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

1-(2-chlorovinyl)-2-bromo-4,5-dichloro-1,5-dimethylcyclohexane

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1-(2-chlorovinyl)-2-bromo-4,5-dichloro-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]1Br)Cl
InChI InChI=1S/C10H14BrCl3/c1-9(3-4-12)6-10(2,14)8(13)5-7(9)11/h3-4,7-8H,5-6H2,1-2H3/b4-3+/t7-,8+,9-,10+/m0/s1
InChIKey RUGBKCUWZCCZDR-GXFJTLABSA-N
Formula C10H14BrCl3
HBA 0
HBD 0
MW 320.49
Rotatable Bonds 1
TPSA 0.0
LogP 4.91
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 317.93
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]
Pubchem: 6475609
Nmrshiftdb2: 60028081
CPRiL: 420052
Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 320.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.42
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.63
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.77

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.21
Plasma Protein Binding
42.14
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
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.13
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.34
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.04
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.99
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
2.36
Rat (Acute)
2.43
Rat (Chronic Oral)
0.89
Fathead Minnow
4.39
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
291.63
Hydration Free Energy
-1.9
Log(D) at pH=7.4
3.71
Log(P)
4.65
Log S
-5.6
Log(Vapor Pressure)
-2.73
Melting Point
56.62
pKa Acid
10.5
pKa Basic
3.26
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 0.8560
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8560
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8551
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8551
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8465
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8465
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.8093
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.8093
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.8060
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.8060
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8031
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8031
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8004
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8004
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7990
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7990
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7976
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7976
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7954
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7954
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7939
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7939
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7904
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7904
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 0.7894
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7894
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7890
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7890
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7876
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7876
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7866
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7866
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7863
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7863
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7851
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7851
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7845
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7845
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7845
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7845
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7842
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7842
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7841
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7841
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7840
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7840
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7836
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7836
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7836
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7836
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7831
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7831
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7823
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7823
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7819
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7819
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7814
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7814
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7813
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7813
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7810
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7810
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7807
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7807
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7803
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7803
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7801
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7801
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7799
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7799
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7794
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7794
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7778
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7778
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7775
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7775
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7767
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7767
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7756
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7756
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7753
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7753
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7750
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7750
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7743
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7743
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7738
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7738
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7726
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7726
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7714
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7714
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7698
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7698
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7696
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7696
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7689
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7689
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7680
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7680
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7677
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7677
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7671
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7671
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7667
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7667
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7661
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7661
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7659
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7659
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7657
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7657
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7656
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7656
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7647
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7647
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7631
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7631
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7625
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7625
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7622
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7622
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7619
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7619
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7616
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7616
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7615
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7615
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7615
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7615
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
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7606
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7606
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7580
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7580
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7580
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7580
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
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7567
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7567
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7560
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7560
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7558
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7558
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7555
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7555
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7544
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7544
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7530
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7530
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7525
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7525
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7517
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7517
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7498
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7498
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7414
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7414
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7368
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7368
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7362
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7362
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
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7189
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7189
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7099
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7099
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7004
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7004

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