Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-06 15:16:51 UTC
Update Date2023-02-21 17:18:26 UTC
HMDB IDHMDB0015188
Secondary Accession Numbers
  • HMDB15188
Metabolite Identification
Common NameMimosine
DescriptionMimosine is only found in individuals that have used or taken this drug. It is an antineoplastic alanine-substituted pyridine derivative isolated from Leucena glauca. [PubChem]Mimosine causes inhibition of DNA replication, changes in the progression of the cells in the cell cycle, and apoptosis. Mimosine appears to introduce breaks into DNA. Mimosine is an iron/zinc chelator. Iron depletion induces DNA double-strand breaks in treated cells, and activates a DNA damage response that results in focal phosphorylation of histones. This leads to inhibition of DNA replication and/or DNA elongation. Some studies indicate that mimosine prevents the initiation of DNA replication, whereas other studies indicate that mimosine disrupts elongation of the replication fork by impairing deoxyribonucleotide synthesis by inhibiting the activity of the iron-dependent enzyme ribonucleotide reductase and the transcription of the cytoplasmic serine hydroxymethyltransferase gene (SHMT). Inhibition of serine hydroxymethyltransferase is moderated by a zinc responsive unit located in front of the SHMT gene.
Structure
Data?1676999906
Synonyms
ValueSource
(S)-2-Amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoateChEBI
LeucenolKegg
(S)-2-Amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoic acidGenerator
L-MimosineHMDB
LeucaenineHMDB
LeucaenolHMDB
LeucenineHMDB
MimosinHMDB
MimosineMeSH
Chemical FormulaC8H10N2O4
Average Molecular Weight198.176
Monoisotopic Molecular Weight198.064056818
IUPAC Name(2S)-2-amino-3-(3-hydroxy-4-oxo-1,4-dihydropyridin-1-yl)propanoic acid
Traditional Namemimosine
CAS Registry Number500-44-7
SMILES
N[C@@H](CN1C=CC(=O)C(O)=C1)C(O)=O
InChI Identifier
InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,9H2,(H,13,14)/t5-/m0/s1
InChI KeyWZNJWVWKTVETCG-YFKPBYRVSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Dihydropyridine
  • Hydroxypyridine
  • Hydropyridine
  • Pyridine
  • Heteroaromatic compound
  • Vinylogous amide
  • Amino acid
  • Cyclic ketone
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organoheterocyclic compound
  • Amine
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point228 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility13.1 g/LNot Available
LogP-2.5Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available143.467http://allccs.zhulab.cn/database/detail?ID=AllCCS00001951
Predicted Molecular Properties
PropertyValueSource
Water Solubility13.1 g/LALOGPS
logP-2.4ALOGPS
logP-3ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)1.94ChemAxon
pKa (Strongest Basic)8.88ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area103.86 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity48.66 m³·mol⁻¹ChemAxon
Polarizability18.2 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]+145.84531661259
DarkChem[M-H]-141.16931661259
DeepCCS[M+H]+141.17330932474
DeepCCS[M-H]-138.77730932474
DeepCCS[M-2H]-172.83330932474
DeepCCS[M+Na]+147.36830932474
AllCCS[M+H]+142.932859911
AllCCS[M+H-H2O]+138.932859911
AllCCS[M+NH4]+146.632859911
AllCCS[M+Na]+147.732859911
AllCCS[M-H]-140.832859911
AllCCS[M+Na-2H]-141.432859911
AllCCS[M+HCOO]-142.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MimosineN[C@@H](CN1C=CC(=O)C(O)=C1)C(O)=O2387.0Standard polar33892256
MimosineN[C@@H](CN1C=CC(=O)C(O)=C1)C(O)=O1555.9Standard non polar33892256
MimosineN[C@@H](CN1C=CC(=O)C(O)=C1)C(O)=O2132.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Mimosine,1TMS,isomer #1C[Si](C)(C)OC1=CN(C[C@H](N)C(=O)O)C=CC1=O2049.7Semi standard non polar33892256
Mimosine,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](N)CN1C=CC(=O)C(O)=C12028.2Semi standard non polar33892256
Mimosine,1TMS,isomer #3C[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O)=C1)C(=O)O2114.3Semi standard non polar33892256
Mimosine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CN1C=CC(=O)C(O[Si](C)(C)C)=C12030.5Semi standard non polar33892256
Mimosine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O[Si](C)(C)C)=C1)C(=O)O2084.4Semi standard non polar33892256
Mimosine,2TMS,isomer #3C[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O)=C1)C(=O)O[Si](C)(C)C2082.5Semi standard non polar33892256
Mimosine,2TMS,isomer #4C[Si](C)(C)N([C@@H](CN1C=CC(=O)C(O)=C1)C(=O)O)[Si](C)(C)C2198.2Semi standard non polar33892256
Mimosine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C2063.0Semi standard non polar33892256
Mimosine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C2161.5Standard non polar33892256
Mimosine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O[Si](C)(C)C)=C1)C(=O)O[Si](C)(C)C2381.1Standard polar33892256
Mimosine,3TMS,isomer #2C[Si](C)(C)OC1=CN(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=CC1=O2217.4Semi standard non polar33892256
Mimosine,3TMS,isomer #2C[Si](C)(C)OC1=CN(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=CC1=O2271.9Standard non polar33892256
Mimosine,3TMS,isomer #2C[Si](C)(C)OC1=CN(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=CC1=O2508.6Standard polar33892256
Mimosine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O)=C1)N([Si](C)(C)C)[Si](C)(C)C2198.5Semi standard non polar33892256
Mimosine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O)=C1)N([Si](C)(C)C)[Si](C)(C)C2204.8Standard non polar33892256
