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Record Information
StatusDetected but not Quantified
Creation Date2012-09-06 21:03:30 UTC
Update Date2020-02-26 21:42:50 UTC
Secondary Accession Numbers
  • HMDB0094706
  • HMDB29052
  • HMDB94706
Metabolite Identification
Common NameSerylvaline
DescriptionSerylvaline, also known as SV or L-ser-L-val, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Serylvaline is a very strong basic compound (based on its pKa). It is an incomplete breakdown product of protein digestion or protein catabolism.
S-V DipeptideHMDB
SV DipeptideHMDB
Serine valine dipeptideHMDB
Serine-valine dipeptideHMDB
Chemical FormulaC8H16N2O4
Average Molecular Weight204.226
Monoisotopic Molecular Weight204.111007003
IUPAC Name(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-methylbutanoic acid
Traditional Name(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-methylbutanoic acid
CAS Registry Number51782-06-0
InChI Identifier
Chemical Taxonomy
Description belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
  • Alpha-dipeptide
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Valine or derivatives
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid amide
  • Serine or derivatives
  • Alpha-amino acid or derivatives
  • Branched fatty acid
  • Hydroxy fatty acid
  • Methyl-branched fatty acid
  • Fatty acid
  • Fatty acyl
  • Carboxylic acid salt
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Amino acid
  • Carboxamide group
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Organonitrogen compound
  • Organooxygen compound
  • Primary alcohol
  • Primary aliphatic amine
  • Primary amine
  • Organic zwitterion
  • Organic salt
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors


Physical Properties
Experimental Properties
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
Predicted Properties
Water Solubility78 g/LALOGPS
pKa (Strongest Acidic)3.69ChemAxon
pKa (Strongest Basic)7.85ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area112.65 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity48.33 m³·mol⁻¹ChemAxon
Polarizability20.43 ųChemAxon
Number of Rings0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-9200000000-e71682f77f049357aa30Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-001i-2911100000-8b9539ec743754323b14Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0zmr-0940000000-07f651d28e23318ccb2bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0avr-3910000000-4fc80f694029d3966e70Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-096u-9200000000-67d3d2c53c716b96280aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0909-5920000000-324afc60386235cc3578Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-044l-9400000000-ce898e9e2efa44a12a79Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dl-9100000000-28ab73e01ca6851f79a0Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Normal Concentrations
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Abnormal Concentrations
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7020158
PDB IDNot Available
ChEBI ID74823
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Osthoff G, Hugo A, de Wit M: The composition of serval (Felis serval) milk during mid-lactation. Comp Biochem Physiol B Biochem Mol Biol. 2007 Jun;147(2):237-41. Epub 2007 Jan 24. [PubMed:17307374 ]
  2. Horak IG, Heyne H, Donkin EF: Parasites of domestic and wild animals in South Africa. XLVIII. Ticks (Acari: Ixodidae) infesting domestic cats and wild felids in southern Africa. Onderstepoort J Vet Res. 2010 Nov 24;77(1):E1-7. doi: 10.4102/ojvr.v77i1.3. [PubMed:23327159 ]
  3. Ferroglio E, Wambwa E, Castiello M, Trisciuoglio A, Prouteau A, Pradere E, Ndungu S, De Meneghi D: Antibodies to Neospora caninum in wild animals from Kenya, East Africa. Vet Parasitol. 2003 Dec 1;118(1-2):43-9. [PubMed:14651874 ]
  4. Sassa Y, Yamamoto H, Mochizuki M, Umemura T, Horiuchi M, Ishiguro N, Miyazawa T: Successive deaths of a captive snow leopard (Uncia uncia) and a serval (Leptailurus serval) by infection with feline panleukopenia virus at Sapporo Maruyama Zoo. J Vet Med Sci. 2011 Apr;73(4):491-4. Epub 2010 Nov 24. [PubMed:21116104 ]
  5. Day LM, Jayne BC: Interspecific scaling of the morphology and posture of the limbs during the locomotion of cats (Felidae). J Exp Biol. 2007 Feb;210(Pt 4):642-54. [PubMed:17267650 ]
  6. Silva JC, Ogassawara S, Marvulo MF, Ferreira-Neto JS, Dubey JP: Toxoplasma gondii antibodies in exotic wild felids from Brazilian zoos. J Zoo Wildl Med. 2001 Sep;32(3):349-51. [PubMed:12785684 ]
  7. Livingston SE: The nutrition and natural history of the serval (Felis serval) and caracal (Caracal caracal). Vet Clin North Am Exot Anim Pract. 2009 May;12(2):327-34, x. doi: 10.1016/j.cvex.2009.01.017. [PubMed:19341958 ]
  8. Shock BC, Murphy SM, Patton LL, Shock PM, Olfenbuttel C, Beringer J, Prange S, Grove DM, Peek M, Butfiloski JW, Hughes DW, Lockhart JM, Bevins SN, VandeWoude S, Crooks KR, Nettles VF, Brown HM, Peterson DS, Yabsley MJ: Distribution and prevalence of Cytauxzoon felis in bobcats (Lynx rufus), the natural reservoir, and other wild felids in thirteen states. Vet Parasitol. 2011 Feb 10;175(3-4):325-30. doi: 10.1016/j.vetpar.2010.10.009. Epub 2010 Oct 16. [PubMed:21071149 ]
  9. Coutinho SD, Fedullo JD, Correa SH: Isolation of Malassezia spp. from cerumen of wild felids. Med Mycol. 2006 Jun;44(4):383-7. [PubMed:16772235 ]
  10. Moresco A, Larsen RS, Lassiter AJ: Evaluation of the effects of naloxone on recovery time and quality after ketamine-medetomidine-butorphanol anesthesia in servals (Leptailurus serval). J Zoo Wildl Med. 2009 Jun;40(2):289-95. [PubMed:19569475 ]
  11. Campbell BG: Prepubic urethrostomy and placement of a caudal superficial epigastric flap for treatment of a self-mutilation injury in a serval. J Am Vet Med Assoc. 2003 Mar 1;222(5):628-32, 602. [PubMed:12619844 ]
  12. Davis BW, Raudsepp T, Pearks Wilkerson AJ, Agarwala R, Schaffer AA, Houck M, Chowdhary BP, Murphy WJ: A high-resolution cat radiation hybrid and integrated FISH mapping resource for phylogenomic studies across Felidae. Genomics. 2009 Apr;93(4):299-304. doi: 10.1016/j.ygeno.2008.09.010. Epub 2008 Nov 5. [PubMed:18951970 ]
  13. Harrenstien LA, Munson L, Chassy LM, Liu IK, Kirkpatrick JF: Effects of porcine zona pellucida immunocontraceptives in zoo felids. J Zoo Wildl Med. 2004 Sep;35(3):271-9. [PubMed:15526881 ]
  14. Diogo R, Pastor F, De Paz F, Potau JM, Bello-Hellegouarch G, Ferrero EM, Fisher RE: The head and neck muscles of the serval and tiger: homologies, evolution, and proposal of a mammalian and a veterinary muscle ontology. Anat Rec (Hoboken). 2012 Dec;295(12):2157-78. doi: 10.1002/ar.22589. Epub 2012 Sep 7. [PubMed:22961868 ]
  15. Zhou Y, Deng M, Du Y, Yan S, Huang R, Weng X, Yang C, Zhang X, Zhou X: A novel cationic triazatetrabenzcorrole: selective detection of mercury(II) by nucleic acid-induced aggregation. Analyst. 2011 Mar 7;136(5):955-61. doi: 10.1039/c0an00927j. Epub 2010 Dec 15. [PubMed:21157605 ]