Pivalic acid (BioDeep_00000036564)
human metabolite Endogenous Volatile Flavor Compounds natural product
代谢物信息卡片
alpha,alpha-Dimethylpropionic acid
化学式: C5H10O2 (102.068076)
中文名称: 三甲基乙酸, 三甲基乙酸(PA)
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)(C)C(=O)O
InChI: InChI=1S/C5H10O2/c1-5(2,3)4(6)7/h1-3H3,(H,6,7)
描述信息
Pivalic acid is a carboxylic acid with a molecular formula of (CH3)3CCO2H. This colourless, odiferous organic compound is solid at room temperature. Relative to esters of most carboxylic acids, esters of pivalic acid are unusually resistant to hydrolysis. Some applications result from this thermal stability. Polymers derived from pivalate esters of vinyl alcohol are highly reflective lacquers. The pivaloyl (abbreviated piv or pv) group is a protective group for alcohols in organic synthesis.
同义名列表
35 个代谢物同义名
alpha,alpha-Dimethylpropionic acid; Kyselina 2,2-dimethylpropionova; alpha,alpha-Dimethylpropionate; Acide 2,2-dimethylpropanoique; 2,2-dimethyl-propanoic acid; 2,2-Dimethyl-propionic acid; Pivalic acid (acd/name 4.0); a,a-Dimethylpropionic acid; 2,2-Dimethylpropionic acid; 2,2-Dimethylpropanoic acid; Α,α-dimethylpropionic acid; Pivalic acid, sodium salt; Dimethylpropionic acid; 2,2-Dimethylpropionate; Α,α-dimethylpropionate; a,a-Dimethylpropionate; Trimethyl-acetic acid; Trimethylacetic acid; Tert-pentanoic acid; Dimethylpropionate; Neopentanoic acid; Kyselina pivalova; Trimethylacetate; Tert-pentanoate; Neovaleric acid; Acide pivalique; Acido pivalico; Tert-C4H9COOH; Neopentanoate; Pivalinsaeure; Pivalinsaure; Pivalic acid; Versatic 5; Pivalate; Pivalic acid
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:45133
- PubChem: 6417
- HMDB: HMDB0041992
- ChEMBL: CHEMBL322719
- Wikipedia: Pivalic_acid
- foodb: FDB111687
- chemspider: 6177
- CAS: 75-98-9
- LOTUS: LTS0123133
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)
6 个相关的物种来源信息
- 2 - Bacteria: LTS0123133
- 9606 - Homo sapiens: -
- 1883 - Streptomyces: LTS0123133
- 33903 - Streptomyces avermitilis: 10.1111/J.1462-2920.2011.02465.X
- 33903 - Streptomyces avermitilis: LTS0123133
- 2062 - Streptomycetaceae: LTS0123133
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
- Kimitaka Nakazaki, Erika Ogawa, Mika Ishige, Nobuyuki Ishige, Tatsuo Fuchigami, Shori Takahashi. Hypocarnitinemia Observed in an Infant Treated with Short-Term Administration of Antibiotic Containing Pivalic Acid.
The Tohoku journal of experimental medicine.
2018 04; 244(4):279-282. doi:
10.1620/tjem.244.279. [PMID: 29628457] - Timothy H Witney, Federica Pisaneschi, Israt S Alam, Sebastian Trousil, Maciej Kaliszczak, Frazer Twyman, Diana Brickute, Quang-Dé Nguyen, Zachary Schug, Eyal Gottlieb, Eric O Aboagye. Preclinical evaluation of 3-18F-fluoro-2,2-dimethylpropionic acid as an imaging agent for tumor detection.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine.
2014 Sep; 55(9):1506-12. doi:
10.2967/jnumed.114.140343. [PMID: 25012458] - James Q Del Rosso, Leon Kircik. A Comprehensive Review of Clocortolone Pivalate 0.1\% Cream: Structural Development, Formulation Characteristics, and Studies Supporting Treatment of Corticosteroid-responsive Dermatoses.
The Journal of clinical and aesthetic dermatology.
2012 Jul; 5(7):20-4. doi:
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PLoS pathogens.
2012; 8(5):e1002691. doi:
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The Tohoku journal of experimental medicine.
2010 Aug; 221(4):309-13. doi:
10.1620/tjem.221.309. [PMID: 20651467] - Sriram Govindan, Emily J A Taylor, Colin W Taylor. Ca(2+) signalling by P2Y receptors in cultured rat aortic smooth muscle cells.
British journal of pharmacology.
2010 Aug; 160(8):1953-62. doi:
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Glycoconjugate journal.
2010 May; 27(4):401-17. doi:
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Chemico-biological interactions.
2009 Aug; 180(3):472-7. doi:
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The Journal of toxicological sciences.
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Drug metabolism and pharmacokinetics.
2008; 23(4):293-303. doi:
10.2133/dmpk.23.293. [PMID: 18762717] - Jane Doberenz, Frank Hirche, Uta Keller, Klaus Eder. Pivalate lowers litter sizes and weights in female rats independent of its effect on carnitine status.
Reproductive toxicology (Elmsford, N.Y.).
2007 Jul; 24(1):83-8. doi:
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Pharmaceutical research.
2006 Aug; 23(8):1729-35. doi:
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Toxicology and applied pharmacology.