Mimosine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O)=C1)N([Si](C)(C)C)[Si](C)(C)C2497.8Standard polar33892256
Mimosine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C2250.0Semi standard non polar33892256
Mimosine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C2290.1Standard non polar33892256
Mimosine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C2288.0Standard polar33892256
Mimosine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CN(C[C@H](N)C(=O)O)C=CC1=O2308.4Semi standard non polar33892256
Mimosine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CN1C=CC(=O)C(O)=C12313.9Semi standard non polar33892256
Mimosine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O)=C1)C(=O)O2390.5Semi standard non polar33892256
Mimosine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CN1C=CC(=O)C(O[Si](C)(C)C(C)(C)C)=C12538.4Semi standard non polar33892256
Mimosine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O2612.1Semi standard non polar33892256
Mimosine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O)=C1)C(=O)O[Si](C)(C)C(C)(C)C2588.7Semi standard non polar33892256
Mimosine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@@H](CN1C=CC(=O)C(O)=C1)C(=O)O)[Si](C)(C)C(C)(C)C2708.8Semi standard non polar33892256
Mimosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C2770.0Semi standard non polar33892256
Mimosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C2794.0Standard non polar33892256
Mimosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CN1C=CC(=O)C(O[Si](C)(C)C(C)(C)C)=C1)C(=O)O[Si](C)(C)C(C)(C)C2723.8Standard polar33892256
Mimosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CN(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=CC1=O2970.3Semi standard non polar33892256
Mimosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CN(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=CC1=O2862.8Standard non polar33892256
Mimosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CN(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=CC1=O2777.9Standard polar33892256
Mimosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2920.1Semi standard non polar33892256
Mimosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2795.0Standard non polar33892256
Mimosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2744.4Standard polar33892256
Mimosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3182.5Semi standard non polar33892256
Mimosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3058.5Standard non polar33892256
Mimosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CN1C=CC(=O)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2701.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Mimosine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fmi-3900000000-bb110a21987d7171e5d02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mimosine GC-MS (2 TMS) - 70eV, Positivesplash10-00gi-9652000000-0c3fa7766f970282f9982017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mimosine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mimosine 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 - Mimosine 10V, Positive-QTOFsplash10-0f6t-1900000000-d4b420c6ab7e4090ba982016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 20V, Positive-QTOFsplash10-0udl-5900000000-8d371af9d194b02ebfac2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 40V, Positive-QTOFsplash10-0006-9300000000-551ced305fa27ac63ef12016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 10V, Negative-QTOFsplash10-0002-0900000000-df7fdf320b76d36589052016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 20V, Negative-QTOFsplash10-01ot-1900000000-e74701d243ce8e1145512016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 40V, Negative-QTOFsplash10-0zfr-9000000000-f4afc202a2e71b5e27f22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 10V, Positive-QTOFsplash10-0f6t-0900000000-45380b42191a8225bb282021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 20V, Positive-QTOFsplash10-0irs-0900000000-99914b272ce6f0d1b66b2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 40V, Positive-QTOFsplash10-0kgo-9400000000-54f0e3570578d6cb40552021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 10V, Negative-QTOFsplash10-01ot-0900000000-77fcfdd520ba3d482d312021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 20V, Negative-QTOFsplash10-0229-4900000000-44ec3271bb93c68555812021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mimosine 40V, Negative-QTOFsplash10-0wmi-9300000000-edd7c9b7a184acdd01f42021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01055 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01055 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01055
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDC00001383
Chemspider ID389405
KEGG Compound IDC04771
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMimosine
METLIN IDNot Available
PubChem Compound440473
PDB IDNot Available
ChEBI ID29063
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 ReferencesNot Available

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
This is a copper-containing oxidase that functions in the formation of pigments such as melanins and other polyphenolic compounds. Catalyzes the rate-limiting conversions of tyrosine to DOPA, DOPA to DOPA-quinone and possibly 5,6-dihydroxyindole to indole-5,6 quinone.
