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反式-4-苯基-3-丁烯-2-酮

1篇引用文献 COA COA
    级别和纯度:
  • ≥99%
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货号 (SKU) 包装规格 是否现货 价格 数量
T121970-50g
 50g 现货 Stock Image
T121970-100g
 100g 现货 Stock Image
T121970-250g
 250g 现货 Stock Image
T121970-500g
 500g 现货 Stock Image
T121970-1kg
 1kg 现货 Stock Image
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Metabolic Enzyme/Protease (4889) Phospholipase (108) 脂质代谢 (4331)
main product photo

基本描述

别名 反-苯亚甲基丙酮
英文别名 Benzylideneacetone, >=98%, FG | BRN 0742046 | ghl.PD_Mitscher_leg0.147 | AI3-52291 | BENZALACETONE [USP IMPURITY] | benzylideneacetone, (E)-isomer | MLS002454416 | t-PBO | UNII-B03X40BMT5 | 4-Phenyl-(E)-3-Buten-2-one | AI3-00944 | Methyl beta -STYRYL keto
规格或纯度 ≥99%
英文名称 trans-4-Phenyl-3-buten-2-one
储存温度 充氩
运输条件 常规运输
纯度 ≥99%

关联靶点（人）

NR3C1 Tclin Glucocorticoid receptor (14987 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GSTM1 Tbio Glutathione S-transferase Mu 1 (61 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GLA Tclin Alpha-galactosidase A (5444 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
A498 (42825 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ACHN (49357 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CAKI-1 (44928 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CCRF-CEM (65223 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
COLO 205 (50209 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DU-145 (51482 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HL-60 (67320 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HT-29 (80576 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
K562 (73714 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KM12 (47707 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
M14 (47487 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MCF7 (126967 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MOLT-4 (49676 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-4 (44535 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-5 (45555 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-8 (47708 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PC-3 (62116 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Raji (5516 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RPMI-8226 (44974 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RXF 393 (41971 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SF-295 (48000 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-2 (46422 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-28 (48833 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-5 (47095 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-OV-3 (52876 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SN12C (47755 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SNB-19 (46794 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TK-10 (45540 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
U-251 (51189 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UACC-257 (46019 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UACC-62 (47335 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UO-31 (46270 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
786-0 (47912 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
A549 (127892 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI/ADR-RES (33767 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
T47D (39041 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
EKVX (44102 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI-H322M (45589 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCC 2998 (41480 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCT-116 (91556 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Hs-578T (29457 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI-H460 (60772 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SF-268 (49410 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
IGROV-1 (47897 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KB (17409 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HOP-62 (47048 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MDA-MB-435 (38290 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点（其它种属）

Cryz Quinone oxidoreductase (288 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Rattus norvegicus (775804 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Plutella xylostella (1838 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Culex quinquefasciatus (137 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Spodoptera exigua (540 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Phenol oxidase (19 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
luxR HTH-type transcriptional regulator LuxR (29 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 504759635
EC号 217-587-6
分子类型 小分子
IIUPAC Name (E)-4-phenylbut-3-en-2-one
INCHI 1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+
InChi Key BWHOZHOGCMHOBV-BQYQJAHWSA-N
Smiles CC(=O)C=CC1=CC=CC=C1
Isomeric SMILES CC(=O)/C=C/C1=CC=CC=C1
分子量 146.19
Beilstein号 742047
Reaxy-Rn 742046
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=742046&ln=

化学和物理性质

溶解性 Solubility in Methanol almost transparency
敏感性 对空气敏感；对光线敏感
闪点(℉) >230 °F
闪点(℃) >110 °C
沸点 260-262°C
熔点 39-41°C
分子量 146.190 g/mol
XLogP3 2.100
氢键供体数Hydrogen Bond Donor Count 0
氢键受体数Hydrogen Bond Acceptor Count 1
可旋转键计数Rotatable Bond Count 2
精确质量Exact Mass 146.073 Da
单同位素质量Monoisotopic Mass 146.073 Da
拓扑极表面积Topological Polar Surface Area 17.100 Ų
重原子数Heavy Atom Count 11
形式电荷Formal Charge 0
复杂度Complexity 152.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 1
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 1
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性（GHS）

