基本情報
- 標準SMILES
S=C=NCCc1ccccc1- InChIKey
IZJDOKYDEWTZSO-UHFFFAOYSA-N- 分子式
- C9H9NS
- 平均分子量
- 163.24 g/mol
- 単同位体質量
- 163.04557029
概要
Phenethyl isothiocyanate is an isothiocyanate having a phenethyl group attached to the nitrogen. It is a naturally occurring compound found in some cruciferous vegetables (e.g. watercress) and is known to possess anticancer properties. It has a role as a metabolite, an EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor and an antineoplastic agent.
名称と識別子
- 優先名称
- Phenethyl Isothiocyanate
- IUPAC
- 2-isothiocyanatoethylbenzene
- 現地名
- イソチオシアン酸2-フェニルエチル
- 英語名
- Phenethyl isothiocyanate
- 分子式
- C9H9NS
- 分子量
- 163.24
名称と別名
Phenethyl isothiocyanate2-Phenylethyl isothiocyanate2257-09-2Phenylethyl isothiocyanate(2-Isothiocyanatoethyl)benzene2-isothiocyanatoethylbenzeneBenzene, (2-isothiocyanatoethyl)-PEITCPhenylaethylsenfoelPHENETHYLISOTHIOCYANATEbeta-Phenylethyl isothiocyanateISOTHIOCYANIC ACID, PHENETHYL ESTER
名称をさらに表示
イソチオシアン酸2-フェニルエチル(2-フェニルエチル)イソチオシアナートフェネチルイソチオシアナートβ-フェニルエチルイソチオシアナート2-フェニルエチルイソチオシアナートフェニルエチルマスタードオイルイソチオシアン酸フェネチルイソチオシアン酸フェニルエチル(2-イソチオシアナトエチル)ベンゼン(?)-EquolAKOS B0163231-(2-ISOTHIOCY7-DihydroxyisoflavanphenylethylmustardoilPhenethyl mustard oil
DTXSID50211206U7TFK75KVCHEBI:351346NSC-87868beta-Phenethyl isothiocyanateDTXCID901120FEMA NO. 4014NSC87868
データベース識別子
- CAS
2257-09-2- PubChem CID
- 16741
- DTXSID
DTXSID5021120- ChEMBL
CHEMBL151649- ChEBI
CHEBI:351346- UNII
- 6U7TFK75KV
- EC Number
- 218-855-5
- Nikkaji
- J41.504I
物性
構造計算による物性
- XLogP
- 3.5
- 極性表面積
- 44.5 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 3
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 144
実験および物理化学的性質
Chemical ClassesNitrogen Compounds -> Isothiocyanates
DrugsPharmaceuticals -> Listed in ZINC15
FragrancesFragrance Ingredient (Phenethyl isothiocyanate) -> IFRA transparency List
LogP
3.470
3.47
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.087-1.097
Flavoring AgentsEU Flavoring substances
Solubility
110 mg/L @ 20 °C (exp)
Insoluble in water; Soluble in triacetin and heptane
Soluble (in ethanol)
Boiling Point
139.00 to 140.00 °C. @ 11.00 mm Hg
139-140 °C
Vapor Pressure0.01 [mmHg]
Refractive Index1.586-1.590
Physical Description
Colorless to pale yellow liquid; [Merck Index] Clear colorless liquid; [Sigma-Aldrich MSDS]
Nearly Colourless liquid; Strong green irritating aroma
物理化学的性質
- 融点
- 143 · 143~145℃
- 沸点
- 75 °C0.25 · 75 °C0.25 mm Hg
- 比重(密度)
- 1.094 g/mL · 1.094 g/mL at 25 °C(lit.)
- 屈折率
- 20 · n20/D 1.5888(lit.)
- FEMA
- 4014 · 4014 | PHENETHYL ISOTHIOCYANATE
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 30 mg/ml,DMSO: · DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml
- 外見
- 液体
- 色
- 無色透明～黄色
- 比重
- 1.09 · 1.09
- 臭い (Odor)
- 0.01 %。緑わさび · プロピレングリコール中0.01%。緑わさび グーズベリー クレソン
- においのタイプ
- 硫黄の
- 由来生物
- synthetic
- 水溶解度
- 不溶性
- Merck
- 14 · 14,7226
- JECFA Number
- 1563 · 1563
- BRN
- 2084162 · 2084162
- 化粧品成分の機能
- 香料
- InChI
- 1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2
- InChIKey
- IZJDOKYDEWTZSO-UHFFFAOYSA-N
- SMILES
- S=C=NCCc1ccccc1
- LogP
- 3.47 · 3.47
- CAS データベース
- 2257 · 2257-09-2(CAS DataBase Reference)
- NISTの化学物質情報
- Benzene, (2-isothiocyanatoethyl)-(2257-09-2)
- EPAの化学物質情報
- Benzene, (2-isothiocyanatoethyl)- (2257-09-2)
化学的性質
化学的特性Phenethyl isothiocyanate has a strong green irritating odor.
