Basic Description

Synonyms	Lariciresinol \| (+)-Lariciresinol \| 27003-73-2 \| NSC-329247 \| UNII-73XCE5OZB0 \| 73XCE5OZB0 \| CHEBI:67246 \| CHEMBL518421 \| 3-Furanmethanol, tetrahydro-2-(4-hydroxy-3-methoxyphenyl)-4-((4-hydroxy-3-methoxyphenyl)methyl)-, (2S,3R,4R)- \| DTXSID30318362 \| 3-Furanmethanol, tetrahy
Specifications & Purity	≥95%(HPLC)
Product Description	Description Lariciresinol may be used as a reference compound in the purification, identification and analysis of lignan phytoestrogens and lignan glycosides.

Associated Targets(Human)

CYP2D6 Tclin Cytochrome P450 2D6 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP3A4 Tclin Cytochrome P450 3A4 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PTPN1 Tchem Tyrosine-protein phosphatase non-receptor type 1 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SK-MEL-2 (46422 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SK-OV-3 (52876 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

XF498 (12972 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A549 (127892 Activities)

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HepG2 (196354 Activities)

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BL-41 (110 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Aspergillus niger (16508 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Penicillium (212 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Human alphaherpesvirus 1 (11089 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Vesicular stomatitis virus (4460 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Lepidium sativum (398 Activities)

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P388 (20296 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RAW264.7 (28094 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

C6 (2371 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BV-2 (3710 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Lactuca sativa (1092 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Allium cepa (293 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Solanum lycopersicum (493 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Lolium multiflorum (260 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Names and Identifiers

IUPAC Name	4-[[(3R,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenol
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
InChi Key	MHXCIKYXNYCMHY-AUSJPIAWSA-N
Canonical SMILES	COC1=C(C=CC(=C1)CC2COC(C2CO)C3=CC(=C(C=C3)O)OC)O
Isomeric SMILES	COC1=C(C=CC(=C1)C[C@H]2CO[C@@H]([C@H]2CO)C3=CC(=C(C=C3)O)OC)O
PubChem CID	332427
UN Number	3077
Molecular Weight	360.4
Beilstein	4560057

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Flash Point(°F)	Not applicable
Flash Point(°C)	Not applicable

Safety and Hazards(GHS)

Pictogram(s)	GHS09
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H302:Harmful if swallowed H400:Very toxic to aquatic life
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P273:Avoid release to the environment. P501:Dispose of contents/container to ... P391:Collect spillage.
Class	9
RIDADR	UN 3077 9 / PGIII

References

1. Heidi Schwartz,Gerhard Sontag. (2006-06-06) Determination of secoisolariciresinol, lariciresinol and isolariciresinol in plant foods by high performance liquid chromatography coupled with coulometric electrode array detection.. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 838 ((2)): (78-85). [PMID:16750660]
2. Bomi Hwang,Jaeyong Cho,In-sok Hwang,Hong-Guang Jin,Eun-Rhan Woo,Dong Gun Lee. (2011-06-18) Antifungal activity of lariciresinol derived from Sambucus williamsii and their membrane-active mechanisms in Candida albicans.. Biochemical and biophysical research communications, 410 ((3)): (489-493). [PMID:21679690]
3. Alexandrine During,Céline Debouche,Thomas Raas,Yvan Larondelle. (2012-09-08) Among plant lignans, pinoresinol has the strongest antiinflammatory properties in human intestinal Caco-2 cells.. The Journal of nutrition, 142 ((10)): (1798-1805). [PMID:22955517]
4. Niina M Saarinen,Anni Wärri,Ruud P M Dings,Maarit Airio,Annika I Smeds,Sari Mäkelä. (2008-06-06) Dietary lariciresinol attenuates mammary tumor growth and reduces blood vessel density in human MCF-7 breast cancer xenografts and carcinogen-induced mammary tumors in rats.. International journal of cancer, 123 ((5)): (1196-1204). [PMID:18528864]
5. Hisashi Nishiwaki,Mitsuko Kumamoto,Yoshihiro Shuto,Satoshi Yamauchi. (2011-11-10) Stereoselective syntheses of all stereoisomers of lariciresinol and their plant growth inhibitory activities.. Journal of agricultural and food chemistry, 59 ((24)): (13089-13095). [PMID:22066904]
6. Simone Angeloni,Luciano Navarini,Gianni Sagratini,Elisabetta Torregiani,Sauro Vittori,Giovanni Caprioli. (2018-06-21) Development of an extraction method for the quantification of lignans in espresso coffee by using HPLC-MS/MS triple quadrupole.. Journal of mass spectrometry : JMS, 53 ((9)): (842-848). [PMID:29925121]

Solution Calculators

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(+)-Lariciresinol - ≥95.0% (HPLC), high purity , CAS No.27003-73-2