Basic information
- CAS
79055-68-8- Standard SMILES
N[C@H](CCCP(=O)(O)O)C(=O)O- InChIKey
VOROEQBFPPIACJ-SCSAIBSYSA-N- Molecular formula
- C5H12NO5P
- Average molar mass
- 197.13 g/mol
- Monoisotopic mass
- 197.04530948
Overview
See also: d-AP5 (annotation moved to).
Names & identifiers
- Preferred name
- (R)-2-Amino-5-phosphonopentanoic acid
- IUPAC
- (2R)-2-amino-5-phosphonopentanoic acid
- English name
- D-AP5
- Molecular formula
- C5H12NO5P
- Molecular weight
- 197.13
Names & synonyms
(R)-2-Amino-5-phosphonopentanoic acid5-Phosphono-D-norvaline(2R)-2-amino-5-phosphonopentanoic acidd-APVD-Norvaline, 5-phosphono-D-2-amino-5-phosphonopentanoic acidD-2-Amino-5-phosphopentanoic acidMFCD00078839D-2-Amino-5-phosphonovaleric acidD(-)-2-Amino-5-phosphonopentanoic acidBDBM819772-Amino-5-phosphonovalerate, (R)-
Show more names
EIF4G2D-AP5IF4G2(R)-AP-5Emasol L10Emasol L 10Emasol L-10D-AP5(mM/ml)D-AP5 ，E1246
PDSP1_000129PDSP2_000128(R)-2-amino-5-phosphonopentanoicacidNCGC00015065-02NCGC00024471-03D-APV;D-2-Amino-5-phosphonovaleric acid(R)-(-)-2-Amino-5-phosphonopentanoic acidD(-)-AP-5
Database identifiers
- CAS
79055-68-8- PubChem CID
- 135342
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
- 233 ℃ · approximate 233℃
- Boiling point
- 482.1 · 482.1±55.0 °C(Predicted)
- Density
- 1.529 · 1.529±0.06 g/cm3(Predicted)
- RTECS
- 2513000 · RD2513000
- storage temp.
- Store at RT
- solubility
- 100 mM · Soluble to 100 mM in sterile
- form
- White solid
- pka
- 2.46 · 2.46±0.10(Predicted)
- color
- White
- Water Solubility
- Soluble in water (100mM)
- Sensitive
- Light Sensitive
- 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-/m1/s1
- InChIKey
- VOROEQBFPPIACJ-SCSAIBSYSA-N
- SMILES
- N[C@H](CCCP(O)(O)=O)C(O)=O
- FDA UNII
- 39 X2NL7F · CD39X2NL7F
- UNSPSC Code
- 12352106 · 12352106
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- 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
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
DescriptionD-AP5 is a selective N-methyl-D-aspartate (NMDA) receptor antagonist (Kd = 1.4 μM) that competitively inhibits the glutamate binding site of NMDA receptors. Whereas D-AP5 is the active (−)-stereoisomer, its (+)-isomer (L-AP5) demonstrates considerably less potent NMDA receptor antagonist activity. AP5 has been widely used to study the activity of NMDA receptors particularly in regard to researching synaptic plasticity, learning, and memory.
UsesA competitive NMDA antagonist
General DescriptionActive enantiomer of DL-2-amino-5-phosphonopentanoic acid (AP5) that is a commonly used competitive NMDA receptor antagonist.
Suppliers69 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
苏州启航生物科技有限公司18151111370 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
湖北云镁科技有限公司027-59206672 18327059871 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
成都蓝蜻蜓生物技术有限公司
Related reactions
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Compound notes
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