PAPAIN (CARICA PAPAYA L.) (CHEM007047)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:20:53 UTC
Update Date2016-11-09 01:09:51 UTC
Accession NumberCHEM007047
Identification
Common NamePAPAIN (CARICA PAPAYA L.)
ClassSmall Molecule
DescriptionA monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a 4-(2-methylpropyl)phenyl group.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+-)-2-(p-Isobutylphenyl)propionic acidChEBI
(+-)-alpha-Methyl-4-(2-methylpropyl)benzeneacetic acidChEBI
(+-)-IbuprofenChEBI
(+-)-p-Isobutylhydratropic acidChEBI
(4-Isobutylphenyl)-alpha-methylacetic acidChEBI
(RS)-IbuprofenChEBI
2-(4-Isobutylphenyl)propanoic acidChEBI
4-Isobutylhydratropic acidChEBI
AdranChEBI
AdvilChEBI
alpha-(4-Isobutylphenyl)propionic acidChEBI
alpha-(p-Isobutylphenyl)propionic acidChEBI
AmibufenChEBI
AncoChEBI
AnflagenChEBI
ApsifenChEBI
BlutonChEBI
BrufenChEBI
BrufortChEBI
BuburoneChEBI
ButyleninChEBI
DolginChEBI
DolgiridChEBI
DolgitChEBI
Dolo-dolgitChEBI
EbufacChEBI
EpobronChEBI
FemadonChEBI
HaltranChEBI
Ibu-attritinChEBI
IbumetinChEBI
IbuprocinChEBI
IbutidChEBI
InabrinChEBI
InovenChEBI
LamidonChEBI
LebrufenChEBI
LiptanChEBI
MediprenChEBI
MotrinChEBI
MynosedinChEBI
NobfenChEBI
NobgenChEBI
NuprinChEBI
NurofenChEBI
PediaprofenChEBI
RoideninChEBI
RufenChEBI
SeclodinChEBI
SusprenChEBI
TabalonChEBI
TrendarChEBI
UremChEBI
(+-)-2-(p-Isobutylphenyl)propionateGenerator
(+-)-a-Methyl-4-(2-methylpropyl)benzeneacetateGenerator
(+-)-a-Methyl-4-(2-methylpropyl)benzeneacetic acidGenerator
(+-)-alpha-Methyl-4-(2-methylpropyl)benzeneacetateGenerator
(+-)-Α-methyl-4-(2-methylpropyl)benzeneacetateGenerator
(+-)-Α-methyl-4-(2-methylpropyl)benzeneacetic acidGenerator
(+-)-p-IsobutylhydratropateGenerator
(4-Isobutylphenyl)-a-methylacetateGenerator
(4-Isobutylphenyl)-a-methylacetic acidGenerator
(4-Isobutylphenyl)-alpha-methylacetateGenerator
(4-Isobutylphenyl)-α-methylacetateGenerator
(4-Isobutylphenyl)-α-methylacetic acidGenerator
2-(4-Isobutylphenyl)propanoateGenerator
4-IsobutylhydratropateGenerator
a-(4-Isobutylphenyl)propionateGenerator
a-(4-Isobutylphenyl)propionic acidGenerator
alpha-(4-Isobutylphenyl)propionateGenerator
Α-(4-isobutylphenyl)propionateGenerator
Α-(4-isobutylphenyl)propionic acidGenerator
a-(p-Isobutylphenyl)propionateGenerator
a-(p-Isobutylphenyl)propionic acidGenerator
alpha-(p-Isobutylphenyl)propionateGenerator
Α-(p-isobutylphenyl)propionateGenerator
Α-(p-isobutylphenyl)propionic acidGenerator
alpha-p-IsobutylphenylpropionateHMDB
alpha-p-Isobutylphenylpropionic acidHMDB
DuralbuprofenHMDB
p-Isobutyl-2-phenylpropionateHMDB
p-Isobutyl-2-phenylpropionic acidHMDB
p-IsobutylhydratropateHMDB
p-Isobutylhydratropic acidHMDB
Calcium salt ibuprofenHMDB
Ibuprofen, copper (2+) saltHMDB
Ibuprofen, magnesium saltHMDB
Ibuprofen, zinc saltHMDB
Trauma dolgit gelHMDB
Aluminum salt ibuprofenHMDB
IP 82HMDB
Ibuprofen, aluminum saltHMDB
Ibuprofen-zincHMDB
Magnesium salt ibuprofenHMDB
Salt ibuprofen, magnesiumHMDB
Sodium salt ibuprofenHMDB
Zinc salt ibuprofenHMDB
I.V. solution, ibuprofenHMDB
IP-82HMDB
Ibuprofen i.v. solutionHMDB
Ibuprofen, (+-)-isomerHMDB
Ibuprofen, (R)-isomerHMDB
Ibuprofen, (S)-isomerHMDB
Ibuprofen, calcium saltHMDB
Potassium salt ibuprofenHMDB
SalprofenHMDB
Salt ibuprofen, sodiumHMDB
Salt ibuprofen, zincHMDB
alpha-Methyl-4-(2-methylpropyl)benzeneacetic acidHMDB
Ibuprofen zincHMDB
Ibuprofen, potassium saltHMDB
Ibuprofen, sodium saltHMDB
Trauma-dolgit gelHMDB
TraumaDolgit gelHMDB
Chemical FormulaC13H18O2
Average Molecular Mass206.281 g/mol
Monoisotopic Mass206.131 g/mol
CAS Registry Number9001-73-4
IUPAC Name2-[4-(2-methylpropyl)phenyl]propanoic acid
Traditional Nameibuprofen, (+-)-
SMILESCC(C)CC1=CC=C(C=C1)C(C)C(O)=O
InChI IdentifierInChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)
InChI KeyHEFNNWSXXWATRW-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 2-phenylpropanoic-acid
  • P-cymene
  • Aromatic monoterpenoid
  • Monocyclic monoterpenoid
  • Monoterpenoid
  • Phenylpropane
  • Monocyclic benzene moiety
  • Benzenoid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.068 g/LALOGPS
logP3.5ALOGPS
logP3.84ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)4.85ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity60.73 m³·mol⁻¹ChemAxon
