2-(((Benzyloxy)carbonyl)amino)-4-methylpentanoic acid

HCID 246673CAS 2018-66-8

Substructure search Find similar structures

Basic information

Standard SMILES: CC(C)CC(NC(=O)OCc1ccccc1)C(=O)O
InChIKey: USPFMEKVPDBMCG-UHFFFAOYSA-N
Molecular formula: C14H19NO4
Average molar mass: 265.3 g/mol
Monoisotopic mass: 265.13140809

Names & identifiers

Preferred name: 2-(((Benzyloxy)carbonyl)amino)-4-methylpentanoic acid
IUPAC: 4-methyl-2-(phenylmethoxycarbonylamino)pentanoic acid
English name: N-Carbobenzoxy-DL-leucine
Molecular formula: C14H19NO4
Molecular weight: 265.31

Names & synonyms

2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoic acid2-(((Benzyloxy)carbonyl)amino)-4-methylpentanoic acidRefChem:446956856-886-13588-60-1Z-DL-Leu-OHN-Carbobenzoxy-DL-leucinecbz-dl-leucine((Benzyloxy)carbonyl)leucineMFCD000651294-methyl-2-(phenylmethoxycarbonylamino)pentanoic aciddl-Leucine, N-[(phenylmethoxy)carbonyl]-

Show more names

CARBOBENZOXY-DL-LEUCINECbz-DL-LeuZ-DL-LEUCINEZ-DL-HISTIDINEN-CBZ-DL-LEUCINEZ-DL-Leu-OH (oil)Z-DL-Leu-OH >=98.0%

SCHEMBL1823902FD21923Z285919526Z-D-LeucinCbz-DL-Leu-OHZ-DL-leucine (oil)N-(Benzyloxycarbonyl)-DL-leucineN-[(Benzyloxy)carbonyl]leucine

Database identifiers

CAS: 2018-66-8、28862-79-5、3588-60-1
PubChem CID: 246673
DTXSID: DTXSID90289266
EC Number: 856-886-1
Nikkaji: J2.792.820J

Properties

Computed structural properties

XLogP: 2.8
Topological polar surface area: 75.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 7
Heavy atoms: 19
Formal charge: 0
Complexity: 298

Physicochemical properties

Melting point: 54 °C · 54 °C
Boiling point: 442.8 · 442.8±38.0 °C(Predicted)
Density: 1.158 · 1.158±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly)
form: Solid
pka: 4 · 4.00±0.21(Predicted)
color: White to Off-White
BRN: 4695869 · 4695869
InChI: InChI=1S/C14H19NO4/c1-10(2)8-12(13(16)17)15-14(18)19-9-11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3,(H,15,18)(H,16,17)/t12-/m0/s1
InChIKey: USPFMEKVPDBMCG-LBPRGKRZSA-N
SMILES: C(O)(=O)[C@H](CC(C)C)NC(OCC1=CC=CC=C1)=O
CAS DataBase Reference: 3588 · 3588-60-1(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
WGK Germany: 3 · 3
HS Code: 29242990 · 29242990

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
hs_code: 29242990
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 1 item

DescriptionIt is a biologically active amino acid usually used as nutritional supplements, flavour enhancer, and components for preparing pharmaceutical and biochemical products such as amino acid infusion and comprehensive amino acid, hypoglycemic agent, plant growth promoter. Specifically, it is found that ingestion of a high whey protein, leucine-enriched supplement resulted in a larger overall postprandial muscle protein synthesis rate in healthy older people compared with a conventional dairy product.1 Moreover, this substance possesses the most marked anabolic characteristics in acting as a trigger element for the initiation of protein synthesis, thus guaranteeing the healthy human skeleton muscle metabolism.2 In addition, this chemical may be involved in the promotion of plant growth.3