(1S,4S,12S,13R,16S,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6-dien-17-ol (BioDeep_00001103567)
代谢物信息卡片
(1S,4S,12S,13R,16S,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6-dien-17-ol
化学式: C20H28O3 (316.2038)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC12CCC3=C(C1CCC45C2CCC(C4)C(C5)(CO)O)C=CO3
InChI: InChI=1S/C20H28O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3/t13-,15+,17-,18+,19-,20-/m0/s1
相关代谢途径
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代谢反应
0 个相关的代谢反应过程信息。
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0 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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
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Food chemistry.
2012 Sep; 134(2):999-1004. doi:
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Archives of medical science : AMS.
2011 Aug; 7(4):604-12. doi:
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Nutrition journal.
2011 May; 10(?):48. doi:
10.1186/1475-2891-10-48. [PMID: 21569629] - Min Jung Choi, Eun Jung Park, Jung Hwa Oh, Kyoung-Jin Min, Eun Sun Yang, Young Ho Kim, Tae Jin Lee, Sang Hyun Kim, Yung Hyun Choi, Jong-Wook Park, Taeg Kyu Kwon. Cafestol, a coffee-specific diterpene, induces apoptosis in renal carcinoma Caki cells through down-regulation of anti-apoptotic proteins and Akt phosphorylation.
Chemico-biological interactions.
2011 Apr; 190(2-3):102-8. doi:
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Fitoterapia.
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The Journal of neuroscience : the official journal of the Society for Neuroscience.
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10.1523/jneurosci.4777-09.2010. [PMID: 20410106] - Rafael Carlos Eloy Dias, Fernanda Gonçalves Campanha, Luiz Gonzaga Esteves Vieira, Lucia Pires Ferreira, David Pot, Pierre Marraccini, Marta De Toledo Benassi. Evaluation of kahweol and cafestol in coffee tissues and roasted coffee by a new high-performance liquid chromatography methodology.
Journal of agricultural and food chemistry.
2010 Jan; 58(1):88-93. doi:
10.1021/jf9027427. [PMID: 19928990] - Ting Shen, Jaehwi Lee, Eunji Lee, Seong Hwan Kim, Tae Woong Kim, Jae Youl Cho. Cafestol, a coffee-specific diterpene, is a novel extracellular signal-regulated kinase inhibitor with AP-1-targeted inhibition of prostaglandin E2 production in lipopolysaccharide-activated macrophages.
Biological & pharmaceutical bulletin.
2010; 33(1):128-32. doi:
10.1248/bpb.33.128. [PMID: 20045950] - Eun-Jin Yang, Ji-Young Moon, Jung-Soon Lee, Jaesook Koh, Nam Ho Lee, Chang-Gu Hyun. Acanthopanax koreanum fruit waste inhibits lipopolysaccharide-induced production of nitric oxide and prostaglandin E2 in RAW 264.7 macrophages.
Journal of biomedicine & biotechnology.
2010; 2010(?):715739. doi:
10.1155/2010/715739. [PMID: 20368786] - Maria De Lucia, Lucia Panzella, Dominique Melck, Italo Giudicianni, Andrea Motta, Alessandra Napolitano, Marco d'Ischia. Differential reactivity of purified bioactive coffee furans, cafestol and kahweol, with acidic nitrite: product characterization and factors controlling nitrosation versus ring-opening pathways.
Chemical research in toxicology.
2009 Dec; 22(12):1922-8. doi:
10.1021/tx900224x. [PMID: 19894707] - Changcheng Zhou, Suman Verma, Bruce Blumberg. The steroid and xenobiotic receptor (SXR), beyond xenobiotic metabolism.
Nuclear receptor signaling.
2009; 7(?):e001. doi:
10.1621/nrs.07001. [PMID: 19240808] - Erik Biros, Mirko Karan, Jonathan Golledge. Genetic variation and atherosclerosis.
Current genomics.
2008 Mar; 9(1):29-42. doi:
10.2174/138920208783884856. [PMID: 19424482] - Kyung Jin Lee, Jea Ho Choi, Hye Gwang Jeong. Hepatoprotective and antioxidant effects of the coffee diterpenes kahweol and cafestol on carbon tetrachloride-induced liver damage in mice.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2007 Nov; 45(11):2118-25. doi:
10.1016/j.fct.2007.05.010. [PMID: 17590492] - Kyung Jin Lee, Hye Gwang Jeong. Protective effects of kahweol and cafestol against hydrogen peroxide-induced oxidative stress and DNA damage.
Toxicology letters.
