Queen_bee_acid (BioDeep_00000229785)

   

PANOMIX_OTCML-2023


代谢物信息卡片


10-hydroxy-2-decenoic acid, monopotassium salt

化学式: C10H18O3 (186.1255878)
中文名称: 反-10-羟基-2-癸烯酸, 10-羟基-2-癸烯酸
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 0.85%

分子结构信息

SMILES: C(/C=C/CCCCCCCO)(=O)O
InChI: InChI=1S/C10H18O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h6,8,11H,1-5,7,9H2,(H,12,13)/b8-6+

描述信息

(E)-10-hydroxydec-2-enoic acid is an omega-hydroxy amino acid that is 2-decenoic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group and in which the C=C double bond has E configuration. It is a component of royal jelly. It has a role as an animal metabolite and a geroprotector. It is an alpha,beta-unsaturated monocarboxylic acid, a straight-chain fatty acid, a hydroxy monounsaturated fatty acid and an omega-hydroxy-medium-chain fatty acid.
An omega-hydroxy amino acid that is 2-decenoic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group and in which the C=C double bond has E configuration. It is a component of royal jelly.
Royal Jelly acid (Queen Bee Acid) is a fatty acid constituent of royal jelly, promotes the growth and protection of neurons, reduces anxiety-like phenotypes[1].

同义名列表

37 个代谢物同义名

10-hydroxy-2-decenoic acid, monopotassium salt; N-(2,4,6-trichlorophenoxy)ethyl-N-propylamine; Queen Bee Acid;(E)-10-Hydroxy-2-decenoic acid; 10-hydroxy-2-decenoic acid, monosodium salt; 10-hydroxy-2-decenoic acid, sodium salt; 10-hydroxy-2-decenoic acid, (E)-isomer; (E)-10-hydroxydec-2-enoic acid;10-HDA; 2-Decenoic acid, 10-hydroxy-, (2E)-; 2-Decenoic acid, 10-hydroxy-, (E)-; (2E)-10-Hydroxy-2-decenoic acid #; trans-10-Hydroxy-2-decenoic acid; trans-10-hydroxydec-2-enoic acid; 10-hydroxy-trans-2-decenoic acid; (2E)-10-hydroxydec-2-enoic acid; 10-Hydroxy-2-Decenoic Acid ,(S); 10-HYDROXY-DEC-(E)-2-ENOIC ACID; (E)-10-oxidanyldec-2-enoic acid; (E)-10-hydroxydec-2-enoic acid; 10-HYDROXYDECENOIC ACID [INCI]; (E)-10-Hydroxy-2-decenoic acid; 10-Hydroxy-2(E)-decenoic acid; 10-hydroxy-2E-decenoic acid; 10-Hydroxy-2-decylenic acid; QHBZHVUGQROELI-SOFGYWHQSA-N; 10-Hydroxy-2-decenoic acid; 10-hydroxydec-2-enoic acid; 10-Hydroxydecenoic acid; Royal jelly acid; UNII-76B519G7TJ; Royaljellyacid; Queen Bee Acid; Hydroxydecine; 76B519G7TJ; FA 10:1;O; 10-HDEC; 10-HDA; 10H2DA



