Acetic anhydride (BioDeep_00000020601)
human metabolite Endogenous Volatile Flavor Compounds natural product
代谢物信息卡片
Acetic anhydride, 3H-labeled
化学式: C4H6O3 (102.0316926)
中文名称: 乙酸酐
谱图信息:
最多检出来源 Homo sapiens(feces) 99.71%
分子结构信息
SMILES: CC(=O)OC(=O)C
InChI: InChI=1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3
描述信息
Acetic anhydride is an esterification agent for use in prepn. of modified food starch and for acetylation of monoglycerides Acetic anhydride is a versatile reagent for acetylations, the introduction of acetyl groups to organic substrates. In these conversions, acetic anhydride is viewed as a source of CH3CO+. Alcohols and amines are readily acetylated. For example, the reaction of acetic anhydride with ethanol yields ethyl acetate: (CH3CO)2O + CH3CH2OH → CH3CO2CH2CH3 + CH3COOH. Acetic anhydride is an irritant and flammable. Because of its reactivity toward water, alcohol foam or carbon dioxide are preferred for fire suppression. The vapour of acetic anhydride is harmful. Acetic anhydride is the chemical compound with the formula (CH3CO)2O. Commonly abbreviated Ac2O, it is one of the simplest acid anhydrides and is a widely used reagent in organic synthesis. It is a colorless liquid that smells strongly of acetic acid, which is formed by its reaction with the moisture in the air. As indicated by its organic chemistry, Ac2O is mainly used for acetylations leading to commercially significant materials. Its largest application is for the conversion of cellulose to cellulose acetate, which is a component of photographic film and other coated materials. Similarly it is used in the production of aspirin, acetyl salicylic acid, which is prepared by the acetylation of salicylic acid. It is also used as a wood preservative via autoclave impregnation to make a longer lasting timber. Because of its use for the synthesis of heroin by the diacetylation of morphine, acetic anhydride (known as AA in clandestine chemistry circles) is listed as a U.S. DEA List II Precursor, and restricted in many other countries. The largest markets for diverted acetic anhydride continue to be heroin laboratories in Afghanistan
同义名列表
26 个代谢物同义名
Acetic anhydride, 3H-labeled; Anhydrid kyseliny octove; Acetyltrimethyl-silane; Ethanoic anhydric acid; Acetic acid, anhydride; Acetic acid anhydride; Essigsaeureanhydrid; Ethanoic anhydrate; Azijnzuuranhydride; Anhydride acetique; Ethanoic anhydride; Acetyl acetic acid; Acetate anhydride; Octowy bezwodnik; ACETIC ANHYDRIDE; Anidride acetica; Acetyl anhydride; Acetyl acetate; Acetanhydride; Acetyl oxide; Acetic oxide; Acetyl ether; (CH3CO)2O; (MeCO)2O; Ac2O; Acetic anhydride
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:36610
- PubChem: 7918
- HMDB: HMDB0031646
- ChEMBL: CHEMBL1305819
- Wikipedia: Acetic_anhydride
- foodb: FDB008300
- chemspider: 7630
- CAS: 285977-77-7
- CAS: 285977-78-8
- CAS: 108-24-7
- PMhub: MS000046691
- LOTUS: LTS0216280
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
10 个相关的物种来源信息
- 2759 - Eukaryota: LTS0216280
- 9606 - Homo sapiens: -
- 3398 - Magnoliopsida: LTS0216280
- 35493 - Streptophyta: LTS0216280
- 58023 - Tracheophyta: LTS0216280
- 33090 - Viridiplantae: LTS0216280
- 3602 - Vitaceae: LTS0216280
- 3603 - Vitis: LTS0216280
- 29760 - Vitis vinifera: 10.3389/FMICB.2017.00457
- 29760 - Vitis vinifera: LTS0216280
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Xingli Huo, Huijun Liu, Shengjie Wang, Shanmei Yin, Zongning Yin. The inhibitory effect and mechanism of small molecules on acetic anhydride-induced BSA acetylation and aggregation.
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Food chemistry.
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Plant physiology.
2010 Oct; 154(2):833-46. doi:
10.1104/pp.110.161646. [PMID: 20699396] - M C Gonzalez-Guëreca, M Soto-Hernandez, M Martinez-Vazquez. Isolation of (-)(2S)-5,6,7,3',5'-pentahydroxyflavanone-7-O-β-D-glucopyranoside, from Lippia graveolens H.B.K. var. berlandieri Schauer, a new anti-inflammatory and cytotoxic flavanone.
Natural product research.
