Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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P111783-25g | 25g | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $9.90 | |
P111783-100g | 100g | In stock | $13.90 | |
P111783-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $52.90 |
Synonyms | 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 |
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Specifications & Purity | ≥98%(GC) |
Shipped In | Normal |
Product Description | Benzylideneacetone is used in the fragrance industry for its sweet pea-like odor. It is one of the major constituents of Monanthotaxis capea essential oil.[1] Studies suggest that apart from skatole and androstenone, benzylideneacetone may also be one of the volatile compounds, which contributes to the development of boar taint in fat samples |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Pubchem Sid | 488190856 |
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Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488190856 |
IUPAC Name | (E)-4-phenylbut-3-en-2-one |
INCHI | 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 |
Canonical SMILES | CC(=O)C=CC1=CC=CC=C1 |
Isomeric SMILES | CC(=O)/C=C/C1=CC=CC=C1 |
WGK Germany | 2 |
RTECS | EN0330000 |
PubChem CID | 637759 |
UN Number | 3077 |
Molecular Weight | 146.19 |
Beilstein | 742047 |
Reaxy-Rn | 742047 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
I2025043 | Certificate of Analysis | Aug 15, 2024 | P111783 |
K2420580 | Certificate of Analysis | May 06, 2024 | P111783 |
K2422153 | Certificate of Analysis | May 06, 2024 | P111783 |
I2221046 | Certificate of Analysis | Sep 23, 2022 | P111783 |
C2222413 | Certificate of Analysis | Apr 11, 2022 | P111783 |
C2222455 | Certificate of Analysis | Apr 11, 2022 | P111783 |
C2222496 | Certificate of Analysis | Apr 11, 2022 | P111783 |
Solubility | Soluble in alcohol, chloroform, diethyl ether. |
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Sensitivity | Light sensitive. |
Refractive Index | 1.8536 |
Flash Point(°F) | 123℃ |
Flash Point(°C) | 123℃ |
Boil Point(°C) | 260-262°C |
Melt Point(°C) | 39-41°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H317:May cause an allergic skin reaction |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 2 |
RTECS | EN0330000 |
Reaxy-Rn | 742047 |
Merck Index | 1137 |
1. Xie Chao, Lin Longfei, Huang Liang, Wang Zixin, Jiang Zhiwei, Zhang Zehui, Han Buxing. (2021) Zn-Nx sites on N-doped carbon for aerobic oxidative cleavage and esterification of C(CO)-C bonds. Nature Communications, 12 (1): (1-12). [PMID:34376654] [10.1038/s41467-021-25118-0] |
2. Yunchang Fan, Dongxu Cai, Xin Wang, Lei Yang. (2018) Ionic Liquids: Efficient Media for the Lipase-Catalyzed Michael Addition. MOLECULES, 23 (9): (2154). [PMID:30150588] [10.3390/molecules23092154] |
3. Wen Xiaoyu, Pan Xiaona, Wu Libin, Li Ruinan, Wang Dan, Zhang Jinqiu, Yang Peixia. (2017) Preparation of textural lamellar tin deposits via electrodeposition. APPLIED PHYSICS A-MATERIALS SCIENCE & PROCESSING, 123 (6): (1-4). [PMID:] [10.1007/s00339-017-0960-z] |
4. Lijun He, Mingliang Zhang, Longhui Liu, Xiuming Jiang, Pu Mao, Lingbo Qu. (2012) Two new azamacrocycle-based stationary phases for high-performance liquid chromatography: Preparation and comparative evaluation. JOURNAL OF CHROMATOGRAPHY A, 1270 (186). [PMID:23182935] [10.1016/j.chroma.2012.11.007] |
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. Dongjin Ji,Youngkeun Yi,Ga-Hwa Kang,Yong-Hwa Choi,Pankyung Kim,Nam-In Baek,Yonggyun Kim. (2004-10-13) Identification of an antibacterial compound, benzylideneacetone, from Xenorhabdus nematophila against major plant-pathogenic bacteria.. FEMS microbiology letters, 239 ((2)): (241-248). [PMID:15476972] |
4. 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] |
5. 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] |
6. 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] |
7. 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] |
8. 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] |
9. 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] |
10. 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] |
11. 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] |
12. 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] |
13. 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] |
14. 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] |
15. 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] |
16. 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] |
17. 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] |
18. 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] |
19. 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] |
20. 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] |
21. 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] |
22. 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] |
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24. 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] |
25. Toshiyuki Wakimoto,Hiroyuki Morita,Ikuro Abe. (2012-09-25) Engineering of plant type III polyketide synthases.. Methods in enzymology, 515 (337-358). [PMID:22999181] |
26. 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] |
27. 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] |
28. 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] |
29. 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] |
30. 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] |
31. Said A Said,Abd el-Galil E Amr,Nermien M Sabry,Mohamed M Abdalla. (2009-08-18) Analgesic, anticonvulsant and anti-inflammatory activities of some synthesized benzodiazipine, triazolopyrimidine and bis-imide derivatives.. European journal of medicinal chemistry, 44 ((12)): (4787-4792). [PMID:19682771] |
32. Jiwan Kim,Yonggyun Kim. (2010-11-30) Benzylideneacetone, an eicosanoid biosynthesis inhibitor enhances baculovirus pathogenicity in the diamondback moth, Plutella xylostella.. Journal of invertebrate pathology, 106 ((2)): (308-313). [PMID:21112333] |
33. Xie Chao, Lin Longfei, Huang Liang, Wang Zixin, Jiang Zhiwei, Zhang Zehui, Han Buxing. (2021) Zn-Nx sites on N-doped carbon for aerobic oxidative cleavage and esterification of C(CO)-C bonds. Nature Communications, 12 (1): (1-12). [PMID:34376654] [10.1038/s41467-021-25118-0] |
34. Yunchang Fan, Dongxu Cai, Xin Wang, Lei Yang. (2018) Ionic Liquids: Efficient Media for the Lipase-Catalyzed Michael Addition. MOLECULES, 23 (9): (2154). [PMID:30150588] [10.3390/molecules23092154] |
35. Wen Xiaoyu, Pan Xiaona, Wu Libin, Li Ruinan, Wang Dan, Zhang Jinqiu, Yang Peixia. (2017) Preparation of textural lamellar tin deposits via electrodeposition. APPLIED PHYSICS A-MATERIALS SCIENCE & PROCESSING, 123 (6): (1-4). [PMID:] [10.1007/s00339-017-0960-z] |
36. Lijun He, Mingliang Zhang, Longhui Liu, Xiuming Jiang, Pu Mao, Lingbo Qu. (2012) Two new azamacrocycle-based stationary phases for high-performance liquid chromatography: Preparation and comparative evaluation. JOURNAL OF CHROMATOGRAPHY A, 1270 (186). [PMID:23182935] [10.1016/j.chroma.2012.11.007] |