Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-04-22 20:39:04 UTC
HMDB IDHMDB00820
Secondary Accession NumbersNone
Metabolite Identification
Common NamePropyl alcohol
DescriptionPropyl alcohol is a colorless liquid made by oxidation of aliphatic hydrocarbons that is used as a solvent and chemical intermediate. Propyl alcohol is a primary alcohol with the formula CH3CH2CH2OH. It is also known as propan-1-ol, 1-propanol, 1-propyl alcohol, n-propyl alcohol, or simply propanol. It is an isomer of propan-2-ol. It is used as a solvent in the pharmaceutical industry, and for resins and cellulose esters. It is formed naturally in small amounts during many fermentation processes and small amounts are produced by gut microflora.
Structure
Thumb
Synonyms
  1. 1-Hydroxypropane
  2. 1-Propanol
  3. 1-Propyl alcohol
  4. Ethylcarbinol
  5. Hydroxypropane
  6. N-Propan-1-ol
  7. N-Propanol
  8. Optal
  9. Propan-1-ol
  10. Propane-1-ol
  11. Propanol
  12. Propanol-1
  13. Propanole
  14. Propanolen
  15. Propyl alcohol
  16. Propylan-propyl alcohol
  17. Propylic alcohol
Chemical FormulaC3H8O
Average Molecular Weight60.095
Monoisotopic Molecular Weight60.057514878
IUPAC Namepropan-1-ol
Traditional IUPAC Name1-proponol
CAS Registry Number71-23-8
SMILES
CCCO
InChI Identifier
InChI=1S/C3H8O/c1-2-3-4/h4H,2-3H2,1H3
InChI KeyBDERNNFJNOPAEC-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAliphatic Acyclic Compounds
ClassAlcohols and Polyols
Sub ClassPrimary Alcohols
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Fatty alcohols(Lipidmaps)
  • a primary alcohol(Cyc)
  • a short-chain alcohol(Cyc)
  • propan-1-ols(ChEBI)
Substituents
  • N/A
Direct ParentPrimary Alcohols
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
  • Microbial
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-126.1 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000.0 mg/mLNot Available
LogP0.25HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
water solubility391 g/LALOGPS
logP0.21ALOGPS
logP0.36ChemAxon
logS0.81ALOGPS
pKa (strongest acidic)16.85ChemAxon
pKa (strongest basic)-2ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count1ChemAxon
hydrogen donor count1ChemAxon
polar surface area20.23ChemAxon
rotatable bond count1ChemAxon
refractivity17.53ChemAxon
polarizability7.23ChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biofluid Locations
  • Blood
Tissue Location
  • Fibroblasts
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReference
BloodDetected and Quantified0.33 (0.00-0.80) uMAdult (>18 years old)BothNormal
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03175
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB008280
KNApSAcK IDNot Available
Chemspider ID1004
KEGG Compound IDC05979
BioCyc IDPROPANOL
BiGG IDNot Available
Wikipedia LinkPropyl alcohol
NuGOwiki LinkHMDB00820
Metagene LinkHMDB00820
METLIN ID5783
PubChem Compound1031
PDB IDPOL
ChEBI ID28831
References
Synthesis ReferenceIto, Kenji; Katao, Masaaki. Process for manufacturing propylene oxide and propyl alcohol. Jpn. Kokai Tokkyo Koho (2003), 4 pp.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Sich B, Kirch U, Tepel M, Zidek W, Schoner W: Pulse pressure correlates in humans with a proscillaridin A immunoreactive compound. Hypertension. 1996 May;27(5):1073-8. Pubmed: 8621199
  2. Glaros EN, Kim WS, Quinn CM, Wong J, Gelissen I, Jessup W, Garner B: Glycosphingolipid accumulation inhibits cholesterol efflux via the ABCA1/apolipoprotein A-I pathway: 1-phenyl-2-decanoylamino-3-morpholino-1-propanol is a novel cholesterol efflux accelerator. J Biol Chem. 2005 Jul 1;280(26):24515-23. Epub 2005 May 11. Pubmed: 15890646
