CAS 23513-14-6 (6)-Gingerol (HCID 442793)

概要

Gingerol is a beta-hydroxy ketone that is 5-hydroxydecan-3-one substituted by a 4-hydroxy-3-methoxyphenyl moiety at position 1; believed to inhibit adipogenesis. It is a constituent of fresh ginger. It has a role as an antineoplastic agent and a plant metabolite. It is a member of guaiacols and a beta-hydroxy ketone.

名称と識別子

優先名称: (6)-Gingerol
IUPAC: (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one
現地名: (S)-1-(4-ヒドロキシ-3-メトキシフェニル)-5-ヒドロキシデカン-3-オン
英語名: 6-Gingerol
分子式: C17H26O4
分子量: 294.39

名称と別名

6-Gingerolgingerol23513-14-6[6]-Gingerol(6)-Gingerol(S)-(+)-[6]Gingerol(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one(S)-(6)-GingerolDTXSID3041035(+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone925QK2Z900(5S)-5-Hydroxy-1-(4-hydroxy-3-methoxy-phenyl)decan-3-one

名称をさらに表示

(±)-[6]-ギンゲロールギンゲロール(S)-1-(4-ヒドロキシ-3-メトキシフェニル)-5-ヒドロキシデカン-3-オン(S)-5-ヒドロキシ-1-(4-ヒドロキシ-3-メトキシフェニル)-3-デカノン(S)-1-(3-メトキシ-4-ヒドロキシフェニル)-5-ヒドロキシ-3-デカノン(S)-8-オキソ-10-(3-メトキシ-4-ヒドロキシフェニル)デカン-6-オール[6]-ギンゲロール(S)-5-ヒドロキシ-1-(4-ヒドロキシ-3-メトキシフェニル)デカン-3-オン6-ジンゲロール(±)-ギンゲロール(S)-[6]-ギンゲロール6-ギンゲロールrac-(R*)-5-ヒドロキシ-1-(4-ヒドロキシ-3-メトキシフェニル)デカン-3-オン[6]-ジンゲロール[6]ジンゲロールrac-(R*)-5-ヒドロキシ-1-(4-ヒドロキシ-3-メトキシフェニル)-3-デカノン(5S)-5-ヒドロキシ-1-(4-ヒドロキシ-3-メトキシフェニル)-3-デカノン6‐ギンゲロール6-ギンゲロール(アセトニトリル溶液)(+)-[6]-ジンゲロールGingerolsGingerolumrac-(R*)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)decane-3-one6-CurcuminGINGEROL [6](s)-3-decanon6-Gingerol-RM

3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-CHEBI:10136(S)-(+)-(6)GingerolRefChem:5858DTXCID1021035(S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one(+)-[6]-Gingerol1391-73-7

データベース識別子

CAS: 23513-14-6、58253-27-3
PubChem CID: 442793
DTXSID: DTXSID3041035
ChEMBL: CHEMBL402978
ChEBI: CHEBI:10136
UNII: 925QK2Z900
EC Number: 607-241-6
Nikkaji: J46.683B

物性

構造計算による物性

XLogP: 2.5
極性表面積: 66.8 Å²
水素結合供与体数: 2
水素結合受容体数: 4
回転可能結合数: 10
重原子数: 21
形式電荷: 0
複雑度: 293

実験および物理化学的性質

LipidsLipids -> Polyketides [PK] -> Phenolic lipids [PK15] -> Alkyl catechols and derivatives [PK1502]

Endocrine DisruptorsPotential endocrine disrupting compound

Collision Cross Section169.5 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID3041035]

物理化学的性質

融点: 31 ℃ · 31℃
沸点: 453 · 453.0±35.0 °C(Predicted)
比重(密度): 1.083 · 1.083±0.06 g/cm3(Predicted)
貯蔵温度: -20 °C · -20°C
溶解性: 1 mg/mL · メタノール：可溶1mg/mL 無色透明
外見: 淡黄色油
酸解離定数(Pka): 10.02 · 10.02±0.20(Predicted)
色: White to Light yellow
主な用途: 洗浄剤化粧品フレーバーそして香料食品および飲料パーソナルケア
InChI: InChI=1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3/t14-/m0/s1
InChIKey: NLDDIKRKFXEWBK-AWEZNQCLSA-N
SMILES: C(C1=CC=C(O)C(OC)=C1)CC(=O)C[C@@H](O)CCCCC
LogP: 2.485 · 2.485 (est)
CAS データベース: 23513 · 23513-14-6(CAS DataBase Reference)
NISTの化学物質情報: Gingerol(23513-14-6)

化学的性質

化学的特性Light yellow ceraceous solid

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H301 (75%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, 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 124 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 3 (75%)

安全データ

wgk: 3
rtecs: HE0757000
ridadr: UN 2811 6.1 / PGIII
hs_code: 29145090
risk_code: 22-36/37/38
hazard_code: Xn
safety_code: 26-36/37
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

応用分野 · 3 件

用途日本薬局方収載「ショウキョウ」や、「柴朴湯エキス」、「半夏厚朴湯エキス」などに含まれるショウキョウの確認試験用、[6]-ギンゲロールの定量法用

使用[6]-Gingerol has been used:to study its effects on transient receptor potential (TRP) channelsto study its effects on experimental models of non-alcoholic steatohepatitisto determine its effects on microsomal prostaglandine E2 synthase 1 (mPGES-1), glycogen synthase kinase 3β (GSK-3β) and β-catenin pathway in A549 cell lineto analyse the effects of 6-Shogaol (6-SG) on diabetic nephropathy (DN) in db/db mice

一般的な説明6-Gingerol is a naturally occurring plant phenoland an active pungent constituent found in the rhizome of ginger, which is known to possess anti-inflammatory, anti-tumor and antioxidant properties and can hence, serve as a potential candidate in the treatment of cancer.

上流・下流製品情報

上流原料

テトラブチルアンモニウムフルオリド (1mol/Lテトラヒドロフラン溶液)テトラヒドロフラン

サプライヤー100 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

補足説明 · 1 件

定義ChEBI:Gingerol is a beta-hydroxy ketone that is 5-hydroxydecan-3-one substituted by a 4-hydroxy-3-methoxyphenyl moiety at position 1; believed to inhibit adipogenesis. It is a constituent of fresh ginger. It has a role as an antineoplastic agent and a plant metabolite. It is a beta-hydroxy ketone and a member of guaiacols.

化合物ノート

読み込み中…

(S)-1-(4-ヒドロキシ-3-メトキシフェニル)-5-ヒドロキシデカン-3-オン

基本情報

概要