数据库引用编号

10 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

  • Xiyi Hu, Zhenguo Liu, Yuntao Lu, Xuepeng Chi, Kai Han, Hongfang Wang, Ying Wang, Lanting Ma, Baohua Xu. Glucose metabolism enhancement by 10-hydroxy-2-decenoic acid via the PI3K/AKT signaling pathway in high-fat-diet/streptozotocin induced type 2 diabetic mice. Food & function. 2022 Oct; 13(19):9931-9946. doi: 10.1039/d1fo03818d. [PMID: 36056641]
  • Minjie Huang, Minhui Xiao, Jie Dong, Yee Huang, Haiyan Sun, Deqian Wang. Synergistic anti-inflammatory effects of graphene oxide quantum dots and trans-10-hydroxy-2-decenoic acid on LPS-stimulated RAW 264.7 macrophage cells. Biomaterials advances. 2022 May; 136(?):212774. doi: 10.1016/j.bioadv.2022.212774. [PMID: 35929313]
  • Aishah E Albalawi, Norah A Althobaiti, Salma Saleh Alrdahe, Reem Hasaballah Alhasani, Fatima S Alaryani, Mona Nasser BinMowyna. Anti-Tumor Effects of Queen Bee Acid (10-Hydroxy-2-Decenoic Acid) Alone and in Combination with Cyclophosphamide and Its Cellular Mechanisms against Ehrlich Solid Tumor in Mice. Molecules (Basel, Switzerland). 2021 Nov; 26(22):. doi: 10.3390/molecules26227021. [PMID: 34834112]
  • Luiza Diniz Ferreira Borges, Letícia Leandro Batista, Serena Mares Malta, Tamiris Sabrina Rodrigues, Jéssica Regina da Costa Silva, Gabriela Venturini, Alexandre da Costa Pereira, Pedro Henrique Gonçalves Guedes, Carlos Ueira-Vieira, Ana Maria Bonetti. 10-hydroxy-2E-decenoic acid (10HDA) does not promote caste differentiation in Melipona scutellaris stingless bees. Scientific reports. 2021 05; 11(1):9882. doi: 10.1038/s41598-021-89212-5. [PMID: 33972627]
  • Nicolas Collazo, Maria Carpena, Bernabe Nuñez-Estevez, Paz Otero, Jesus Simal-Gandara, Miguel A Prieto. Health Promoting Properties of Bee Royal Jelly: Food of the Queens. Nutrients. 2021 Feb; 13(2):. doi: 10.3390/nu13020543. [PMID: 33562330]
  • Mengmeng You, Zhuoning Miao, Yongming Pan, Fuliang Hu. Trans-10-hydroxy-2-decenoic acid alleviates LPS-induced blood-brain barrier dysfunction by activating the AMPK/PI3K/AKT pathway. European journal of pharmacology. 2019 Dec; 865(?):172736. doi: 10.1016/j.ejphar.2019.172736. [PMID: 31614141]
  • Prakash Raj Pandeya, Ramakanta Lamichhane, Kyung-Hee Lee, Se-Gun Kim, Dae-Ho Lee, Hyeong-Kyu Lee, Hyun-Ju Jung. Bioassay-guided isolation of active anti-adipogenic compound from royal jelly and the study of possible mechanisms. BMC complementary and alternative medicine. 2019 Jan; 19(1):33. doi: 10.1186/s12906-018-2423-2. [PMID: 30696450]
  • Praetinee Pattamayutanon, Chi-Chung Peng, Chainarong Sinpoo, Panuwan Chantawannakul. Effects of Pollen Feeding on Quality of Royal Jelly. Journal of economic entomology. 2018 12; 111(6):2974-2978. doi: 10.1093/jee/toy251. [PMID: 30184093]
  • Risa Watadani, Jun Kotoh, Daiki Sasaki, Azusa Someya, Kozo Matsumoto, Akihiko Maeda. 10-Hydroxy-2-decenoic acid, a natural product, improves hyperglycemia and insulin resistance in obese/diabetic KK-Ay mice, but does not prevent obesity. The Journal of veterinary medical science. 2017 Sep; 79(9):1596-1602. doi: 10.1292/jvms.17-0348. [PMID: 28740028]
  • Masathito Takikawa, Aya Kumagai, Harumi Hirata, Minoru Soga, Yoko Yamashita, Manabu Ueda, Hitoshi Ashida, Takanori Tsuda. 10-Hydroxy-2-decenoic acid, a unique medium-chain fatty acid, activates 5'-AMP-activated protein kinase in L6 myotubes and mice. Molecular nutrition & food research. 2013 Oct; 57(10):1794-802. doi: 10.1002/mnfr.201300041. [PMID: 23754629]
  • Tsuyoshi Sugiyama, Keita Takahashi, Akihiro Kuzumaki, Shunji Tokoro, Paola Neri, Hiroshi Mori. Inhibitory mechanism of 10-hydroxy-trans-2-decenoic acid (royal jelly acid) against lipopolysaccharide- and interferon-β-induced nitric oxide production. Inflammation. 2013 Apr; 36(2):372-8. doi: 10.1007/s10753-012-9556-0. [PMID: 23079939]
  • Tsuyoshi Sugiyama, Keita Takahashi, Hiroshi Mori. Royal jelly acid, 10-hydroxy-trans-2-decenoic acid, as a modulator of the innate immune responses. Endocrine, metabolic & immune disorders drug targets. 2012 Dec; 12(4):368-76. doi: 10.2174/187153012803832530. [PMID: 23061418]
  • Jian-guang Wang, Jian Ruan, Chun-yang Li, Jian-min Wang, Yan Li, Wei-tao Zhai, Wei Zhang, Hui Ye, Nian-han Shen, Kang-fu Lei, Xiu-fang Chen, Xin-yu Yang. Connective tissue growth factor, a regulator related with 10-hydroxy-2-decenoic acid down-regulate MMPs in rheumatoid arthritis. Rheumatology international. 2012 Sep; 32(9):2791-9. doi: 10.1007/s00296-011-1960-5. [PMID: 21850473]
  • Yoshimi Nakajima, Kazuhiro Tsuruma, Masamitsu Shimazawa, Satoshi Mishima, Hideaki Hara. Comparison of bee products based on assays of antioxidant capacities. BMC complementary and alternative medicine. 2009 Feb; 9(?):4. doi: 10.1186/1472-6882-9-4. [PMID: 19243635]
  • J Yang, L Chen. [Determination of 10-hydroxy-2-decenoic acid (10-HDA) in Chinese traditional medicine preparations by high performance liquid chromatography]. Se pu = Chinese journal of chromatography. 1998 Mar; 16(2):178-9. doi: ". [PMID: 11326991]