AA-2G (BioDeep_00000012230)

 

Secondary id: BioDeep_00000265360, BioDeep_00001869518

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


L-Ascorbic acid-2-glucoside

化学式: C12H18O11 (338.0849078)
中文名称: 2-O-α-D-吡喃葡萄糖基-L-抗坏血酸, 抗坏血酸葡糖苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 12.5%

分子结构信息

SMILES: C(C1C(C(C(C(O1)OC2=C(C(OC2=O)C(CO)O)O)O)O)O)O
InChI: InChI=1S/C12H18O11/c13-1-3(15)9-8(19)10(11(20)22-9)23-12-7(18)6(17)5(16)4(2-14)21-12/h3-7,9,12-19H,1-2H2

描述信息

2-O-β-D-Glucopyranosyl-L-ascorbic acid (AA-2βG), isolated from Lycium chinense, is a stable vitamin C analog with anti-tumor activity[1].

同义名列表

8 个代谢物同义名

L-Ascorbic acid-2-glucoside; Ascorbic acid 2-glucoside; Ascorbyl Glucoside; AA-2betaG; AA-2G; AA-2βG; 2-O-β-D-Glucopyranosyl-L-ascorbic acid; L-Ascorbic acid-2-glucoside



数据库引用编号

13 个数据库交叉引用编号

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)

