Coniferin | CAS#531-29-3 | Phenylpropanoid Glycoside

MedKoo Cat#: 558992 | Name: Coniferin

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Coniferin is a phenylpropanoid glycoside and a lignan precursor that has been found in V. album and has diverse biological activities. It inhibits ADP-induced platelet aggregation in isolated human platelet-rich plasma when used at concentrations ranging from 0.01 to 1 µM. Coniferin has antioxidant activity in an oxygen radical absorbance capacity (ORAC) assay. It induces contractions in isolated rat aortic rings when used at concentrations ranging from 0.001 to 1 mM.3 In vivo, coniferin (1 mg/kg) increases blood pressure in spontaneously hypertensive rats.

Chemical Structure

Coniferin

CAS#531-29-3

Theoretical Analysis

MedKoo Cat#: 558992

Name: Coniferin

CAS#: 531-29-3

Chemical Formula: C16H22O8

Exact Mass: 342.1315

Molecular Weight: 342.34

Elemental Analysis: C, 56.14; H, 6.48; O, 37.39

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 450.00	2 Weeks

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Synonym

Coniferin; Abietin; (E)-coniferin; Laricin; Coniferoside; Coniferosid;

IUPAC/Chemical Name

β-glucopyranoside, 4-(3-hydroxy-1-propen-1-yl)-2-methoxyphenyl

InChi Key

SFLMUHDGSQZDOW-FAOXUISGSA-N

InChi Code

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

SMILES Code

COC1=CC(/C=C/CO)=CC=C1O[C@@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO

