Esculentic acid (Diplazium) (BioDeep_00000396348)

Main id: BioDeep_00000264854

Secondary id: BioDeep_00000396342, BioDeep_00000400498, BioDeep_00000400501, BioDeep_00001103534

human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds natural product


代谢物信息卡片


10,11-DIHYDROXY-9-(HYDROXYMETHYL)-1,2,6A,6B,9,12A-HEXAMETHYL-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: C30H48O5 (488.3501558)
中文名称: 2ALPHA,3ALPHA,24-三羟基乌苏-12-烯-28-酸, 积雪草酸
谱图信息: 最多检出来源 Viridiplantae(plant) 2.9%

分子结构信息

SMILES: CC1CCC2(C(=O)O)CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(CO)C5CCC43C)C2C1C
InChI: InChI=1S/C30H48O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,17-18,20-24,31-33H,8-16H2,1-6H3,(H,34,35)

描述信息

10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid is a natural product found in Psidium, Punica, and other organisms with data available.
Esculentic acid (Diplazium) is found in green vegetables. Esculentic acid (Diplazium) is a constituent of the edible fern Diplazium esculentum
Asiatic acid, a pentacyclic triterpene found in Centella asiatica, induces apoptosis in melanoma cells. Asiatic acid has the potential for skin cancer treatment[1]. Asiatic acid also has anti-inflammatory activities[2].
Asiatic acid, a pentacyclic triterpene found in Centella asiatica, induces apoptosis in melanoma cells. Asiatic acid has the potential for skin cancer treatment[1]. Asiatic acid also has anti-inflammatory activities[2].

同义名列表

11 个代谢物同义名

10,11-DIHYDROXY-9-(HYDROXYMETHYL)-1,2,6A,6B,9,12A-HEXAMETHYL-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-ICOSAHYDROPICENE-4A-CARBOXYLIC ACID; 10,11-Dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate; 10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid; Urs-12-en-28-oic acid, 2,3,23-trihydroxy-, (2alpha,3beta,4beta)-; (2α,3α)-2,3,24-Trihydroxyurs-12-en-28-oic acid; 2α,3β,24-Trihydroxyurs-12-en-28-oic acid; 2,3,24-Trihydroxy-12-ursen-28-oic acid; Esculentic acid (Diplazium); Esculentate (diplazium); Asiatic Acid; Asiatic acid



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)

