutic efficacy of carvacrol and X-radiation against 1,2-dimethyl hydrazine-induced experimental rat colon carcinogenesis. Mol Cell Biochem. 2015 Dec;410(1-2):37-54.
Reference 3 Oregano, thyme and clove-derived flavors and skin sensitizers activate specific TRP channels. Nat Neurosci. 2006 May;9(5):628-35.
Reference 4 Carvacrol is a novel inhibitor of Drosophila TRPL and mammalian TRPM7 channels. Cell Calcium. 2009 Mar;45(3):300-9.
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