Coniferin (BioDeep_00000000411)

 

Secondary id: BioDeep_00000405144

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


(2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(4-((E)-3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol

化学式: C16H22O8 (342.1314612)
中文名称: 松柏苷, 松苷, 松香素
谱图信息: 最多检出来源 Viridiplantae(plant) 0.02%

Reviewed

Last reviewed on 2024-08-14.

Cite this Page

Coniferin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/coniferin (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000000411). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: COC(C=C(/C=C/CO)C=C1)=C1O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO
InChI: InChI=1S/C16H22O8/c1-22-11-7-9(3-2-6-17)4-5-10(11)23-16-15(21)14(20)13(19)12(8-18)24-16/h2-5,7,12-21H,6,8H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1

描述信息

Coniferin (CAS: 531-29-3), also known as abietin or coniferoside, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-fructose, and L-rhamnose. Coniferin is an extremely weak basic (essentially neutral) compound (based on its pKa). Coniferin is a monosaccharide derivative consisting of coniferol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. Coniferin is found in asparagus and has been isolated from Scorzonera hispanica (black salsify).
Coniferin is a monosaccharide derivative that is coniferol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. It has a role as a plant metabolite. It is a cinnamyl alcohol beta-D-glucoside, an aromatic ether and a monosaccharide derivative. It is functionally related to a coniferol.
Coniferin is a natural product found in Salacia chinensis, Astragalus onobrychis, and other organisms with data available.
A monosaccharide derivative that is coniferol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage.
Isolated from Scorzonera hispanica (scorzonera)
Coniferin (Laricin) is a glucoside of coniferyl alcohol. Coniferin inhibits fungal growth and melanization[1].
Coniferin (Laricin) is a glucoside of coniferyl alcohol. Coniferin inhibits fungal growth and melanization[1].

同义名列表

43 个代谢物同义名

(2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(4-((E)-3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol; (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxane-3,4,5-triol; (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,4,5-triol; (2R,3S,4S,5R,6S)-2-(HYDROXYMETHYL)-6-(4-((E)-3-HYDROXYPROP-1-ENYL)-2-METHOXYPHENOXY)OXANE-3,4,5-TRIOL; 4-[(1E)-3-Hydroxy-1-propen-1-yl]-2-methoxyphenyl beta-D-glucopyranoside; 4-(3-Hydroxyprop-1-en-1-yl)-2-methoxyphenyl beta-delta-glucopyranoside; beta-D-Glucopyranoside, 4-(3-hydroxy-1-propenyl)-2-methoxyphenyl (VAN); 4-[(1E)-3-Hydroxy-1-propen-1-yl]-2-methoxyphenyl β-D-glucopyranoside; 4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenyl beta-D-glucopyranoside; 4-Hydroxy-3-methoxy-1-(gamma-hydroxypropenyl)benzene-4-D-glucoside; 4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenyl beta-glucopyranoside; 4-(3-Hydroxy-1-propenyl)-2-methoxyphenyl-beta-D-glucopyranoside; 4-Hydroxy-3-methoxy-1-(γ-hydroxypropenyl)benzene-4-D-glucoside; 4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenyl β-glucopyranoside; 4-(3-Hydroxy-1-propenyl)-2-methoxyphenyl-β-D-glucopyranoside; 3-(4-beta-D-Glucopyranosyloxy-3-methoxyphenyl)-2-propen-1-ol; 3-(4beta-D-Glucopyranosyloxy-3-methoxy)phenyl-(2E)-propenol; 3-(4beta-D-Glucopyranosyloxy-3-methoxy)phenyl-2E-propenol; 3-(4Β-D-glucopyranosyloxy-3-methoxy)phenyl-(2E)-propenol; 3-(4Β-D-glucopyranosyloxy-3-methoxy)phenyl-2E-propenol; coniferyl alcohol-4-O-beta-D-glucopyranoside; Coniferyl alcohol beta-delta-glucoside; 4-O-(beta-D-glucosyl)-trans-coniferol; CONIFERYL ALCOHOL .BETA.-D-GLUCOSIDE; 4-O-(Β-D-glucosyl)-trans-coniferol; coniferyl alcohol beta-D-glucoside; 4-O-(b-D-Glucosyl)-trans-coniferol; Coniferyl alcohol beta-glucoside; Coniferyl alcohol β-D-glucoside; Coniferyl alcohol b-D-glucoside; Coniferyl alcohol 4-O-glucoside; Coniferyl alcohol β-glucoside; trans-Coniferin; CONIFERIN [MI]; (E)-coniferin; MEGxp0_000873; ACon1_002032; Coniferoside; Coniferosid; Coniferin; C16H22O8; Laricin; Abietin



