Lariciresinol

Lariciresinol
Names

IUPAC name 4-[(2S,3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenol
Identifiers
CAS Number	27003-73-2^Y=
3D model (Jmol)	Interactive image
ChEMBL	ChEMBL518421^N
ChemSpider	294521^N
ECHA InfoCard	100.222.965
PubChem	332427
InChI InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1^N Key: MHXCIKYXNYCMHY-AUSJPIAWSA-N^N InChI=1/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1 Key: MHXCIKYXNYCMHY-AUSJPIAWBV
SMILES COc1cc(ccc1O)C[C@H]2CO[C@@H]([C@H]2CO)c3ccc(c(c3)OC)O
Properties
Chemical formula	C₂₀H₂₄O₆
Molar mass	360.40 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Lariciresinol is a lignan, a type of phenylpropanoids.

In food, it is found in sesame seeds and in Brassica vegetables.^[1] It is also found in the bark and wood of white fir (Abies alba).^[2]

References

↑ Lignan contents of Dutch plant foods: a database including lariciresinol, pinoresinol, secoisolariciresinol and matairesinol. Ivon E. J. Milder, Ilja C. W. Arts, Betty van de Putte, Dini P. Venema and Peter C. H. Hollman, British Journal of Nutrition (2005), 93: 393-402, doi:10.1079/BJN20051371
↑ Eva Tavčar Benković, Tina Grohar, Dušan Žigon, Urban Švajger, Damjan Janeš, Samo Kreft, Borut Štrukelj, Chemical composition of the silver fir (Abies alba) bark extract Abigenol® and its antioxidant activity, Industrial Crops and Products, Volume 52, January 2014, Pages 23-28 doi:10.1016/j.indcrop.2013.10.005

Types of lignans

Lignans	Arboreol Arctigenin Chamaecypanone A and B Eudesmin Globoidnan A Gmelanone Gmelinol Gummadiol Isootobanone Lyoniresinol Macelignan Matairesinol Obtulignolide Pinoresinol Pluviatilol Podophyllotoxin Secoisolariciresinol Sesamin Sesamolin Steganacin

Lignan glycosides	Arctiin Aviculin (isolariciresinol-9'-rhamnopyranoside) Secoisolariciresinol diglucoside

Mammalian lignans (enterolignans)	Enterodiol Enterolactone Lariciresinol Hydroxymatairesinol Syringaresinol

Neolignans	Balanophonin Eusiderin Honokiol Linderin A Magnolol Megaphone 4-O-Methylhonokiol Rhaphidecursinol A Rhaphidecursinol B

Flavonolignans	Cinchonain-Ib Dehydrosilybin Deoxysilycistin Deoxysilydianin Hydnocarpin Hydnowightin Neosilyhermin Palstatin Rhodiolin Salcolin A Salcolin B Scutellaprostin A, B, C, D, E and F Silandrin Silyamandin Silibinin Silybinome Silicristin Silydianin Silyhermin Tricin 4'-O-(erythro-beta-guaiacylglyceryl) ether Tricin 4'-O-(threo-beta-guaiacylglyceryl) ether

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