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Quebrachitol
- Family: Plantae - Sapindaceae
- Kingdom: Plantae
-
Class: Cyclohexane Derivative
- Subclass: Cyclitol
| Canonical Smiles | COC1[C@H](O)[C@@H](O)C([C@@H]([C@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2?,3-,4-,5+,6+,7?/m0/s1 |
| InChIKey | DSCFFEYYQKSRSV-MBXCVVGISA-N |
| Formula | C7H14O6 |
| HBA | 6 |
| HBD | 5 |
| MW | 194.18 |
| Rotatable Bonds | 1 |
| TPSA | 110.38 |
| LogP | -3.18 |
| Number Rings | 1 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Fraction CSP3 | 1.0 |
| Exact Mass | 194.08 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Artabotrys modestus ssp. macranthus | Annonaceae | Plantae | 225832 |
| 2 | Pancovia pedicellaris | Sapindaceae | Plantae | 1195016 |
| 3 | Paullinia pinnata | Sapindaceae | Plantae | 290984 |
Showing of synonyms
Quebrachitol
L-Quebrachitol
642-38-6
(-)-Quebrachitol
L-chiro-Inositol, 2-O-methyl-
Quebrachit
2-O-Methyl-L-chiro-inositol
Brahol
Quebrachitol, (-)-
(1R,2S,3S,4S,5R,6R)-6-Methoxycyclohexane-1,2,3,4,5-pentaol
Inositol, 2-O-methyl-
2-O-Methyl-chiro-inositol
Quebrachitol, L-
L-(-)-2-O-Methylinositol
Inositol, 2-O-methyl-, L-chiro-
(1R,2S,4S,5R)-6-methoxycyclohexane-1,2,3,4,5-pentol
NSC-26254
9W4JLQ7I4W
CHEBI:111
1L-2-O-methyl-chiro-inositol
3564-07-6
UNII-9W4JLQ7I4W
Pinitol TMS
NSC-131046
6-methoxycyclohexane-1,2,3,4,5-pentol
MFCD00021405
L-QCT
SCHEMBL240345
CHEMBL501109
SCHEMBL22975188
D-chiro-Inositol, 2-O-methyl-
DTXSID80957028
CHEBI:170050
DSCFFEYYQKSRSV-FIZWYUIZSA-N
DSCFFEYYQKSRSV-MBXCVVGISA-N
DTXSID601029528
HY-N2375
S3223
AKOS027327479
FQ02486
DA-75114
MS-23047
CS-0022555
C08257
M02437
Q7269871
2B678708-4698-466E-88D8-3443A058E849
- Soh R, Bankeu J, et al. (2009). Antibacterial Ellagic Acid Derivatives and Other Constituents from Pancovia pedicellaris. Zeitschrift für Naturforschung B. 2009, 64(9), 1070-1076. [View]
- Lunga PK, Qin XJ, et al. (2014). Antimicrobial steroidal saponin and oleanane-type triterpenoid saponins from Paullinia pinnata.. BMC complementary and alternative medicine,2014, 14, 369. [View] [PubMed]
- Nyandoro SS, Joseph CC, et al. (2013). New antimicrobial, mosquito larvicidal and other metabolites from two Artabotrys species. Natural Product Research,2013,27(16),1450-458. [View] [PubMed]
Pubchem:
151108
Cas:
642-38-6
Gnps:
CCMSLIB00004719678
Zinc:
ZINC000004097492
Chebi:
170050
Nmrshiftdb2:
60027026
CPRiL:
78147
SMILES: C1CCCCC1
Level: 0
Mol. Weight: 194.18 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.1
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -3.330
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.36
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.430
- Plasma Protein Binding
- 38.6
- 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
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 1.900
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -1.440
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 2.630
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 3.430
- 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
- -1.860
- Rat (Acute)
- 1.180
- Rat (Chronic Oral)
- 3.310
- Fathead Minnow
- 0.820
- 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
- 380.100
- Hydration Free Energy
- -23.850
- Log(D) at pH=7.4
- -2.490
- Log(P)
- -2.74
- Log S
- -0.47
- Log(Vapor Pressure)
- -12.9
- Melting Point
- 164.64
- pKa Acid
- 8.28
- pKa Basic
- 5.3
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Gag-Pol polyprotein | P0C6F2 | POL_HV1LW | Human immunodeficiency virus type 1 group M subtype B | 3 | 0.7570 |
| Gag-Pol polyprotein | P0C6F2 | POL_HV1LW | Human immunodeficiency virus type 1 group M subtype B | 3 | 0.7570 |