2007 Sep; 173(2):80-7. doi:
10.1016/j.toxlet.2007.06.008. [PMID: 17689207] - Marie-Louise Ricketts, Mark V Boekschoten, Arja J Kreeft, Guido J E J Hooiveld, Corina J A Moen, Michael Müller, Rune R Frants, Soemini Kasanmoentalib, Sabine M Post, Hans M G Princen, J Gordon Porter, Martijn B Katan, Marten H Hofker, David D Moore. The cholesterol-raising factor from coffee beans, cafestol, as an agonist ligand for the farnesoid and pregnane X receptors.
Molecular endocrinology (Baltimore, Md.).
2007 Jul; 21(7):1603-16. doi:
10.1210/me.2007-0133. [PMID: 17456796] - M V Boekschoten, S T J van Cruchten, T G Kosmeijer-Schuil, M B Katan. [Negligible amounts of cholesterol-raising diterpenes in coffee made with coffee pads in comparison with unfiltered coffee].
Nederlands tijdschrift voor geneeskunde.
2006 Dec; 150(52):2873-5. doi:
. [PMID: 17319220] - Pertti Happonen, Sari Voutilainen, Tomi-Pekka Tuomainen, Jukka T Salonen. Catechol-o-methyltransferase gene polymorphism modifies the effect of coffee intake on incidence of acute coronary events.
PloS one.
2006 Dec; 1(?):e117. doi:
10.1371/journal.pone.0000117. [PMID: 17205121] - Hiroshi Shimoda, Emi Seki, Michio Aitani. Inhibitory effect of green coffee bean extract on fat accumulation and body weight gain in mice.
BMC complementary and alternative medicine.
2006 Mar; 6(?):9. doi:
10.1186/1472-6882-6-9. [PMID: 16545124] - Jane V Higdon, Balz Frei. Coffee and health: a review of recent human research.
Critical reviews in food science and nutrition.
2006; 46(2):101-23. doi:
10.1080/10408390500400009. [PMID: 16507475] - Hans Steinkellner, Christine Hoelzl, Maria Uhl, Christophe Cavin, Gerald Haidinger, Andrea Gsur, Rainer Schmid, Michael Kundi, Julia Bichler, Siegfried Knasmüller. Coffee consumption induces GSTP in plasma and protects lymphocytes against (+/-)-anti-benzo[a]pyrene-7,8-dihydrodiol-9,10-epoxide induced DNA-damage: results of controlled human intervention trials.
Mutation research.
2005 Dec; 591(1-2):264-75. doi:
10.1016/j.mrfmmm.2005.04.016. [PMID: 16099480] - Trine Ranheim, Bente Halvorsen. Coffee consumption and human health--beneficial or detrimental?--Mechanisms for effects of coffee consumption on different risk factors for cardiovascular disease and type 2 diabetes mellitus.
Molecular nutrition & food research.
2005 Mar; 49(3):274-84. doi:
10.1002/mnfr.200400109. [PMID: 15704241] - Wolfgang W Huber, Wolfram Parzefall. Modification of N-acetyltransferases and glutathione S-transferases by coffee components: possible relevance for cancer risk.
Methods in enzymology.
2005; 401(?):307-41. doi:
10.1016/s0076-6879(05)01020-7. [PMID: 16399395] - Elisabeth Strandhagen, Henrik Zetterberg, Nibia Aires, Mona Palmér, Lars Rymo, Kaj Blennow, Dag S Thelle. The apolipoprotein E polymorphism and the cholesterol-raising effect of coffee.
Lipids in health and disease.
2004 Nov; 3(?):26. doi:
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Nutrition journal.
2004 Jul; 3(?):7. doi:
10.1186/1475-2891-3-7. [PMID: 15256001] - Mark V Boekschoten, Mariëlle F Engberink, Martijn B Katan, Evert G Schouten. Reproducibility of the serum lipid response to coffee oil in healthy volunteers.
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2003 Oct; 2(?):8. doi:
10.1186/1475-2891-2-8. [PMID: 14613505] - Gerlinde Scharf, Sonja Prustomersky, Siegfried Knasmuller, Rolf Schulte-Hermann, Wolfgang W Huber. Enhancement of glutathione and g-glutamylcysteine synthetase, the rate limiting enzyme of glutathione synthesis, by chemoprotective plant-derived food and beverage components in the human hepatoma cell line HepG2.
Nutrition and cancer.
2003; 45(1):74-83. doi:
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2002 Aug; 40(8):1155-63. doi:
10.1016/s0278-6915(02)00029-7. [PMID: 12067578] - Wolfgang W Huber, Sonja Prustomersky, Evert Delbanco, Maria Uhl, Gerlinde Scharf, Robert J Turesky, Ricarda Thier, Rolf Schulte-Hermann. Enhancement of the chemoprotective enzymes glucuronosyl transferase and glutathione transferase in specific organs of the rat by the coffee components kahweol and cafestol.
Archives of toxicology.
2002 May; 76(4):209-17. doi:
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Archives of toxicology.
2002 Jan; 75(11-12):685-94. doi:
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