Oleanolic acid 3-acetate (BioDeep_00000227754)

Main id: BioDeep_00000000565

 

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

化学式: C32H50O4 (498.37089000000003)
中文名称: 齐墩果酸 3-乙酸酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1[C@@H](C([C@H]2[C@](C1)([C@@H]1[C@@](CC2)([C@]2(C(=CC1)[C@H]1[C@@](CC2)(CCC(C1)(C)C)C(=O)O)C)C)C)(C)C)OC(=O)C
InChI: InChI=1S/C32H50O4/c1-20(33)36-25-12-13-29(6)23(28(25,4)5)11-14-31(8)24(29)10-9-21-22-19-27(2,3)15-17-32(22,26(34)35)18-16-30(21,31)7/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24+,25-,29-,30+,31+,32-/m0/s1

描述信息

Oleanolic acid 3-acetate, also known as 3-O-acetyloleanolic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Oleanolic acid 3-acetate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Oleanolic acid 3-acetate can be found in black-eyed pea and rosemary, which makes oleanolic acid 3-acetate a potential biomarker for the consumption of these food products.

同义名列表

17 个代谢物同义名

(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid; (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid; 3beta-Acetoxyolean-12-en-28-oic acid; (+)-3-O-Acetyloleanolic acid; Oleanolic acid 3-acetic acid; (+)-Oleanolic acid acetate; Oleanolic acid 3-acetate; 3-O-Acetyloleanolic acid; (+)-Acetyloleanolic acid; 3-Acetyl oleanolic acid; 3-acetyloleanolic acid; Oleanolic acid acetate; Acetyl oleanolic acid; 3-O-Acetyloleanolate; Oleanolate 3-acetate; Acetyloleanolic acid; acetyl oleanolate



数据库引用编号

8 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)

113 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

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  • Genki Kiyama, Ken-Ichi Nakashima, Kazumasa Shimada, Naoko Murono, Wataru Kakihana, Hideki Imai, Makoto Inoue, Takao Hirai. Transmembrane G protein-coupled receptor 5 signaling stimulates fibroblast growth factor 21 expression concomitant with up-regulation of the transcription factor nuclear receptor Nr4a1. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Oct; 142(?):112078. doi: 10.1016/j.biopha.2021.112078. [PMID: 34449315]
  • Hyo-Moon Cho, Thi-Kim-Quy Ha, Thi-Phuong Doan, Basanta Dhodary, Jin-Pyo An, Ba-Wool Lee, Jun-Li Yang, Won-Keun Oh. Neuroprotective Effects of Triterpenoids from Camellia japonica against Amyloid β-Induced Neuronal Damage. Journal of natural products. 2020 07; 83(7):2076-2086. doi: 10.1021/acs.jnatprod.9b00964. [PMID: 32569471]
  • Qiong Ou-Yang, Chun-Xiao Xuan, Xue Wang, Han-Qiong Luo, Jin-E Liu, Lan-Lan Wang, Ting-Ting Li, Yu-Peng Chen, Jun Liu. 3-Acetyl-oleanolic acid ameliorates non-alcoholic fatty liver disease in high fat diet-treated rats by activating AMPK-related pathways. Acta pharmacologica Sinica. 2018 Aug; 39(8):1284-1293. doi: 10.1038/aps.2017.142. [PMID: 29345253]
  • Dongyin Chen, Xin Huang, Hongwen Zhou, Hanqiong Luo, Pengfei Wang, Yongzhi Chang, Xinyi He, Suiying Ni, Qingqing Shen, Guoshen Cao, Hongbin Sun, Xiaoan Wen, Jun Liu. Discovery of pentacyclic triterpene 3β-ester derivatives as a new class of cholesterol ester transfer protein inhibitors. European journal of medicinal chemistry. 2017 Oct; 139(?):201-213. doi: 10.1016/j.ejmech.2017.08.012. [PMID: 28802120]
  • Eunyoung Kim, Keumhan Noh, Sang Joon Lee, Beomsoo Shin, Joo Tae Hwang, Seung Woong Lee, Mun-Chul Rho, Wonku Kang. Simultaneous determination of 3-O-acetyloleanolic acid and oleanolic acid in rat plasma using liquid chromatography coupled to tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2016 Jan; 118(?):96-100. doi: 10.1016/j.jpba.2015.10.030. [PMID: 26520257]
  • Juan José Ramírez-Espinosa, Maria Yolanda Rios, Paolo Paoli, Virginia Flores-Morales, Guido Camici, Vianey de la Rosa-Lugo, Sergio Hidalgo-Figueroa, Gabriel Navarrete-Vázquez, Samuel Estrada-Soto. Synthesis of oleanolic acid derivatives: In vitro, in vivo and in silico studies for PTP-1B inhibition. European journal of medicinal chemistry. 2014 Nov; 87(?):316-27. doi: 10.1016/j.ejmech.2014.09.036. [PMID: 25264584]
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  • Andres Parra, Samuel Martin-Fonseca, Francisco Rivas, Fernando J Reyes-Zurita, Marta Medina-O'Donnell, Antonio Martinez, Andres Garcia-Granados, Jose A Lupiañez, Fernando Albericio. Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents. European journal of medicinal chemistry. 2014 Mar; 74(?):278-301. doi: 10.1016/j.ejmech.2013.12.049. [PMID: 24480359]
  • Jin Kyeong Choi, Hyun-Mee Oh, Soyoung Lee, Jin-Woo Park, Dongwoo Khang, Seung Woong Lee, Woo Song Lee, Mun-Chual Rho, Sang-Hyun Kim. Oleanolic acid acetate inhibits atopic dermatitis and allergic contact dermatitis in a murine model. Toxicology and applied pharmacology. 2013 May; 269(1):72-80. doi: 10.1016/j.taap.2013.03.001. [PMID: 23499868]
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  • X F Wang. [Chemical constituents of the stems and roots of Gardenia jasminoides]. Zhong yao tong bao (Beijing, China : 1981). 1986 Oct; 11(10):44-5. doi: ". [PMID: 2953494]