1,2,3-trimethylbenzene - Compound Card

1,2,3-trimethylbenzene

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1,2,3-trimethylbenzene

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles Cc1c(C)cccc1C
InChI InChI=1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3
InChIKey FYGHSUNMUKGBRK-UHFFFAOYSA-N
Formula C9H12
HBA 0
HBD 0
MW 120.19
Rotatable Bonds 0
TPSA 0.0
LogP 2.61
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 9
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 120.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia herba-alba Asteraceae Plantae 72329

Showing of synonyms

  • 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]
Pubchem: 10686
Kegg Ligand: C14518
Chebi: 34037
Nmrshiftdb2: 10016547
Metabolights: MTBLC34037
CPRiL: 73184
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 120.19 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-3.99
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.42
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.72
Plasma Protein Binding
4.41
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-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
7.77
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
2.33
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.29
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.19
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
3.61
Rat (Acute)
1.53
Rat (Chronic Oral)
1.91
Fathead Minnow
3.66
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
177.5
Hydration Free Energy
-1.09
Log(D) at pH=7.4
3.07
Log(P)
3.65
Log S
-3.34
Log(Vapor Pressure)
0.13
Melting Point
-23.95
pKa Acid
14.43
pKa Basic
8.04
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9683
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9683
Caspase-7 P55210 CASP7_HUMAN Homo sapiens 3 0.9597
Caspase-7 P55210 CASP7_HUMAN Homo sapiens 3 0.9597
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.9564
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.9564
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.9564
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.9564
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.9482
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.9482
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.9475
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.9475
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9064
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9064
Albumin P02769 ALBU_BOVIN Bos taurus 3 0.8626
Albumin P02769 ALBU_BOVIN Bos taurus 3 0.8626
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8360
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8360
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8318
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8318
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8312
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8312
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8295
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8295
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.8156
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.8156
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.8030
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.8030
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8011
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8011
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8004
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8004
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7991
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7991
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7955
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7955
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7912
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7912
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7886
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7886
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7884
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7884
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7867
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7867
UDP-glycosyltransferase 72B1 Q9M156 U72B1_ARATH Arabidopsis thaliana 3 0.7860
UDP-glycosyltransferase 72B1 Q9M156 U72B1_ARATH Arabidopsis thaliana 3 0.7860
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7819
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7819
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7816
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7816
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7814
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7814
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7786
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7786
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7746
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7746
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7731
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7731
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7712
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7712
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7655
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7655
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7612
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7612
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7598
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7598
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7595
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7595
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7574
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7574
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7566
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7566
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7558
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7558
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7551
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7551
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7529
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7529
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7507
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7507
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7501
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7501
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7501
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7501
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7489
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7489
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7474
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7474
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7457
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7457
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7438
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7438
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7433
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7433
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7398
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7398
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7397
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7397
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7396
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7396
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7395
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7395
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7377
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7377
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7370
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7370
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7367
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7367
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7362
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7362
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7342
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7342
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7307
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7307
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7273
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7273
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7262
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7262
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7259
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7259
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7244
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7244
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7234
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7234
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7233
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7233
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7203
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7203
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7196
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7196
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7186
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7186
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7146
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7146
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7144
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7144
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7122
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7122
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7095
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7095
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7094
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7094
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7090
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7090
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7078
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7078
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7071
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7071
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7066
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7066
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7045
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7045
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7043
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7043
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7038
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7038
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7025
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7025
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7023
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7023

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