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351-50-8 molecular structure
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(2R)-2-amino-3-(1H-imidazol-4-yl)propanoic acid

ChemBase ID: 103306
Molecular Formular: C6H9N3O2
Molecular Mass: 155.15456
Monoisotopic Mass: 155.06947654
SMILES and InChIs

SMILES:
N[C@H](Cc1c[nH]cn1)C(=O)O
Canonical SMILES:
N[C@@H](C(=O)O)Cc1c[nH]cn1
InChI:
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m1/s1
InChIKey:
HNDVDQJCIGZPNO-RXMQYKEDSA-N

Cite this record

CBID:103306 http://www.chembase.cn/molecule-103306.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R)-2-amino-3-(1H-imidazol-4-yl)propanoic acid
IUPAC Traditional name
D-histidine
Synonyms
(R)-2-Amino-3-(4-imidazolyl)propionic acid
D-α-Amino-β-(4-imidazolyl)propionic acid
D-HISTIDINE
D-α-Amino-β-(4-imidazolyl)propionic acid
D-Histidine
(R)-2-Amino-3-(1H-imidazol-4-yl)propanoic acid
H-D-His-OH
D-2-氨基-3-(4-咪唑基)丙酸
D-组氨酸
CAS Number
351-50-8
EC Number
206-513-8
MDL Number
MFCD00065963
Beilstein Number
84089
PubChem SID
162090357
24877545
24895591
PubChem CID
71083

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 1.8547646  H Acceptors
H Donor LogD (pH = 5.5) -3.85503 
LogD (pH = 7.4) -3.2925096  Log P -3.293445 
Molar Refractivity 37.4933 cm3 Polarizability 14.774462 Å3
Polar Surface Area 92.0 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Melting Point
280-290 °C (dec.) expand Show data source
ca 285°C dec. expand Show data source
Optical Rotation
[α]20/D +39±1°, c = 5% in H2O expand Show data source
+39 (c=5 in water) expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
1 expand Show data source
TSCA Listed
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Gene Information
human ... CA1(759), CA2(760) expand Show data source
Purity
≥98% (TLC) expand Show data source
≥99.0% (T) expand Show data source
98% expand Show data source
99% expand Show data source
Grade
puriss. expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C6H9N3O2 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02151263 external link
Free Base
Crystalline
Sigma Aldrich - H3751 external link
Other Notes
Inactive isomer
Biochem/physiol Actions
D-Histidine may be used in the design of peptide drugs, cationic peptides, such as analogues of carnosine. D-Histidine may also be used as a heavy metal sequestration agent.
Sigma Aldrich - 53321 external link
Other Notes
Inactive isomer

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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