8-ISO프로스타글란딘E2

8-Isoprostaglandin E2

HCID 5283213CAS 27415-25-4

기본 정보

표준 SMILES: CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@H]1C/C=C\CCCC(=O)O
InChIKey: XEYBRNLFEZDVAW-CLQOMRTCSA-N
분자식: C20H32O5
평균 분자량: 352.5 g/mol
단동위원소 질량: 352.22497412

개요

8-epi-prostaglandin E2 is a prostanoid that is prostaglandin E2 having inverted stereochemistry at the 8-position. It has a role as a bronchoconstrictor agent, a vasoconstrictor agent, a human metabolite and a rat metabolite. It is a diol, a prostanoid, a secondary alcohol and a cyclic ketone. It is functionally related to a prostaglandin E2.

이름 및 식별자

우선 이름: 8-Isoprostaglandin E2
IUPAC: (Z)-7-[(1S,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
현지명: 8-ISO프로스타글란딘E2
영어명: 8-ISO prostaglandin E2
분자식: C20H32O5
분자량: 352.47

이름 및 동의어

8-isoprostaglandin E28-Iso-PGE227415-25-4W1ANC8Q5NWDTXSID701024826Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,8beta,11alpha,13E,15S)-9-oxo-11R,15S-dihydroxy-5Z,13E-prostadienoic acid-cyclo[8S,12R]9-oxo-11R,15S-dihydroxy-5Z,13E-prostadienoic acid-cyclo(8S,12R)RefChem:107216DTXCID001509011(Z)-7-[(1S,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid8-ISOPROSTAGLANDINE2

이름 더 보기

8-ISO프로스타글란딘E2(8S)-PGE2)8-ISO prostaglandin E2Dinoprostone EP Impurity B8-iso Prostaglandin E2 ExclusiveAlprostadil (Prostaglandin E1) Impurity 8 (8S)-PGE2Alprostadil (prostaglandin E1) Impurity 16 (8S) -PGE29-OXO-11ALPHA,15S-DIHYDROXY-(8BETA)-PROSTA-5Z,13E-DIEN-1-OIC ACIDProsta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,8β,11α,13E,15S)-

(Z)-7-((1S,2R,3R)-3-hydroxy-2-((S,E)-3-hydroxyoct-1-en-1-yl)-5-oxocyclopentyl)hept-5-enoic acid8-epi-prostaglandin E2UNII-W1ANC8Q5NWXEYBRNLFEZDVAW-CLQOMRTCSA-N8-epi-PGE28-ISODINOPROSTONE15-E2t-IsoPProstaglandin Impurity 11

데이터베이스 식별자

CAS: 27415-25-4
PubChem CID: 5283213
DTXSID: DTXSID701024826
ChEBI: CHEBI:131888
UNII: W1ANC8Q5NW
Nikkaji: J838.387A

물성

구조 계산 물성

XLogP: 2.8
극성 표면적: 94.8 Å²
수소 결합 공여자 수: 3
수소 결합 수용자 수: 5
회전 가능 결합 수: 12
무거운 원자 수: 25
형식 전하: 0
복잡도: 469

실험 및 물리화학적 성질

LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Isoprostanes [FA0311]

Physical DescriptionSolid

Collision Cross Section188.6 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Calculation: Single Field; Dataset: Oxylipins]

물리화학적 성질

끓는 점: 530.1 · 530.1±50.0 °C(Predicted)
밀도: 1.148 · 1.148±0.06 g/cm3(Predicted)
저장 조건: -20 °C · Store at -20°C
용해도: 100 mg/ml · DMF: >100 mg/ml (from PGE2); DMSO: >100 mg/ml (from PGE2); Ethanol: >100 mg/ml (from PGE2); PBS pH 7.2: >5 mg/ml (from PGE2)
물리적 상태: 결정성 고체
산도 계수 (pKa): 4.75 · 4.75±0.10(Predicted)
색상: White to off-white

안전 및 규제

안전 데이터

신호 어: Danger
유해·위험 문구: 암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드 H302

화학 및 산업

약리 정보

MeSH Pharmacological ClassificationDrugs used to cause constriction of the blood vessels.

Cellular LocationsExtracellular

응용 분야

용도8-iso Prostaglandin E2 is a Prostaglandin formed from arachidonic acid. 8-iso Prostaglandin E2 is an inhibitor of endogenous amino acid neurotransmitter levels in bovine retina.