CAS 351-50-8|CAS 71-00-1|D-HISTIDINE|(R)-2-Amino-3-(4-imidazolyl)propionic acid|D-histidine|D-α-Amino-β-(4-imidazolyl)propionic acid|(2R)-2-amino-3-(1H-imidazol-4-yl)propanoic acid|D-α-A...

General Information

Structure

Molecular Formula

C₆H₉N₃O₂

Molecular Mass

155.15456

Exact Mass

155.06947654

Charge

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

Canonic Smiles

N[C@@H](C(=O)O)Cc1c[nH]cn1

Isomeric Smiles

N[C@H](Cc1c[nH]cn1)C(=O)O

Calculated Properties

JChem

LogD (pH = 7.4)

-3.29

LogD (pH = 5.5)

-3.86

Log P

-3.29

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

1.85

Polar Surface Area

92.00

Polarizability

14.73

Molar Refractivity

37.49

LOG S

-0.44

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

D-HISTIDINE(R)-2-Amino-3-(4-imidazolyl)propionic acidD-α-Amino-β-(4-imidazolyl)propionic acidD-α-Amino-β-(4-imidazolyl)propionic acidD-组氨酸D-HistidineD-2-氨基-3-(4-咪唑基)丙酸(R)-2-Amino-3-(1H-imidazol-4-yl)propanoic acidH-D-His-OHL-Histidin(S)-alpha-Amino-1H-imidazole-4-propionic acidL-HistidineH(S)-4-(2-Amino-2-carboxyethyl)imidazoleL-histidineHisHISTIDINE(S)-alpha-amino-1H-Imidazole-4-propanoic acidL-(-)-histidineD-Histidine(R)-alpha-Amino-1H-imidazole-4-propionic acidD-HISTIDINEDHID-HistidinD-histidine

IUPAC Traditional name

D-histidine L-histidin D-histidin

IUPAC name

(2R)-2-amino-3-(1H-imidazol-4-yl)propanoic acid (2S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid

Names and Identifiers

Registration numbers

CAS Number

351-50-871-00-1

EC Number

206-513-8

PubChem SID

162090357248955912487754581450608144428

PubChem CID

MDL Number

Beilstein Number

KEGG ID

Reaxys Registry

MetaboLights Database

MTBLS612MTBLS1044MTBLS703MTBLS1040MTBLS403MTBLS2737MTBLS881MTBLS1739MTBLS3628MTBLS2336MTBLS283MTBLS4618MTBLS601MTBLS413MTBLS615

UniProt Database

Q4SRI6P16453P20897A9M159Q5HT53A5U124P0DD35Q9JXS9B1YMX3Q9ZDL1Q6DG36Q45420Q1XH10P0A0E0Q6HLE8

BKMS React Database

2295781240721063297631240621247892995349216149309834

BRENDA Ligand Database

124801124789106229763299522957834921614124062930910635080421613124072

SABIO-RK Database

9785139051405140370051478710589140411921140698100082031105811398

ACToR Database

26062-48-67006-35-1150-35-6

PubMed Citation Links

224156772171920721608102152065812251764022324399248520668098815744050

CHEMBL

CHEMBL17962CHEMBL104875

KNApSAcK Database

C00001363

CompTox Database

DTXSID9023126DTXSID70889344

SureChEMBL Database

SCHEMBL3259SCHEMBL59365

MetaCyc Database

HISCPD-12151

Patent number

EP1400529EP1609462EP1627884EP1600162US2007238669EP1182261US2005020656EP1983044WO2007124463EP1364958EP1869977EP1975176US2007197430EP1364957

Gmelin ID

8304283043

BioModels Database

BIOMD0000000497BIOMD0000000473BIOMD0000000470BIOMD0000001061BIOMD0000000496BIOMD0000000469BIOMD0000000471BIOMD0000000472

EnzymePortal Database

Q8GSJ1Q9S762Q9ULX7P00915P35218P00918P43166P22748

IntAct Database

EBI-22233549EBI-22233535EBI-22233563

CHEBI ID

CHEBI:43114CHEBI:21324CHEBI:43239CHEBI:6240CHEBI:43048CHEBI:43190CHEBI:13117CHEBI:15971CHEBI:27947CHEBI:4197CHEBI:21039CHEBI:42063

DrugBank ID

ECMDB Database

KEGG DRUG Database

PDBeChem Database

HMDB Database

VirtualMetabolicHuman Database

his_L

Wikipedia Title

L-histidine

YMDB Database

YMDB00369YMDB00794

Registration numbers

Properties

Safety Information

Storage Condition

Room Temperature (15-30°C)

MSDS Link

Download link

German water hazard class

Personal Protective Equipment

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

TSCA Listed

是

Pharmacology Properties

Gene Information

human ... CA1(759), CA2(760)

Physical Property

Optical Rotation

[α]20/D +39±1°, c = 5% in H2O

+39 (c=5 in water)

Melting Point

280-290 °C (dec.)

ca 285°C dec.

Properties

Related Proteins

No Data Available

Click here to submit data

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

MP Biomedicals

02151263

Free Base
Crystalline

Sigma Aldrich

H3751

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.

53321

Other Notes
Inactive isomer

ChEBI

CHEBI:15971

The L-enantiomer of the amino acid histidine.

CHEBI:27947

An optically active form of histidine having D-configuration.

Molecule

ID:103306