Lariciresinol

Lariciresinol
Compound Structure:
Synonyms: 4-[[(3R,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenol; Lariciresinol; (+)-Lariciresinol; 3-Furanmethanol, tetrahydro-2-(4-hydroxy-3-methoxyphenyl)-4-((4-hydroxy-3-methoxyphenyl)methyl)-, (2S,3R,4R)-
Compound ID: NMPC-1189
PubChem ID:

332427

Molecular Formula: C20H24O6
Canonical SMILES: COC1=C(C=CC(=C1)CC2COC(C2CO)C3=CC(=C(C=C3)O)OC)O
InChIKey: MHXCIKYXNYCMHY-AUSJPIAWSA-N
About the compound:

(+)-lariciresinol is a lignan that is tetrahydrofuran substituted at positions 2, 3 and 4 by 4-hydroxy-3-methoxyphenyl, hydroxymethyl and 4-hydroxy-3-methoxybenzyl groups respectively (the 2S,3R,4R-diastereomer). It has a role as an antifungal agent and a plant metabolite. It is a member of oxolanes, a member of phenols, a lignan, a primary alcohol and an aromatic ether. It is an enantiomer of a (-)-lariciresinol.

GHS Hazard Statements

H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]


Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

360.4 g/mol

XLogP3-AA

2.4

Hydrogen Bond Donor Count

3

Hydrogen Bond Acceptor Count

6

Rotatable Bond Count

6

Exact Mass

360.15728848 g/mol

Monoisotopic Mass

360.15728848 g/mol

Topological Polar Surface Area

88.4Ų

Heavy Atom Count

26

Formal Charge

0

Complexity

433

Isotope Atom Count

0

Defined Atom Stereocenter Count

3

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source: PubChem            

Source Species:
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