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Human Metabolome Database Version 2.5

 

Showing metabocard for p-Cymene (HMDB05805)

Legend: metabolite field enzyme field

Version 2.5
Creation Date 2007-01-22 23:51:51
Update Date 2009-06-01 14:41:39
Accession Number HMDB05805
Secondary Accession Numbers Not Available
Common Name p-Cymene
Description Cymene, or p-cymene, is a naturally occurring aromatic organic compound. It is classified as a hydrocarbon related to a monoterpene. Its structure consists of a benzene ring para-substituted with a methyl group and an isopropyl group. It is insoluble in water, but miscible with ethanol and ether. Cymene is a constituent of a number of essential oils, most commonly the oil of cumin and thyme. There are two less common geometric isomers. o-Cymene, in which the alkyl groups are ortho-substituted, and m-cymene, in which they are meta-substituted. p-Cymene is the only natural isomer. Cymene is common ligand for ruthenium. The parent compound is [(η6-cymene)MCl2]2. This [sandwich compound|half-sandwich compound is prepared by the reaction of ruthenium trichloride with the terpene α-phellandrene. The osmium complex is also known (Wikipedia).
Synonyms
  1. P-methylisopropylbenzene
  2. 4-Cymene
  3. P-methylcumene
  4. 1-Methyl-4-(1-methylethyl)benzene
  5. Isopropyltoluene
  6. p-Cymene [UN2046] [Flammable liquid]
  7. 2-p-Tolylpropane
  8. 1-Isopropyl-4-methylbenzene
  9. p-methyl-Cumene
  10. 4-methyl-1-(propan-2-yl)benzene
  11. Paracymene
  12. P-cimene
  13. P-isopropyltoluene
  14. Camphogen
  15. 4-Methyl-1-isopropylbenzene
  16. P- Isopropylmethylbenzene
  17. Cymene
  18. 1-isopropyl-4-methyl-Benzene
  19. Para-cymene
  20. 4-Isopropyl-1-methylbenzene
  21. Dolcymene
  22. 4-Isopropylbenzyl radical
  23. 1-Methyl-4-(1-methylethyl)-benzene
  24. p-Mentha-1,3,5-triene
  25. P-cymene
  26. Paracymol
  27. Cymol
  28. P-cymol
  29. P-methyl cumene
  30. 4-Isopropyltoluene
Chemical IUPAC Name 1-methyl-4-propan-2-yl-benzene
Chemical Formula C10H14
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Miscellanous
Class
  • Monoterpenes
Sub Class
  • Medium chain alkenes
Family
  • Mammalian Metabolite
Species
  • aromatic compound
Biofunction
—
Application
—
Source
  • Exogenous
Average Molecular Weight 134.218
Monoisotopic Molecular Weight 134.109543
Isomeric SMILES CC(C)C1=CC=C(C)C=C1
Canonical SMILES CC(C)C1=CC=C(C)C=C1
KEGG Compound ID C06575 Link Image
BioCyc ID CPD-1001 Link Image
BiGG ID Not Available
Wikipedia Link P-cymene Link Image
NuGOwiki Link HMDB05805 Link Image
Metagene Link HMDB05805 Link Image
METLIN ID Not Available
PubChem Compound 7463 Link Image
PubChem Substance 10395329 Link Image
ChEBI ID 28768 Link Image
CAS Registry Number 99-87-6
InChI Identifier InChI=1/C10H14/c1-8(2)10-6-4-9(3)5-7-10/h4-8H,1-3H3
Synthesis Reference Fevre, Catherine G. Le; Fevre, Raymond J. W. Le; Robertson, Kathleen W. Dipole moments of p-cymene, 2- and 3-halogeno-pcymenes, carvacrol and thymol, p-ethyltoluene, p-tert-butyltoluene, 1,3-dimethyl-5-tert-butylbenzene, tert-butyl-benzene and its p-nitro
Melting Point (Experimental) -68.9 oC
Experimental Water Solubility 0.0234 mg/mL at 25 oC [BANERJEE,S et al.(1980)] Source: PhysProp
Predicted Water Solubility 0.016900001 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 0
State Gas
Experimental LogP/Hydrophobicity 4.10 [HANSCH,C ET AL. (1995)] Source: PhysProp
Predicted LogP/Hydrophobicity 3.9 [Predicted by PubChem via XLOGP]; 4.17 [Predicted by ALOGPS] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show Link Image
SDF File Show Link Image
PDB File Show Link Image
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Show Image
Show Peaklist
Predicted 13C NMR Spectrum Show Image
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Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location Not Available
Biofluid Location Not Available
Tissue Location Not Available
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Associated Disorders Not Available
OMIM ID Not Available
Pathways Not Available
General References
  1. Wikipedia Link Image