(-)-trans-sobrerol - Compound Card

(-)-trans-sobrerol

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(-)-trans-sobrerol

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC1=CC[C@H](C[C@@H]1O)C(O)(C)C
InChI InChI=1S/C10H18O2/c1-7-4-5-8(6-9(7)11)10(2,3)12/h4,8-9,11-12H,5-6H2,1-3H3/t8-,9+/m1/s1
InChIKey OMDMTHRBGUBUCO-BDAKNGLRSA-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]
CPRiL: 226347
Structure

SMILES: C1=CCCCC1

Level: 0

Mol. Weight: 170.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.58
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.21
Plasma Protein Binding
25.04
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
6.51
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.65
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.2
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.43
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
-0.69
Rat (Acute)
1.85
Rat (Chronic Oral)
1.83
Fathead Minnow
3.13
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
259.2
Hydration Free Energy
-7.92
Log(D) at pH=7.4
0.59
Log(P)
1.49
Log S
-0.84
Log(Vapor Pressure)
-2.39
Melting Point
107.45
pKa Acid
11.34
pKa Basic
7.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9024
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9024
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8877
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8877
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8629
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8629
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8471
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8471
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8370
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8370
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8342
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8342
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8117
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8117
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8115
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8115
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8058
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8058
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7996
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7996
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7976
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7976
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7912
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7912
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7891
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7891
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7810
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7810
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7805
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7805
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7713
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7713
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7684
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7684
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7609
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7609
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7588
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7588
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7559
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7559
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7545
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7545
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7544
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7544
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7537
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7537
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7484
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7484
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7479
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7479
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7474
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7474
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7471
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7471
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7459
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7459
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7445
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7445
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7421
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7421
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7397
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7397
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7393
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7393
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7385
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7385
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7378
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7378
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7366
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7366
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7343
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7343
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7306
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7306
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7254
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7254
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7253
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7253
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7248
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7248
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7239
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7239
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7238
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7238
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7236
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7236
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7229
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7229
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7224
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7224
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7207
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7207
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7199
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7199
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7190
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7190
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7150
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7150
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7145
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7145
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7139
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7139
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7135
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7135
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7130
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7130
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7126
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7126
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7120
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7120
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7111
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7111
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7105
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7105
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7030
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7030
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7021
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7021
Gibberellin receptor GID1A Q9MAA7 GID1A_ARATH Arabidopsis thaliana 3 0.7011
Gibberellin receptor GID1A Q9MAA7 GID1A_ARATH Arabidopsis thaliana 3 0.7011
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7001
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7001

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