Cis-carveol - Compound Card

Cis-carveol

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Cis-carveol

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene Alcohol
Canonical Smiles CC(=C)[C@@H]1CC=C([C@@H](C1)O)C
InChI InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3/t9-,10-/m1/s1
InChIKey BAVONGHXFVOKBV-NXEZZACHSA-N
Formula C10H16O
HBA 1
HBD 1
MW 152.24
Rotatable Bonds 1
TPSA 20.23
LogP 2.28
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 152.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia herba-alba Asteraceae Plantae 72329
2 Plectranthus marrubioides Lamiaceae Plantae 204214

Showing of synonyms

  • 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]
Pubchem: 330573
Kegg Ligand: C11395
Chebi: 227
Nmrshiftdb2: 60019730
Metabolights: MTBLC227

No compound-protein relationship available.

Structure

SMILES: C1=CCCCC1

Level: 0

Mol. Weight: 152.24 g/mol

Repellent

Absorption

Caco-2 (logPapp)
-4.64
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.64
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.9

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.22
Plasma Protein Binding
40.24
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-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
8.69
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.11
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.84
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.03
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
-0.61
Rat (Acute)
1.69
Rat (Chronic Oral)
1.83
Fathead Minnow
3.78
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
228.07
Hydration Free Energy
-4.66
Log(D) at pH=7.4
1.58
Log(P)
3.21
Log S
-2.07
Log(Vapor Pressure)
-1.21
Melting Point
46.29
pKa Acid
11.97
pKa Basic
5.84
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9372
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9372
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9176
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9176
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8938
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8938
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8894
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8894
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8592
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8592
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8421
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8421
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8030
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8030
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.8011
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.8011
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7912
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7912
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7872
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7872
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7858
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7858
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7856
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7856
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7817
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7817
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
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7785
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7785
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7783
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7783
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7763
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7763
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7741
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7741
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7700
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7700
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7681
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7681
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7675
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7675
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7674
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7674
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7670
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7670
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7660
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7660
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7653
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7653
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7653
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7653
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7644
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7644
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7640
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7640
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7631
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7631
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7621
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7621
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7618
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7618
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7588
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7588
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7582
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7582
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7580
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7580
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
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7554
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7554
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7553
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7553
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7527
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7527
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7526
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7526
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7518
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7518
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7515
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7515
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7490
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7490
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7478
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7478
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7478
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7478
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7469
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7469
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7463
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7463
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7463
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7463
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7460
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7460
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7458
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7458
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7444
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7444
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7440
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7440
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7438
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7438
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7436
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7436
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7432
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7432
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7410
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7410
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7407
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7407
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7387
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7387
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7376
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7376
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7361
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7361
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7359
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7359
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7346
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7346
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7322
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7322
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7314
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7314
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7312
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7312
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7283
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7283
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7271
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7271
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7263
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7263
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7229
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7229
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7197
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7197
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7192
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7192
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7183
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7183
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7142
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7142
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7104
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7104
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7103
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7103
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7082
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7082
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7075
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7075
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7063
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7063
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7025
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7025
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7022
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7022
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7001
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7001

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