Polarizability23.76 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)splash10-02t9-1910000000-23f448d7be7d5cc35682Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)splash10-02t9-1910000000-cbe52d63986b68a2cec0Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)splash10-00di-9300000000-cc259b7768023e4cdba8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-3910000000-618880f8fd7b8ec3d473Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-02t9-1910000000-23f448d7be7d5cc35682Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-02t9-1910000000-cbe52d63986b68a2cec0Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00di-9300000000-cc259b7768023e4cdba8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0296-3900000000-497aad6d6a3e7af1ac0aSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0309-8940000000-13dc492b216fb21dde05Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-03di-0910000000-90bf6813134491c9fbfdSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-001i-9800000000-56f599abc462380b648cSpectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6E) , Positivesplash10-03di-3910000000-618880f8fd7b8ec3d473Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0006-0497000000-fa397d6ffd29da116900Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0a4i-0690000000-f598b8bee69a6b62e817Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03di-1900000000-f1b7a986fee133d97eb1Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-03di-0920000000-aa36b3244e32560bb9d5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-5542c131f02b637029d8Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-03di-9200000000-5de1fac09e33bce1cc34Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0a4i-0900000000-c254195738a6348894beSpectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-d4b4b28d0bf1144854c3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0a4i-0900000000-5f5841ab0d19d92f329fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-03dl-7900000000-811cee3d7fc26d62724aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-1970000000-50ac0f9eaf22b22ff57fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bti-2910000000-a5804838ebd627fea205Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-4900000000-a5b30d0a96d30db5ea4aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0490000000-27a27175d7bf2807ff33Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08fr-1940000000-f33172b037148de8a091Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02ha-5900000000-ebc408aaffe3ab58a6a3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0bti-0930000000-d13739453cc1a7af3307Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bud-2910000000-db9b1bc4f7d1e33abb3cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9510000000-6eaaec80d704e4b4603cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-5535f56d1e770e37902dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08fr-0900000000-1aedbd14d6db0c13aa63Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0900000000-9537810cacf26548c24aSpectrum
MSMass Spectrum (Electron Ionization)splash10-03xr-3900000000-e20ef3c30496e17720baSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB01050
HMDB IDHMDB0001925
FooDB IDFDB022743
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID572
PDB IDNot Available
Wikipedia LinkIbuprofen
Chemspider ID3544
ChEBI ID5855
PubChem Compound ID3672
Kegg Compound IDC01588
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11433218
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12723739
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=14562167
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=15506544
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=16176022
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=18335846
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=18697608
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21368281
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24168233
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=25708941
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=25915907
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=29756342
13. Perioli L, Ambrogi V, Angelici F, Ricci M, Giovagnoli S, Capuccella M, Rossi C: Development of mucoadhesive patches for buccal administration of ibuprofen. J Control Release. 2004 Sep 14;99(1):73-82.
