Pimaric acid (BioDeep_00000003594)

   

PANOMIX_OTCML-2023


代谢物信息卡片


Dextropimaric acid

化学式: C20H30O2 (302.224568)
中文名称: 棕榈酸(PiMA), 海松酸
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.38%

分子结构信息

SMILES: C1C[C@@]([C@H]2[C@](C1)([C@@H]1C(=C[C@@](CC1)(C=C)C)CC2)C)(C)C(=O)O
InChI: InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)

描述信息

relative retention time with respect to 9-anthracene Carboxylic Acid is 1.561
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.568
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.560

同义名列表

4 个代谢物同义名

Pimaric acid; (+)-Pimaric acid; Dextropimaric acid; NSC 2956



数据库引用编号

16 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)

18 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

  • Sreejon Das, Martha Dagnew, Madhumita B Ray. Anaerobic digestibility of resin acids in primary sludge: Effect of ozone pretreatment. Chemosphere. 2021 Jan; 262(?):128316. doi: 10.1016/j.chemosphere.2020.128316. [PMID: 33182136]
  • Kostas Ioannidis, Eleni Melliou, Prokopios Magiatis. High-Throughput 1H-Nuclear Magnetic Resonance-Based Screening for the Identification and Quantification of Heartwood Diterpenic Acids in Four Black Pine (Pinus nigra Arn.) Marginal Provenances in Greece. Molecules (Basel, Switzerland). 2019 Oct; 24(19):. doi: 10.3390/molecules24193603. [PMID: 31591296]
  • Joséphine Ottavioli, Mathieu Paoli, Joseph Casanova, Félix Tomi, Ange Bighelli. Identification and Quantitative Determination of Resin Acids from Corsican Pinus pinaster Aiton Oleoresin Using 13 C-NMR Spectroscopy. Chemistry & biodiversity. 2019 Jan; 16(1):e1800482. doi: 10.1002/cbdv.201800482. [PMID: 30632681]
  • Katrin Geisler, Niels Berg Jensen, Macaire M S Yuen, Lina Madilao, Jörg Bohlmann. Modularity of Conifer Diterpene Resin Acid Biosynthesis: P450 Enzymes of Different CYP720B Clades Use Alternative Substrates and Converge on the Same Products. Plant physiology. 2016 05; 171(1):152-64. doi: 10.1104/pp.16.00180. [PMID: 26936895]
  • Maria I Possebon, Sandra S Mizokami, Thacyana T Carvalho, Ana C Zarpelon, Miriam S N Hohmann, Larissa Staurengo-Ferrari, Camila R Ferraz, Thiago H Hayashida, Anderson R de Souza, Sergio R Ambrosio, Nilton S Arakawa, Rubia Casagrande, Waldiceu A Verri. Pimaradienoic acid inhibits inflammatory pain: inhibition of NF-κB activation and cytokine production and activation of the NO-cyclic GMP-protein kinase G-ATP-sensitive potassium channel signaling pathway. Journal of natural products. 2014 Nov; 77(11):2488-96. doi: 10.1021/np500563b. [PMID: 25394199]
  • Hiroki Tanabe, Tomohiro Yasui, Hitoshi Kotani, Akito Nagatsu, Makoto Makishima, Sakae Amagaya, Makoto Inoue. Retinoic acid receptor agonist activity of naturally occurring diterpenes. Bioorganic & medicinal chemistry. 2014 Jun; 22(12):3204-12. doi: 10.1016/j.bmc.2014.03.047. [PMID: 24799257]
  • Mun Ock Kim, Sun Hwa Lee, Jee Hee Seo, Il Soon Kim, Ah Reum Han, Dong Oh Moon, Sungchan Cho, Long Cui, Jungwoo Kim, Hyun Sun Lee. Aralia cordata inhibits triacylglycerol biosynthesis in HepG2 cells. Journal of medicinal food. 2013 Dec; 16(12):1108-14. doi: 10.1089/jmf.2012.2636. [PMID: 24283275]
