Cis-dihydrocarvone - Compound Card

Cis-dihydrocarvone

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Cis-dihydrocarvone

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC(=C)[C@H]1CC[C@H](C(=O)C1)C
InChI InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9+/m1/s1
InChIKey AZOCECCLWFDTAP-BDAKNGLRSA-N
Formula C10H16O
HBA 1
HBD 0
MW 152.24
Rotatable Bonds 1
TPSA 17.07
LogP 2.57
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 152.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Thymus broussonetii Lamiaceae Plantae 751869

Showing of synonyms

  • Saad A, Fadli M, et al. (2010). Anticandidal activity of the essential oils of Thymus maroccanus and Thymus broussonetii and their synergism with amphotericin B and fluconazol. Phytomedicine,2010,17(13),1057-1060. [View] [PubMed]
Pubchem: 443181
Kegg Ligand: C11412
Chebi: 155
Nmrshiftdb2: 20181549
Metabolights: MTBLC155

No compound-protein relationship available.

Structure

SMILES: O=C1CCCCC1

Level: 0

Mol. Weight: 152.24 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.45
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.12
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.28
Plasma Protein Binding
44.22
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-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
10.95
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.14
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.67
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.62
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
0.39
Rat (Acute)
1.68
Rat (Chronic Oral)
1.66
Fathead Minnow
3.74
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
217.63
Hydration Free Energy
-3.67
Log(D) at pH=7.4
0.91
Log(P)
2.65
Log S
-2.19
Log(Vapor Pressure)
-0.72
Melting Point
23.04
pKa Acid
12.08
pKa Basic
8.31
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 0.8682
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8682
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8470
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8470
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8010
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8010
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7982
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7982
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7964
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7964
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7959
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7959
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7858
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7858
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7833
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7833
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7833
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7833
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7832
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7832
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7815
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7815
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7777
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7777
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7775
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7775
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7766
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7766
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7746
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7746
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7740
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7740
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7737
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7737
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7733
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7733
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7728
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7728
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7723
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7723
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7698
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7698
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7682
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7682
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7678
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7678
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7656
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7656
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7641
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7641
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7636
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7636
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7635
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7635
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7633
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7633
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7623
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7623
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7606
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7606
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7598
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7598
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7594
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7594
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7568
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7568
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7559
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7559
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7547
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7547
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7514
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7514
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7514
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7514
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7498
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7498
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7496
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7496
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7490
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7490
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7485
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7485
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7472
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7472
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7469
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7469
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7451
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7451
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7443
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7443
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7421
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7421
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7417
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7417
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7394
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7394
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7393
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7393
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7393
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7393
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7374
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7374
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7328
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7328
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7318
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7318
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7311
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7311
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7268
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7268
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7260
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7260
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7259
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7259
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7258
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7258
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7253
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7253
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7253
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7253
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7245
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7245
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7244
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7244
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7237
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7237
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7235
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7235
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7229
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7229
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7210
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7210
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7204
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7204
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7177
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7177
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7170
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7170
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7151
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7151
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7147
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7147
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7143
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7143
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7108
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7108
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7103
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7103
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7101
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7101
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7073
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7073
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7066
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7066
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7038
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7038
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7016
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7016
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7010
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7010

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