1 个相关的物种来源信息

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

  • Yujuan Shen, Yuanyuan Xia, Xianzhong Chen. Research progress and application of enzymatic synthesis of glycosyl compounds. Applied microbiology and biotechnology. 2023 Jul; ?(?):. doi: 10.1007/s00253-023-12652-8. [PMID: 37428188]
  • Breno Fernandes Barreto Sampaio, Bruno Gomes Nogueira, Maria Inês Lenz Souza, Eliane Vianna da Costa E Silva, Carmem Estefânia Serra Neto Zúccari. Effects of ascorbic acid 2-glucoside and alpha-tocopherol on the characteristics of equine spermatozoa stored at 5°C. Animal science journal = Nihon chikusan Gakkaiho. 2018 Oct; 89(10):1415-1423. doi: 10.1111/asj.12944. [PMID: 30043478]
  • Mitsutoshi Kimura, Hajime Moteki, Masaki Uchida, Hideshi Natsume, Masahiko Ogihara. L-ascorbic acid- and L-ascorbic acid 2-glucoside accelerate in vivo liver regeneration and lower serum alanine aminotransaminase activity in 70\% partially hepatectomized rats. Biological & pharmaceutical bulletin. 2014; 37(4):597-603. doi: 10.1248/bpb.b13-00839. [PMID: 24818255]
  • Hajime Moteki, Yuya Shimamura, Mitsutoshi Kimura, Masahiko Ogihara. Signal transduction pathway for L-ascorbic acid- and L-ascorbic acid 2-glucoside-induced DNA synthesis and cell proliferation in primary cultures of adult rat hepatocytes. European journal of pharmacology. 2012 May; 683(1-3):276-84. doi: 10.1016/j.ejphar.2012.02.047. [PMID: 22429571]
  • Timothy G Jenkins, Kenneth I Aston, Douglas T Carrell. Supplementation of cryomedium with ascorbic acid-2-glucoside (AA2G) improves human sperm post-thaw motility. Fertility and sterility. 2011 May; 95(6):2001-4. doi: 10.1016/j.fertnstert.2011.02.023. [PMID: 21411084]
  • Yuko Kinashi, Hiroki Tanaka, Shinichiro Masunaga, Minoru Suzuki, Genro Kashino, Liu Yong, Sentaro Takahashi, Koji Ono. Ascorbic acid 2-glucocide reduces micronucleus induction in distant splenic T lymphocytes following head irradiation. Mutation research. 2010 Jan; 695(1-2):69-74. doi: 10.1016/j.mrgentox.2009.12.002. [PMID: 20006734]
  • Sadako Nakamura, Tsuneyuki Oku. Bioavailability of 2-O-alpha-D-glucopyranosyl-L-ascorbic acid as ascorbic acid in healthy humans. Nutrition (Burbank, Los Angeles County, Calif.). 2009 Jun; 25(6):686-91. doi: 10.1016/j.nut.2008.11.031. [PMID: 19230615]
  • Kenji Ichiyama, Hitoshi Mitsuzumi, Ming Zhong, Akihiro Tai, Akihiro Tsuchioka, Saeko Kawai, Itaru Yamamoto, Eiichi Gohda. Promotion of IL-4- and IL-5-dependent differentiation of anti-mu-primed B cells by ascorbic acid 2-glucoside. Immunology letters. 2009 Feb; 122(2):219-26. doi: 10.1016/j.imlet.2009.01.007. [PMID: 19201381]
  • Teppei Yoshimoto, Satoshi Nakamura, Shogo Yamauchi, Norio Muto, Tadashi Nakada, Koji Ashizawa, Hideki Tatemoto. Improvement of the post-thaw qualities of Okinawan native pig spermatozoa frozen in an extender supplemented with ascorbic acid 2-O-alpha-glucoside. Cryobiology. 2008 Aug; 57(1):30-6. doi: 10.1016/j.cryobiol.2008.05.002. [PMID: 18589410]
  • Jie Liu, Takahito Yagi, Hiroshi Sadamori, Hiroyoshi Matsukawa, Dong-Sheng Sun, Naoshi Mitsuoka, Masao Yamamura, Junji Matsuoka, Zaishun Jin, Itaru Yamamoto, Noriaki Tanaka. Annexin V assay-proven anti-apoptotic effect of ascorbic acid 2-glucoside after cold ischemia/reperfusion injury in rat liver transplantation. Acta medica Okayama. 2003 Oct; 57(5):209-16. doi: 10.18926/amo/32828. [PMID: 14679398]
  • Michihiko Takesue, Masanobu Maruyama, Norikuni Shibata, Takemi Kunieda, Teru Okitsu, Masakiyo Sakaguchi, Toshinori Totsugawa, Yoshikazu Kosaka, Akira Arata, Hideaki Ikeda, Junji Matsuoka, Toshie Oyama, Makoto Kodama, Kenji Ohmoto, Shinichiro Yamamoto, Yuzuru Kurabayashi, Itaru Yamamoto, Noriaki Tanaka, Naoya Kobayashi. Maintenance of cold-preserved porcine hepatocyte function with UW solution and ascorbic acid-2 glucoside. Cell transplantation. 2003; 12(6):599-606. doi: 10.3727/000000003108747208. [PMID: 14579928]
  • Akihiro Tai, Yoshihito Fujinami, Kyoko Matsumoto, Daisuke Kawasaki, Itaru Yamamoto. Bioavailability of a series of novel acylated ascorbic acid derivatives, 6-O-acyl-2-O-alpha-D-glucopyranosyl-L-ascorbic acids, as an ascorbic acid supplement in rats and guinea pigs. Bioscience, biotechnology, and biochemistry. 2002 Aug; 66(8):1628-34. doi: 10.1271/bbb.66.1628. [PMID: 12353620]
  • Y Kumano, T Sakamoto, M Egawa, I Iwai, M Tanaka, I Yamamoto. In vitro and in vivo prolonged biological activities of novel vitamin C derivative, 2-O-alpha-D-glucopyranosyl-L-ascorbic acid (AA-2G), in cosmetic fields. Journal of nutritional science and vitaminology. 1998 Jun; 44(3):345-59. doi: 10.3177/jnsv.44.345. [PMID: 9742456]
  • E Miyai, M Yanagida, J Akiyama, I Yamamoto. Ascorbic acid 2-O-alpha-glucoside-induced redox modulation in human keratinocyte cell line, SCC: mechanisms of photoprotective effect against ultraviolet light B. Biological & pharmaceutical bulletin. 1997 Jun; 20(6):632-6. doi: 10.1248/bpb.20.632. [PMID: 9212980]
  • H Wakamiya, E Suzuki, I Yamamoto, M Akiba, N Arakawa. In situ intestinal absorption of 2-O-alpha-D-glucopyranosyl-L-ascorbic acid in guinea pigs. Journal of nutritional science and vitaminology. 1995 Apr; 41(2):265-72. doi: 10.3177/jnsv.41.265. [PMID: 7562119]
  • M Nagata, M Hikida, H Mibu, N Muto, I Yamamoto. Effect of ascorbic acid 2-O-alpha-glucoside on hydrocortisone-induced cataract formation in developing chick embryos: II. Influence on glutathione and lipid peroxide contents in the lens. Journal of ocular pharmacology. 1994; 10(3):537-42. doi: 10.1089/jop.1994.10.537. [PMID: 7836862]
  • H Wakamiya, E Suzuki, I Yamamoto, M Akiba, M Otsuka, N Arakawa. Vitamin C activity of 2-O-alpha-D-glucopyranosyl-L-ascorbic acid in guinea pigs. Journal of nutritional science and vitaminology. 1992 Jun; 38(3):235-45. doi: 10.3177/jnsv.38.235. [PMID: 1453234]
  • N Muto, K Terasawa, I Yamamoto. Evaluation of ascorbic acid 2-O-alpha-glucoside as vitamin C source: mode of intestinal hydrolysis and absorption following oral administration. International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition. 1992; 62(4):318-23. doi: NULL. [PMID: 1291535]
  • N Muto, Y Ban, M Akiba, I Yamamoto. Evidence for the in vivo formation of ascorbic acid 2-O-alpha-glucoside in guinea pigs and rats. Biochemical pharmacology. 1991 Jul; 42(3):625-31. doi: 10.1016/0006-2952(91)90326-z. [PMID: 1859466]
  • I Yamamoto, S Suga, Y Mitoh, M Tanaka, N Muto. Antiscorbutic activity of L-ascorbic acid 2-glucoside and its availability as a vitamin C supplement in normal rats and guinea pigs. Journal of pharmacobio-dynamics. 1990 Nov; 13(11):688-95. doi: 10.1248/bpb1978.13.688. [PMID: 2093127]