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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:49 UTC
Update Date2021-09-14 15:19:03 UTC
HMDB IDHMDB0002354
Secondary Accession Numbers
  • HMDB02354
Metabolite Identification
Common NameHawkinsin
DescriptionHawkinsin is a sulfur amino acid identified as (2-L-cystein-S-yl-1,4-dihydroxycyclohex-5-en-1-yl)acetic acid. It is a reactive byproduct of abnormal tyrosine metabolism. Normally, the breakdown of the amino acid tyrosine involves the conversion of 4-hydroxyphenylpyruvate to homogentisate by 4-hydroxyphenylpyruvate dioxygenase. Complete deficiency of this enzyme leads to an inborn error of metabolism called tyrosinemia III. In rare cases, however, the enzyme is still able to produce the reactive intermediate 1,2-epoxyphenyl acetic acid but is unable to convert this intermediate to homogentisate (PMID: 11073718 ). The intermediate then spontaneously reacts with glutathione to form hawkinsin. Chronically high levels of hawkinsin are associated with hawkinsinuria (characterized by the inability to break down the amino acid tyrosine). Patients with hawkinsinuria excrete hawkinsin in their urine throughout their life. The features of this condition usually appear around the time infants are weaned off breast milk and begin to use formula. The signs and symptoms may include the following: failure to gain weight and grow at the expected rate (failure to thrive), abnormally high acid levels in the blood (acidosis), and fine or sparse hair. Hawkinsin is an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Hawkinsin is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated hawkinsinuria. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures.
Structure
Data?1582752245
Synonyms
ValueSource
(2-L-Cystein-S-yl-1,4-dihydroxycyclohex-5-en-1- yl)acetic acidHMDB
2-Amino-3-{[2-(carboxymethyl)-2,5-dihydroxycyclohex-3-en-1-yl]sulfanyl}propanoateHMDB
2-Amino-3-{[2-(carboxymethyl)-2,5-dihydroxycyclohex-3-en-1-yl]sulphanyl}propanoateHMDB
2-Amino-3-{[2-(carboxymethyl)-2,5-dihydroxycyclohex-3-en-1-yl]sulphanyl}propanoic acidHMDB
HawkinsinMeSH
Chemical FormulaC11H17NO6S
Average Molecular Weight291.321
Monoisotopic Molecular Weight291.077657971
IUPAC Name2-amino-3-{[2-(carboxymethyl)-2,5-dihydroxycyclohex-3-en-1-yl]sulfanyl}propanoic acid
Traditional Namehawkinsin
CAS Registry Number63224-90-8
SMILES
NC(CSC1CC(O)C=CC1(O)CC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C11H17NO6S/c12-7(10(16)17)5-19-8-3-6(13)1-2-11(8,18)4-9(14)15/h1-2,6-8,13,18H,3-5,12H2,(H,14,15)(H,16,17)
InChI KeySPXVLTDISXZSFM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentCysteine and derivatives
Alternative Parents
Substituents
  • Cysteine or derivatives
  • Alpha-amino acid
  • Hydroxy fatty acid
  • Thia fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Tertiary alcohol
  • Amino acid
  • Secondary alcohol
  • Carboxylic acid
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Alcohol
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility11.4 g/LALOGPS
logP-3.2ALOGPS
logP-3.9ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.94ChemAxon
pKa (Strongest Basic)9.13ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area141.08 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity68.53 m³·mol⁻¹ChemAxon
Polarizability27.83 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+166.78631661259
DarkChem[M-H]-160.98231661259
DeepCCS[M+H]+163.20830932474
DeepCCS[M-H]-160.8530932474
DeepCCS[M-2H]-193.73630932474
DeepCCS[M+Na]+169.56930932474
AllCCS[M+H]+162.732859911
AllCCS[M+H-H2O]+159.732859911
AllCCS[M+NH4]+165.632859911
AllCCS[M+Na]+166.432859911
AllCCS[M-H]-162.132859911
AllCCS[M+Na-2H]-162.332859911
AllCCS[M+HCOO]-162.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
HawkinsinNC(CSC1CC(O)C=CC1(O)CC(O)=O)C(O)=O4063.9Standard polar33892256
HawkinsinNC(CSC1CC(O)C=CC1(O)CC(O)=O)C(O)=O2305.2Standard non polar33892256
HawkinsinNC(CSC1CC(O)C=CC1(O)CC(O)=O)C(O)=O2559.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hawkinsin,1TMS,isomer #1C[Si](C)(C)OC1C=CC(O)(CC(=O)O)C(SCC(N)C(=O)O)C12657.6Semi standard non polar33892256
Hawkinsin,1TMS,isomer #2C[Si](C)(C)OC1(CC(=O)O)C=CC(O)CC1SCC(N)C(=O)O2649.5Semi standard non polar33892256
Hawkinsin,1TMS,isomer #3C[Si](C)(C)OC(=O)CC1(O)C=CC(O)CC1SCC(N)C(=O)O2632.5Semi standard non polar33892256
Hawkinsin,1TMS,isomer #4C[Si](C)(C)OC(=O)C(N)CSC1CC(O)C=CC1(O)CC(=O)O2640.5Semi standard non polar33892256
