(-)-pinoresinol (Q27135716)

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chemical compound

4-[(3R,3aS,6R,6aS)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol
4,4'-(1R,3aS,4R,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(2-methoxyphenol)

Language	Label	Description	Also known as
English	(-)-pinoresinol	chemical compound	4-[(3R,3aS,6R,6aS)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol 4,4'-(1R,3aS,4R,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(2-methoxyphenol)

Statements

type of chemical entity

0 references

chemical compound

0 references

(-)-pinoresinol metabolic process

subject has role

1 reference

Gene Ontology release 2019-11-16

(-)-pinoresinol biosynthetic process

subject has role

1 reference

Gene Ontology release 2019-11-16

(-)-pinoresinol catabolic process

subject has role

1 reference

Gene Ontology release 2019-11-16

358.141638±0 dalton

1 reference

language of work or name

(-)-pinoresinol (English)

7 October 2016

stereoisomer of

4-[(3R,3aR,6R,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(-)-Epipinoresinol

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(+)-pinoresinol

1 reference

based on heuristic

inferred from InChI

chemical formula

C₂₀H₂₂O₆

1 reference

language of work or name

(-)-pinoresinol (English)

7 October 2016

canonical SMILES

COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)O)OC)O

1 reference

language of work or name

(-)-pinoresinol (English)

7 October 2016

isomeric SMILES

COC1=C(C=CC(=C1)[C@H]2[C@@H]3CO[C@H]([C@@H]3CO2)C4=CC(=C(C=C4)O)OC)O

1 reference

language of work or name

(-)-pinoresinol (English)

7 October 2016

1 reference

Lignans in cell cultures of Picea glehnii

Zanthoxylum ailanthoides

1 reference

Studies on the Chemical Constituents of Rutaceous Plants. XLVIII. The Chemical Constituents of Xanthoxylum ailanthoides SIEB. et ZUCC. [Fagara ailanthoides (SIEB. et ZUCC.) ENGL.]. (3) Isolation of the Chemical Constituents of the Bark

Morinda citrifolia

3 references

Lipoxygenase inhibitory constituents of the fruits of noni (Morinda citrifolia) collected in Tahiti.

Lipoxygenase Inhibitory Constituents of the Fruits of Noni (Morinda citrifolia) Collected in Tahiti

Anthraquinones with quinone reductase-inducing activity and benzophenones from Morinda citrifolia (noni) roots.

Great yellow gentian

1 reference

The chemical constituents of fresh Gentian Root

Cucumis sativus

1 reference

Inhibitory effect of Cucumis sativus on melanin production in melanoma B16 cells by downregulation of tyrosinase expression

1 reference

Phenylpropanoids from Daphne feddei and their inhibitory activities against NO production

Festuca argentina

1 reference

Lignans and a stilbene from Festuca argentina

2 references

Formation of the Lignan (+)-Secoisolariciresinol by Cell-free Extracts ofArctium lappa

Stereochemical Difference in Secoisolariciresinol Formation between Cell-free Extracts from Petioles and from Ripening Seeds of Arctium lappa L.

Aristolochia elegans

1 reference

Constituents from the leaves of Aristolochia elegans

Daphne tangutica

1 reference

Inhaltsstoffe von Daphne tangutica

Gymnadenia conopsea

1 reference

Bioactive constituents from Chinese natural medicines. XVII. constituents with radical scavenging effect and new glucosyloxybenzyl 2-isobutylmalates from Gymnadenia conopsea

Henriettea fascicularis

1 reference

Isolation and structure elucidation of an isoflavone and a sesterterpenoic acid from Henriettella fascicularis

Rhaphidophora decursiva

1 reference

Antimalarial compounds from Rhaphidophora decursiva

Symplocos glomerata

1 reference

Acetylated glucuronide triterpene bidesmosidic saponins from Symplocos glomerata

2 references

Lignans from the roots of Urtica dioica and their metabolites bind to human sex hormone binding globulin (SHBG).

(+)-neo-olivil from roots of Urtica dioica

Balanophora harlandii

1 reference

Chemical Constituents of Balanophora involucrata

Lonicera insularis

1 reference

7-feruloylloganin: an iridoid glucoside from stems of Lonicera insularis

Lonicera morrowii

1 reference

7-feruloylloganin: an iridoid glucoside from stems of Lonicera insularis

Zanthoxylum kellermanii

1 reference

Lignans and Other Constituents from South and Central AmericanZanthoxylumSpecies

Machilus robusta

1 reference

Bioactive neolignans and lignans from the bark of Machilus robusta

Pulsatilla chinensis

1 reference

Triterpene saponins and lignans from the roots of Pulsatilla chinensis and their cytotoxic activity against HL-60 cells.