120 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

  • Xiaofeng Niu, Qingli Mu, Weifeng Li, Huan Yao, Huani Li, Yongmei Li, Hua Hu, Huimin Huang. Protective effects of esculentic acid against endotoxic shock in Kunming mice. International immunopharmacology. 2014 Nov; 23(1):229-35. doi: 10.1016/j.intimp.2014.08.022. [PMID: 25242384]
  • In-Sook An, Sungkwan An, Sang-Mo Kang, Tae-Boo Choe, Sung Nae Lee, Hyun Hee Jang, Seunghee Bae. Titrated extract of Centella asiatica provides a UVB protective effect by altering microRNA expression profiles in human dermal fibroblasts. International journal of molecular medicine. 2012 Nov; 30(5):1194-202. doi: 10.3892/ijmm.2012.1117. [PMID: 22948173]
  • Sreenath Nandakumar Nair, Sasikumar Menon, Sunita Shailajan. A liquid chromatography/electrospray ionization tandem mass spectrometric method for quantification of asiatic acid from plasma: application to pharmacokinetic study in rats. Rapid communications in mass spectrometry : RCM. 2012 Sep; 26(17):1899-908. doi: 10.1002/rcm.6291. [PMID: 22847688]
  • Mei-Chin Yin, Ming-Cheng Lin, Mei-Chin Mong, Chia-Yu Lin. Bioavailability, distribution, and antioxidative effects of selected triterpenes in mice. Journal of agricultural and food chemistry. 2012 Aug; 60(31):7697-701. doi: 10.1021/jf302529x. [PMID: 22816768]
  • Muthu K Shanmugam, An H Nguyen, Alan P Kumar, Benny K H Tan, Gautam Sethi. Targeted inhibition of tumor proliferation, survival, and metastasis by pentacyclic triterpenoids: potential role in prevention and therapy of cancer. Cancer letters. 2012 Jul; 320(2):158-70. doi: 10.1016/j.canlet.2012.02.037. [PMID: 22406826]
  • Ki Yong Lee, Ok-Nam Bae, Kelsey Serfozo, Siamk Hejabian, Ahmad Moussa, Mathew Reeves, Wilson Rumbeiha, Scott D Fitzgerald, Gary Stein, Seung-Hoon Baek, John Goudreau, Mounzer Kassab, Arshad Majid. Asiatic acid attenuates infarct volume, mitochondrial dysfunction, and matrix metalloproteinase-9 induction after focal cerebral ischemia. Stroke. 2012 Jun; 43(6):1632-8. doi: 10.1161/strokeaha.111.639427. [PMID: 22511009]
  • Min-fang Xu, Yu-yun Xiong, Jian-kang Liu, Jin-jun Qian, Li Zhu, Jing Gao. Asiatic acid, a pentacyclic triterpene in Centella asiatica, attenuates glutamate-induced cognitive deficits in mice and apoptosis in SH-SY5Y cells. Acta pharmacologica Sinica. 2012 May; 33(5):578-87. doi: 10.1038/aps.2012.3. [PMID: 22447225]
  • Komar Ruslan, Anggrahaeni Dewi Selfitri, Shella A Bulan, Yaya Rukayadi, Elfahmi. Effect of Agrobacterium rhizogenes and elicitation on the asiaticoside production in cell cultures of Centella asiatica. Pharmacognosy magazine. 2012 Apr; 8(30):111-5. doi: 10.4103/0973-1296.96552. [PMID: 22701283]
  • M N Nasir, J Abdullah, M Habsah, R I Ghani, G Rammes. Inhibitory effect of asiatic acid on acetylcholinesterase, excitatory post synaptic potential and locomotor activity. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2012 Feb; 19(3-4):311-6. doi: 10.1016/j.phymed.2011.10.004. [PMID: 22112723]
  • Ilkay Erdogan Orhan. Centella asiatica (L.) Urban: From Traditional Medicine to Modern Medicine with Neuroprotective Potential. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):946259. doi: 10.1155/2012/946259. [PMID: 22666298]
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  • Wenjie Guo, Wen Liu, Shaocheng Hong, Hailiang Liu, Cheng Qian, Yan Shen, Xuefeng Wu, Yang Sun, Qiang Xu. Mitochondria-dependent apoptosis of con A-activated T lymphocytes induced by asiatic acid for preventing murine fulminant hepatitis. PloS one. 2012; 7(9):e46018. doi: 10.1371/journal.pone.0046018. [PMID: 23029367]
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  • Lugkana Mato, Jintanaporn Wattanathorn, Supaporn Muchimapura, Terdthai Tongun, Nawanant Piyawatkul, Kwanchanok Yimtae, Panida Thanawirattananit, Bungorn Sripanidkulchai. Centella asiatica Improves Physical Performance and Health-Related Quality of Life in Healthy Elderly Volunteer. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):579467. doi: 10.1093/ecam/nep177. [PMID: 19880441]
  • Shyh-Shyun Huang, Chuan-Sung Chiu, Hsien-Jung Chen, Wen-Chi Hou, Ming-Jyh Sheu, Ying-Chih Lin, Pei-Hsin Shie, Guan-Jhong Huang. Antinociceptive activities and the mechanisms of anti-inflammation of asiatic Acid in mice. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):895857. doi: 10.1155/2011/895857. [PMID: 21584194]
  • Lizhi Xu, Jing Gao, Yucai Wang, Wen Yu, Xiaoning Zhao, Xiaohe Yang, Zengtao Zhong, Zhong-Ming Qian. Myrica rubra Extracts Protect the Liver from CCl(4)-Induced Damage. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):518302. doi: 10.1093/ecam/nep196. [PMID: 20019074]
  • Rupesh Thakur, Nitika Jain, Raghvendra Pathak, Sardul Singh Sandhu. Practices in wound healing studies of plants. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):438056. doi: 10.1155/2011/438056. [PMID: 21716711]
