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Identification
Name1,4-Butanediol
Accession NumberDB01955  (EXPT00771)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number110-63-4
WeightAverage: 90.121
Monoisotopic: 90.068079564
Chemical FormulaC4H10O2
InChI KeyWERYXYBDKMZEQL-UHFFFAOYSA-N
InChI
InChI=1S/C4H10O2/c5-3-1-2-4-6/h5-6H,1-4H2
IUPAC Name
butane-1,4-diol
SMILES
OCCCCO
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganonitrogen Compounds
ClassAmines
SubclassPolyamines
Direct parentPolyamines
Alternative parentsPrimary Alcohols
Substituentsalcohol
Classification descriptionThis compound belongs to the polyamines. These are compounds containing more than one amine group.
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
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9406
Blood Brain Barrier + 0.7789
Caco-2 permeable + 0.5362
P-glycoprotein substrate Non-substrate 0.7076
P-glycoprotein inhibitor I Non-inhibitor 0.9564
P-glycoprotein inhibitor II Non-inhibitor 0.913
Renal organic cation transporter Non-inhibitor 0.8661
CYP450 2C9 substrate Non-substrate 0.8409
CYP450 2D6 substrate Non-substrate 0.8664
CYP450 3A4 substrate Non-substrate 0.7908
CYP450 1A2 substrate Non-inhibitor 0.8355
CYP450 2C9 substrate Non-inhibitor 0.9068
CYP450 2D6 substrate Non-inhibitor 0.9719
CYP450 2C19 substrate Non-inhibitor 0.9475
CYP450 3A4 substrate Non-inhibitor 0.965
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9267
Ames test Non AMES toxic 0.9132
Carcinogenicity Non-carcinogens 0.6575
Biodegradation Ready biodegradable 0.7712
Rat acute toxicity 1.7406 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8362
hERG inhibition (predictor II) Non-inhibitor 0.9054
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point20.1 °CPhysProp
boiling point235 °CPhysProp
water solubility1E+006 mg/L (at 20 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP-0.83HANSCH,C ET AL. (1995)
pKa14.5 (at 25 °C)RIDDICK,JA ET AL. (1986)
Predicted Properties
PropertyValueSource
water solubility6.75e+02 g/lALOGPS
logP-0.63ALOGPS
logP-0.63ChemAxon
logS0.87ALOGPS
pKa (strongest acidic)15.67ChemAxon
pKa (strongest basic)-2.4ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count2ChemAxon
polar surface area40.46ChemAxon
rotatable bond count3ChemAxon
refractivity24.06ChemAxon
polarizability10.16ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

William E. Smith, “Production of tetrahydrofuran from 1,4-butanediol using tungsten on alumina catalysts.” U.S. Patent US4136099, issued September, 1941.

US4136099
General Reference
  1. Satta R, Dimitrijevic N, Manev H: Drosophila metabolize 1,4-butanediol into gamma-hydroxybutyric acid in vivo. Eur J Pharmacol. 2003 Jul 25;473(2-3):149-52. Pubmed
  2. Zvosec DL, Smith SW, McCutcheon JR, Spillane J, Hall BJ, Peacock EA: Adverse events, including death, associated with the use of 1,4-butanediol. N Engl J Med. 2001 Jan 11;344(2):87-94. Pubmed
  3. Poldrugo F, Snead OC 3rd: 1,4 Butanediol, gamma-hydroxybutyric acid and ethanol: relationships and interactions. Neuropharmacology. 1984 Jan;23(1):109-113. Pubmed
External Links
ResourceLink
PubChem Compound8064
PubChem Substance46506248
ChemSpider13835209
ChEBI41189
ChEMBL
Therapeutic Targets DatabaseDAP000983
HETBU1
Drug Product Database2248224
Wikipedia1,4-Butanediol
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Endoplasmic reticulum mannosyl-oligosaccharide 1,2-alpha-mannosidase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Endoplasmic reticulum mannosyl-oligosaccharide 1,2-alpha-mannosidase Q9UKM7 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. Phospholipase A2, membrane associated

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Phospholipase A2, membrane associated P14555 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. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

3. Group IIE secretory phospholipase A2

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Group IIE secretory phospholipase A2 Q9NZK7 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. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

4. Ribosomal small subunit pseudouridine synthase A

Kind: protein

Organism: Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)

Pharmacological action: unknown

Components

Name UniProt ID Details
Ribosomal small subunit pseudouridine synthase A P45124 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. Penicillin-insensitive murein endopeptidase

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Penicillin-insensitive murein endopeptidase P0C0T5 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

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:16