(5Z,13E,15S)-9α,11α-エピジオキシ-15-ヒドロキシプロスタ-5,13-ジエン-1-酸

Prostaglandin H2

HCID 445049CAS 42935-17-1

基本情報

標準SMILES: CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)O)[C@@H]2C[C@H]1OO2
InChIKey: YIBNHAJFJUQSRA-YNNPMVKQSA-N
分子式: C20H32O5
平均分子量: 352.5 g/mol
単同位体質量: 352.22497412

概要

Prostaglandin H2 is a prostaglandins H, a secondary alcohol, an oxylipin and an olefinic compound. It has a role as a mouse metabolite. It is a conjugate acid of a prostaglandin H2(1-).

名称と識別子

優先名称: Prostaglandin H2
IUPAC: (Z)-7-[(1R,4S,5R,6R)-6-[(E,3S)-3-hydroxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
現地名: (5Z,13E,15S)-9α,11α-エピジオキシ-15-ヒドロキシプロスタ-5,13-ジエン-1-酸
英語名: PROSTAGLANDIN H2
分子式: C20H32O5
分子量: 352.47

名称と別名

prostaglandin h2PGH242935-17-1J670X3LRU2DTXSID809039499S,11R-epidioxy-15S-hydroxy-5Z,13E-prostadienoic acidCHEBI:15554Prosta-5,13-dien-1-oic acid, 9,11-epidioxy-15-hydroxy-, (5Z,9alpha,11alpha,13E,15S)-(Z)-7-[(1R,4S,5R,6R)-6-[(E,3S)-3-hydroxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate(5Z,13E)-(15S)-9alpha,11alpha-Epidioxy-15-hydroxyprosta-5,13-dienoate(5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate

名称をさらに表示

プロスタグランジンR2(5Z,13E,15S)-9α,11α-エピジオキシ-15-ヒドロキシプロスタ-5,13-ジエン-1-酸プロスタグランジンH2プロスタグランジンH2溶液 (0.1MG/ML アセトン溶液)(5Z)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-ヒドロキシオクタ-1-エン-1-イル]-2,3-ジオキサビシクロ[2.2.1]ヘプタン-5-イル]ヘプタ-5-エン酸PGR2GPR142GPRg1bENDOPEROXIDE H2PROSTAGLANDIN R2Prostaglandin?H2?(PGH2)[1-14C]Prostaglandin?H2PGH2 (Prostaglandin H2)

PGH(2)(Z)-7-((1R,4S,5R,6R)-6-((E,3S)-3-hydroxyoct-1-enyl)-2,3-dioxabicyclo(2.2.1)heptan-5-yl)hept-5-enoic acid(Z)-7-((1S,2R,3R,4R)-3-((E,3S)-3-hydroxyoct-1-enyl)-5,6-dioxabicyclo(2.2.1)heptan-2-yl)hept-5-enoic acid(Z)-7-[(1S,2R,3R,4R)-3-[(E,3S)-3-hydroxyoct-1-enyl]-5,6-dioxabicyclo[2.2.1]heptan-2-yl]hept-5-enoic acidRefChem:930084DTXCID301331897(Z)-7-((1S,4R,5R,6R)-5-((E,3S)-3-hydroxyoct-1-enyl)-2,3-dioxabicyclo(2.2.1)heptan-6-yl)hept-5-enoic acid9,11-Epoxymethano-pgh2

データベース識別子

CAS: 42935-17-1
PubChem CID: 445049
DTXSID: DTXSID80903949
ChEMBL: CHEMBL2074582
ChEBI: CHEBI:15554
UNII: J670X3LRU2
Nikkaji: J16.429A

物性

構造計算による物性

XLogP: 3.8
極性表面積: 76 Å²
水素結合供与体数: 2
水素結合受容体数: 5
回転可能結合数: 12
重原子数: 25
形式電荷: 0
複雑度: 459

実験および物理化学的性質

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

Physical DescriptionSolid

Collision Cross Section · 3 件

188.8 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Calculation: Single Field; Dataset: Oxylipins]

202.63 Å² [M+Na]+ [CCS Type: DT; Method: stepped-field]

190.2 Å² [M-H]-

物理化学的性質

沸点: 490.1 · 490.1±40.0 °C(Predicted)
比重(密度): 1.129 · 1.129±0.06 g/cm3(Predicted)
闪点: -17 °C · -17 °C
貯蔵温度: 70 °C · −70°C
溶解性: 100 mg/ml; · Ethanol: >100 mg/ml; PBS pH 7.2: >2 mg/ml
外見: アセトン溶液
酸解離定数(Pka): 4.76 · 4.76±0.10(Predicted)
色: Colorless to light yellow

安全と法規制

安全データ

wgk: 1
ridadr: UN 1090 3/PG 2
risk_code: 11-36-66-67
hazard_code: F,Xi
safety_code: 9-16-26

化学と産業

薬理情報

Tissue LocationsPlatelet

Cellular LocationsCytoplasm

Metabolite PathwaysAcetaminophen Action Pathway

応用分野 · 2 件

説明Prostaglandin H2 (PGH2) was first isolated from incubations of arachidonic acid with ovine seminal vesicle microsomes, and was described as a potent vasoconstrictor. PGH2 is the precursor for all 2-series PGs and thromboxanes (TXs), and is a TP receptor agonist which irreversibly aggregates human platelets at 50-100 ng/ml.

使用PGH2 (Prostaglandin H2) is a thromboxane A2 precursor and a platelet aggregator of vascular smooth muscle contraction.