Human Metabolome Database Version 3.5

Showing metabocard for Propyl alcohol (HMDB00820)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-04-22 14:39:04 -0600
HMDB ID HMDB00820
Secondary Accession Numbers None
Metabolite Identification
Common Name Propyl alcohol
Description Propyl 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
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
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 Formula C3H8O
Average Molecular Weight 60.095
Monoisotopic Molecular Weight 60.057514878
IUPAC Name propan-1-ol
Traditional IUPAC Name 1-proponol
CAS Registry Number 71-23-8
SMILES CCCO
InChI Identifier InChI=1S/C3H8O/c1-2-3-4/h4H,2-3H2,1H3
InChI Key BDERNNFJNOPAEC-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aliphatic Acyclic Compounds
Class Alcohols and Polyols
Sub Class Primary 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 Parent Primary Alcohols
Ontology
Status Detected and Quantified
Origin
  • Endogenous
  • Microbial
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Liquid
Experimental Properties
Property Value Reference
Melting Point -126.1 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 1000.0 mg/mL Not Available
LogP 0.25 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
Water Solubility 391 g/L ALOGPS
LogP 0.21 ALOGPS
LogP 0.36 ChemAxon
LogS 0.81 ALOGPS
pKa (strongest acidic) 16.85 ChemAxon
pKa (strongest basic) -2 ChemAxon
Hydrogen Acceptor Count 1 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 20.23 A2 ChemAxon
Rotatable Bond Count 1 ChemAxon
Refractivity 17.53 ChemAxon
Polarizability 7.23 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
1H NMR Spectrum
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
MS/MS Spectrum EI-B (HITACHI RMU-6M)
MS/MS Spectrum EI-B (HITACHI M-80B)
MS/MS Spectrum EI-B (HITACHI RMU-7M)
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations Not Available
Biofluid Locations
  • Blood
Tissue Location
  • Fibroblasts
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified
0.33 (0.00-0.80) uM Adult (>18 years old) Both Normal
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID DB03175 Link_out
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB008280
KNApSAcK ID Not Available
Chemspider ID 1004 Link_out
KEGG Compound ID C05979 Link_out
BioCyc ID PROPANOL Link_out
BiGG ID Not Available
Wikipedia Link Propyl alcohol Link_out
NuGOwiki Link HMDB00820 Link_out
Metagene Link HMDB00820 Link_out
METLIN ID 5783 Link_out
PubChem Compound 1031 Link_out
PDB ID POL Link_out
ChEBI ID 28831 Link_out
References
Synthesis Reference Ito, Kenji; Katao, Masaaki. Process for manufacturing propylene oxide and propyl alcohol. Jpn. Kokai Tokkyo Koho (2003), 4 pp.
Material Safety Data Sheet (MSDS) Download (PDF)
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 Link_out
  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 Link_out
  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 Link_out
  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 Link_out
  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 Link_out
  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 Link_out
  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 Link_out
  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 Link_out
  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 Link_out
  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 Link_out
  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 Link_out
  12. van Ketel WG: Allergy to benzylamine and benzyl-1-amino-3 chloro-2 hydroxypropane. Contact Dermatitis. 1984 Sep;11(3):186. Pubmed: 6238790 Link_out
  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 Link_out
  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 Link_out
  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 Link_out

Enzymes
Name: Serum paraoxonase/lactonase 3
Reactions: Not Available
Gene Name: PON3
Uniprot ID: Q15166 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Serum paraoxonase/arylesterase 1
Reactions: Not Available
Gene Name: PON1
Uniprot ID: P27169 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Serum paraoxonase/arylesterase 2
Reactions: Not Available
Gene Name: PON2
Uniprot ID: Q15165 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Intestinal-type alkaline phosphatase
Reactions: Not Available
Gene Name: ALPI
Uniprot ID: P09923 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lysosomal acid phosphatase
Reactions: Not Available
Gene Name: ACP2
Uniprot ID: P11117 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alkaline phosphatase, tissue-nonspecific isozyme
Reactions: Not Available
Gene Name: ALPL
Uniprot ID: P05186 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Tartrate-resistant acid phosphatase type 5
Reactions: Not Available
Gene Name: ACP5
Uniprot ID: P13686 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alkaline phosphatase, placental-like
Reactions: Not Available
Gene Name: ALPPL2
Uniprot ID: P10696 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase X, mitochondrial
Reactions: Not Available
Gene Name: ALDH1B1
Uniprot ID: P30837 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sulfotransferase family cytosolic 2B member 1
Reactions: Not Available
Gene Name: SULT2B1
Uniprot ID: O00204 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sorbitol dehydrogenase
Reactions: Not Available
Gene Name: SORD
Uniprot ID: Q00796 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase [NADP(+)]
Reactions: Not Available
Gene Name: AKR1A1
Uniprot ID: P14550 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 4
Reactions: Not Available
Gene Name: ADH4
Uniprot ID: P08319 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 1B
Reactions: Not Available
Gene Name: ADH1B
Uniprot ID: P00325 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 1A
Reactions: Not Available
Gene Name: ADH1A
Uniprot ID: P07327 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 6
Reactions: Not Available
Gene Name: ADH6
Uniprot ID: P28332 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Beta-glucuronidase
Reactions: Not Available
Gene Name: GUSB
Uniprot ID: P08236 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Plasma alpha-L-fucosidase
Reactions: Not Available
Gene Name: FUCA2
Uniprot ID: Q9BTY2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Trans-2-enoyl-CoA reductase, mitochondrial
Reactions: Not Available
Gene Name: MECR
Uniprot ID: Q9BV79 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lysozyme C
Reactions: Not Available
Gene Name: LYZ
Uniprot ID: P61626 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lecithin retinol acyltransferase
Reactions: Not Available
Gene Name: LRAT
Uniprot ID: O95237 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nuclear receptor subfamily 1 group I member 3
Reactions: Not Available
Gene Name: NR1I3
Uniprot ID: Q14994 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Zinc-binding alcohol dehydrogenase domain-containing protein 2
Reactions: Not Available
Gene Name: ZADH2
Uniprot ID: Q8N4Q0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Hydroxyacid-oxoacid transhydrogenase, mitochondrial
Reactions: Not Available
Gene Name: ADHFE1
Uniprot ID: Q8IWW8 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Fatty acyl-CoA reductase 2
Reactions: Not Available
Gene Name: FAR2
Uniprot ID: Q96K12 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-CoA wax alcohol acyltransferase 2
Reactions: Not Available
Gene Name: AWAT2
Uniprot ID: Q6E213 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Klotho
Reactions: Not Available
Gene Name: KL
Uniprot ID: Q9UEF7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Testicular acid phosphatase
Reactions: Not Available
Gene Name: ACPT
Uniprot ID: Q9BZG2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Carboxylesterase 5A
Reactions: Not Available
Gene Name: CES5A
Uniprot ID: Q6NT32 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acid phosphatase-like protein 2
Reactions: Not Available
Gene Name: ACPL2
Uniprot ID: Q8TE99 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Synaptic vesicle membrane protein VAT-1 homolog-like
Reactions: Not Available
Gene Name: VAT1L
Uniprot ID: Q9HCJ6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Quinone oxidoreductase PIG3
Reactions: Not Available
Gene Name: TP53I3
Uniprot ID: Q53FA7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Synaptic vesicle membrane protein VAT-1 homolog
Reactions: Not Available
Gene Name: VAT1
Uniprot ID: Q99536 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Reticulon-4-interacting protein 1, mitochondrial
Reactions: Not Available
Gene Name: RTN4IP1
Uniprot ID: Q8WWV3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA