Terpinen-4-ol acetate - Compound Card

Terpinen-4-ol acetate

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Terpinen-4-ol acetate

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC(=O)O[C@@]1(CCC(=CC1)C)C(C)C
InChI InChI=1S/C12H20O2/c1-9(2)12(14-11(4)13)7-5-10(3)6-8-12/h5,9H,6-8H2,1-4H3/t12-/m0/s1
InChIKey BFCBRSFYYLSTAA-LBPRGKRZSA-N
Formula C12H20O2
HBA 2
HBD 0
MW 196.29
Rotatable Bonds 2
TPSA 26.3
LogP 3.07
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 196.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cupressus arizonica Cupressaceae Plantae 49011

Showing of synonyms

  • Cheraif I, Jannet HB, et al. (2007). Chemical composition and antimicrobial activity of essential oils of Cupressus arizonica Greene. Biochemical Systematics and Ecology,2007,35,813 -820. [View]
Pubchem: 12087456

No compound-protein relationship available.

Structure

SMILES: C1=CCCCC1

Level: 0

Mol. Weight: 196.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.09
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.7

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.36
Plasma Protein Binding
41.26
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
10.07
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.27
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.72
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.93
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
-0.06
Rat (Acute)
1.68
Rat (Chronic Oral)
1.77
Fathead Minnow
3.89
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
231.18
Hydration Free Energy
-2.7
Log(D) at pH=7.4
2.68
Log(P)
3.93
Log S
-3.35
Log(Vapor Pressure)
-1.18
Melting Point
2.74
pKa Acid
11.89
pKa Basic
5.34
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9368
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9368
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8906
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8906
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8780
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8780
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8441
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8441
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8396
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8396
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8293
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8293
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7917
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7917
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7907
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7907
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7900
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7900
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7898
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7898
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7894
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7894
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
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7793
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7793
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7790
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7790
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7780
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7780
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7774
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7774
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7761
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7761
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7754
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7754
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7730
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7730
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7727
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7727
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7698
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7698
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7694
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7694
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7676
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7676
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7668
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7668
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7653
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7653
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7644
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7644
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7637
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7637
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7621
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7621
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7606
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7606
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7567
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7567
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7565
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7565
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7565
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7565
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7536
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7536
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7513
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7513
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7495
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7495
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7483
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7483
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7477
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7477
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7465
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7465
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7464
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7464
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7457
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7457
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7456
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7456
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7441
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7441
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7434
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7434
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7427
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7427
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7419
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7419
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7417
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7417
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7412
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7412
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7384
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7384
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7360
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7360
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7347
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7347
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7344
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7344
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7328
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7328
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7323
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7323
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7310
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7310
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7307
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7307
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7258
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7258
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7257
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7257
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7250
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7250
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7226
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7226
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7218
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7218
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7209
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7209
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7173
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7173
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7159
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7159
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7157
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7157
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7136
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7136
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7129
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7129
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7128
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7128
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7114
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7114
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7113
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7113
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7112
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7112
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7108
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7108
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7102
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7102
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7087
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7087
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7062
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7062
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7059
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7059
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7036
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7036
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7028
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7028
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7020
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7020
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7016
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7016
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7012
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7012

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