象形图 GHS07
信号词 警告
危险声明

H315: 引起皮肤刺激

H317: 可能引起皮肤过敏反应

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激
预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P264: 处理后要彻底洗手。

P271: 仅在室外或通风良好的地方使用。

P272: 被污染的工作服不允许离开工作场所

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理（请参阅此标签上的...）。

P302+P352: 如皮肤沾染：用水充分清洗。

P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。

P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。

P333+P313: 如发生皮肤刺激或皮疹：求医/就诊。

P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。

P405: 密闭存放

P403+P233: 存放在通风良好的地方。保持容器密闭。

P501: 将内容物/容器处理到。。。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P337+P317: 如果眼睛刺激持续：寻求医疗帮助。

P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。

P319: 如果你感到不适，请寻求医疗帮助。
WGK Germany 3
RTECS EN0330050
个人防护装备 dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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批号(Lot Number) 证书类型 货号
C2205528 分析证书 T121970
C2205549 分析证书 T121970
C2205558 分析证书 T121970
C2205579 分析证书 T121970
C2205580 分析证书 T121970
C2031189 分析证书 T121970
I2402466 分析证书 T121970
G2411480 分析证书 T121970
G2411481 分析证书 T121970
G2411482 分析证书 T121970
J2121067 分析证书 T121970

