Carvacrol - Compound Card

Carvacrol

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Carvacrol

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • Kingdom: Plantae, Animalia
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC(c1ccc(c(c1)O)C)C
InChI InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3
InChIKey RECUKUPTGUEGMW-UHFFFAOYSA-N
Formula C10H14O
HBA 1
HBD 1
MW 150.22
Rotatable Bonds 1
TPSA 20.23
LogP 2.82
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.4
Exact Mass 150.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia herba-alba Asteraceae Plantae 72329
2 Thymus maroccanus Lamiaceae Plantae 49990
3 Thymus broussonetii Lamiaceae Plantae 751869
4 Tetraclinis articulata Cupressaceae Plantae 13717
5 Kobus ellipsiprymnus Bovidae Animalia 9962
6 Gynandropsis gynandra Capparaceae Plantae 190802

Showing of synonyms

  • Saad A, Fadli M, et al. (2010). Anticandidal activity of the essential oils of Thymus maroccanus and Thymus broussonetii and their synergism with amphotericin B and fluconazol. Phytomedicine,2010,17(13),1057-1060. [View] [PubMed]
  • Belhattab R, Amor L, et al. (2014). Essential oil from Artemisia herba-alba Asso grown wild in Algeria: variability assessment and comparison with an updated literature survey.. Arabian Journal of Chemistry,2014,7,243-251. [View]
  • Lwande W, Ndakala AJ, et al. (1999). Gynandropsis gynandra essential oil and its constituents as tick (Rhipicephalus appendiculatus) repellents. Phytochemistry,1999,50(3),401-405. [View] [PubMed]
  • Gikonyo NK, Hassanali A, et al. (2002). Odor composition of preferred (buffalo and ox) and nonpreferred (waterbuck) hosts of some Savanna tsetse flies. Journal of Chemical Ecology,2002,28(5),969-981. [View] [PubMed]
  • Zidane A, Tits M, et al. (2014). Phytochemical analysis of Tetraclinis articula in relation to its vasorelaxant property. Journal of Materials and Environmental Sciences,2014,5(5),1368-1375. [View]
Pubchem: 10364
Kegg Ligand: C09840
Chebi: 3440
Nmrshiftdb2: 10008803
Metabolights: MTBLC3440
Drugbank: DB16404
Pdb Ligand: S5V
Bindingdb: 50240433
CPRiL: 55867
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 150.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.41
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.99
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.51
Plasma Protein Binding
35.36
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.65
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.55
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.84
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.96
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.95
Rat (Acute)
2.2
Rat (Chronic Oral)
2.18
Fathead Minnow
3.98
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
227.68
Hydration Free Energy
-4.38
Log(D) at pH=7.4
3.11
Log(P)
3.43
Log S
-2.16
Log(Vapor Pressure)
-1.67
Melting Point
16.5
pKa Acid
10.15
pKa Basic
7.38
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8776
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8776
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8770
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8770
Odorant-binding protein P81245 OBP_PIG Sus scrofa 3 0.8719
Odorant-binding protein P81245 OBP_PIG Sus scrofa 3 0.8719
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8268
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8268
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8240
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8240
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.8002
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.8002
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7952
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7952
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7840
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7840
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7799
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7799
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7787
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7787
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7756
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7756
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7748
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7748
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7621
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7621
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7618
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7618
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7569
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7569
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7531
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7531
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7501
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7501
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7496
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7496
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7493
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7493
Thiosulfate reductase Q72LA4 Q72LA4_THET2 Thermus thermophilus 4 0.7481
Thiosulfate reductase Q72LA4 Q72LA4_THET2 Thermus thermophilus 4 0.7481
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7476
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7476
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7419
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7419
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7395
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7395
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7391
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7391
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7360
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7360
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7349
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7349
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7237
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7237
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7221
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7221
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7205
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7205
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7200
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7200
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7197
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7197
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7195
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7195
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7163
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7163
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7148
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7148
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7145
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7145
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7109
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7109
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7102
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7102
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7083
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7083
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7046
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7046
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7046
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7046
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7026
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7026
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7002
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7002

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