3,6-dihydroxy-p-menth-1-ene - Compound Card

3,6-dihydroxy-p-menth-1-ene

Select a section from the left sidebar

3,6-dihydroxy-p-menth-1-ene

Structure
Zoomed Structure
  • Family: Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC([C@@H]1C[C@@H](O)C(=C[C@H]1O)C)C
InChI InChI=1S/C10H18O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4,6,8-12H,5H2,1-3H3/t8-,9+,10+/m0/s1
InChIKey CDEBGVXOFDWUAF-IVZWLZJFSA-N
Formula C10H18O2
HBA 2
HBD 2
MW 170.25
Rotatable Bonds 1
TPSA 40.46
LogP 1.33
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: 13919075
Nmrshiftdb2: 60033864

No compound-protein relationship available.

Structure

SMILES: C1=CCCCC1

Level: 0

Mol. Weight: 82.15 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.79
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.59
Human Oral Bioavailability 50%
Non-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
29.3
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
7.78
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.51
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.67
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
2.8
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
0.28
Rat (Acute)
1.83
Rat (Chronic Oral)
1.98
Fathead Minnow
3.25
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
262.34
Hydration Free Energy
-8.0
Log(D) at pH=7.4
0.77
Log(P)
1.89
Log S
-1.34
Log(Vapor Pressure)
-2.78
Melting Point
77.64
pKa Acid
10.21
pKa Basic
5.88
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9180
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9180
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9017
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9017
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8904
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8904
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8818
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8818
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8662
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8662
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8567
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8567
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8433
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8433
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8311
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8311
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8234
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8234
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8217
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8217
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8139
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8139
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8117
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8117
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8107
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8107
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8090
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8090
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7867
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7867
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7667
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7667
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7660
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7660
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7614
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7614
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7568
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7568
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7565
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7565
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7561
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7561
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7552
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7552
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7521
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7521
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7514
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7514
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7477
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7477
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7455
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7455
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7448
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7448
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
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7436
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7436
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7422
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7422
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7414
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7414
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7411
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7411
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7402
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7402
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7399
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7399
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7395
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7395
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7388
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7388
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7383
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7383
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7342
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7342
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7323
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7323
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7318
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7318
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7304
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7304
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7304
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7304
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7303
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7303
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7290
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7290
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7282
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7282
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7278
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7278
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7259
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7259
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7247
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7247
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7232
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7232
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7230
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7230
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7223
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7223
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7206
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7206
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7199
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7199
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7194
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7194
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7161
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7161
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7158
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7158
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7142
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7142
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7133
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7133
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7124
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7124
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7120
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7120
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7115
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7115
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7109
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7109
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7103
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7103
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7100
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7100
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7086
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7086
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7082
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7082
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7056
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7056
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7051
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7051
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7048
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7048
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7044
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7044
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7041
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7041
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7039
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7039
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7033
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7033
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7022
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7022
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7003
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7003

Download SDF