Basic information
- Standard SMILES
NC(CO)C(=O)O- InChIKey
MTCFGRXMJLQNBG-UHFFFAOYSA-N- Molecular formula
- C3H7NO3
- Average molar mass
- 105.09 g/mol
- Monoisotopic mass
- 105.04259309
Names & identifiers
- Preferred name
- DL-Serine
- IUPAC
- 2-amino-3-hydroxypropanoic acid
- English name
- DL-Serine
- Molecular formula
- C3H7NO3
- Molecular weight
- 105.09
Names & synonyms
Show more names
Database identifiers
- CAS
302-84-1、312-84-5、56-45-1- PubChem CID
- 617
- DTXSID
DTXSID70859325- ChEBI
CHEBI:17822- UNII
- 00PAR1C66F
- EC Number
- 206-130-6
- Nikkaji
- J1.277G
Properties
Computed structural properties
- XLogP
- -3.1
- Topological polar surface area
- 83.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 72
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 240 °C · 240 °C (dec.) (lit.)
- Boiling point
- 197.09 °C · 197.09°C (rough estimate)
- Density
- 1.53 · 1.53
- refractive index
- 1.4368 · 1.4368 (estimate)
- FLAVIS Number
- 17.02 · 17.020 | D,L-Serine
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 2 O: · H2O: soluble
- form
- Crystalline Powder
- pka
- 2.19 · 2.19(at 25℃)
- color
- White
- Odor
- Odorless
- Water Solubility
- 50.23 g/L · 50.23 g/L (25 ºC)
- Merck
- 14 · 14,8460
- BRN
- 1721402 · 1721402
- Henry's Law Constant
- 3.9 · 3.9×1010 mol/(m3Pa) at 25℃, Saxena and Hildemann (1996)
- Cosmetics Ingredients Functions
- FRAGRANCEHAIR CONDITIONINGANTISTATICSKIN CONDITIONING
- InChI
- 1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)
- InChIKey
- MTCFGRXMJLQNBG-UHFFFAOYSA-N
- SMILES
- NC(CO)C(O)=O
- LogP
- -3.46 · -3.460
- CAS DataBase Reference
- 302 · 302-84-1(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 0 PAR1C66F · 00PAR1C66F
- NIST Chemistry Reference
- DL-Serine(302-84-1)
- EPA Substance Registry System
- Serine (302-84-1)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 75 · NA.75
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 302 · P302+P352-P305+P351+P338-P362+P364
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 24 · 24/25-36-26
- WGK Germany
- 3 · 3
- RTECS
- 8100000 · VT8100000
- TSCA
- TSCA listed
- HS Code
- 29225000 · 29225000
- Storage Class
- 11 · 11 - Combustible Solids
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 99.6% (261 of 262) of all reports.
Not Classified;Reported as not meeting GHS hazard criteria by 261 of 262 companies (only 0.4% companies provided GHS information). For more detailed information, please visit ECHA C&L website.
Aggregated GHS information provided per 262 reports by companies from 2 notifications to the ECHA C&L Inventory.;Reported as not meeting GHS hazard criteria per 261 of 262 reports by companies.;There is 1 notification provided by 1 of 262 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: DL-Serine
Regulation (EC) No 1831/2003 (amended)
Status: Active Update: 12-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21820
Serine: Does not have an individual approval but may be used under an appropriate group standard
Regulatory information
Regulatory Information
Chemical: DL-Serine
Regulation (EC) No 1831/2003 (amended)
Status: Active Update: 12-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21820
Serine: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- VT8100000
- hs_code
- 29225000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 24/25-36-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P302+P352-P305+P351+P338-P362+P364
Chemistry & industry
Uses & manufacturing
Applications
DescriptionDL-Serine is a kind of neutral aliphatic amino acids containing hydroxyl groups with polarity but being uncharged, and belongs to nonessential amino acids for human body. It has a high content in sericin silk protein and fibroin protein. It can be formed from the methyl transfer reaction of glycine. It can also be converted to pyruvate or hydroxy pyruvate through deamination. It is also an important raw material for in vivo synthesis of choline and cysteine.
UsesDL-Serine is used in the synthesis of novel tryptoline derivatives as IDO (indoleamine 2,3-Deoxygenase) inhibitors, for potential use in Alzheimer’s treatment.
Preparation methods
PreparationDL-serine is obtained by complexing glycine under the catalysis of copper ions and then combining with formaldehyde under alkaline conditions, followed by acidification, ion exchange, and crystallization in ethanol.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: Serine is an alpha-amino acid that is alanine substituted at position 3 by a hydroxy group. It has a role as a fundamental metabolite. It is an alpha-amino acid and a polar amino acid. It contains a hydroxymethyl group. It is a conjugate base of a serinium. It is a conjugate acid of a serinate. It is a tautomer of a serine zwitterion.
Related reactions
Linked notes
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