Carvone - Compound Card

Carvone

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Carvone

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC(=C)C1CC=C(C(=O)C1)C
InChI InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3
InChIKey ULDHMXUKGWMISQ-UHFFFAOYSA-N
Formula C10H14O
HBA 1
HBD 0
MW 150.22
Rotatable Bonds 1
TPSA 17.07
LogP 2.49
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 150.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia herba-alba Asteraceae Plantae 72329
2 Artemisia judaica Asteraceae Plantae 205369
3 Conyza bonariensis Asteraceae Plantae 91242
4 Plectranthus marrubioides Lamiaceae Plantae 204214

Showing of synonyms

  • Mabrouk S, Elaissi A, et al. (2011). Chemical composition of essential oils from leaves, stems, flower heads and roots of Conyza bonariensis L. from Tunisia. Natural Product Research,2011,5(1),77-84. [View] [PubMed]
  • 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]
  • Omolo MO, Okinyo D, et al. (2004). Repellency of essential oils of some Kenyan plants against Anopheles gambiae. Phytochemistry,2004,65(20),2797-2802. [View] [PubMed]
  • Saleh, MA (1985). Volatile components of Artemitisia monosperma and Artemisia judaica growing in Egyptian deserts.. Biochemical Systematics and Ecology,1985,13(3),265-269. [View]
Pubchem: 7439
Chebi: 38265
Nmrshiftdb2: 10008722
Metabolights: MTBLC38265
CPRiL: 7415
Structure

SMILES: O=C1C=CCCC1

Level: 0

Mol. Weight: 150.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.47
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.02
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.28
Plasma Protein Binding
30.06
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
9.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.12
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.74
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.32
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
2.85
Rat (Acute)
1.76
Rat (Chronic Oral)
1.82
Fathead Minnow
3.93
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
220.72
Hydration Free Energy
-4.19
Log(D) at pH=7.4
1.51
Log(P)
2.58
Log S
-2.17
Log(Vapor Pressure)
-0.86
Melting Point
4.28
pKa Acid
11.09
pKa Basic
7.25
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 0.8802
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8802
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8120
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8120
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7955
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7955
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7925
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7925
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7923
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7923
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7904
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7904
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7848
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7848
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7848
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7848
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7842
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7842
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7842
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7842
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7837
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7837
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7805
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7805
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7793
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7793
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7763
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7763
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7760
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7760
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
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7744
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7744
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7744
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7744
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7732
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7732
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7717
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7717
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7709
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7709
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7697
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7697
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7696
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7696
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7694
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7694
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7669
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7669
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7668
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7668
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7653
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7653
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7619
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7619
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7618
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7618
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7612
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7612
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7599
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7599
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7590
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7590
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7574
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7574
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7569
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7569
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7563
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7563
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7546
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7546
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7539
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7539
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7515
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7515
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
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7494
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7494
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7491
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7491
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7487
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7487
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7485
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7485
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7474
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7474
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7470
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7470
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7458
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7458
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7457
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7457
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7440
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7440
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7430
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7430
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7421
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7421
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7412
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7412
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7405
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7405
Retinoic acid receptor RXR-alpha P28700 RXRA_MOUSE Mus musculus 3 0.7354
Retinoic acid receptor RXR-alpha P28700 RXRA_MOUSE Mus musculus 3 0.7354
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7351
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7351
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7349
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7349
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7343
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7343
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7325
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7325
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7321
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7321
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7320
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7320
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7313
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7313
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7293
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7293
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7287
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7287
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7228
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7228
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7204
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7204
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7201
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7201
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7196
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7196
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7164
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7164
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7162
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7162
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7155
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7155
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7137
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7137
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7135
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7135
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7126
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7126
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7123
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7123
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7118
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7118
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7102
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7102
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7101
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7101
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7089
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7089
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7075
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7075
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7064
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7064
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7060
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7060
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7044
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7044
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7021
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7021
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7017
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7017
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7017
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7017

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