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引用文献

1. Ikuro Abe,Yusuke Takahashi,Hiroshi Noguchi.  (2002-10-12)  Enzymatic formation of an unnatural C(6)-C(5) aromatic polyketide by plant type III polyketide synthases..  Organic letters,  4  ((21)): (3623-3626).  [PMID:12375903]
2. Ikuro Abe,Yukie Sano,Yusuke Takahashi,Hiroshi Noguchi.  (2003-05-02)  Site-directed mutagenesis of benzalacetone synthase. The role of the Phe215 in plant type III polyketide synthases..  The Journal of biological chemistry,  278  ((27)): (25218-25226).  [PMID:12724310]
3. Chisako Yamagami,Noriko Motohashi,Tatsuhiko Emoto,Akira Hamasaki,Takao Tanahashi,Naotaka Nagakura,Yoshito Takeuchi.  (2004-10-16)  Quantitative structure-activity relationship analyses of antioxidant and free radical scavenging activities for hydroxybenzalacetones..  Bioorganic & medicinal chemistry letters,  14  ((22)): (5629-5633).  [PMID:15482937]
4. Yoichi Kohno,Shigeyuki Kitamura,Seigo Sanoh,Kazumi Sugihara,Nariaki Fujimoto,Shigeru Ohta.  (2005-05-03)  Metabolism of the alpha,beta-unsaturated ketones, chalcone and trans-4-phenyl-3-buten-2-one, by rat liver microsomes and estrogenic activity of the metabolites..  Drug metabolism and disposition: the biological fate of chemicals,  33  ((8)): (1115-1123).  [PMID:15863696]
5. Noriko Motohashi,Ayumi Takahashi,Chisako Yamagami,Yutaka Saito.  (2005-08-05)  Antioxidant effects of hydroxybenzalacetones on peroxynitrite-induced lipid peroxidation in red blood cell membrane ghost and SOS response in Salmonella typhimurium TA4107/pSK1002..  Chemical & pharmaceutical bulletin,  53  ((8)): (1003-1005).  [PMID:16079535]
6. Jiyong Zhang,Yang Li,Wenkuan Wang,Xuegong She,Xinfu Pan.  (2006-03-25)  Concise asymmetric total synthesis of obolactone..  The Journal of organic chemistry,  71  ((7)): (2918-2921).  [PMID:16555857]
7. Jin Tatsuzaki,Kenneth F Bastow,Kyoko Nakagawa-Goto,Seiko Nakamura,Hideji Itokawa,Kuo-Hsiung Lee.  (2006-10-28)  Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents..  Journal of natural products,  69  ((10)): (1445-1449).  [PMID:17067159]
8. Jian-Wu Xie,Wei Chen,Rui Li,Mi Zeng,Wei Du,Lei Yue,Ying-Chun Chen,Yong Wu,Jin Zhu,Jin-Gen Deng.  (2006-12-13)  Highly asymmetric Michael addition to alpha,beta-unsaturated ketones catalyzed by 9-amino-9-deoxyepiquinine..  Angewandte Chemie (International ed. in English),  46  ((3)): (389-392).  [PMID:17154208]
9. Tsuyoshi Abe,Hiroyuki Morita,Hisashi Noma,Toshiyuki Kohno,Hiroshi Noguchi,Ikuro Abe.  (2007-03-27)  Structure function analysis of benzalacetone synthase from Rheum palmatum..  Bioorganic & medicinal chemistry letters,  17  ((11)): (3161-3166).  [PMID:17383877]
10. G Feron,G Mauvais,F Martin,E Sémon,C Blin-Perrin.  (2007-06-28)  Microbial production of 4-hydroxybenzylidene acetone, the direct precursor of raspberry ketone..  Letters in applied microbiology,  45  ((1)): (29-35).  [PMID:17594457]
11. Bowon Kwon,Yonggyun Kim.  (2008-03-12)  Benzylideneacetone, an immunosuppressant, enhances virulence of Bacillus thuringiensis against beet armyworm (Lepidoptera: Noctuidae)..  Journal of economic entomology,  101  ((1)): (36-41).  [PMID:18330113]
12. Hiroyuki Morita,Michikazu Tanio,Shin Kondo,Ryohei Kato,Kiyofumi Wanibuchi,Hiroshi Noguchi,Shigetoshi Sugio,Ikuro Abe,Toshiyuki Kohno.  (2008-04-09)  Crystallization and preliminary crystallographic analysis of a plant type III polyketide synthase that produces benzalacetone..  Acta crystallographica. Section F, Structural biology and crystallization communications,  64  ((Pt 4)): (304-306).  [PMID:18391433]
13. Gábor Szántó,Petra Bombicz,Alajos Grün,István Kádas.  (2008-05-29)  Highly enantioselective organocatalytic conjugate addition of nitromethane to benzylidene acetones..  Chirality,  20  ((10)): (1120-1126).  [PMID:18506836]
14. Lisa Dalla Via,Ornella Gia,Gianfranco Chiarelotto,Maria Grazia Ferlin.  (2009-01-22)  DNA-targeting pyrroloquinoline-linked butenone and chalcones: synthesis and biological evaluation..  European journal of medicinal chemistry,  44  ((7)): (2854-2861).  [PMID:19155103]
15. Indrani Mitra,Achintya Saha,Kunal Roy.  (2009-04-18)  Quantitative structure-activity relationship modeling of antioxidant activities of hydroxybenzalacetones using quantum chemical, physicochemical and spatial descriptors..  Chemical biology & drug design,  73  ((5)): (526-536).  [PMID:19370813]