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

117 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(115)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

117 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

  • Francesco Gai, Michał A Janiak, Katarzyna Sulewska, Pier Giorgio Peiretti, Magdalena Karamać. Phenolic Compound Profile and Antioxidant Capacity of Flax (Linum usitatissimum L.) Harvested at Different Growth Stages. Molecules (Basel, Switzerland). 2023 Feb; 28(4):. doi: 10.3390/molecules28041807. [PMID: 36838795]
  • Luca Pompermaier, Elke H Heiss, Mostafa Alilou, Fabian Mayr, Mawunu Monizi, Thea Lautenschlaeger, Daniela Schuster, Stefan Schwaiger, Hermann Stuppner. Dihydrochalcone Glucosides from the Subaerial Parts of Thonningia sanguinea and Their in Vitro PTP1B Inhibitory Activities. Journal of natural products. 2018 09; 81(9):2091-2100. doi: 10.1021/acs.jnatprod.8b00450. [PMID: 30207720]
  • Nguyen Phuong Thao, Bui Thi Thuy Luyen, Le Ba Vinh, Jung Yun Lee, Young In Kwon, Young Ho Kim. Rat intestinal sucrase inhibited by minor constituents from the leaves and twigs of Archidendron clypearia (Jack.) Nielsen. Bioorganic & medicinal chemistry letters. 2016 09; 26(17):4272-6. doi: 10.1016/j.bmcl.2016.07.044. [PMID: 27481560]
  • Dan Aoki, Yuto Hanaya, Takuya Akita, Yasuyuki Matsushita, Masato Yoshida, Katsushi Kuroda, Sachie Yagami, Ruka Takama, Kazuhiko Fukushima. Distribution of coniferin in freeze-fixed stem of Ginkgo biloba L. by cryo-TOF-SIMS/SEM. Scientific reports. 2016 08; 6(?):31525. doi: 10.1038/srep31525. [PMID: 27510918]
  • Supaporn Baiya, Yanling Hua, Watsamon Ekkhara, James R Ketudat Cairns. Expression and enzymatic properties of rice (Oryza sativa L.) monolignol β-glucosidases. Plant science : an international journal of experimental plant biology. 2014 Oct; 227(?):101-9. doi: 10.1016/j.plantsci.2014.07.009. [PMID: 25219312]
  • Abubaker M A Morgan, Hyun Woo Lee, Sang-Hyun Lee, Chi-Hwan Lim, Hae-Dong Jang, Young Ho Kim. Anti-osteoporotic and antioxidant activities of chemical constituents of the aerial parts of Ducrosia ismaelis. Bioorganic & medicinal chemistry letters. 2014 Aug; 24(15):3434-9. doi: 10.1016/j.bmcl.2014.05.077. [PMID: 24953601]
  • Stefanie König, Kirstin Feussner, Alexander Kaever, Manuel Landesfeind, Corinna Thurow, Petr Karlovsky, Christiane Gatz, Andrea Polle, Ivo Feussner. Soluble phenylpropanoids are involved in the defense response of Arabidopsis against Verticillium longisporum. The New phytologist. 2014 May; 202(3):823-837. doi: 10.1111/nph.12709. [PMID: 24483326]
  • Taku Tsuyama, Ryo Kawai, Nobukazu Shitan, Toru Matoh, Junji Sugiyama, Arata Yoshinaga, Keiji Takabe, Minoru Fujita, Kazufumi Yazaki. Proton-dependent coniferin transport, a common major transport event in differentiating xylem tissue of woody plants. Plant physiology. 2013 Jun; 162(2):918-26. doi: 10.1104/pp.113.214957. [PMID: 23585651]
  • Jingjing Fang, Aina Ramsay, Christian Paetz, Evangelos C Tatsis, Sullivan Renouard, Christophe Hano, Eric Grand, Ophélie Fliniaux, Albrecht Roscher, Francois Mesnard, Bernd Schneider. Concentration kinetics of secoisolariciresinol diglucoside and its biosynthetic precursor coniferin in developing flaxseed. Phytochemical analysis : PCA. 2013 Jan; 24(1):41-6. doi: 10.1002/pca.2377. [PMID: 22689568]
  • Aurélie Chapelle, Kris Morreel, Ruben Vanholme, Philippe Le-Bris, Halima Morin, Catherine Lapierre, Wout Boerjan, Lise Jouanin, Nathalie Demont-Caulet. Impact of the absence of stem-specific β-glucosidases on lignin and monolignols. Plant physiology. 2012 Nov; 160(3):1204-17. doi: 10.1104/pp.112.203364. [PMID: 22984124]