14. Whitlam JB, Brown KF, Crooks MJ, Room GF: Transsynovial distribution of ibuprofen in arthritic patients. Clin Pharmacol Ther. 1981 Apr;29(4):487-92.
15. Al-Saidan SM: Transdermal self-permeation enhancement of ibuprofen. J Control Release. 2004 Nov 24;100(2):199-209.
16. Albert KS, Gernaat CM: Pharmacokinetics of ibuprofen. Am J Med. 1984 Jul 13;77(1A):40-6.
17. Alam I, Ferrell LD, Bass NM: Vanishing bile duct syndrome temporally associated with ibuprofen use. Am J Gastroenterol. 1996 Aug;91(8):1626-30.
18. Townsend RJ, Benedetti TJ, Erickson SH, Cengiz C, Gillespie WR, Gschwend J, Albert KS: Excretion of ibuprofen into breast milk. Am J Obstet Gynecol. 1984 May 15;149(2):184-6.
19. Horn AC, Jarrett SW: Ibuprofen-induced aseptic meningitis in rheumatoid arthritis. Ann Pharmacother. 1997 Sep;31(9):1009-11.
20. Van Overmeire B, Allegaert K, Casaer A, Debauche C, Decaluwe W, Jespers A, Weyler J, Harrewijn I, Langhendries JP: Prophylactic ibuprofen in premature infants: a multicentre, randomised, double-blind, placebo-controlled trial. Lancet. 2004 Nov 27-Dec 3;364(9449):1945-9.
21. Castillo M, Smith PC: Disposition and reactivity of ibuprofen and ibufenac acyl glucuronides in vivo in the rhesus monkey and in vitro with human serum albumin. Drug Metab Dispos. 1995 May;23(5):566-72.
22. Hockertz S, Heckenberger R, Emmendorffer A, Muller M: Influence of ibuprofen on the infection with Listeria monocytogenes. Arzneimittelforschung. 1995 Jan;45(1):104-7.
23. Day RO, Williams KM, Graham GG, Lee EJ, Knihinicki RD, Champion GD: Stereoselective disposition of ibuprofen enantiomers in synovial fluid. Clin Pharmacol Ther. 1988 May;43(5):480-7.
24. Trappe TA, White F, Lambert CP, Cesar D, Hellerstein M, Evans WJ: Effect of ibuprofen and acetaminophen on postexercise muscle protein synthesis. Am J Physiol Endocrinol Metab. 2002 Mar;282(3):E551-6.
25. Laffi G, Daskalopoulos G, Kronborg I, Hsueh W, Gentilini P, Zipser RD: Effects of sulindac and ibuprofen in patients with cirrhosis and ascites. An explanation for the renal-sparing effect of sulindac. Gastroenterology. 1986 Jan;90(1):182-7.
26. Goldenberg NA, Jacobson L, Manco-Johnson MJ: Brief communication: duration of platelet dysfunction after a 7-day course of Ibuprofen. Ann Intern Med. 2005 Apr 5;142(7):506-9.
27. Yao M, Zhou W, Sangha S, Albert A, Chang AJ, Liu TC, Wolfe MM: Effects of nonselective cyclooxygenase inhibition with low-dose ibuprofen on tumor growth, angiogenesis, metastasis, and survival in a mouse model of colorectal cancer. Clin Cancer Res. 2005 Feb 15;11(4):1618-28.
28. Jabor VA, Lanchote VL, Bonato PS: Enantioselective analysis of ibuprofen in human plasma by anionic cyclodextrin-modified electrokinetic chromatography. Electrophoresis. 2002 Sep;23(17):3041-7.
29. Salas-Herrera IG, Pearson RM, Turner P: Concentration of ibuprofen in cervical mucus. J Pharm Pharmacol. 1991 Feb;43(2):142-4.