Hawkinsin,1TMS,isomer #5C[Si](C)(C)NC(CSC1CC(O)C=CC1(O)CC(=O)O)C(=O)O2640.2Semi standard non polar33892256
Hawkinsin,2TMS,isomer #1C[Si](C)(C)OC1C=CC(CC(=O)O)(O[Si](C)(C)C)C(SCC(N)C(=O)O)C12619.0Semi standard non polar33892256
Hawkinsin,2TMS,isomer #10C[Si](C)(C)NC(CSC1CC(O)C=CC1(O)CC(=O)O)C(=O)O[Si](C)(C)C2661.6Semi standard non polar33892256
Hawkinsin,2TMS,isomer #11C[Si](C)(C)N(C(CSC1CC(O)C=CC1(O)CC(=O)O)C(=O)O)[Si](C)(C)C2837.4Semi standard non polar33892256
Hawkinsin,2TMS,isomer #2C[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C)CC1SCC(N)C(=O)O2593.2Semi standard non polar33892256
Hawkinsin,2TMS,isomer #3C[Si](C)(C)OC(=O)C(N)CSC1CC(O[Si](C)(C)C)C=CC1(O)CC(=O)O2637.7Semi standard non polar33892256
Hawkinsin,2TMS,isomer #4C[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C)C=CC1(O)CC(=O)O)C(=O)O2671.0Semi standard non polar33892256
Hawkinsin,2TMS,isomer #5C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O)CC1SCC(N)C(=O)O2603.6Semi standard non polar33892256
Hawkinsin,2TMS,isomer #6C[Si](C)(C)OC(=O)C(N)CSC1CC(O)C=CC1(CC(=O)O)O[Si](C)(C)C2628.0Semi standard non polar33892256
Hawkinsin,2TMS,isomer #7C[Si](C)(C)NC(CSC1CC(O)C=CC1(CC(=O)O)O[Si](C)(C)C)C(=O)O2670.9Semi standard non polar33892256
Hawkinsin,2TMS,isomer #8C[Si](C)(C)OC(=O)CC1(O)C=CC(O)CC1SCC(N)C(=O)O[Si](C)(C)C2607.9Semi standard non polar33892256
Hawkinsin,2TMS,isomer #9C[Si](C)(C)NC(CSC1CC(O)C=CC1(O)CC(=O)O[Si](C)(C)C)C(=O)O2633.0Semi standard non polar33892256
Hawkinsin,3TMS,isomer #1C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)CC1SCC(N)C(=O)O2549.7Semi standard non polar33892256
Hawkinsin,3TMS,isomer #10C[Si](C)(C)NC(CSC1CC(O)C=CC1(CC(=O)O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2633.8Semi standard non polar33892256
Hawkinsin,3TMS,isomer #11C[Si](C)(C)OC1(CC(=O)O)C=CC(O)CC1SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2836.2Semi standard non polar33892256
Hawkinsin,3TMS,isomer #12C[Si](C)(C)NC(CSC1CC(O)C=CC1(O)CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2593.6Semi standard non polar33892256
Hawkinsin,3TMS,isomer #13C[Si](C)(C)OC(=O)CC1(O)C=CC(O)CC1SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2795.1Semi standard non polar33892256
Hawkinsin,3TMS,isomer #14C[Si](C)(C)OC(=O)C(CSC1CC(O)C=CC1(O)CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C2830.1Semi standard non polar33892256
Hawkinsin,3TMS,isomer #2C[Si](C)(C)OC(=O)C(N)CSC1CC(O[Si](C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C2603.3Semi standard non polar33892256
Hawkinsin,3TMS,isomer #3C[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C)C(=O)O2645.1Semi standard non polar33892256
Hawkinsin,3TMS,isomer #4C[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C)CC1SCC(N)C(=O)O[Si](C)(C)C2582.0Semi standard non polar33892256
Hawkinsin,3TMS,isomer #5C[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C)C=CC1(O)CC(=O)O[Si](C)(C)C)C(=O)O2591.8Semi standard non polar33892256
Hawkinsin,3TMS,isomer #6C[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C)C=CC1(O)CC(=O)O)C(=O)O[Si](C)(C)C2613.3Semi standard non polar33892256
Hawkinsin,3TMS,isomer #7C[Si](C)(C)OC1C=CC(O)(CC(=O)O)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C12823.1Semi standard non polar33892256
Hawkinsin,3TMS,isomer #8C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O)CC1SCC(N)C(=O)O[Si](C)(C)C2580.9Semi standard non polar33892256
Hawkinsin,3TMS,isomer #9C[Si](C)(C)NC(CSC1CC(O)C=CC1(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O2608.6Semi standard non polar33892256
Hawkinsin,4TMS,isomer #1C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)CC1SCC(N)C(=O)O[Si](C)(C)C2572.6Semi standard non polar33892256
Hawkinsin,4TMS,isomer #10C[Si](C)(C)OC(=O)C(CSC1CC(O)C=CC1(CC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2795.3Semi standard non polar33892256
Hawkinsin,4TMS,isomer #11C[Si](C)(C)OC(=O)CC1(O)C=CC(O)CC1SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2751.4Semi standard non polar33892256
Hawkinsin,4TMS,isomer #2C[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C)C=CC1(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O2589.0Semi standard non polar33892256
Hawkinsin,4TMS,isomer #3C[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2629.1Semi standard non polar33892256
Hawkinsin,4TMS,isomer #4C[Si](C)(C)OC1C=CC(CC(=O)O)(O[Si](C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C12795.5Semi standard non polar33892256
