Basic information
- CAS
17885-08-4- Standard SMILES
NC(COP(=O)(O)O)C(=O)O- InChIKey
BZQFBWGGLXLEPQ-UHFFFAOYSA-N- Molecular formula
- C3H8NO6P
- Average molar mass
- 185.07 g/mol
- Monoisotopic mass
- 185.00892397
Overview
O-phosphoserine is a serine derivative that is serine substituted at the oxygen atom by a phosphono group. It has a role as a human metabolite. It is an O-phosphoamino acid, a serine derivative and a non-proteinogenic alpha-amino acid. It is a conjugate acid of an O-phosphonatooxyserine(2-).
Names & identifiers
- Preferred name
- dl-O-Phosphoserine
- IUPAC
- 2-amino-3-phosphonooxypropanoic acid
- English name
- DL-O-Phosphoserine
- Molecular formula
- C3H8NO6P
- Molecular weight
- 185.07
Names & synonyms
17885-08-4dl-O-PhosphoserineO-Phospho-DL-serineDL-Serine dihydrogen phosphateH-DL-Ser(H2PO3)-OHo-PhosphonoserineP-serineDL-O-PhosphorylserineDL-Serine monophosphoric acid2-amino-3-phosphonooxypropanoic acidphosphorylserineDL-Phosphoserine
Show more names
PHOSPHOSERINEL-PHOSPHOSERINEO-phosphono-L-serineDL-SOPSerophenNSC 90791H-SER(P)-OHEnergoserina
2-amino-3-(phosphonooxy)propanoic acid3-phospho-serineMFCD00021723serine-3-phosphate3-phospho-1-serineDL-O-Serine phosphateH-D-Ser(POH)-OHDL-2-Amino-3-hydroxypropanoic acid 3-phosphate
Database identifiers
- CAS
17885-08-4- PubChem CID
- 106
- DTXSID
DTXSID00859358- ChEMBL
CHEMBL180002- ChEBI
Properties
Computed structural properties
- XLogP
- -5.1
- Topological polar surface area
- 130 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 4
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 186
Experimental & physicochemical properties
DrugsPharmaceuticals
Melting Point228 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 190 °C · 190 °C(lit.)
- Boiling point
- 475.4 · 475.4±55.0 °C(Predicted)
- Density
- 1.809 · 1.809
- storage temp.
- -15 °C · -15°C
- solubility
- 2 O: · H2O: 50 mg/mL hot, clear, colorless to slightly yellow
- form
- Solid
- pka
- 1.71 · 1.71±0.10(Predicted)
- color
- White to Off-White
- Merck
- 7363 · 7363
- BRN
- 1726828 · 1726828
- InChI
- InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
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 (97.6%): 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 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (97.6%)
Safety data
- F
- 10
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26
- 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
- P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Tissue LocationsEpidermis
Cellular LocationsCytoplasm
Applications
UsesDL-O-Phosphoserine is used in alternative pathways for biosynthesis of cysteine and of selenocysteine.
Upstream & downstream products
Upstream raw materials
Suppliers74 total
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
Hangzhou Collab Medicine Co.,Ltd.+86-15936229464 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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