16. Mohammed I El-Gamal,Said M Bayomi,Saadia M El-Ashry,Shehta A Said,Alaa A-M Abdel-Aziz,Naglaa I Abdel-Aziz.  (2010-01-19)  Synthesis and anti-inflammatory activity of novel (substituted)benzylidene acetone oxime ether derivatives: molecular modeling study..  European journal of medicinal chemistry,  45  ((4)): (1403-1414).  [PMID:20079558]
17. Hiroyuki Morita,Yoshihiko Shimokawa,Michikazu Tanio,Ryohei Kato,Hiroshi Noguchi,Shigetoshi Sugio,Toshiyuki Kohno,Ikuro Abe.  (2010-01-19)  A structure-based mechanism for benzalacetone synthase from Rheum palmatum..  Proceedings of the National Academy of Sciences of the United States of America,  107  ((2)): (669-673).  [PMID:20080733]
18. Aditya L Gottumukkala,Johannes G de Vries,Adriaan J Minnaard.  (2011-02-10)  Pd-NHC catalyzed conjugate addition versus the Mizoroki-Heck reaction..  Chemistry (Weinheim an der Bergstrasse, Germany),  17  ((11)): (3091-3095).  [PMID:21305628]
19. Chrisitine Jisoo Song,Samyeol Seo,Sony Shrestha,Yonggyun Kim.  (2011-04-06)  Bacterial metabolites of an entomopathogenic bacterium, Xenorhabdus nematophila, inhibit a catalytic activity of phenoloxidase of the diamondback moth, Plutella xylostella..  Journal of microbiology and biotechnology,  21  ((3)): (317-322).  [PMID:21464604]
20. Bin Cao,Yong Wang,Kan Ding,Nouri Neamati,Ya-Qiu Long.  (2011-12-20)  Synthesis of the pyridinyl analogues of dibenzylideneacetone (pyr-dba) via an improved Claisen-Schmidt condensation, displaying diverse biological activities as curcumin analogues..  Organic & biomolecular chemistry,  10  ((6)): (1239-1245).  [PMID:22179573]
21. Samyeol Seo,Sunghong Lee,Yongpyo Hong,Yonggyun Kim.  (2012-03-27)  Phospholipase A2 inhibitors synthesized by two entomopathogenic bacteria, Xenorhabdus nematophila and Photorhabdus temperata subsp. temperata..  Applied and environmental microbiology,  78  ((11)): (3816-3823).  [PMID:22447611]
22.  (2012-06-14)  Toxicology and carcinogenesis studies of methyl trans-styryl ketone (CAS NO 1896-62-4) in F344/N rats and B6C3F1 mice (feed and dermal studies)..  National Toxicology Program technical report series,  ((572)(572)): (1-188).  [PMID:22692228]
23. Jia Zhang,Yunfeng Chai,Kezhi Jiang,Huameng Yang,Yuanjiang Pan,Cuirong Sun.  (2012-08-18)  Gas phase retro-Michael reaction resulting from dissociative protonation: fragmentation of protonated warfarin in mass spectrometry..  Journal of mass spectrometry : JMS,  47  ((8)): (1059-1064).  [PMID:22899515]
24. Toshiyuki Wakimoto,Hiroyuki Morita,Ikuro Abe.  (2012-09-25)  Engineering of plant type III polyketide synthases..  Methods in enzymology,  515  (337-358).  [PMID:22999181]
25. C Preston Pugh,Dakota L Pouncey,Jessica H Hartman,Robert Nshimiyimana,Linda P Desrochers,Thomas E Goodwin,Gunnar Boysen,Grover P Miller.  (2014-12-03)  Multiple UDP-glucuronosyltransferases in human liver microsomes glucuronidate both R- and S-7-hydroxywarfarin into two metabolites..  Archives of biochemistry and biophysics,  564  (244-253).  [PMID:25447818]
26. Mahesh Raj Nepal,Rajina Shakya,Mi Jeong Kang,Tae Cheon Jeong.  (2018-03-17)  A simple in chemico method for testing skin sensitizing potential of chemicals using small endogenous molecules..  Toxicology letters,  289  (75-85).  [PMID:29545173]
27. Masaharu Fujita,Yusuke Yamamoto,Shinichi Watanabe,Tsunetsugu Sugawara,Koji Wakabayashi,Yu Tahara,Nobuyuki Horie,Keiichi Fujimoto,Kei Kusakari,Yoshihiko Kurokawa,Tsuyoshi Kawakami,Kohichi Kojima,Hajime Kojima,Atsushi Ono,Yasuhiro Katsuoka,Hideto Tanabe,Hiroshi Yokoyama,Toshihiko Kasahara.  (2018-09-18)  Cause of and countermeasures for oxidation of the cysteine-derived reagent used in the amino acid derivative reactivity assay..  Journal of applied toxicology : JAT,  39  ((2)): (191-208).  [PMID:30221369]
28. Nitin H Patel,Priyanka K Mishra,Rajendra Nagane,Abhay Deshpande,Irfan Y Tamboli,Rahul Date.  (2019-03-14)  Comparison of in chemico skin sensitization methods and development of an in chemico skin photosensitization assay..  ALTEX,  36  ((3)): (373-387).  [PMID:30865783]
29. Chisako Yamagami,Noriko Motohashi,Miki Akamatsu.  (2002-08-06)  Quantum chemical- and 3-D-QSAR (CoMFA) studies of benzalacetones and 1,1,1-trifluoro-4-phenyl-3-buten-2-ones..  Bioorganic & medicinal chemistry letters,  12  ((17)): (2281-2285).  [PMID:12161116]
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