Hawkinsin,4TMS,isomer #5C[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C)C=CC1(O)CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2580.1Semi standard non polar33892256
Hawkinsin,4TMS,isomer #6C[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C)CC1SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2738.0Semi standard non polar33892256
Hawkinsin,4TMS,isomer #7C[Si](C)(C)OC(=O)C(CSC1CC(O[Si](C)(C)C)C=CC1(O)CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C2759.6Semi standard non polar33892256
Hawkinsin,4TMS,isomer #8C[Si](C)(C)NC(CSC1CC(O)C=CC1(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2598.8Semi standard non polar33892256
Hawkinsin,4TMS,isomer #9C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O)CC1SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2745.3Semi standard non polar33892256
Hawkinsin,5TMS,isomer #1C[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C)C=CC1(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2598.9Semi standard non polar33892256
Hawkinsin,5TMS,isomer #1C[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C)C=CC1(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2597.4Standard non polar33892256
Hawkinsin,5TMS,isomer #1C[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C)C=CC1(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2906.3Standard polar33892256
Hawkinsin,5TMS,isomer #2C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)CC1SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2709.4Semi standard non polar33892256
Hawkinsin,5TMS,isomer #2C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)CC1SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2684.3Standard non polar33892256
Hawkinsin,5TMS,isomer #2C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)CC1SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C3066.7Standard polar33892256
Hawkinsin,5TMS,isomer #3C[Si](C)(C)OC(=O)C(CSC1CC(O[Si](C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2760.8Semi standard non polar33892256
Hawkinsin,5TMS,isomer #3C[Si](C)(C)OC(=O)C(CSC1CC(O[Si](C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2644.8Standard non polar33892256
Hawkinsin,5TMS,isomer #3C[Si](C)(C)OC(=O)C(CSC1CC(O[Si](C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3011.1Standard polar33892256
Hawkinsin,5TMS,isomer #4C[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C)CC1SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2717.6Semi standard non polar33892256
Hawkinsin,5TMS,isomer #4C[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C)CC1SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2719.8Standard non polar33892256
Hawkinsin,5TMS,isomer #4C[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C)CC1SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3213.2Standard polar33892256
Hawkinsin,5TMS,isomer #5C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O)CC1SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2737.1Semi standard non polar33892256
Hawkinsin,5TMS,isomer #5C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O)CC1SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2733.1Standard non polar33892256
Hawkinsin,5TMS,isomer #5C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O)CC1SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3196.7Standard polar33892256
Hawkinsin,6TMS,isomer #1C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)CC1SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2741.6Semi standard non polar33892256
Hawkinsin,6TMS,isomer #1C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)CC1SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2712.6Standard non polar33892256
Hawkinsin,6TMS,isomer #1C[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)CC1SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2828.3Standard polar33892256
Hawkinsin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1C=CC(O)(CC(=O)O)C(SCC(N)C(=O)O)C12911.4Semi standard non polar33892256
Hawkinsin,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1(CC(=O)O)C=CC(O)CC1SCC(N)C(=O)O2891.9Semi standard non polar33892256
Hawkinsin,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C=CC(O)CC1SCC(N)C(=O)O2889.3Semi standard non polar33892256
Hawkinsin,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(N)CSC1CC(O)C=CC1(O)CC(=O)O2908.1Semi standard non polar33892256