2010 Oct; 24(16):1528-36. doi:
10.1080/14786419.2010.488234. [PMID: 20835954] - Yupeng Tan, Ke Li, Lei Hu, Shu Chen, Ying Gai, Xiangning Jiang. Fast and simple droplet sampling of sap from plant tissues and capillary microextraction of soluble saccharides for picogram-scale quantitative determination with GC-MS.
Journal of agricultural and food chemistry.
2010 Sep; 58(18):9931-5. doi:
10.1021/jf102053h. [PMID: 20806935] - Louise Harewood, Monica Liu, Jean Keeling, Alan Howatson, Margo Whiteford, Peter Branney, Margaret Evans, Judy Fantes, David R Fitzpatrick. Bilateral renal agenesis/hypoplasia/dysplasia (BRAHD): postmortem analysis of 45 cases with breakpoint mapping of two de novo translocations.
PloS one.
2010 Aug; 5(8):e12375. doi:
10.1371/journal.pone.0012375. [PMID: 20811621] - Fachuang Lu, Jane M Marita, Catherine Lapierre, Lise Jouanin, Kris Morreel, Wout Boerjan, John Ralph. Sequencing around 5-hydroxyconiferyl alcohol-derived units in caffeic acid O-methyltransferase-deficient poplar lignins.
Plant physiology.
2010 Jun; 153(2):569-79. doi:
10.1104/pp.110.154278. [PMID: 20427467] - Margaretha J van der Merwe, Sonia Osorio, Wagner L Araújo, Ilse Balbo, Adriano Nunes-Nesi, Eugenia Maximova, Fernando Carrari, Victoria I Bunik, Staffan Persson, Alisdair R Fernie. Tricarboxylic acid cycle activity regulates tomato root growth via effects on secondary cell wall production.
Plant physiology.
2010 Jun; 153(2):611-21. doi:
10.1104/pp.109.149047. [PMID: 20118274] - Li H Liu, Tran V Hung. Flow properties of acetylated chickpea protein dispersions.
Journal of food science.
2010 Jun; 75(5):E247-52. doi:
10.1111/j.1750-3841.2010.01639.x. [PMID: 20629870] - Lee R Hagey, Nicolas Vidal, Alan F Hofmann, Matthew D Krasowski. Evolutionary diversity of bile salts in reptiles and mammals, including analysis of ancient human and extinct giant ground sloth coprolites.
BMC evolutionary biology.
2010 May; 10(?):133. doi:
10.1186/1471-2148-10-133. [PMID: 20444292] - Shigeo Hasegawa, Yuta Kohro, Miho Shiratori, Satoshi Ishii, Takao Shimizu, Makoto Tsuda, Kazuhide Inoue. Role of PAF receptor in proinflammatory cytokine expression in the dorsal root ganglion and tactile allodynia in a rodent model of neuropathic pain.
PloS one.
2010 May; 5(5):e10467. doi:
10.1371/journal.pone.0010467. [PMID: 20454616] - Alessio Valletta, Livio Trainotti, Anna Rita Santamaria, Gabriella Pasqua. Cell-specific expression of tryptophan decarboxylase and 10-hydroxygeraniol oxidoreductase, key genes involved in camptothecin biosynthesis in Camptotheca acuminata Decne (Nyssaceae).
BMC plant biology.
2010 Apr; 10(?):69. doi:
10.1186/1471-2229-10-69. [PMID: 20403175] - Pin Yue, Zhouji Chen, Fatiha Nassir, Carlos Bernal-Mizrachi, Brian Finck, Salman Azhar, Nada A Abumrad. Enhanced hepatic apoA-I secretion and peripheral efflux of cholesterol and phospholipid in CD36 null mice.
PloS one.
2010 Mar; 5(3):e9906. doi:
10.1371/journal.pone.0009906. [PMID: 20360851] - Hyun-Seok Kim, Hyun-Shik Choi, Byung-Yong Kim, Moo-Yeol Baik. Characterization of acetylated corn starch prepared under ultrahigh pressure (UHP).
Journal of agricultural and food chemistry.
2010 Mar; 58(6):3573-9. doi:
10.1021/jf903939y. [PMID: 20166662] - Cliff E Foster, Tina M Martin, Markus Pauly. Comprehensive compositional analysis of plant cell walls (lignocellulosic biomass) part II: carbohydrates.
Journal of visualized experiments : JoVE.
2010 Mar; ?(37):. doi:
10.3791/1837. [PMID: 20228730] - Jane Geisler-Lee, Christian Caldwell, Daniel R Gallie. Expression of the ethylene biosynthetic machinery in maize roots is regulated in response to hypoxia.
Journal of experimental botany.