2006 Jul; 214(1):61-8. doi:
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The Journal of nutrition.
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2004 Nov; 1033(?):42-51. doi:
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Toxicology and applied pharmacology.
2003 Mar; 187(2):101-9. doi:
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Phytochemistry.
2003 Feb; 62(3):491-500. doi:
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Pharmacological reviews.
2002 Dec; 54(4):589-98. doi:
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Veterinary parasitology.
2002 May; 105(3):229-45. doi:
10.1016/s0304-4017(02)00014-6. [PMID: 11934463] - R Ricciolini, M Scalibastri, P Carminati, A Arduini. The effect of pivalate treatment of pregnant rats on body mass and insulin levels in the adult offspring.
Life sciences.
2001 Aug; 69(15):1733-8. doi:
10.1016/s0024-3205(01)01254-1. [PMID: 11665835] - N Okudaira, M Fujigaki, T Nakayoshi, I Komiya, Y Sugiyama. Up-regulation of carnitine transporters helps maintain tissue carnitine levels in carnitine deficiency induced by pivalic acid.
Pharmaceutical research.
2001 Apr; 18(4):439-45. doi:
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Drugs under experimental and clinical research.
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The Journal of pharmacology and experimental therapeutics.
1999 Nov; 291(2):778-84. doi:
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International journal of andrology.
1997 Jun; 20(3):180-8. doi:
10.1046/j.1365-2605.1997.00059.x. [PMID: 9354188] - K Abrahamsson, B O Eriksson, E Holme, U Jodal, A Jönsson, S Lindstedt. Pivalic acid-induced carnitine deficiency and physical exercise in humans.
Metabolism: clinical and experimental.
1996 Dec; 45(12):1501-7. doi:
10.1016/s0026-0495(96)90179-1. [PMID: 8969283] - P B Bianchi, A T Davis. beta-Hydroxybutyrate oxidation is reduced and hepatic balance of ketone bodies and free fatty acids is unaltered in carnitine-depleted, pivalate-treated rats.
The Journal of nutrition.
1996 Nov; 126(11):2867-72. doi:
10.1093/jn/126.11.2867. [PMID: 8914959] - P B Bianchi, D C Lehotay, A T Davis. Carnitine supplementation ameliorates the steatosis and ketosis induced by pivalate in rats.
The Journal of nutrition.
1996 Nov; 126(11):2873-9. doi:
10.1093/jn/126.11.2873. [PMID: 8914960] - H Nakajima, N Kodo, F Inoue, Z Kizaki, S Nukina, A Kinugasa, T Sawada. Pivalate affects carnitine status but causes no severe metabolic changes in rat liver.
The Journal of nutrition.
1996 Jun; 126(6):1683-7. doi:
10.1093/jn/126.6.1683. [PMID: 8648443] - C C Metges, K J Petzke, U Hennig. Gas chromatography/combustion/isotope ratio mass spectrometric comparison of N-acetyl- and N-pivaloyl amino acid esters to measure 15N isotopic abundances in physiological samples: a pilot study on amino acid synthesis in the upper gastro-intestinal tract of minipigs.
Journal of mass spectrometry : JMS.
1996 Apr; 31(4):367-76. doi:
10.1002/(sici)1096-9888(199604)31:4<367::aid-jms310>3.0.co;2-v. [PMID: 8799283] - U Zanelli, P Puccini, D Acerbi, P Ventura, P G Gervasi. Induction of peroxisomal beta-oxidation and P-450 4A-dependent activities by pivalic and trichloroacetic acid in rat liver and kidney.
Archives of toxicology.
1996; 70(3-4):145-9. doi:
10.1007/s002040050253. [PMID: 8825670] - K Abrahamsson, M Mellander, B O Eriksson, E Holme, U Jodal, A Jönsson, S Lindstedt. Transient reduction of human left ventricular mass in carnitine depletion induced by antibiotics containing pivalic acid.
British heart journal.
1995 Dec; 74(6):656-9. doi:
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Antimicrobial agents and chemotherapy.
1995 07; 39(7):1445-53. doi:
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Biochemical and molecular medicine.
1995 Jun; 55(1):77-9. doi:
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Canadian journal of physiology and pharmacology.
1995 Apr; 73(4):509-14. doi:
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Metabolism: clinical and experimental.
1995 Apr; 44(4):499-505. doi:
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Biochimica et biophysica acta.
1995 Jan; 1243(1):65-70. doi:
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Biology of the neonate.
1995; 68(3):211-20. doi:
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Biochemical medicine and metabolic biology.
1994 Jun; 52(1):18-21. doi:
10.1006/bmmb.1994.1028. [PMID: 7917463] - B Melegh, B Sumegi, A D Sherry. Preferential elimination of pivalate with supplemental carnitine via formation of pivaloylcarnitine in man.
Xenobiotica; the fate of foreign compounds in biological systems.
1993 Nov; 23(11):1255-61. doi:
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The Japanese journal of antibiotics.
1993 Oct; 46(10):926-37. doi:
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Antimicrobial agents and chemotherapy.
1993 May; 37(5):1043-9. doi:
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Journal of pharmaceutical sciences.
1992 Oct; 81(10):1038-41. doi:
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Scandinavian journal of clinical and laboratory investigation.
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