Hawkinsin,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC(CSC1CC(O)C=CC1(O)CC(=O)O)C(=O)O2915.1Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1C=CC(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(SCC(N)C(=O)O)C13105.8Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #10CC(C)(C)[Si](C)(C)NC(CSC1CC(O)C=CC1(O)CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C3160.1Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #11CC(C)(C)[Si](C)(C)N(C(CSC1CC(O)C=CC1(O)CC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C3279.8Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(N)C(=O)O3118.2Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(N)CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(O)CC(=O)O3125.7Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(O)CC(=O)O)C(=O)O3148.7Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O)CC1SCC(N)C(=O)O3106.8Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)C(N)CSC1CC(O)C=CC1(CC(=O)O)O[Si](C)(C)C(C)(C)C3114.5Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)NC(CSC1CC(O)C=CC1(CC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O3149.1Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C=CC(O)CC1SCC(N)C(=O)O[Si](C)(C)C(C)(C)C3080.9Semi standard non polar33892256
Hawkinsin,2TBDMS,isomer #9CC(C)(C)[Si](C)(C)NC(CSC1CC(O)C=CC1(O)CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O3149.0Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(N)C(=O)O3285.6Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)NC(CSC1CC(O)C=CC1(CC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3346.7Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC1(CC(=O)O)C=CC(O)CC1SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3487.4Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #12CC(C)(C)[Si](C)(C)NC(CSC1CC(O)C=CC1(O)CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3305.5Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #13CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C=CC(O)CC1SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3482.8Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #14CC(C)(C)[Si](C)(C)OC(=O)C(CSC1CC(O)C=CC1(O)CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3481.0Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(N)CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C(C)(C)C3301.8Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O3339.0Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(N)C(=O)O[Si](C)(C)C(C)(C)C3264.4Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(O)CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O3327.8Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(O)CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C3314.3Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1C=CC(O)(CC(=O)O)C(SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C13482.5Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O)CC1SCC(N)C(=O)O[Si](C)(C)C(C)(C)C3283.0Semi standard non polar33892256
Hawkinsin,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)NC(CSC1CC(O)C=CC1(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O3336.8Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(N)C(=O)O[Si](C)(C)C(C)(C)C3458.1Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC(=O)C(CSC1CC(O)C=CC1(CC(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3704.8Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C=CC(O)CC1SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3680.3Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O3500.8Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3503.5Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1C=CC(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C13708.2Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(O)CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3464.5Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3682.8Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)C(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(O)CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3676.9Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)NC(CSC1CC(O)C=CC1(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3496.3Semi standard non polar33892256
Hawkinsin,4TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O)CC1SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3694.9Semi standard non polar33892256
Hawkinsin,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3615.5Semi standard non polar33892256
Hawkinsin,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3426.8Standard non polar33892256