Pulsatilla cernua

1 reference

Sortase A inhibitory metabolites from the roots of Pulsatilla koreana

Symplocos setchuensis

1 reference

Anti-AIDS agents. 46. Anti-HIV activity of harman, an anti-HIV principle from Symplocos setchuensis, and its derivatives

Balanophora abbreviata

1 reference

A new lignan from Balanophora abbreviata and inhibition of lipopolysaccharide (LPS)-induced inducible nitric oxide synthase (iNOS) expression

Balanophora fungosa

1 reference

Galloyl and hexahydroxydiphenoyl esters of phenylpropanoid glucosides, phenylpropanoids and phenylpropanoid glucosides from rhizome of Balanophora fungosa

Berberis koreana

1 reference

Biological evaluation of phenolic constituents from the trunk of Berberis koreana

Brassica fruticulosa

1 reference

Lignans and Neolignans fromBrassicafruticulosa: Effects on Seed Germination and Plant Growth

1 reference

Lignans from the tuber-barks of Colocasia antiquorum var. esculenta and their antimelanogenic Activity

1 reference

Lignans from the tuber-barks of Colocasia antiquorum var. esculenta and their antimelanogenic Activity

Dendrobium loddigesii

1 reference

New phenanthrenes and stilbenes from Dendrobium loddigesii

Forsythia suspensa

1 reference

Inhibition of low density lipoprotein oxidation by tetrahydrofurofuran lignans from Forsythia suspensa and Magnolia coco

Hernandia ovigera

1 reference

Constituents of the seeds of Hernandia ovigera with inhibitory activity against cyclooxygenase-2.

1 reference

The Constituents from the Leaves ofMagnolia coco

1 reference

Bioactive phenolic constituents from the seeds of Pharbitis nil.

Brucea javanica

2 references

Separation and Determination of Chemical Constituents in the Roots ofRhus JavanicaL. Var.Roxburghiana

Inhibitory activity against tobacco mosaic virus (TMV) replication of pinoresinol and syringaresinol lignans and their glycosides from the root of Rhus javanica var. roxburghiana

Sonchus macrocarpus

1 reference

Two eudesmanolides from Sonchus macrocarpus

Xanthium strumarium

1 reference

(-)-Xanthienopyran, a new inhibitor of superoxide anion generation by activated neutrophils, and further constituents of the seeds of Xanthium strumarium.

Hernandia guianensis

1 reference

Constituents of the seeds of Hernandia ovigera with inhibitory activity against cyclooxygenase-2.

Wolfiporia cocos

1 reference

Bioactivity-guided isolation of anti-inflammatory triterpenoids from the sclerotia of Poria cocos using LPS-stimulated Raw264.7 cells

Macrohyporia cocos

1 reference

Bioactivity-guided isolation of anti-inflammatory triterpenoids from the sclerotia of Poria cocos using LPS-stimulated Raw264.7 cells

Trichosanthes kirilowii

1 reference

Hanultarin, a cytotoxic lignan as an inhibitor of actin cytoskeleton polymerization from the seeds of Trichosanthes kirilowii

Aristolochia littoralis

1 reference

Constituents from the leaves of Aristolochia elegans

Symplocos theifolia

1 reference

Anti-AIDS agents. 46. Anti-HIV activity of harman, an anti-HIV principle from Symplocos setchuensis, and its derivatives

2 references

Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship.

Constituents of Brazilian red propolis and their preferential cytotoxic activity against human pancreatic PANC-1 cancer cell line in nutrient-deprived condition.

Identifiers

InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m1/s1

1 reference

language of work or name

(-)-pinoresinol (English)

7 October 2016

HGXBRUKMWQGOIE-NSMLZSOPSA-N

2 references

language of work or name

(-)-pinoresinol (English)

7 October 2016

ChEBI release 2020-09-01

1 reference

language of work or name

(-)-pinoresinol (English)

7 October 2016

1 reference

language of work or name

(-)-pinoresinol (English)

7 October 2016

Reaxys registry number

4238047

1 reference

language of work or name

(-)-pinoresinol (English)

7 October 2016

mapping relation type

2 references

language of work or name

(-)-pinoresinol (English)

7 October 2016

matched by identifier from

International Chemical Identifier

InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m1/s1

1 reference

language of work or name

(+)-PINORESINOL (English)

7 October 2016

UniChem compound ID

1 reference

Probes And Drugs ID

0 references

Sitelinks

Wikipedia(0 entries)

Wikibooks(0 entries)

Wikinews(0 entries)

Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(0 entries)

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