  • Dawn E Hall, Philipp Zerbe, Sharon Jancsik, Alfonso Lara Quesada, Harpreet Dullat, Lina L Madilao, Macaire Yuen, Jörg Bohlmann. Evolution of conifer diterpene synthases: diterpene resin acid biosynthesis in lodgepole pine and jack pine involves monofunctional and bifunctional diterpene synthases. Plant physiology. 2013 Feb; 161(2):600-16. doi: 10.1104/pp.112.208546. [PMID: 23370714]
  • Thiago S Porto, Ademar A da Silva Filho, Lizandra G Magalhães, Raquel A dos Santos, Niege A J C Furtado, Nilton S Arakawa, Suraia Said, Dionéia C R de Oliveira, Luiz E Gregório, Vanderlei Rodrigues, Rodrigo C S Veneziani, Sérgio R Ambrósio. Fungal transformation and schistosomicidal effects of pimaradienoic acid. Chemistry & biodiversity. 2012 Aug; 9(8):1465-74. doi: 10.1002/cbdv.201100336. [PMID: 22899607]
  • Ken-ichi Kimura, Yuki Minamikawa, Yukiko Ogasawara, Jun Yoshida, Kei-ichi Saitoh, Hisao Shinden, Yue Qi Ye, Shunya Takahashi, Tokichi Miyakawa, Hiroyuki Koshino. Kujigamberol, a new dinorlabdane diterpenoid isolated from 85million years old Kuji amber using a biotechnological assay. Fitoterapia. 2012 Jul; 83(5):907-12. doi: 10.1016/j.fitote.2012.03.024. [PMID: 22507387]
  • F Ali, P L Sangwan, S Koul, A Pandey, S Bani, S T Abdullah, P R Sharma, S Kitchlu, I A Khan. 4-epi-Pimaric acid: a phytomolecule as a potent antibacterial and anti-biofilm agent for oral cavity pathogens. European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology. 2012 Feb; 31(2):149-59. doi: 10.1007/s10096-011-1287-x. [PMID: 21594714]
  • Axel Schmidt, Raimund Nagel, Trygve Krekling, Erik Christiansen, Jonathan Gershenzon, Paal Krokene. Induction of isoprenyl diphosphate synthases, plant hormones and defense signalling genes correlates with traumatic resin duct formation in Norway spruce (Picea abies). Plant molecular biology. 2011 Dec; 77(6):577-90. doi: 10.1007/s11103-011-9832-7. [PMID: 22002747]
  • Lin Yang, Lirui Qiao, Dan Xie, Jungui Dai, Shunxing Guo. [Diterpenoids from Chinese eaglewood]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Aug; 36(15):2088-91. doi: . [PMID: 22066445]
  • Flavia Carmelina Massaro, Peter Richard Brooks, Helen Margaret Wallace, Fraser Donald Russell. Cerumen of Australian stingless bees (Tetragonula carbonaria): gas chromatography-mass spectrometry fingerprints and potential anti-inflammatory properties. Die Naturwissenschaften. 2011 Apr; 98(4):329-37. doi: 10.1007/s00114-011-0770-7. [PMID: 21347735]
  • Frank Bedon, Claude Bomal, Sébastien Caron, Caroline Levasseur, Brian Boyle, Shawn D Mansfield, Axel Schmidt, Jonathan Gershenzon, Jacqueline Grima-Pettenati, Armand Séguin, John MacKay. Subgroup 4 R2R3-MYBs in conifer trees: gene family expansion and contribution to the isoprenoid- and flavonoid-oriented responses. Journal of experimental botany. 2010 Sep; 61(14):3847-64. doi: 10.1093/jxb/erq196. [PMID: 20732878]