  • Jun Liu, Ting He, Qian Lu, Jing Shang, Hongbin Sun, Luyong Zhang. Asiatic acid preserves beta cell mass and mitigates hyperglycemia in streptozocin-induced diabetic rats. Diabetes/metabolism research and reviews. 2010 Sep; 26(6):448-54. doi: 10.1002/dmrr.1101. [PMID: 20809533]
  • Kashmira J Gohil, Jagruti A Patel, Anuradha K Gajjar. Pharmacological Review on Centella asiatica: A Potential Herbal Cure-all. Indian journal of pharmaceutical sciences. 2010 Sep; 72(5):546-56. doi: 10.4103/0250-474x.78519. [PMID: 21694984]
  • Sachin P Patil, Sarah Maki, Santosh A Khedkar, Alan C Rigby, Christina Chan. Withanolide A and asiatic acid modulate multiple targets associated with amyloid-beta precursor protein processing and amyloid-beta protein clearance. Journal of natural products. 2010 Jul; 73(7):1196-202. doi: 10.1021/np900633j. [PMID: 20553006]
  • Yan Pan, Badrul Amini Abd-Rashid, Zakiah Ismail, Rusli Ismail, Joon Wah Mak, Peter C K Pook, Hui Meng Er, Chin Eng Ong. In vitro modulatory effects on three major human cytochrome P450 enzymes by multiple active constituents and extracts of Centella asiatica. Journal of ethnopharmacology. 2010 Jul; 130(2):275-83. doi: 10.1016/j.jep.2010.05.002. [PMID: 20457244]
  • Chidananda Swamy Rumalla, Zulfiqar Ali, Aruna D Weerasooriya, Troy J Smillie, Ikhlas A Khan. Two new triterpene glycosides from Centella asiatica. Planta medica. 2010 Jul; 76(10):1018-21. doi: 10.1055/s-0029-1240864. [PMID: 20143295]
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  • Liliana Hernandez-Vazquez, Mercedes Bonfill, Elisabeth Moyano, Rosa M Cusido, Arturo Navarro-Ocaña, Javier Palazon. Conversion of alpha-amyrin into centellosides by plant cell cultures of Centella asiatica. Biotechnology letters. 2010 Feb; 32(2):315-9. doi: 10.1007/s10529-009-0143-x. [PMID: 19838635]
  • Hui-Min Gao, Zhi-Min Wang, Wei-Hao Wang. A new triterpenoid saponin from the stem of Akebia trifoliata var. australis. Journal of Asian natural products research. 2009 Dec; 11(12):1013-8. doi: 10.1080/10286020903213439. [PMID: 20183270]
  • Anil Kumar, Samrita Dogra, Atish Prakash. Neuroprotective Effects of Centella asiatica against Intracerebroventricular Colchicine-Induced Cognitive Impairment and Oxidative Stress. International journal of Alzheimer's disease. 2009 Sep; 2009(?):. doi: 10.4061/2009/972178. [PMID: 20798885]
  • Frederico Pittella, Rafael C Dutra, Dalton D Junior, Miriam T P Lopes, Nádia R Barbosa. Antioxidant and cytotoxic activities of Centella asiatica (L) Urb. International journal of molecular sciences. 2009 Aug; 10(9):3713-3721. doi: 10.3390/ijms10093713. [PMID: 19865514]
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  • Xue-Lian Tang, Xin-Ying Yang, Hyun-Ju Jung, Sung-Yeon Kim, Suk-Yul Jung, Du-Young Choi, Won-Cheol Park, Hyun Park. Asiatic acid induces colon cancer cell growth inhibition and apoptosis through mitochondrial death cascade. Biological & pharmaceutical bulletin. 2009 Aug; 32(8):1399-405. doi: 10.1248/bpb.32.1399. [PMID: 19652380]
  • M H Rafamantanana, E Rozet, G E Raoelison, K Cheuk, S U Ratsimamanga, Ph Hubert, J Quetin-Leclercq. An improved HPLC-UV method for the simultaneous quantification of triterpenic glycosides and aglycones in leaves of Centella asiatica (L.) Urb (APIACEAE). Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Aug; 877(23):2396-402. doi: 10.1016/j.jchromb.2009.03.018. [PMID: 19349219]
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  • Wenli Hou, Yanfang Li, Qiang Zhang, Xin Wei, Aihua Peng, Lijuan Chen, Yuquan Wei. Triterpene acids isolated from Lagerstroemia speciosa leaves as alpha-glucosidase inhibitors. Phytotherapy research : PTR. 2009 May; 23(5):614-8. doi: 10.1002/ptr.2661. [PMID: 19107840]
  • Zhirong Yao, Jun Li, Sixiang Zhou, Yun Zhang, Pengfei Tu. [Triterpenoids from leaves of Ilex cornuta]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Apr; 34(8):999-1001. doi: ". [PMID: 19639785]
  • Weon-Jong Yoon, Young Min Ham, Byoung-Sam Yoo, Ji-Young Moon, Jaesook Koh, Chang-Gu Hyun. Oenothera laciniata inhibits lipopolysaccharide induced production of nitric oxide, prostaglandin E2, and proinflammatory cytokines in RAW264.7 macrophages. Journal of bioscience and bioengineering. 2009 Apr; 107(4):429-38. doi: 10.1016/j.jbiosc.2008.11.018. [PMID: 19332304]
  • Xiao-Chun Zheng, Sheng-Hao Wang. Determination of asiatic acid in beagle dog plasma after oral administration of Centella asiatica extract by precolumn derivatization RP-HPLC. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Feb; 877(5-6):477-81. doi: 10.1016/j.jchromb.2008.11.045. [PMID: 19167274]
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