Benzyloxycarbonyl-asparagine

HCID 75314

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Basic information

CAS: 2304-96-3
Standard SMILES: NC(=O)C[C@H](NC(=O)OCc1ccccc1)C(=O)O
InChIKey: FUCKRCGERFLLHP-VIFPVBQESA-N
Molecular formula: C12H14N2O5
Average molar mass: 266.25 g/mol
Monoisotopic mass: 266.09027155

Overview

inhibits caspase-3

Names & identifiers

Preferred name: Benzyloxycarbonyl-asparagine
IUPAC: (2S)-4-amino-4-oxo-2-(phenylmethoxycarbonylamino)butanoic acid
English name: N-Benzyloxycarbonyl-L-asparagine
Molecular formula: C12H14N2O5
Molecular weight: 266.25

Names & synonyms

benzyloxycarbonylasparaginebenzyloxycarbonyl-asparagineRefChem:795127Z-Asp2304-96-3Z-Asn-OHN-Cbz-L-asparagineCbz-Asn-OHN-Benzyloxycarbonyl-L-asparagineCBZ asparagineL-Asparagine, N2-[(phenylmethoxy)carbonyl]-N-Carbobenzoxy-L-asparagine

Show more names

Z-ASNCBZ-L-ASPARAGINECBZ-L-ASNZ-ASPARAGINENα-Carbobenzoxy-L-asparagineZ-L-ASN-OHCBZ-L-ASN-OHCBZ-L-Aspargine

Carbobenzoxy-L-asparagineMFCD00008035Carbobenzoxy-L-asparaginN-(Benzyloxycarbonyl)-L-asparagineAsparagine, N-(benzyloxy)carbonyl-C12H14N2O5NSC 59837NSC 88498

Database identifiers

CAS: 2304-96-3
PubChem CID: 75314
DTXSID: DTXSID90883824
EC Number: 218-969-5
Nikkaji: J36.784B

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 119 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 7
Heavy atoms: 19
Formal charge: 0
Complexity: 339

Physicochemical properties

Melting point: 163 · 163-165 °C(lit.)
alpha: 6.5 · 6.5 º (c=2, CH3COOH)
Boiling point: 409.45 °C · 409.45°C (rough estimate)
Density: 1.2846 · 1.2846 (rough estimate)
refractive index: 6.3 ° · 6.3 ° (C=1.6, AcOH)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: almost transparency in hot Methanol
form: powder to crystal
pka: 3.77 · 3.77±0.10(Predicted)
color: White to Almost white
optical activity: 20 · [α]20/D +6°, c = 1.6 in acetic acid
BRN: 3085452 · 3085452
InChIKey: FUCKRCGERFLLHP-VIFPVBQESA-N
CAS DataBase Reference: 2304 · 2304-96-3(CAS DataBase Reference)
EPA Substance Registry System: 2 · L-Asparagine, N2-[(phenylmethoxy)carbonyl]- (2304-96-3)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 280 · P280-P302+P352-P362+P364
Hazard Codes: Xi,Xn
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 24 · 24/25-36-26
WGK Germany: 3 · 3
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29242990 · 29242990

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 100% (3 of 3) of all reports.

Not Classified

Aggregated GHS information provided per 3 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesNot Classified

Safety data

wgk: 3
tsca: TSCA listed
hs_code: 29242990
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
safety_code: 24/25-36-26
hazard_class: IRRITANT
Hazard statements: H315-H319-H335
Precautionary statements: P280-P302+P352-P362+P364

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationL-Asparagine, N2-[(phenylmethoxy)carbonyl]-: ACTIVE

Applications · 1 item

UsesNα-Cbz-L-asparagine is an N-Cbz-protected form of L-Asparagine (A790005). L-Asparagine was first isolated by Robiquet and Vauquelin from asparagus juice (a high source of L-asparagine). L-Asparagine is often incorporated into proteins, and is a basis for some cancer therapies as certain cancerous cells require L-asparagine for growth.