  • Kåre Eriksson, Katja Hagström, Sara Axelsson, Leena Nylander-French. Tape-stripping as a method for measuring dermal exposure to resin acids during wood pellet production. Journal of environmental monitoring : JEM. 2008 Mar; 10(3):345-52. doi: 10.1039/b719152a. [PMID: 18392277]
  • Jules-Roger Kuiate, Jean Marie Bessière, Paul Henri Amvam Zollo, Serge Philibert Kuate. Chemical composition and antidermatophytic properties of volatile fractions of hexanic extract from leaves of Cupressus lusitanica Mill. from Cameroon. Journal of ethnopharmacology. 2006 Jan; 103(2):160-5. doi: 10.1016/j.jep.2005.07.022. [PMID: 16169171]
  • Julieta Rubio, José S Calderón, Angélica Flores, Clementina Castroa, Carlos L Céspedes. Trypanocidal activity of oleoresin and terpenoids isolated from Pinus oocarpa. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2005 Sep; 60(9-10):711-6. doi: 10.1515/znc-2005-9-1009. [PMID: 16320613]
  • Nguyen Hai Dang, XinFeng Zhang, MingShan Zheng, Kun Ho Son, Hyeun Wook Chang, Hyun Pyo Kim, KiHwan Bae, Sam Sik Kang. Inhibitory constituents against cyclooxygenases from Aralia cordata Thunb. Archives of pharmacal research. 2005 Jan; 28(1):28-33. doi: 10.1007/bf02975131. [PMID: 15742804]
  • M Nuopponen, S Willför, A-S Jääskeläinen, A Sundberg, T Vuorinen. A UV resonance Raman (UVRR) spectroscopic study on the extractable compounds of Scots pine (Pinus sylvestris) wood. Part I: lipophilic compounds. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2004 Nov; 60(13):2953-61. doi: 10.1016/j.saa.2004.02.008. [PMID: 15477130]
  • Carlos R Tirapelli, Sergio R Ambrosio, Fernando B da Costa, Ana M de Oliveira. Evidence for the mechanisms underlying the effects of pimaradienoic acid isolated from the roots of Viguiera arenaria on rat aorta. Pharmacology. 2004 Jan; 70(1):31-8. doi: 10.1159/000074240. [PMID: 14646354]
  • Yuji Imaizumi, Kazuho Sakamoto, Aki Yamada, Aya Hotta, Susumu Ohya, Katsuhiko Muraki, Masanobu Uchiyama, Tomohiko Ohwada. Molecular basis of pimarane compounds as novel activators of large-conductance Ca(2+)-activated K(+) channel alpha-subunit. Molecular pharmacology. 2002 Oct; 62(4):836-46. doi: 10.1124/mol.62.4.836. [PMID: 12237330]
  • J R Zgoda-Pols, A J Freyer, L B Killmer, J R Porter. Antimicrobial diterpenes from the stem bark of Mitrephora celebica. Fitoterapia. 2002 Aug; 73(5):434-8. doi: 10.1016/s0367-326x(02)00124-7. [PMID: 12165345]
  • G E Fâhraeus-Van Ree, J F Payne. Enzyme cytochemical responses of mussels (Mytilus edulis) to resin acid constituents of pulp mill effluents. Bulletin of environmental contamination and toxicology. 1999 Oct; 63(4):430-7. doi: 10.1007/s001289900998. [PMID: 10501718]
  • A O Oikari, J Niittylä. Subacute physiological effects of bleached kraft mill effluent (BKME) on the liver of trout, Salmo gairdneri. Ecotoxicology and environmental safety. 1985 Oct; 10(2):159-72. doi: 10.1016/0147-6513(85)90062-4. [PMID: 2417805]
  • G C HARRIS, T F SANDERSON. Resin acids; the isolation of dextropimaric acid and a new pimaric-type acid, isodextropimaric acid. Journal of the American Chemical Society. 1948 Jun; 70(6):2079-81. doi: 10.1021/ja01186a028. [PMID: 18863801]