Hawkinsin,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3278.6Standard polar33892256
Hawkinsin,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3877.7Semi standard non polar33892256
Hawkinsin,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3507.3Standard non polar33892256
Hawkinsin,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3346.4Standard polar33892256
Hawkinsin,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3895.6Semi standard non polar33892256
Hawkinsin,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3484.8Standard non polar33892256
Hawkinsin,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CSC1CC(O[Si](C)(C)C(C)(C)C)C=CC1(CC(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3318.0Standard polar33892256
Hawkinsin,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3843.3Semi standard non polar33892256
Hawkinsin,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3622.6Standard non polar33892256
Hawkinsin,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CC1(O)C=CC(O[Si](C)(C)C(C)(C)C)CC1SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3477.4Standard polar33892256
Hawkinsin,5TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O)CC1SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3872.5Semi standard non polar33892256
Hawkinsin,5TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O)CC1SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3622.6Standard non polar33892256
Hawkinsin,5TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CC1(O[Si](C)(C)C(C)(C)C)C=CC(O)CC1SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3446.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Hawkinsin GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9580000000-4b40e1d101b785a5dd342017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hawkinsin GC-MS (4 TMS) - 70eV, Positivesplash10-03xr-4222590000-00bbdf636168538d532b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hawkinsin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 10V, Positive-QTOFsplash10-03l9-1190000000-206d29f4a7cff85fffa32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 20V, Positive-QTOFsplash10-009j-5970000000-7486127e0c33383435152016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 40V, Positive-QTOFsplash10-0079-3910000000-79b2a177b9554ba4e6332016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 10V, Negative-QTOFsplash10-0097-1290000000-3302da5c9548345e6cb62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 20V, Negative-QTOFsplash10-0k9i-2940000000-ac9dc52f5dfc532dcc2a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 40V, Negative-QTOFsplash10-000i-9500000000-d77a0aa1fb9e315dd6a52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 10V, Positive-QTOFsplash10-0006-0290000000-55ebb1293acd072b4f5a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 20V, Positive-QTOFsplash10-059i-2930000000-6e7be00f88b7169d16ef2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 40V, Positive-QTOFsplash10-000i-4910000000-ecd4104261d2ab7a630a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 10V, Negative-QTOFsplash10-00e9-9520000000-707174d2daa4d39cff732021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 20V, Negative-QTOFsplash10-000i-1900000000-76e4520868ce9296de722021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hawkinsin 40V, Negative-QTOFsplash10-052o-9600000000-f2e0b234935cb35086062021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified200-2150 umol/mmol creatinineChildren (1 - 13 years old)Not AvailableHawkinsinuria details
Associated Disorders and Diseases
Disease References
Hawkinsinuria
  1. Lehnert W, Stogmann W, Engelke U, Wevers RA, van den Berg GB: Long-term follow up of a new case of hawkinsinuria. Eur J Pediatr. 1999 Jul;158(7):578-82. [PubMed:10412819 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022975
KNApSAcK IDNot Available
Chemspider ID151775
KEGG Compound IDNot Available
BioCyc IDCPD66-101
BiGG IDNot Available
Wikipedia LinkHawkinsin
METLIN ID6641
PubChem Compound173909
PDB IDNot Available
ChEBI ID149584
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Tomoeda K, Awata H, Matsuura T, Matsuda I, Ploechl E, Milovac T, Boneh A, Scott CR, Danks DM, Endo F: Mutations in the 4-hydroxyphenylpyruvic acid dioxygenase gene are responsible for tyrosinemia type III and hawkinsinuria. Mol Genet Metab. 2000 Nov;71(3):506-10. [PubMed:11073718 ]