安全と法規制
GHS分類
GHS Classification
Warning
H302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1643 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: Benzene, (2-isothiocyanatoethyl)-
Benzene, (2-isothiocyanatoethyl)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Chemicals with limited data availability that are used in fragrances: Human health tier II assessment
Hazards Summary
Causes inflammation or scarring of the bladder in acute oral studies of rats; [RTECS] Safe when used as a flavoring agent in food; [EFSA] A skin and strong eye irritant; May cause skin and respiratory sensitization; Harmful by ingestion, inhalation, and skin absorption; [Sigma-Aldrich MSDS] See Methyl isothiocyanate and Phenyl isothiocyanate.
Hazard Classes and CategoriesAcute Tox. 4 (> 99.9%)
毒性情報
Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
安全データ
- F
- 10-23
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- NX9115000
- ridadr
- UN 2206 6.1/PG 3
- 毒性
- LD50 in mice (mg/kg): 700 orally; 150 s.c.; 50 i.v. (Lichtenstein)
- hs_code
- 29309090
- risk_code
- 20/21/22-36/37/38-42-42/43
- 消防法
- 危-4-3-III
- hazard_code
- Xn
- safety_code
- 23-26-36-36/37
- hazard_class
- 8
- packing_group
- III
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Resp. Sens. 1Skin Irrit. 2Skin Sens. 1STOT SE 3
- ストレージクラス
- 10 - Combustible liquids
化学と産業
薬理情報
Metabolism/MetabolitesPhenethyl isothiocyanate has known human metabolites that include (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-(2-phenylethylcarbamothioylsulfanyl)propan-2-yl]amino]-5-oxopentanoic acid.
MeSH Pharmacological Classification
Substances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included.
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.
Cellular LocationsMembrane
用途と製造
UsesPresent in cruciferous vegetables; Used as a flavor (hot/burning taste in horseradish); [Merck Index] Used as a flavoring agent; [FDA]
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing InformationBenzene, (2-isothiocyanatoethyl)-: ACTIVE
応用分野
説明Phenethyl isothiocyanate is a naturally occurring isothiocyanate in cruciferous vegetables. Phenethyl isothiocyanate is a chemopreventive agent. It inhibits cancer cell growth by arresting the cell cycle and inducing apoptosis in various human cancer cell models.
使用Flavor ingredient; provides the hot or burning sensation in horseradish. Phenethyl isothiocyanate (PEITC)，one of the major compounds from dietary cruciferousvegetables，has been found to have antitumor properties and therefore could generate special interest for the development of chemopreventive andor chemotherapeutic agent for human cancers.
一般的な説明Phenethyl isothiocyanate, an organic isothiocyanate, is a cruciferous vegetable ingredient present as a glucosinolate in cabbage, turnips, radishes, etc. It is a well-known chemopreventive agent reported to be effective against cancers affecting the lung, breast, pancreas, prostate and so on.
調製方法
製造方法Prepared by hydrolysis of gluconasturtiin, an abundant natural product present in cruciferous vegetables.
上流・下流製品情報
下流製品
サプライヤー50 社
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
苏州道澜生物医药科技有限公司15952404857 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
盐城通铭生物科技有限公司15195160625 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
郑州鸿晟医药科技有限公司0371-55695890 15637198702 · [email protected]
上海玉雕化学技术有限公司021-37285211 18964703211 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
武汉凯威斯科技有限公司86-027-67849912 · [email protected]
湖北兴琰新材料科技有限公司13129948835 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
南京圣亿来化工有限公司19951936396 · [email protected]
石家庄利达化学品有限公司+86 (311) 8573-7996 · [email protected]
山东洛克化工有限公司17653113209 13065062079 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
Xiamen AmoyChem Co., Ltd+86-86-5926051114 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
北京奥秘佳得医药科技有限公司+86-13522808617 · [email protected]
北京福源坊科技有限公司010-57903446 15869909019 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海嵩爰化工科技有限公司010-1234567 18521000990 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
九鼎化学（上海）科技有限公司4009209199 · [email protected]
济南睿通生物科技有限公司1856-3757959 18563757959
广东翁江化学试剂有限公司0751-2815987 13927875076 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
山东智尚新材料有限公司+8617653113209 · [email protected]
上海玻尔化学试剂有限公司19102157732 · [email protected]
補足説明
定義ChEBI: An isothiocyanate having a phenethyl group attached to the nitrogen. It is a naturally occurring compound found in some cruciferous vegetables (e.g. watercress) and is known to possess anticancer properties.
関連反応
19 件
関連ノート
読み込み中…