2-アミノ-3-ヒドロキシプロピオン酸
L-Serine
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基本情報
- CAS
302-84-1- 標準SMILES
N[C@@H](CO)C(=O)O- InChIKey
MTCFGRXMJLQNBG-REOHCLBHSA-N- 分子式
- C3H7NO3
- 平均分子量
- 105.09 g/mol
- 単同位体質量
- 105.04259308
概要
L-serine is the L-enantiomer of serine. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a human metabolite and an algal metabolite. It is a L-alpha-amino acid, a serine, a serine family amino acid and a proteinogenic amino acid. It is a conjugate base of a L-serinium. It is a conjugate acid of a L-serinate. It is an enantiomer of a D-serine. It is a tautomer of a L-serine zwitterion.
名称と識別子
- 優先名称
- L-Serine
- IUPAC
- (2S)-2-amino-3-hydroxypropanoic acid
- 現地名
- 2-アミノ-3-ヒドロキシプロピオン酸
- 英語名
- (2S)-2-amino-3-hydroxy-propanoic acid
- 分子式
- C3H7NO3
- 分子量
- 0
名称と別名
L-serineserine56-45-1(S)-2-Amino-3-hydroxypropanoic acid(S)-Serinebeta-HydroxyalanineL-(-)-SerineL-ser(2S)-2-amino-3-hydroxypropanoic acidSerinaL-SerinSER (IUPAC abbrev)
名称をさらに表示
2-アミノ-3-ヒドロキシプロパン酸2-アミノ-3-ヒドロキシプロピオン酸L-SERINE FBrn 1721404L-SERINE F, USPCysteine Impurity BCysteine hydrochloride EP Impurity B2-Amino-3-hydroxypropanoic acid, (S)-(2S)-2-amino-3-hydroxy-propanoic acid
Serinumalpha-Amino-beta-hydroxypropionic acidSereneL-3-Hydroxy-alaninebeta-Hydroxy-L-alanineL-2-Amino-3-hydroxypropionic acidL-3-Hydroxy-2-aminopropionic acidPropanoic acid, 2-amino-3-hydroxy-, (S)-
データベース識別子
- CAS
302-84-1、56-45-1、6898-95-9- PubChem CID
- 5951
- DTXSID
DTXSID301031857
物性
構造計算による物性補完中
- XLogP
- -3.1
- 極性表面積
- 83.6 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 4
- 回転可能結合数
- 2
- 重原子数
- 7
- 形式電荷
- 0
- 複雑度
- 72.6
実験および物理化学的性質
Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
Cosmetics
Cosmetic ingredients (Serine) -> CIR (Cosmetic Ingredient Review)
Hair conditioning; Antistatic; Skin conditioning
LogP
LogP = -3.07
-3.07
Taste
SWEETISH TASTE, INSIPID AFTERTASTE
Sweet
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT, NUTRIENT SUPPLEMENT -> FDA Substance added to food
Density1.6 g/cu cm @ 22 °C
Color/Form
HEXAGONAL PLATES OR PRISMS
COLORLESS CRYSTALS
Solubility
SOL IN WATER; PRACTICALLY INSOL IN ABSOLUTE ALCOHOL, ETHER
INSOL IN BENZENE, ETHER, ETHANOL
Water solubility = 425 g/L at 25 °C
425.0 mg/mL
Melting Point
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 94% (236 of 251) of all reports.
Not Classified
Aggregated GHS information provided per 251 reports by companies from 6 notifications to the ECHA C&L Inventory.
Not Classified
危険有害性情報
Regulatory Information
Chemical: L-Serine
Status: Active Update: 07-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5558
Serine: Does not have an individual approval but may be used under an appropriate group standard
L-serine: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - L-Serine: Environment tier I assessment
Hazards SummaryDoes not appear to reach the fetus of pregnant pigs (placenta metabolizes to glycine); Small increase in resorptions observed in rats following intraperitoneal treatment; [REPROTOX]
FDA Requirements
Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).
Hazard Classes and Categories
Not Classified
Not Classified
安全と保護具
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
化学と産業
薬理情報
Bionecessity
AMINO ACID CLASSED AS NONESSENTIAL FOR MAINTENANCE OF GROWTH IN RATS.
SERINE WAS ESSENTIAL FOR OPTIMAL GROWTH OF EMBRYONIC RAT CELLS IN TISSUE CULTURE. SERINE CAN BE REPLACED BY GLYOXYLIC ACID BUT NOT BY GLYCINE OR GLYCOLIC ACID.
Pharmacodynamics
Serine is classified as a nutritionally non-essential amino acid. Serine is critical for the production of the body's proteins, enzymes and muscle tissue. Serine is needed for the proper metabolism of fats and fatty acids. It also helps in the production of antibodies. Serine is used as a natural moisturizing agent in some cosmetics and skin care products. The main source of essential amino acids is from the diet, non-essential amino acids are normally synthesize by humans and other mammals from common intermediates.
Mechanism of Action
L-Serine plays a role in cell growth and development (cellular proliferation). The conversion of L-serine to glycine by serine hydroxymethyltransferase results in the formation of the one-carbon units necessary for the synthesis of the purine bases, adenine and guanine. These bases when linked to the phosphate ester of pentose sugars are essential components of DNA and RNA and the end products of energy producing metabolic pathways, ATP and GTP. In addition, L-serine conversion to glycine via this same enzyme provides the one-carbon units necessary for production of the pyrimidine nucleotide, deoxythymidine monophosphate, also an essential component of DNA.
Absorption, Distribution and Excretion
IN PT AGE 2-9 YR, SERINE PRESENT IN ACID MUCOPOLYSACCHARIDES. EXCESSIVE ACCUMULATION & EXCRETION IN URINE OF MUCOPOLYSACCHARIDES MAY BE RELATED TO ABNORMAL BONDING BETWEEN MUCOPOLYSACCHARIDES & PROTEIN.
IN PT AGE 2-9 YR, URINARY SERINE EXCRETION INCR FROM 0.059-0.162 UMOL/24 HR & PLASMA SERINE LEVELS INCR FROM 0.102-0.158 UMOL/ML.
IN PT AGE 2-9 YR, SERINE IS PROBABLY NOT ESTERIFIED THROUGH ITS BETA-HYDROXYL GROUP TO ACID MUCOPOLYSACCHARIDES BUT IS LINKED BY CARBOXYL GROUP.
DETERMINATION OF SERINE LEVELS IN 13 REGIONS OF THE RAT CEREBRAL CORTEX FAILED TO SHOW ANY MARKED DIFFERENCES IN THE AMINO ACID CONTENTS OF CORTEX AREAS OF DIVERSE FUNCTIONS.
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