1-(2-chlorovinyl)-2,4,5-trichloro-1,5-dimethylcyclohexane - Compound Card

1-(2-chlorovinyl)-2,4,5-trichloro-1,5-dimethylcyclohexane

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1-(2-chlorovinyl)-2,4,5-trichloro-1,5-dimethylcyclohexane

Structure
Zoomed Structure
  • Family: Plantae - Gelidiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles Cl/C=C/[C@@]1(C)C[C@@](C)(Cl)[C@@H](C[C@@H]1Cl)Cl
InChI InChI=1S/C10H14Cl4/c1-9(3-4-11)6-10(2,14)8(13)5-7(9)12/h3-4,7-8H,5-6H2,1-2H3/b4-3+/t7-,8+,9-,10+/m0/s1
InChIKey UIRLQTKDEMKKKG-GXFJTLABSA-N
Formula C10H14Cl4
HBA 0
HBD 0
MW 276.03
Rotatable Bonds 1
TPSA 0.0
LogP 4.75
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 273.98
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Gelidium sesquipedale Gelidiaceae Plantae 31406

Showing of synonyms

  • Aazizi MA, Assef GM, et al. (1989). Gelidene, a new polyhalogenated monocyclic monoterpene from the red marine alga Gelidium sequipedale. Journal of Natural Products,1989,52(4),829-831. [View]

No compound-protein relationship available.

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 276.03 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.34
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.55
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.75

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.24
Plasma Protein Binding
40.95
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-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
7.93
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.49
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.08
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.75
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
2.15
Rat (Acute)
2.34
Rat (Chronic Oral)
0.88
Fathead Minnow
4.26
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
284.02
Hydration Free Energy
-1.98
Log(D) at pH=7.4
3.51
Log(P)
4.59
Log S
-5.34
Log(Vapor Pressure)
-2.45
Melting Point
48.38
pKa Acid
10.13
pKa Basic
3.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8556
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8556
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8553
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8553
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8480
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8480
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.8067
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.8067
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.8064
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.8064
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8042
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8042
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7981
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7981
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7980
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7980
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7960
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7960
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7958
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7958
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7954
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7954
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7936
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7936
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7928
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7928
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7905
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7905
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7901
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7901
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7881
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7881
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7876
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7876
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7875
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7875
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7866
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7866
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7865
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7865
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7862
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7862
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
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7848
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7848
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7845
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7845
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7838
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7838
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7827
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7827
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7825
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7825
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7824
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7824
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7821
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7821
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7817
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7817
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7810
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7810
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7809
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7809
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7808
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7808
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7806
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7806
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7804
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7804
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7802
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7802
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7801
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7801
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7796
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7796
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7796
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7796
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7795
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7795
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7793
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7793
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7791
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7791
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7791
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7791
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7785
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7785
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7779
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7779
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7775
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7775
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7767
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7767
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7761
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7761
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7718
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7718
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7709
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7709
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7695
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7695
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7690
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7690
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7684
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7684
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7683
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7683
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7670
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7670
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7662
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7662
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7655
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7655
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7646
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7646
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7646
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7646
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7642
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7642
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7637
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7637
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7636
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7636
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7628
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7628
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7627
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7627
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7626
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7626
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7618
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7618
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7608
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7608
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7591
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7591
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7588
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7588
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7576
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7576
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7575
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7575
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7572
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7572
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7569
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7569
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7559
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7559
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7548
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7548
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7547
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7547
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7546
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7546
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7500
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7500
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7430
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7430
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7418
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7418
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7385
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7385
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7280
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7280
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7215
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7215
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7115
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7115
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7099
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7099
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7087
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7087
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7085
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7085
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7056
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7056

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