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Identification
Name1,2-Propanediol
Accession NumberDB01839  (EXPT02572)
TypeSmall Molecule
GroupsExperimental
Description

A clear, colorless, viscous organic solvent and diluent used in pharmaceutical preparations. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number57-55-6
WeightAverage: 76.0944
Monoisotopic: 76.0524295
Chemical FormulaC3H8O2
InChI KeyDNIAPMSPPWPWGF-UHFFFAOYSA-N
InChI
InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3
IUPAC Name
propane-1,2-diol
SMILES
CC(O)CO
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassAlcohols and Polyols
SubclassSecondary Alcohols
Direct parentSecondary Alcohols
Alternative parents1,2-Diols; Polyamines; Primary Alcohols
Substituentsprimary alcohol; polyamine
Classification descriptionThis compound belongs to the secondary alcohols. These are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
Pathways
PathwayCategorySMPDB ID
Leigh SyndromeDiseaseSMP00196
Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency)DiseaseSMP00334
Primary hyperoxaluria II, PH2DiseaseSMP00558
Pyruvate MetabolismMetabolicSMP00060
Pyruvate Dehydrogenase Complex DeficiencyDiseaseSMP00212
Pyruvate kinase deficiencyDiseaseSMP00559
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9832
Blood Brain Barrier + 0.7184
Caco-2 permeable - 0.6594
P-glycoprotein substrate Non-substrate 0.7162
P-glycoprotein inhibitor I Non-inhibitor 0.9157
P-glycoprotein inhibitor II Non-inhibitor 0.944
Renal organic cation transporter Non-inhibitor 0.9401
CYP450 2C9 substrate Non-substrate 0.832
CYP450 2D6 substrate Non-substrate 0.8739
CYP450 3A4 substrate Non-substrate 0.7434
CYP450 1A2 substrate Non-inhibitor 0.7858
CYP450 2C9 substrate Non-inhibitor 0.9388
CYP450 2D6 substrate Non-inhibitor 0.9526
CYP450 2C19 substrate Non-inhibitor 0.8969
CYP450 3A4 substrate Non-inhibitor 0.9599
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.958
Ames test Non AMES toxic 0.9132
Carcinogenicity Carcinogens 0.5
Biodegradation Ready biodegradable 0.9505
Rat acute toxicity 0.6112 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9568
hERG inhibition (predictor II) Non-inhibitor 0.9008
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point-60 °CPhysProp
boiling point187.6 °CPhysProp
water solubility1E+006 mg/L (at 20 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP-0.92HANSCH,C ET AL. (1995)
pKa14.9SERJEANT,EP & DEMPSEY,B (1979)
Predicted Properties
PropertyValueSource
Water Solubility952.0ALOGPS
logP-1.1ALOGPS
logP-0.79ChemAxon
logS1.1ALOGPS
pKa (Strongest Acidic)14.47ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity18.97 m3·mol-1ChemAxon
Polarizability8.01 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraGC-MSMS/MS1D NMR2D NMR
References
Synthesis Reference

Rudolf Huettinger, Ulrich Holtschmidt, “Polyoxyalkylene ethers of glycerin or 1,2-propanediol, esterified with fatty acid and/or isostearic acid, their synthesis and use as thickening or solubilizing agents.” U.S. Patent US4614622, issued June, 1968.

US4614622
General ReferenceNot Available
External Links
ResourceLink
KEGG DrugD00078
KEGG CompoundC00583
ChEBI16997
ChEMBL
HETPGO
Drug Product Database382302
Wikipedia1,2-Propanediol
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Coagulation factor XIII A chain

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Coagulation factor XIII A chain P00488 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

2. Haloalkane dehalogenase

Kind: protein

Organism: Pseudomonas paucimobilis

Pharmacological action: unknown

Components

Name UniProt ID Details
Haloalkane dehalogenase P51698 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

3. Clavaminate synthase 1

Kind: protein

Organism: Streptomyces clavuligerus (strain ATCC 27064 / DSM 738 / JCM 4710 / NBRC 13307 / NCIMB 12785 / NRRL 3585 / VKM Ac-602)

Pharmacological action: unknown

Components

Name UniProt ID Details
Clavaminate synthase 1 Q05581 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

4. Lactaldehyde reductase

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Lactaldehyde reductase P0A9S1 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

5. B12-independent glycerol dehydratase

Kind: protein

Organism: Clostridium butyricum

Pharmacological action: unknown

Components

Name UniProt ID Details
B12-independent glycerol dehydratase Q8GEZ8 Details
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:16