2-methylbutyl isothiocyanate - Compound Card

2-methylbutyl isothiocyanate

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2-methylbutyl isothiocyanate

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • Kingdom: Plantae
  • Class: Isothiocyanate
Canonical Smiles CC(CC)CN=C=S
InChI InChI=1S/C6H11NS/c1-3-6(2)4-7-5-8/h6H,3-4H2,1-2H3
InChIKey MKWQGOSIKKPMLW-UHFFFAOYSA-N
Formula C6H11NS
HBA 2
HBD 0
MW 129.23
Rotatable Bonds 3
TPSA 12.36
LogP 2.14
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 8
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 129.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cleome chrysantha Capparaceae Plantae 1522775

Showing of synonyms

  • Hashem FA, Wahba HE (2000). Isothiocyanates in myrosinase treated herb extract of Cleome chrysantha Decne. and their antimicrobial activities. Phytotherapy Research,2000,14,284-287. [View] [PubMed]
Pubchem: 138225
Nmrshiftdb2: 70002281

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.37
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.98
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.2

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.14
Plasma Protein Binding
3.67
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
9.75
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.04
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.92
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.35
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
4.6
Rat (Acute)
2.71
Rat (Chronic Oral)
1.37
Fathead Minnow
5.05
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Toxic
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
179.8
Hydration Free Energy
-0.89
Log(D) at pH=7.4
2.34
Log(P)
3.34
Log S
-2.92
Log(Vapor Pressure)
-0.41
Melting Point
-46.78
pKa Acid
8.84
pKa Basic
5.7
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8540
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8540
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8171
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8171
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7991
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7991
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7903
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7903
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7883
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7883
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7858
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7858
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7857
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7857
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7852
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7852
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7851
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7851
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7849
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7849
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7849
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7849
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7839
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7839
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7837
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7837
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7822
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7822
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7821
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7821
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7819
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7819
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7817
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7817
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7817
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7817
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7810
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7810
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7807
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7807
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7798
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7798
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7769
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7769
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7749
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7749
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7747
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7747
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
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7729
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7729
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7724
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7724
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7705
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7705
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7696
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7696
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7695
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7695
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7681
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7681
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7680
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7680
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7674
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7674
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7670
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7670
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7667
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7667
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7659
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7659
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7656
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7656
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7648
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7648
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7642
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7642
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7639
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7639
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7638
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7638
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7631
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7631
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7627
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7627
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7624
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7624
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7621
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7621
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7610
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7610
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7576
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7576
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7562
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7562
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7540
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7540
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7531
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7531
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7508
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7508
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7507
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7507
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7501
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7501
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7486
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7486
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7480
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7480
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7445
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7445
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7427
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7427
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7410
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7410
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7409
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7409
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7395
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7395
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7392
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7392
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7391
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7391
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7389
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7389
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7361
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7361
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7332
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7332
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7320
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7320
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7315
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7315
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7311
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7311
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7295
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7295
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7285
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7285
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7274
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7274
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7124
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7124
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7109
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7109
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7099
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7099
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7078
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7078
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7020
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7020

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