Cis-piperitol - Compound Card

Cis-piperitol

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Cis-piperitol

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles CC1=C[C@@H]([C@@H](CC1)C(C)C)O
InChI InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9-11H,4-5H2,1-3H3/t9-,10-/m0/s1
InChIKey HPOHAUWWDDPHRS-UWVGGRQHSA-N
Formula C10H18O
HBA 1
HBD 1
MW 154.25
Rotatable Bonds 1
TPSA 20.23
LogP 2.36
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 154.14
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: 85567
Chebi: 167403
Nmrshiftdb2: 60019266

No compound-protein relationship available.

Structure

SMILES: C1=CCCCC1

Level: 0

Mol. Weight: 154.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.75
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.13

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.23
Plasma Protein Binding
35.76
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
10.48
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.24
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.5
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
2.97
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
1.29
Rat (Acute)
1.92
Rat (Chronic Oral)
1.72
Fathead Minnow
3.59
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
219.66
Hydration Free Energy
-4.49
Log(D) at pH=7.4
1.86
Log(P)
3.32
Log S
-2.29
Log(Vapor Pressure)
-1.23
Melting Point
28.86
pKa Acid
11.5
pKa Basic
6.64
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 0.9307
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9307
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9108
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9108
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9024
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9024
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.9004
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.9004
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8909
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8909
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8775
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8775
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8558
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8558
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8235
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8235
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7928
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7928
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7910
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7910
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7902
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7902
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7888
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7888
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
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7854
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7854
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7852
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7852
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7844
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7844
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7829
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7829
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7802
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7802
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7794
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7794
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7782
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7782
NPC intracellular cholesterol transporter 1 O15118 NPC1_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 D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7777
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7777
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7737
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7737
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7690
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7690
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7685
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7685
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7682
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7682
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7664
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7664
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7658
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7658
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7652
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7652
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7635
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7635
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7608
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7608
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7608
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7608
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7596
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7596
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7588
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7588
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7581
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7581
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7550
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7550
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7532
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7532
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7512
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7512
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7505
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7505
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7494
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7494
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7492
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7492
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7485
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7485
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7470
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7470
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7463
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7463
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7454
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7454
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7450
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7450
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7383
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7383
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7379
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7379
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7367
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7367
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7348
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7348
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7341
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7341
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7337
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7337
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7331
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7331
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7328
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7328
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7297
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7297
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7276
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7276
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7261
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7261
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7247
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7247
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7210
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7210
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7199
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7199
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7193
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7193
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7192
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7192
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7188
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7188
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7178
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7178
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7178
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7178
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7176
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7176
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7136
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7136
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7133
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7133
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7128
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7128
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7075
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7075
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7071
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7071
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7067
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7067
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7065
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7065
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7038
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7038
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7038
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7038
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7034
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7034
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7030
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7030

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