Gene Name:
TYR
Uniprot ID:
P14679
Molecular weight:
60392.69
References
  1. Ahmad VU, Ullah F, Hussain J, Farooq U, Zubair M, Khan MT, Choudhary MI: Tyrosinase inhibitors from Rhododendron collettianum and their structure-activity relationship (SAR) studies. Chem Pharm Bull (Tokyo). 2004 Dec;52(12):1458-61. [PubMed:15577244 ]
  2. Khan KM, Mughal UR, Khan MT, Zia-Ullah, Perveen S, Choudhary MI: Oxazolones: new tyrosinase inhibitors; synthesis and their structure-activity relationships. Bioorg Med Chem. 2006 Sep 1;14(17):6027-33. Epub 2006 Jun 5. [PubMed:16750372 ]
  3. Sugumaran M: Tyrosinase catalyzes an unusual oxidative decarboxylation of 3,4-dihydroxymandelate. Biochemistry. 1986 Aug 12;25(16):4489-92. [PubMed:3094574 ]
  4. Woolery GL, Powers L, Winkler M, Solomon EI, Lerch K, Spiro TG: Extended X-ray absorption fine structure study of the coupled binuclear copper active site of tyrosinase from Neurospora crassa. Biochim Biophys Acta. 1984 Jul 31;788(2):155-61. [PubMed:6234942 ]
General function:
Involved in catalytic activity
Specific function:
Interconversion of serine and glycine.
Gene Name:
SHMT1
Uniprot ID:
P34896
Molecular weight:
53082.18
References
  1. Oppenheim EW, Nasrallah IM, Mastri MG, Stover PJ: Mimosine is a cell-specific antagonist of folate metabolism. J Biol Chem. 2000 Jun 23;275(25):19268-74. [PubMed:10766749 ]
  2. Conti P, Frydas S, Reale M, Barbacane RC, Di Gioacchino M, Felaco M, Trakatellis A: Inhibition of MCP-1 and MIP-2 transcription and translation by mimosine in muscle tissue infected with the parasite Trichinella spiralis. Mol Cell Biochem. 2002 Jan;229(1-2):129-37. [PubMed:11936838 ]
  3. Perry C, Sastry R, Nasrallah IM, Stover PJ: Mimosine attenuates serine hydroxymethyltransferase transcription by chelating zinc. Implications for inhibition of DNA replication. J Biol Chem. 2005 Jan 7;280(1):396-400. Epub 2004 Nov 4. [PubMed:15531579 ]
  4. Lin HB, Falchetto R, Mosca PJ, Shabanowitz J, Hunt DF, Hamlin JL: Mimosine targets serine hydroxymethyltransferase. J Biol Chem. 1996 Feb 2;271(5):2548-56. [PubMed:8576220 ]
General function:
Involved in chemokine activity
Specific function:
Chemotactic factor that attracts monocytes and basophils but not neutrophils or eosinophils. Augments monocyte anti-tumor activity. Has been implicated in the pathogenesis of diseases characterized by monocytic infiltrates, like psoriasis, rheumatoid arthritis or atherosclerosis. May be involved in the recruitment of monocytes into the arterial wall during the disease process of atherosclerosis
Gene Name:
CCL2
Uniprot ID:
P13500
Molecular weight:
11024.9
References
  1. Conti P, Frydas S, Reale M, Barbacane RC, Di Gioacchino M, Felaco M, Trakatellis A: Inhibition of MCP-1 and MIP-2 transcription and translation by mimosine in muscle tissue infected with the parasite Trichinella spiralis. Mol Cell Biochem. 2002 Jan;229(1-2):129-37. [PubMed:11936838 ]
  2. Frydas S, Papaioannou N, Papazahariadou M, Hatzistilianou M, Karagouni E, Trakatelli M, Brellou G, Petrarca C, Castellani ML, Conti P, Riccioni G, Patruno A, Grilli A: Inhibition of MCP-1 and MIP-2 chemokines in murine trichinellosis: effect of the anti-inflammatory compound L-mimosine. Int J Immunopathol Pharmacol. 2005 Jan-Mar;18(1):85-94. [PubMed:15698514 ]