N-アセチル-DL-トリプトファン

N-Acetyltryptophan

HCID 2002CAS 1218-34-4

部分構造検索類似構造を探す

基本情報

標準SMILES: CC(=O)NC(Cc1c[nH]c2ccccc12)C(=O)O
InChIKey: DZTHIGRZJZPRDV-UHFFFAOYSA-N
分子式: C13H14N2O3
平均分子量: 246.26 g/mol
単同位体質量: 246.10044231

名称と識別子

優先名称: N-Acetyltryptophan
IUPAC: 2-acetamido-3-(1H-indol-3-yl)propanoic acid
現地名: N-アセチル-DL-トリプトファン
英語名: N-Acetyl-DL-tryptophan
分子式: C13H14N2O3
分子量: 246.26

名称と別名

N-Acetyl-DL-tryptophan87-32-1N-Acetyltryptophanacetyltryptophan2-acetamido-3-(1H-indol-3-yl)propanoic acidDL-AcetyltryptophanDL-N-AcetyltryptophanTryptophan, N-acetyl-N-Acetyl-DL-tryptophaneNSC49124n-acetyltryptophaneNSC 49124

名称をさらに表示

N-アセチル-DL-トリプトファンrac-(R*)-N-アセチル-2-(1H-インドール-3-イルメチル)グリシンrac-(2R*)-3-(1H-インドール-3-イル)-2-(アセチルアミノ)プロパン酸dl-N-アセチルトリプトファンrac-(S*)-2-(アセチルアミノ)-3-(1H-インドール-3-イル)プロパン酸rac-(R*)-2-(アセチルアミノ)-3-(1H-インドール-3-イル)プロパン酸rac-(R*)-α-(アセチルアミノ)-1H-インドール-3-プロパン酸rac-(αR*)-α-(アセチルアミノ)-1H-インドール-3-プロピオン酸(±)-Nα-アセチルトリプトファンNα-アセチル-DL-トリプトファンrac-(αR*)-α-(アセチルアミノ)-1H-インドール-3-プロパン酸AC-DL-TRP-OHAC-DL-TrpAURORA 2470N-Ac-DL-Trp-OHN-ACETYL-DL-TRPAKOS BBS-00007672N-Ac-DL-Tryptophan

4460NBV53FAC-TryEINECS 201-739-3NSC-49124ACETYLTRYPTOPHAN, DL-Acetyl tryptophand,l-alpha-Acetylamino-3-indolepropionic acidCHEBI:70976

データベース識別子

CAS: 1218-34-4、87-32-1
PubChem CID: 2002
DTXSID: DTXSID40861672
ChEMBL: CHEMBL1905494、CHEMBL54170
ChEBI: CHEBI:70976
UNII: 4460NBV53F
EC Number: 201-739-3

物性

構造計算による物性

XLogP: 1.1
極性表面積: 82.2 Å²
水素結合供与体数: 3
水素結合受容体数: 3
回転可能結合数: 4
重原子数: 18
形式電荷: 0
複雑度: 332

実験および物理化学的性質

Physical DescriptionBeige powder; [Sigma-Aldrich MSDS]

Collision Cross Section · 3 件

157.36 Å² [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；151.44 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；155.4 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；146.86 Å² [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

153.8 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；158.3 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；158.5 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

153.4 Å² [M+H]+；158.6 Å² [M-H]-；158.1 Å² [M+Na]+

物理化学的性質

融点: 204 · 204-206 °C (dec.) (lit.)
沸点: 389.26 °C · 389.26°C (rough estimate)
比旋光度: -0.5 · -0.5~+0.5°(20℃/D)(c=2,C2H5OH)
比重(密度): 1.1855 · 1.1855 (rough estimate)
蒸気圧: 0.00005 mPa · <0.00005 mPa ( 20 °C)
屈折率: 1.645 · 1.6450 (estimate)
貯蔵温度: 2 · 2-8°C
溶解性: 96 · 水に溶けにくく、エタノール（96％）に溶けやすい。アルカリ金属水酸化物の希薄溶液に溶けます。
酸解離定数(Pka): 3.65 · 3.65±0.10(Predicted)
外見: 粉
色: 白色～淡黄色
PH: 3.25 · 3.25 (20°C, 0.5g/L in H2O)
由来生物: synthetic
水溶解度: 冷水に不溶
BRN: 89478 · 89478
安定性: 安定。強力な酸化剤とは相容れない。
主な用途: 液剤非経口投与製薬／バイオ医薬品プロセス
InChI: 1S/C13H14N2O3/c1-8(16)15-12(13(17)18)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7,12,14H,6H2,1H3,(H,15,16)(H,17,18)
InChIKey: DZTHIGRZJZPRDV-UHFFFAOYSA-N
SMILES: CC(=O)NC(Cc1c[nH]c2ccccc12)C(O)=O
LogP: -0.408 · -0.408 (est)
CAS データベース: 87 · 87-32-1(CAS DataBase Reference)
NISTの化学物質情報: Acetyl-dl-tryptophan(87-32-1)
EPAの化学物質情報: Tryptophan, N-acetyl- (87-32-1)

化学的性質

化学的特性white powder

安全と法規制

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 97.6% (41 of 42) of all reports.

Not Classified；Reported as not meeting GHS hazard criteria by 41 of 42 companies (only 2.4% companies provided GHS information). For more detailed information, please visit ECHA C&L website.

Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 41 of 42 reports by companies.；There is 1 notification provided by 1 of 42 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.

危険有害性情報

Regulatory Information · 2 件

Status: Active Update: 19-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24518

Tryptophan, N-acetyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See Tryptophan.

Hazard Classes and CategoriesNot Classified

法規制情報

Regulatory Information · 2 件

Status: Active Update: 19-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24518

Tryptophan, N-acetyl-: Does not have an individual approval but may be used under an appropriate group standard

安全データ

wgk: 3
tsca: TSCA listed
hs_code: 29339990
化審法: (9)-1601
hazard_note: Keep Cold
safety_code: 24/25
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological ClassificationCompounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES).

用途と製造

General Manufacturing InformationTryptophan, N-acetyl-: ACTIVE

応用分野

用途有機合成原料。

使用N-Acetyl-DL-tryptophan is produced via chemical synthesis using the standard amino acid, tryptophan. It can be used in downstream applications of biopharmaceutical production as a transfer agent or stabilizer.

調製方法

純化方法A likely impurity is tryptophan. Crystallise it from EtOH by adding water. [Cowgill Biochim Biophys Acta 200 18 1970, DL: Berg J Biol Chem 100 79 1933, Beilstein 22/14 V 40-50.]