Basic information
- CAS
76326-31-3- Standard SMILES
NC(CCCP(=O)(O)O)C(=O)O- InChIKey
VOROEQBFPPIACJ-UHFFFAOYSA-N- Molecular formula
- C5H12NO5P
- Average molar mass
- 197.13 g/mol
- Monoisotopic mass
- 197.04530948
Overview
2-amino-5-phosphonopentanoic acid is the 5-phosphono derivative of 2-aminopentanoic acid; acts as an N-methyl-D-aspartate receptor antagonist. It has a role as a NMDA receptor antagonist. It is functionally related to a 2-aminopentanoic acid and a phosphonic acid.
Names & identifiers
- Preferred name
- 2-Amino-5-phosphonovaleric Acid
- IUPAC
- 2-amino-5-phosphonopentanoic acid
- English name
- DL-2-Amino-5-phosphonopentanoic acid
- Molecular formula
- C5H12NO5P
- Molecular weight
- 197.13
Names & synonyms
76326-31-32-Amino-5-phosphonopentanoic acid2-Amino-5-phosphonovaleric AcidApp acid2-Amino-5-phosphovaleric acidApv acid2-Amino-5-phosphopentanoic acidDL-Norvaline, 5-phosphono-39PJ29YY8ZCHEBI:138644DTXSID90893701RefChem:464669
Show more names
APVDL-APVC13734(±)-2-AP5DL-AP5 (2-APV)5-phosphono-L-norvalineNorvaline, 5-phosphono-
DTXCID10939655DL-AP5DL-2-Amino-5-phosphonopentanoic acid5-Phosphononorvaline5-Phosphono-DL-norvaline2-AMINO-5-PHOSPHONOVALERATEDL-2-Amino-5-phosphonovaleric acidAP-5
Database identifiers
- CAS
76326-31-3- PubChem CID
- 1216
- DTXSID
DTXSID90893701- ChEMBL
CHEMBL28862- ChEBI
CHEBI:138644- UNII
Properties
Computed structural properties
- XLogP
- -5.3
- Topological polar surface area
- 121 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 5
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 200
Physicochemical properties
- Melting point
- 238 · 238-245oC
- Boiling point
- 482.1 · 482.1±55.0 °C(Predicted)
- Density
- 1.529 · 1.529±0.06 g/cm3(Predicted)
- storage temp.
- Store at RT
- solubility
- 4 OH · NH4OH 1 M: 50 mg/mL, clear, colorless
- form
- solid
- pka
- 2.46 · 2.46±0.10(Predicted)
- color
- white
- Water Solubility
- 10 mM · Soluble to 10 mM in water and to 100 mM in 1eq. NaOH
- BRN
- 2446389 · 2446389
- InChI
- InChI=1S/C5H12NO5P/c6-4(5(7)8)2-1-3-12(9,10)11/h4H,1-3,6H2,(H,7,8)(H2,9,10,11)/t4-/m0/s1
- InChIKey
- VOROEQBFPPIACJ-BYPYZUCNSA-N
- SMILES
- C(O)(=O)[C@H](CCCP(O)(O)=O)N
- CAS DataBase Reference
- 76326 · 76326-31-3(CAS DataBase Reference)
- FDA UNII
- 39 PJ29YY8Z · 39PJ29YY8Z
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- F
- 10
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
UsesDL-2-Amino-5-phosphonopentanoic acid has been used:in the inactivation of N-methyl-D-aspartate (NMDA)-mediated synapsesused in growth medium for inhibition of electrical activity in the neuronal networkused to isolate N-methyl-D-aspartate receptors (NMDAR) or α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR)-mediated currents were isolated using this productused in double distilled water to compare its NMDA antagonistic action with that of prion protein (PrPC)
Suppliers49 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
成都蓝蜻蜓生物技术有限公司028-87856149; 15208320722 · [email protected]
Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [email protected]
Syntechem Co.,Ltd[email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…