2010 Mar; 61(3):857-71. doi:
10.1093/jxb/erp362. [PMID: 20008461] - Jaana Vuosku, Suvi Sutela, Mira Sääskilahti, Johanna Kestilä, Anne Jokela, Tytti Sarjala, Hely Häggman. Dealing with the problem of non-specific in situ mRNA hybridization signals associated with plant tissues undergoing programmed cell death.
Plant methods.
2010 Feb; 6(1):7. doi:
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Cellular and molecular life sciences : CMLS.
2010 Feb; 67(4):629-40. doi:
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Planta.
2010 Feb; 231(3):507-21. doi:
10.1007/s00425-009-1049-5. [PMID: 19915863] - Athena A Schepmoes, Qibin Zhang, Brianne O Petritis, Wei-Jun Qian, Richard D Smith. N-terminal enrichment: developing a protocol to detect specific proteolytic fragments.
Journal of biomolecular techniques : JBT.
2009 Dec; 20(5):263-5. doi:
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Journal of food science.
2009 Nov; 74(9):E488-94. doi:
10.1111/j.1750-3841.2009.01349.x. [PMID: 20492110] - Marcus S Cooke, Paul T Henderson, Mark D Evans. Sources of extracellular, oxidatively-modified DNA lesions: implications for their measurement in urine.
Journal of clinical biochemistry and nutrition.
2009 Nov; 45(3):255-70. doi:
10.3164/jcbn.sr09-41. [PMID: 19902015] - P S Pavithra, N Sreevidya, Rama S Verma. Antibacterial and antioxidant activity of methanol extract of Evolvulus nummularius.
Indian journal of pharmacology.
2009 Oct; 41(5):233-6. doi:
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Biochimica et biophysica acta.
2009 Sep; 1788(9):1901-6. doi:
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Journal of chromatography. A.
2009 Jul; 1216(30):5634-9. doi:
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2009 Jul; 34(14):1799-801. doi:
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International journal of molecular sciences.
2009 Jun; 10(7):2896-2910. doi:
10.3390/ijms10072896. [PMID: 19742174] - Yao Hsiao, Ju-Tsung Liu, Cheng-Huang Lin. Simultaneous separation and detection of 18 phenethylamine/tryptamine derivatives by liquid chromatography-UV absorption and -electrospray ionization mass spectrometry.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry.
2009 Jun; 25(6):759-63. doi:
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Journal of visualized experiments : JoVE.
2009 Apr; ?(26):. doi:
10.3791/1205. [PMID: 19377440] - Cedric Montanier, Victoria A Money, Virginia M R Pires, James E Flint, Benedita A Pinheiro, Arun Goyal, José A M Prates, Atsushi Izumi, Henrik Stålbrand, Carl Morland, Alan Cartmell, Katarina Kolenova, Evangelos Topakas, Eleanor J Dodson, David N Bolam, Gideon J Davies, Carlos M G A Fontes, Harry J Gilbert. The active site of a carbohydrate esterase displays divergent catalytic and noncatalytic binding functions.
PLoS biology.
2009 Mar; 7(3):e71. doi:
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Purinergic signalling.
2009 Mar; 5(1):39-50. doi:
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Nutrients.
2009 02; 1(2):178-96. doi:
10.3390/nu1020178. [PMID: 22253977] - Ben Cooper, Eberhard Fuchs, Gabriele Flügge. Expression of the axonal membrane glycoprotein M6a is regulated by chronic stress.
PloS one.
2009; 4(1):e3659. doi:
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Synapse (New York, N.Y.).
2008 Nov; 62(11):842-50. doi:
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Journal of nanobiotechnology.
2008 Oct; 6(?):12. doi:
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Journal of lipid research.
2008 Oct; 49(10):2240-9. doi:
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Journal of microbiology and biotechnology.
2008 Sep; 18(9):1599-605. doi:
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Journal of pharmaceutical and biomedical analysis.
2008 Aug; 47(4-5):790-4. doi:
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PloS one.
2008 Jun; 3(6):e2353. doi:
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Histochemistry and cell biology.
2008 Jun; 129(6):795-804. doi:
10.1007/s00418-008-0405-z. [PMID: 18320204] - Soo Hyun An, Kee Hoon Sohn, Hyong Woo Choi, In Sun Hwang, Sung Chul Lee, Byung Kook Hwang. Pepper pectin methylesterase inhibitor protein CaPMEI1 is required for antifungal activity, basal disease resistance and abiotic stress tolerance.
Planta.
2008 Jun; 228(1):61-78. doi:
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PloS one.
2008 May; 3(5):e2210. doi:
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BMC genomics.
2008 Mar; 9(?):117. doi:
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