  3. Lozier J, Takahashi N, Putnam FW: Purification of cyanogen bromide fragments from beta-2-glycoprotein I by high-performance liquid chromatography. J Chromatogr. 1983 Aug 26;266:545-54. Pubmed: 6630361
  4. Liebich HM, Al-Babbili O, Zlatkis A, Kim K: Gas-chromatographic and mass-spectrometric detection of low-molecular-weight aliphatic alcohols in urine of normal individuals and patients with diabetes mellitus. Clin Chem. 1975 Aug;21(9):1294-6. Pubmed: 1149234
  5. Flick JA, Schnaar RL, Perman JA: Thin-layer chromatographic determination of urinary excretion of lactulose, simplified and applied to cystic fibrosis patients. Clin Chem. 1987 Jul;33(7):1211-2. Pubmed: 3594850
  6. Moriya F, Hashimoto Y: Endogenous ethanol production in trauma victims associated with medical treatment. Nihon Hoigaku Zasshi. 1996 Aug;50(4):263-7. Pubmed: 8810749
  7. Kuba J, Knoll P, Husak V, Charamza O, Wiedermann M, Krc I: [On the use of Hg-197 labeled bromomercury hydroxypropane in splenic scintigraphy] Z Gesamte Inn Med. 1965 Jul 15;20(14):431-6. Pubmed: 5891990
  8. Schwartz KD, Knoll P, Hamann D, Loechel M, Potschwadek B: [Scintigraphy of the spleen with bromomercuric hydroxypropane (197Hg-BMHP)] Fortschr Geb Rontgenstr Nuklearmed. 1965 Sep;103(3):367-76. Pubmed: 5893996
  9. Li R, Manela J, Kong Y, Ladisch S: Cellular gangliosides promote growth factor-induced proliferation of fibroblasts. J Biol Chem. 2000 Nov 3;275(44):34213-23. Pubmed: 10859325
  10. Paravidino GF, Pagliaini R: [Splenic scintigraphy using erythrocytes devitalized by mercury hydroxypropane and labelled with Hg 197 or Cr 51] Arch Maragliano Patol Clin. 1969 Nov-Dec;25(6):459-66. Pubmed: 5409093
  11. Rej R: Effect of incubation with Mg2+ on the measurement of alkaline phosphatase activity. Clin Chem. 1977 Oct;23(10):1903-11. Pubmed: 902417
  12. van Ketel WG: Allergy to benzylamine and benzyl-1-amino-3 chloro-2 hydroxypropane. Contact Dermatitis. 1984 Sep;11(3):186. Pubmed: 6238790
  13. Dodde WI, Maring JG, Hendriks G, Wachters FM, Groen HJ, de Vries EG, Uges DR: Determination of epirubicin and its metabolite epirubicinol in saliva and plasma by HPLC. Ther Drug Monit. 2003 Aug;25(4):433-40. Pubmed: 12883225
  14. Durley RC, Grapperhaus ML, Hickory BS, Massa MA, Wang JL, Spangler DP, Mischke DA, Parnas BL, Fobian YM, Rath NP, Honda DD, Zeng M, Connolly DT, Heuvelman DM, Witherbee BJ, Melton MA, Glenn KC, Krul ES, Smith ME, Sikorski JA: Chiral N,N-disubstituted trifluoro-3-amino-2-propanols are potent inhibitors of cholesteryl ester transfer protein. J Med Chem. 2002 Aug 29;45(18):3891-904. Pubmed: 12190312
  15. Memon N, Bhanger MI, Khuhawer MY: Determination of preservatives in cosmetics and food samples by micellar liquid chromatography. J Sep Sci. 2005 May;28(7):635-8. Pubmed: 15912732

Enzymes

Gene Name:
PON3
Uniprot ID:
Q15166
Gene Name:
PON1
Uniprot ID:
P27169
Gene Name:
PON2
Uniprot ID:
Q15165
Gene Name:
ACP2
Uniprot ID:
P11117
Gene Name:
ALPPL2
Uniprot ID:
P10696
Gene Name:
ALDH1B1
Uniprot ID:
P30837
Gene Name:
SORD
Uniprot ID:
Q00796
Gene Name:
AKR1A1
Uniprot ID:
P14550
Gene Name:
ADH4
Uniprot ID:
P08319
Gene Name:
ADH1B
Uniprot ID:
P00325
Gene Name:
ADH1A
Uniprot ID:
P07327
Gene Name:
ADH6
Uniprot ID:
P28332
Gene Name:
GUSB
Uniprot ID:
P08236
Gene Name:
FUCA2
Uniprot ID:
Q9BTY2
Gene Name:
LYZ
Uniprot ID:
P61626
Gene Name:
LRAT
Uniprot ID:
O95237
Gene Name:
FAR2
Uniprot ID:
Q96K12
Gene Name:
AWAT2
Uniprot ID:
Q6E213
27. Klotho
Gene Name:
KL
Uniprot ID:
Q9UEF7
Gene Name:
ACPT
Uniprot ID:
Q9BZG2
Gene Name:
CES5A
Uniprot ID:
Q6NT32
Gene Name:
ACPL2
Uniprot ID:
Q8TE99
Gene Name:
TP53I3
Uniprot ID:
Q53FA7