P-menth-1-en-4alpha,6beta-diol - Compound Card

P-menth-1-en-4alpha,6beta-diol

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P-menth-1-en-4alpha,6beta-diol

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC1=CC[C@](C[C@@H]1O)(O)C(C)C
InChI InChI=1S/C10H18O2/c1-7(2)10(12)5-4-8(3)9(11)6-10/h4,7,9,11-12H,5-6H2,1-3H3/t9-,10+/m0/s1
InChIKey MQTSOTIFLOKJLU-VHSXEESVSA-N
Formula C10H18O2
HBA 2
HBD 2
MW 170.25
Rotatable Bonds 1
TPSA 40.46
LogP 1.47
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 12
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 170.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Boswellia carterii Burseraceae Plantae 80276

Showing of synonyms

  • Yoshikawa M, Morikawa T, et al. (2009). Absolute stereostructures of olibanumols A, B, C, H, I, and J from olibanum, gum-resin of Boswellia carterii, and inhibitors of nitric oxide production in lipopolysaccharide-activated mouse peritoneal macrophages. Chemical and Pharmaceutical Bulletin,2009,57(9),957-964. [View] [PubMed]
Pubchem: 11789644
Nmrshiftdb2: 60053120

No compound-protein relationship available.

Structure

SMILES: C1=CCCCC1

Level: 0

Mol. Weight: 170.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.97

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.14
Plasma Protein Binding
25.57
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
Non-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
7.41
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.63
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.78
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.31
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
-1.62
Rat (Acute)
1.77
Rat (Chronic Oral)
1.76
Fathead Minnow
3.29
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
241.3
Hydration Free Energy
-8.58
Log(D) at pH=7.4
0.57
Log(P)
1.88
Log S
-0.75
Log(Vapor Pressure)
-2.83
Melting Point
104.81
pKa Acid
10.72
pKa Basic
5.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9045
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9045
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9018
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9018
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8769
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8769
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8692
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8692
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8675
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8675
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8604
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8604
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8517
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8517
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8359
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8359
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8239
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8239
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7965
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7965
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7940
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7940
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7875
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7875
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7865
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7865
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7856
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7856
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7803
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7803
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7782
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7782
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7767
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7767
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7767
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7767
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7666
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7666
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7655
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7655
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7640
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7640
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7618
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7618
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7614
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7614
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7601
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7601
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7600
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7600
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7572
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7572
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7560
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7560
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7559
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7559
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7546
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7546
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7535
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7535
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7525
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7525
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7509
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7509
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7503
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7503
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7481
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7481
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7471
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7471
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7463
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7463
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7446
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7446
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7394
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7394
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7393
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7393
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7391
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7391
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7381
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7381
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7336
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7336
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7325
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7325
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7307
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7307
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7302
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7302
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7295
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7295
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7293
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7293
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7287
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7287
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7280
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7280
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7276
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7276
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7268
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7268
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7243
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7243
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7231
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7231
Bile acid receptor Q62735 NR1H4_RAT Rattus norvegicus 4 0.7229
Bile acid receptor Q62735 NR1H4_RAT Rattus norvegicus 4 0.7229
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7215
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7215
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7196
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7196
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7186
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7186
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7161
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7161
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7145
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7145
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7137
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7137
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7126
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7126
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7117
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7117
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7113
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7113
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7110
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7110
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7098
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7098
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7081
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7081
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7047
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7047
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7031
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7031
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7021
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7021
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7019
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7019
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7012
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7012
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7011
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7011
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7000
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7000

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