Thymoquinol dimethyl ether - Compound Card

Thymoquinol dimethyl ether

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Thymoquinol dimethyl ether

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Monoaromatic
Canonical Smiles COc1cc(C(C)C)c(cc1C)OC
InChI InChI=1S/C12H18O2/c1-8(2)10-7-11(13-4)9(3)6-12(10)14-5/h6-8H,1-5H3
InChIKey VTRMVHBUTNPBTP-UHFFFAOYSA-N
Formula C12H18O2
HBA 2
HBD 0
MW 194.27
Rotatable Bonds 3
TPSA 18.46
LogP 3.14
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 194.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Laggera tomentosa Asteraceae Plantae 313966

Showing of synonyms

  • Asfaw N, Storesund HJ, et al. (1999). (1S,5R)-(−)-2,4,4-Trimethylbicyclo[3.1.1]hept-2-en-6-one, from the essential oil of the Ethiopian plant Laggera tomentosa. Phytochemistry,1999,52(8),1491-1494. [View] [PubMed]
Pubchem: 6427071
Nmrshiftdb2: 60024271

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 194.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.37
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.930
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.12

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.560
Plasma Protein Binding
28.08
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.610
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.020
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.080
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.510
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
3.580
Rat (Acute)
1.830
Rat (Chronic Oral)
1.880
Fathead Minnow
4.280
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
260.700
Hydration Free Energy
-4.010
Log(D) at pH=7.4
3.410
Log(P)
4.19
Log S
-3.26
Log(Vapor Pressure)
-2.1
Melting Point
19.43
pKa Acid
13.07
pKa Basic
3.22
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8918
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8918
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8752
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8752
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8703
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8703
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8662
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8662
Odorant-binding protein P81245 OBP_PIG Sus scrofa 3 0.8658
Odorant-binding protein P81245 OBP_PIG Sus scrofa 3 0.8658
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8444
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8444
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8218
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8218
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8211
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8211
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8027
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8027
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7992
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7992
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7906
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7906
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7725
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7725
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7712
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7712
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7684
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7684
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7651
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7651
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7609
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7609
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7602
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7602
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7583
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7583
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7540
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7540
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7525
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7525
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7516
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7516
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7473
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7473
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7403
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7403
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7396
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7396
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7370
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7370
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7369
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7369
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7362
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7362
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7355
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7355
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7353
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7353
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7339
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7339
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7284
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7284
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7253
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7253
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7241
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7241
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7233
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7233
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7227
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7227
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7215
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7215
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7148
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7148
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7144
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7144
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7097
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7097
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 2 0.7047
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 2 0.7047
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7026
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7026

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