Appearance

Solid powder

Purity

>95% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 342.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Aoki D, Hanaya Y, Akita T, Matsushita Y, Yoshida M, Kuroda K, Yagami S, Takama R, Fukushima K. Distribution of coniferin in freeze-fixed stem of Ginkgo biloba L. by cryo-TOF-SIMS/SEM. Sci Rep. 2016 Aug 11;6:31525. doi: 10.1038/srep31525. PMID: 27510918; PMCID: PMC4980676. 2: Yoshioka T, Itagaki Y, Abe Y, Kawahara N, Goda Y, Ozeki Y, Yamada A. NaCl dependent production of coniferin in Alluaudiopsis marnieriana suspension cultured cells. Plant Biotechnol (Tokyo). 2021 Mar 25;38(1):183-186. doi: 10.5511/plantbiotechnology.21.0102a. PMID: 34177341; PMCID: PMC8215468. 3: Yoshinaga A, Kamitakahara H, Takabe K. Distribution of coniferin in differentiating normal and compression woods using MALDI mass spectrometric imaging coupled with osmium tetroxide vapor treatment. Tree Physiol. 2016 May;36(5):643-52. doi: 10.1093/treephys/tpv116. Epub 2015 Oct 27. PMID: 26507270; PMCID: PMC4886284. 4: Beejmohun V, Fliniaux O, Hano C, Pilard S, Grand E, Lesur D, Cailleu D, Lamblin F, Lainé E, Kovensky J, Fliniaux MA, Mesnard F. Coniferin dimerisation in lignan biosynthesis in flax cells. Phytochemistry. 2007 Nov- Dec;68(22-24):2744-52. doi: 10.1016/j.phytochem.2007.09.016. Epub 2007 Nov 7. PMID: 17988697. 5: Tsuyama T, Kawai R, Shitan N, Matoh T, Sugiyama J, Yoshinaga A, Takabe K, Fujita M, Yazaki K. Proton-dependent coniferin transport, a common major transport event in differentiating xylem tissue of woody plants. Plant Physiol. 2013 Jun;162(2):918-26. doi: 10.1104/pp.113.214957. Epub 2013 Apr 12. PMID: 23585651; PMCID: PMC3668080. 6: Vakili N, Esmaeilifallah M, Dinani MS. Isolation and identification of 6-methoxy parillin and coniferin from the bulbs of Allium affine L. Res Pharm Sci. 2022 Oct 29;17(6):723-727. doi: 10.4103/1735-5362.359438. PMID: 36704434; PMCID: PMC9872185. 7: Tsuji Y, Chen F, Yasuda S, Fukushima K. Unexpected behavior of coniferin in lignin biosynthesis of Ginkgo biloba L. Planta. 2005 Sep;222(1):58-69. doi: 10.1007/s00425-005-1517-5. Epub 2005 Jun 29. PMID: 15986215. 8: Dharmawardhana DP, Ellis BE, Carlson JE. A beta-glucosidase from lodgepole pine xylem specific for the lignin precursor coniferin. Plant Physiol. 1995 Feb;107(2):331-9. doi: 10.1104/pp.107.2.331. PMID: 7724669; PMCID: PMC157133. 9: van Uden W, Pras N, Batterman S, Visser JF, Malingré TM. The accumulation and isolation of coniferin from a high-producing cell suspension of Linum flavum L. Planta. 1991 Dec;183(1):25-30. doi: 10.1007/BF00197563. PMID: 24193529. 10: Marcinowski S, Grisebach H. Enzymology of lignification. Cell-wall bound beta-glucosidase for coniferin from spruce (Picea abies) seedlings. Eur J Biochem. 1978 Jun 1;87(1):37-44. doi: 10.1111/j.1432-1033.1978.tb12349.x. PMID: 27355. 11: Yamamoto E, Inciong EJ, Davin LB, Lewis NG. Formation of cis-coniferin in cell-free extracts of Fagus grandifolia Ehrh bark. Plant Physiol. 1990;94(1):209-13. doi: 10.1104/pp.94.1.209. PMID: 11537477; PMCID: PMC1077211. 12: Fang J, Ramsay A, Paetz C, Tatsis EC, Renouard S, Hano C, Grand E, Fliniaux O, Roscher A, Mesnard F, Schneider B. Concentration kinetics of secoisolariciresinol diglucoside and its biosynthetic precursor coniferin in developing flaxseed. Phytochem Anal. 2013 Jan-Feb;24(1):41-6. doi: 10.1002/pca.2377. Epub 2012 Jun 12. PMID: 22689568. 13: Lin HW, Kwok KH, Doran PM. Development of Linum flavum hairy root cultures for production of coniferin. Biotechnol Lett. 2003 Apr;25(7):521-5. doi: 10.1023/a:1022821600283. PMID: 12882138. 14: Berlin J, Wray V, Mollenschott C, Sasse F. Formation of beta-peltatin-A methyl ether and coniferin by root cultures of Linum flavum. J Nat Prod. 1986 May-Jun;49(3):435-9. doi: 10.1021/np50045a008. PMID: 3760883. 15: Baiya S, Pengthaisong S, Kitjaruwankul S, Ketudat Cairns JR. Structural analysis of rice Os4BGlu18 monolignol β-glucosidase. PLoS One. 2021 Jan 20;16(1):e0241325. doi: 10.1371/journal.pone.0241325. PMID: 33471829; PMCID: PMC7817009. 16: Yang BY, Yang CL, Liu Y, Kuang HX. [Chemical constituents from roots of Datura metel]. Zhongguo Zhong Yao Za Zhi. 2018 Apr;43(8):1654-1661. Chinese. doi: 10.19540/j.cnki.cjcmm.20180115.008. PMID: 29751713. 17: König S, Feussner K, Kaever A, Landesfeind M, Thurow C, Karlovsky P, Gatz C, Polle A, Feussner I. Soluble phenylpropanoids are involved in the defense response of Arabidopsis against Verticillium longisporum. New Phytol. 2014 May;202(3):823-837. doi: 10.1111/nph.12709. Epub 2014 Jan 31. PMID: 24483326. 18: Su Y, Xu JJ, Bi JL, Wang YH, Hu GW, Yang J, Yin GF, Long CL. Chemical constituents of Arisaema franchetianum tubers. J Asian Nat Prod Res. 2013;15(1):71-7. doi: 10.1080/10286020.2012.723202. Epub 2012 Oct 29. PMID: 23106482. 19: Dharmawardhana DP, Ellis BE, Carlson JE. cDNA cloning and heterologous expression of coniferin beta-glucosidase. Plant Mol Biol. 1999 May;40(2):365-72. doi: 10.1023/a:1006226931512. PMID: 10412914. 20: Zhou J, Yue Y, Wei X, Xie Y. Preparation and Anti-Lung Cancer Activity Analysis of Guaiacyl-Type Dehydrogenation Polymer. Molecules. 2023 Apr 20;28(8):3589. doi: 10.3390/molecules28083589. PMID: 37110827; PMCID: PMC10142027.

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