Basic information
- CAS
4726-96-9- Standard SMILES
N[C@@H](COCc1ccccc1)C(=O)O- InChIKey
IDGQXGPQOGUGIX-VIFPVBQESA-N- Molecular formula
- C10H13NO3
- Average molar mass
- 195.21 g/mol
- Monoisotopic mass
- 195.08954328
Overview
O-BENZYL-l-SERINE is a L-alpha-amino acid.
Names & identifiers
- Preferred name
- O-benzyl-L-serine
- IUPAC
- (2S)-2-amino-3-phenylmethoxypropanoic acid
- English name
- O-Benzyl-L-serine
- Molecular formula
- C10H13NO3
- Molecular weight
- 195.22
Names & synonyms
O-benzyl-L-serinebenzylserineL-Serine, O-(phenylmethyl)-(2S)-2-amino-3-(benzyloxy)propanoic acidEINECS 225-220-6Benzyl ester of L-SerineDTXSID20884107(2S)-2-amino-3-benzoxy-propionic acidRefChem:167146DTXCID501023577225-220-6IDGQXGPQOGUGIX-VIFPVBQESA-N
Show more names
H-ser(Obzl)-OHBENZYL-L-SERINEH-L-SER(BZL)-OHSer(bzl)L-Ser(Bzl)-OHSERINE(BZL)-OHL-O-BenzylserineO-benzyl-L-aerine
4726-96-9H-Ser(Bzl)-OH(S)-2-Amino-3-(benzyloxy)propanoic acidMFCD00065937(2S)-2-amino-3-phenylmethoxypropanoic acid(2S)-2-ammonio-3-phenylmethoxypropanoateo-BenzylserineRacemic O-(phenylmethyl)serine
Database identifiers
- CAS
4726-96-9- PubChem CID
- 78457
- DTXSID
DTXSID20884107- ChEMBL
CHEMBL1235900- ChEBI
CHEBI:193485- EC Number
- 225-220-6
- Nikkaji
- J208.065F
Properties
Computed structural properties
- XLogP
- -2
- Topological polar surface area
- 72.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 178
Experimental & physicochemical properties
Collision Cross Section
141.17 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
142.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 227 °C · ~227 °C (dec.)
- Boiling point
- 359 ℃ · 359℃
- Density
- 1.217 · 1.217
- refractive index
- 7.3 ° · 7.3 ° (C=2, 1mol/L HCl)
- Flash point
- 171 ℃ · 171℃
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly), Water (Slightly)
- form
- Powder
- pka
- 2.1 · 2.10±0.10(Predicted)
- color
- White to off-white
- optical activity
- 20 · [α]20/D +21±2°, c = 2% in acetic acid: water (4:1) (+ 1 Eq HCl)
- BRN
- 2114846 · 2114846
- Major Application
- peptide synthesis
- InChI
- 1S/C10H13NO3/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1
- InChIKey
- IDGQXGPQOGUGIX-VIFPVBQESA-N
- SMILES
- N[C@@H](COCc1ccccc1)C(O)=O
- CAS DataBase Reference
- 4726 · 4726-96-9(CAS DataBase Reference)
- EPA Substance Registry System
- L-Serine, O-(phenylmethyl)- (4726-96-9)
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 280 · P280-P302+P352-P362+P364
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Safety Statements
- 24 · 24/25
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 29225090 · 29225090
- Storage Class
- 13 · 13 - Non Combustible Solids
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.
Warning
H315 (33.3%): 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)
Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29225090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 13 - Non Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P280-P302+P352-P362+P364
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationL-Serine, O-(phenylmethyl)-: ACTIVE
Applications
UsesO-Benzyl-L-Serine is used in the preparation of serine analogs as specific agonists for NMDA receptor glycine binding sites. It also functions as an eluent for ligand exchange chromatography for the separation of constrained glutamate receptor ligands.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
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武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]
苏州启航生物科技有限公司18151111370 · [email protected]
Hangzhou Go Top Peptide Biotech0571-88211921 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
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常州安轩化工有限公司13912302692 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海安化生物技术有限公司021-61263375 18168859245
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四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
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TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
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成都创科诚生物科技有限公司028-028-0000000 13008177686 · [email protected]
南京德尔诺医药科技有限公司02585057128;025-86957866 13952093866 · [email protected]
苏州爱玛特生物科技有限公司0512-56316828 4008675858 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
南京克迪特贸易有限公司025-52164950 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
四川安派博生物科技有限公司028-65294243 18682730901 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海嵩爰化工科技有限公司010-1234567 18521000990 · [email protected]
无锡亚肽生物科技有限公司0510-83583050 13771062561 · [email protected]
深圳市奇美克生物科技有限公司13692196024 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
天津詹士顿医药科技有限公司022-60131465 18920720807 · [email protected]
九鼎化学（上海）科技有限公司4009209199 · [email protected]
广东翁江化学试剂有限公司0751-2886766 13927870850 · [email protected]
Additional notes
DefinitionChEBI: O-BENZYL-l-SERINE is a L-alpha-amino acid.
Related reactions
20 records
Compound notes
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