CAS 368-16-1|3-METHYL-L-HISTIDINE|3-methylhistidine|(2S)-2-amino-3-(1-methyl-1H-imidazol-5-yl)propanoic acid|3-(1-Methylimidazol-5-yl)-L-alanine|1-Methyl-L-histidine (archaic)|π-Methyl-L-histidine|...

General Information

Structure

Molecular Formula

C₇H₁₁N₃O₂

Molecular Mass

169.18114

Exact Mass

169.08512661

Charge

InChI

InChI=1S/C7H11N3O2/c1-10-4-9-3-5(10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)/t6-/m0/s1

InChIKey

JDHILDINMRGULE-LURJTMIESA-N

Canonic Smiles

Cn1cncc1C[C@@H](C(=O)O)N

Isomeric Smiles

Cn1cncc1C[C@H](N)C(=O)O

Calculated Properties

JChem

LogD (pH = 7.4)

-3.40

LogD (pH = 5.5)

-3.81

Log P

-3.40

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

1.92

Polar Surface Area

81.14

Polarizability

16.56

Molar Refractivity

42.96

LOG S

0.07

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

3-METHYL-L-HISTIDINE3-(1-Methylimidazol-5-yl)-L-alanine1-Methyl-L-histidine (archaic)π-Methyl-L-histidine3-Methyl-L-histidineN(pai)-Methyl-L-histidine3-Methyl-L-histidineN-pros-Methyl-L-histidine1-MethylhistidineN(pros)-methyl-L-histidine(2S)-2-amino-3-(1-methyl-1H-imidazol-5-yl)propanoic acid3-Methylhistidine3-methylhistidineTau-methylhistidine

IUPAC Traditional name

3-methylhistidine 3,methylhistidine

IUPAC name

(2S)-2-amino-3-(1-methyl-1H-imidazol-5-yl)propanoic acid

Names and Identifiers

Registration numbers

CAS Number

368-16-1

PubChem SID

1620889172489730353801122

MDL Number

MFCD00083658

PubChem CID

64969

EC Number

206-704-6

Protein Data Bank

1mro7b2c6q7q5a0y3pot5l866f176q7r3m2r5a8k3m307b1s3m2u5n286f1a3m2v5n2a5ojb

CHEBI ID

CHEBI:7067CHEBI:27596CHEBI:19854CHEBI:21445

MetaboLights Database

MTBLS1541MTBLS145MTBLS690MTBLS612MTBLS312MTBLS615MTBLS379MTBLS570MTBLS2559MTBLS1622MTBLS123MTBLS459MTBLS360MTBLS290MTBLS639

UniProt Database

P12971P50117Q49174P07961P58815P28783P11558P50116O27232P13538P06702P21110Q58256P07962Q60391

PubMed Citation Links

246815312400903122612948

Patent number

US2007191592EP1113008EP0965584US2007254831EP0965583WO2005051304

SureChEMBL Database

KEGG ID

Beilstein Number

SABIO-RK Database

BRENDA Ligand Database

BKMS React Database

ACToR Database

Reaxys Registry

Gmelin ID

HMDB Database

PDBeChem Database

Registration numbers

Properties

Safety Information

MSDS Link

Download link

GHS Pictograms

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

36/37/38

dust mask type N95 (US), Eyeshields, Gloves

P261-P305+P351+P338

Warning

26-36

Irritant (Xi)

H315-H319-H335

Product Information

Download link

Properties

Related Proteins

Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

M9005

Biochem/physiol Actions
3-Methyl-L-histidine is a non-proteinogenic amino acid and an index of muscle breakdown.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M9005.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

MP Biomedicals

05208718

MP Biomedicals Rare Chemical collection

ChEBI

CHEBI:27596

A L-histidine derivative that is L-histidine substituted by a methyl group at position 3 on the imidazole ring.

Molecule Details

References

PubChem Literature

No Data Available

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References