N-Benzoyl-3-phenylisoserine, (2R,3S)-

HCID 2762289CAS 132201-33-3

기본 정보

표준 SMILES: O=C(N[C@@H](c1ccccc1)[C@@H](O)C(=O)O)c1ccccc1
InChIKey: HYJVYOWKYPNSTK-UONOGXRCSA-N
분자식: C16H15NO4
평균 분자량: 285.29 g/mol
단동위원소 질량: 285.10010796

이름 및 식별자

우선 이름: N-Benzoyl-3-phenylisoserine, (2R,3S)-
IUPAC: (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoic acid
영어명: (2R,3S)-N-Benzoyl-3-phenyl Isoserine
분자식: C16H15NO4
분자량: 285.3

이름 및 동의어

132201-33-3(2R,3S)-N-Benzoyl-3-phenylisoserineN-Benzoyl-3-phenylisoserine, (2R,3S)-D998Q2WJCMUNII-D998Q2WJCMBenzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, (alphaR,betaS)-DTXSID10157433BENZENEPROPANOIC ACID, .BETA.-(BENZOYLAMINO)-.ALPHA.-HYDROXY-, (.ALPHA.R,.BETA.S)-RefChem:162890DTXCID0079924N-Benzoyl-(2R,3S)-3-phenylisoserine(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoic acid

이름 더 보기

taxol side chainTAXOL(R) SIDE CHAINPaclitaxel Impurity 30Paclitaxel Impurity N1Taxol side chain alcoholTAXOL SIDE CHAIN ACID(SH)SIDE CHAINS OF PACLITAXEL--4(2R,3S)-3-Benzoylamino-2-Hydro(2R,3S)-N-Benzoylphenylisoserine

(2R,3S)-N-Benzoyl-3-phenyl IsoserineMFCD00274633188003-77-2(2R,3S)-rel-3-Benzamido-2-hydroxy-3-phenylpropanoic acid(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropanoic Acid ((2R,3S)-N-Benzoyl-3-phenylisoserine)(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropionic acid; (2R,3S)-N-Benzoyl-3-phenylisoserine; N-Benzoyl-(2R,3S)-3-phenylisoserine; Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, (alphaR,betaS)-; Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, [R-(R*,S*)]-; Taxol side chain acidTaxol Side Chain AcidN-Benzoyl-(2R,3S,)-3-phenylisoserine

데이터베이스 식별자

CAS: 132201-33-3
PubChem CID: 2762289
DTXSID: DTXSID10157433
ChEMBL: CHEMBL134943
UNII: D998Q2WJCM
EC Number: 631-348-7
Nikkaji: J391.951J

물성

구조 계산 물성

XLogP: 1.7
극성 표면적: 86.6 Å²
수소 결합 공여자 수: 3
수소 결합 수용자 수: 4
회전 가능 결합 수: 5
무거운 원자 수: 21
형식 전하: 0
복잡도: 359

물리화학적 성질

녹는점: 169 · 169-172 °C (lit.)
끓는 점: 580.7 · 580.7±50.0 °C(Predicted)
밀도: 1.316 · 1.316±0.06 g/cm3(Predicted)
저장 조건: Sealed in dry,Room Temperature
용해도: 아세토니트릴(약간 용해됨), DMSO(약간 용해됨), 에탄올(약간 용해됨)
물리적 상태: 고체
산도 계수 (pKa): 3.4 · 3.40±0.17(Predicted)
색상: 흰색에서 황백색까지
주요 응용: 펩타이드 합성
InChI: 1S/C16H15NO4/c18-14(16(20)21)13(11-7-3-1-4-8-11)17-15(19)12-9-5-2-6-10-12/h1-10,13-14,18H,(H,17,19)(H,20,21)/t13-,14+/m0/s1
InChIKey: HYJVYOWKYPNSTK-UONOGXRCSA-N
SMILES: O[C@H]([C@@H](NC(=O)c1ccccc1)c2ccccc2)C(O)=O

안전 및 규제

GHS 분류

GHS Classification · 5건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；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.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

안전 데이터

wgk: 3
HS 번호: 29242990
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

응용 분야 · 1건

용도(2R,3S)-N-Benzoyl-3-phenylisoserine is an intermediate in the preparation of potent anticancer drug Paclitaxel (P132500) used to study the location of the binding sites. (2R,3S)-N-Benzoyl-3-phenylisoserine shows cytotoxic, antiviral and immunomodulatory activity.