  • Ahmed M A Abd El-Mawla, Salwa F Farag, Till Beuerle. Cinnamyl alcohols and methyl esters of fatty acids from Wedelia prostrata callus cultures. Natural product research. 2011 Jan; 25(1):45-52. doi: 10.1080/14786419.2010.482937. [PMID: 21240761]
  • Li-N Xian, Shi-Hui Qian, Zhen-Lin Li. [Studies on the chemical constituents from the stems of Acanthopanax gracilistylus]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 Apr; 33(4):538-42. doi: . [PMID: 20845778]
  • Xiao-Ming Tian, Shi-Zhong Chen, Peng-Fei Tu, Lian-Di Lei. [Studies on chemical constituents of aerial parts of Ammopiptanthus mongolicus]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Oct; 33(19):2204-6. doi: . [PMID: 19166007]
  • Jun Li, Yong Jiang, Peng-fei Tu. [Studies on chemical constituents from roots of Polygala tricornis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Jan; 31(1):45-7. doi: . [PMID: 16548168]
  • Christian Rolando, Nicolas Daubresse, Brigitte Pollet, Lise Jouanin, Catherine Lapierre. Lignification in poplar plantlets fed with deuterium-labelled lignin precursors. Comptes rendus biologies. 2004 Sep; 327(9-10):799-807. doi: 10.1016/j.crvi.2004.04.006. [PMID: 15587071]
  • Ping Huang, Glroria Karagianis, Peter G Waterman. [Chemical constituents from Typhonium flagelliforme]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2004 Mar; 27(3):173-5. doi: . [PMID: 15272778]
  • Han-wei Lin, Kian H Kwok, Pauline M Doran. Production of podophyllotoxin using cross-species coculture of Linum flavum hairy roots and Podophyllum hexandrum cell suspensions. Biotechnology progress. 2003 Sep; 19(5):1417-26. doi: 10.1021/bp034036h. [PMID: 14524701]
  • Han-wei Lin, Kian H Kwok, Pauline M Doran. Development of Linum flavum hairy root cultures for production of coniferin. Biotechnology letters. 2003 Apr; 25(7):521-5. doi: 10.1023/a:1022821600283. [PMID: 12882138]
  • A L Samuels, K H Rensing, C J Douglas, S D Mansfield, D P Dharmawardhana, B E Ellis. Cellular machinery of wood production: differentiation of secondary xylem in Pinus contorta var. latifolia. Planta. 2002 Nov; 216(1):72-82. doi: 10.1007/s00425-002-0884-4. [PMID: 12430016]
  • A M Díaz Lanza, M J Abad Martínez, L Fernández Matellano, C Recuero Carretero, L Villaescusa Castillo, A M Silván Sen, P Bermejo Benito. Lignan and phenylpropanoid glycosides from Phillyrea latifolia and their in vitro anti-inflammatory activity. Planta medica. 2001 Apr; 67(3):219-23. doi: 10.1055/s-2001-12004. [PMID: 11345691]
  • K Ito, Y Tanabe, S Kato, T Yamamoto, A Saito, M Mori. Glycosidic fraction of flue-cured tobacco leaves: its separation and component analysis. Bioscience, biotechnology, and biochemistry. 2000 Mar; 64(3):584-7. doi: 10.1271/bbb.64.584. [PMID: 10803957]
  • L A Castle, K D Smith, R O Morris. Cloning and sequencing of an Agrobacterium tumefaciens beta-glucosidase gene involved in modifying a vir-inducing plant signal molecule. Journal of bacteriology. 1992 Mar; 174(5):1478-86. doi: 10.1128/jb.174.5.1478-1486.1992. [PMID: 1537792]
  • J W Morris, R O Morris. Identification of an Agrobacterium tumefaciens virulence gene inducer from the pinaceous gymnosperm Pseudotsuga menziesii. Proceedings of the National Academy of Sciences of the United States of America. 1990 May; 87(9):3614-8. doi: 10.1073/pnas.87.9.3614. [PMID: 2110367]
  • E Yamamoto, E J Inciong, L B Davin, N G Lewis. Formation of cis-coniferin in cell-free extracts of Fagus grandifolia Ehrh bark. Plant physiology. 1990; 94(?):209-13. doi: 10.1104/pp.94.1.209. [PMID: 11537477]
  • W Hösel, E Surholt, E Borgmann. Characterization of beta-glucosidase isoenzymes possibly involved in lignification from chick pea (Cicer arietinum L.) cell suspension cultures. European journal of biochemistry. 1978 Mar; 84(2):487-92. doi: 10.1111/j.1432-1033.1978.tb12190.x. [PMID: 25181]
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