16,16-디메틸프로스타글란딘E2

16,16-Dimethyl-pge2

HCID 5283066CAS 39746-25-3

기본 정보

표준 SMILES: CCCCC(C)(C)[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O
InChIKey: QAOBBBBDJSWHMU-WMBBNPMCSA-N
분자식: C22H36O5
평균 분자량: 380.5 g/mol
단동위원소 질량: 380.25627425

개요

16,16-dimethylprostaglandin E2 is a prostanoid that is prostaglandin E2 in which both of the hydrogens at position 16 have been replaced by methyl groups. A synthetic analogue of prostaglandin E2, it is a potent inhibitor of pancreatic function and growth of experimental tumors. It also protects the gastric mucosa, prevents ulceration, and promotes the healing of peptic ulcers. It has a role as an anti-ulcer drug, a gastrointestinal drug and a radiation protective agent. It is a secondary allylic alcohol, a monocarboxylic acid, a prostanoid and a member of cyclopentanones.

이름 및 식별자

우선 이름: 16,16-Dimethyl-pge2
IUPAC: (Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3R)-3-hydroxy-4,4-dimethyloct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
현지명: 16,16-디메틸프로스타글란딘E2
영어명: 16,16-Dimethyl prostaglandin E2
분자식: C22H36O5
분자량: 380.52

이름 및 동의어

16,16-Dimethyl-pge216,16-dimethylprostaglandin E239746-25-316,16-Dimethyl-prostaglandin E2dmpge2FT1050M790V82VAC(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3R)-3-hydroxy-4,4-dimethyloct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acidFT-1050CHEBI:1410469-oxo-11R,15R-dihydroxy-16,16-dimethyl-5Z,13E-prostadienoic acid(5Z,11alpha,13E,15R)-11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-5,13-dien-1-oic acid

이름 더 보기

16,16-디메틸프로스타글란딘E215r)-13eopentyl)-16-dimethyl PGE2QAOBBBBDJSWHMU-WMBBNPMCSA-N16,16-Dimethyl dinoprostoneSuppliedasayellow,viscousoil16-Dimethyl prostaglandin E216,16-DimethylprostaglandineE2

16,16 Dimethyl PGE216,16 Dimethylprostaglandin E2E2, 16,16-Dimethylprostaglandin(Z)-7-((1R,2R,3R)-3-hydroxy-2-((E,3R)-3-hydroxy-4,4-dimethyloct-1-enyl)-5-oxocyclopentyl)hept-5-enoic acidRefChem:78926Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-16,16-dimethyl-9-oxo-, (5Z,11alpha,13E,15R)-630-974-816,16-dimethyl prostaglandin E2

데이터베이스 식별자

CAS: 39746-25-3
PubChem CID: 5283066
DTXSID: DTXSID201025748
ChEMBL: CHEMBL1221529
ChEBI: CHEBI:141046
UNII: M790V82VAC
EC Number: 630-974-8
Nikkaji: J71.095D

물성

구조 계산 물성

XLogP: 3.7
극성 표면적: 94.8 Å²
수소 결합 공여자 수: 3
수소 결합 수용자 수: 5
회전 가능 결합 수: 12
무거운 원자 수: 27
형식 전하: 0
복잡도: 535

실험 및 물리화학적 성질

LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Prostaglandins [FA0301]

물리화학적 성질

끓는 점: 541.271 · 541.271±50.00 °C(Press: 760.00 Torr)(predicted)
밀도: 1.119 · 1.119±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
인화점: -13 ℃ · -13℃
저장 조건: -20 °C · -20°C
용해도: Soluble in methyl acetate
물리적 상태: 메틸 아세테이트 용액
산도 계수 (pKa): 4.754 · 4.754±0.10(predicted)
색상: Colorless to light yellow
생물학적 소스: synthetic (organic)
InChIKey: QAOBBBBDJSWHMU-WMBBNPMCSA-N
SMILES: CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, 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.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)

안전 데이터

wgk: 3
ridadr: UN 1231 3/PG 2
risk_code: 11-20/21/22-36/37/38-67-66-36
hazard_code: F,Xn,Xi
safety_code: 16-26-36
Hazard Classifications: Eye Irrit. 2Flam. Liq. 2STOT SE 3
스토리지 클래스: 3 - Flammable liquids

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 1건

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief.

응용 분야 · 1건

개요16,16-dimethyl PGE2 is a competitive inhibitor of 15-hydroxy PGDH, but it is not a substrate for the enzyme. Because of its resistance to metabolism by 15-hydroxy PGDH, it has a prolonged half-life in vivo. 16,16-dimethyl PGE2 acts as an agonist on most EP receptor subtypes, and has been used experimentally to induce cervical ripening, uterine contraction, and prevent ulceration of the gastric mucosa in rats and dogs. The Kd for activation of isolated EP2 receptors is about 1 nM. 16,16-dimethyl PGE2 can be used to preserve the self-renewal properties while preventing the differentiation of hematopoietic stem cells during expansion in culture.

상·하류 제품 정보

상류 원료

Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-16,16-dimethyl-9-oxo-, methyl ester, (5Z,11α,13E,15R)- (9CI)

공급사22 곳

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]

陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]

Aladdin Scientific[email protected]

武汉易泰科技有限公司上海分公司18930552037 · [email protected]

연결된 노트

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