(5Z)-11α-ヒドロキシ-9,15-ジオキソプロスタ-5-エン-1-酸

13,14-dihydro-15-keto-PGE2

HCID 5280711
ノート反応
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基本情報

CAS
363-23-5
標準SMILES
CCCCCC(=O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O
InChIKey
CUJMXIQZWPZMNQ-XYYGWQPLSA-N
分子式
C20H32O5
平均分子量
352.5 g/mol
単同位体質量
352.22497412

名称と識別子

優先名称
13,14-dihydro-15-keto-PGE2
IUPAC
(Z)-7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid
現地名
(5Z)-11α-ヒドロキシ-9,15-ジオキソプロスタ-5-エン-1-酸
英語名
13,14-DIHYDRO-15-KETO PROSTAGLANDIN E2
分子式
C20H32O5
分子量
352.47

名称と別名

363-23-513,14-Dihydro-15-keto-PGE2PGEM15-Keto-13,14-dihydro-PGE215-keto-13,14-dihydroprostaglandin E2KH(2)PGE(2)9,15-dioxo-11R-hydroxy-5Z-prostenoic acidPGEM (13,14-dihydro-15-keto-PGE2)RefChem:437486prost-5-en-1-oic acid, 11-hydroxy-9,15-dioxo-, (5Z,11 alpha)-13,14-dihydro-15-keto Prostaglandin E213,14-Dihydro-15-ketoprostaglandin E2
名称をさらに表示
(5Z)-11α-ヒドロキシ-9,15-ジオキソプロスタ-5-エン-1-酸13,14-ジヒドロ-15-ケトプロスタグランジンE2(5Z,11α)-11-ヒドロキシ-9,15-ジオキソプロスタ-5-エン-1-酸13,14-ジヒドロ-15-ケト-PGE213,14-ジヒドロ-15-ケトPGE2CUJMXIQZWPZMNQ-XYYGWQPLSA-N15-keto-13,14-dihydroprostaglandine213,14-Dihydro-15-ketoprostaglandinE2 solution9,15-DIOXO-11ALPHA-HYDROXY-PROST-5Z-EN-1-OIC ACID(5Z)-11α-Hydroxy-9,15-dioxoprosta-5-ene-1-oic acid(5Z,11α)-11-Hydroxy-9,15-dioxoprost-5-en-1-oic acid
13,14-dihydro-15-oxo-prostaglandin E213,14-Dihydro-15-ketoPGE2(Z)-7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid13,14-dihydro-15-keto-Prostaglandin E2PGE2 13,14-dihydroProstaglandin EM(Z)-7-((1R,2R,3R)-3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl)hept-5-enoic acidDTXSID30869647

データベース識別子

CAS
363-23-5
PubChem CID
5280711
DTXSID
DTXSID30869647
ChEBI
CHEBI:15550
EC Number
633-709-4
Nikkaji
J264.983G

物性

構造計算による物性

XLogP
2.4
極性表面積
91.7 Ų
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
13
重原子数
25

実験および物理化学的性質

Physical DescriptionSolid
Collision Cross Section184.9 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Calculation: Single Field; Dataset: Oxylipins]

物理化学的性質

沸点
538.1 · 538.1±45.0 °C(Predicted)
比重(密度)
1.086 · 1.086±0.06 g/cm3(Predicted)
貯蔵温度
20 °C · −20°C
溶解性
100 mg/mlDMSO: · DMF: >100 mg/mlDMSO: >100 mg/mlEthanol: >100 mg/mlPBS (pH 7.2): >5 mg/ml
外見
Liquid
酸解離定数(Pka)
4.75 · 4.75±0.10(Predicted)

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, 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.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)；Acute Tox. 4 (100%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；Acute Tox. 4 (100%)；STOT SE 3 (100%)

安全データ

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

化学と産業

薬理情報

Cellular LocationsExtracellular；Membrane
応用分野 · 2 件

説明13,14-dihydro-15-keto Prostaglandin E2 (13,14-dihydro-15-keto PGE2) is a metabolite of PGE2 and the primary PGE2 metabolite in plasma. It is formed from PGE2 via a 15-keto PGE2 intermediate by 15-oxo-PG Δ13 reductase. Unlike PGE2, 13,14-dihydro-15-keto PGE2 does not bind effectively to the PGE2 receptors EP2 and EP4 expressed in CHO cells (Kis = 12 and 57 μM, respectively) or induce adenylate cyclase activity in the same cells (EC50s = >18 and >38 μM, respectively). Levels of 13,14-dihydro-15-keto PGE2 are increased in the plasma of women in the third trimester of pregnancy and in women during and immediately after labor and delivery. Levels of 13,14-dihydro-15-keto PGE2 levels are decreased in tumor tissue compared to adjacent non-cancerous tissue isolated from patients with non-small cell lung cancer (NSCLC).

使用13,14-Dihydro-15-ketoPGE2 is a primary metabolite of PGE2 in plasma.

サプライヤー10 社

湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]

補足説明

定義ChEBI: The 13,14-dihydro derivative of 15-oxo-prostaglandin E2.

関連反応

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