(-)-syringaresinol (Q27121535)

4-[(3S,3aS,6S,6aS)-6-(4-hydroxy-3,5-dimethoxy-phenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxy-phenol

(-)-syringaresinol (English)

6 October 2016

2 references

inferred from InChIKey

1 reference

1 reference

4-[(3R,3aS,6R,6aR)-6-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenol

1 reference

( )-episyringaresinol

1 reference

(-)-episyringaresinol

1 reference

chemical formula

C₂₂H₂₆O₈

1 reference

(-)-syringaresinol (English)

6 October 2016

canonical SMILES

COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)O)OC

1 reference

(-)-syringaresinol (English)

6 October 2016

isomeric SMILES

COC1=CC(=CC(=C1O)OC)[C@H]2[C@@H]3CO[C@H]([C@@H]3CO2)C4=CC(=C(C(=C4)OC)O)OC

1 reference

Chemical constituents from the aerial parts of Artemisia minor.

(-)-syringaresinol (English)

6 October 2016

1 reference

Drypetes molunduana

2 references

Sesquiterpene lactone and friedelane derivative from drypetes molunduana

Sesquiterpene lactone and friedelane derivative from drypetes molunduana

Helicteres angustifolia

1 reference

Pregnane, coumarin and lupane derivatives and cytotoxic constituents from Helicteres angustifolia

Hibiscus taiwanensis

2 references

Constituents from the stems of Hibiscus taiwanensis.

Constituents from the Stems of Hibiscus taiwanensis.

Leitneria floridana

1 reference

Anti-HIV agents 45(1) and antitumor agents 205.(2) two new sesquiterpenes, leitneridanins A and B, and the cytotoxic and anti-HIV principles from Leitneria floridana.

Peperomia heyneana

2 references

Bioactive lignans from Peperomia duclouxii

Bioactive lignans from Peperomia duclouxii

Rhaphidophora decursiva

2 references

Antimalarial compounds from Rhaphidophora decursiva

Antimalarial compounds from Rhaphidophora decursiva

Selaginella doederleinii

1 reference

Phenolic Constituents of Selaginella doederleinii

Tripterygium wilfordii

1 reference

Anti-inflammatory and immunosuppressive compounds from Tripterygium wilfordii.

Berberis koreana

2 references

Biological evaluation of phenolic constituents from the trunk of Berberis koreana

Biological evaluation of phenolic constituents from the trunk of Berberis koreana

Epimedium grandiflorum var. koreanum

1 reference

2-Phenoxychromones and prenylflavonoids from Epimedium koreanum and their inhibitory effects on LPS-induced nitric oxide and interleukin-1β production

Garcia parviflora

1 reference

Triterpenes from Garcia parviflora. Cytotoxic evaluation of natural and semisynthetic friedelanes.

Machilus robusta

1 reference

Bioactive neolignans and lignans from the bark of Machilus robusta

Pittosporum illicioides

2 references

Phthalides from Pittosporum illicioides var. illicioides with inhibitory activity on superoxide generation and elastase release by neutrophils

Phthalides from Pittosporum illicioides var. illicioides with inhibitory activity on superoxide generation and elastase release by neutrophils

Zanthoxylum avicennae

3 references

Neolignans, a coumarinolignan, lignan derivatives, and a chromene: anti-inflammatory constituents from Zanthoxylum avicennae

Neolignans, a coumarinolignan, lignan derivatives, and a chromene: anti-inflammatory constituents from Zanthoxylum avicennae

Neolignans, a coumarinolignan, lignan ferivatives, and a chromene: Anti-inflammatory constituents from Zanthoxylum avicennae

Annona montana

1 reference

Bioactive constitutents from the stems of Annona montana.

Antidesma membranaceum

1 reference

Benzopyranones and ferulic acid derivatives from Antidesma membranaceum

Bulbophyllum vaginatum

1 reference

Phenanthrene and other aromatic constituents of Bulbophyllum vaginatum

Centaurea arenaria

1 reference

Bioactivity-guided isolation of antiproliferative compounds from Centaurea arenaria.

Cinnamomum kotoense

2 references

Chemical and cytotoxic constituents from the leaves of Cinnamomum kotoense

Antitubercular constituents from the stem wood of Cinnamomum kotoense

Cinnamomum subavenium

1 reference

Cytotoxic constituents of the stems of Cinnamomum subavenium

Cocculus orbiculatus

1 reference

New bisbenzylisoquinolines, fatty acid amidic aporphines, and a protoberberine from Formosan Cocculus orbiculatus

Eddoe

1 reference

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

Taro

1 reference

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

Daphne feddei

1 reference

Phenylpropanoids from Daphne feddei and their inhibitory activities against NO production

Daphne giraldii

1 reference

Lignans from Daphne giraldii

Diospyros kaki

1 reference

A new 18,19-secoursane triterpene from the leaves of Diospyros kaki

Ephedra alata

1 reference

Alkaloidal, lignan and phenolic constituents of Ephedra alata

Goniothalamus tapis

1 reference

Chemical studies on Goniothalamus tapis Miq.

Hernandia ovigera

1 reference

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

Machilus thunbergii

1 reference

A butanolide and phenolics from Machilus thunbergii

Magnolia coco

2 references

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

The Constituents from the Leaves ofMagnolia coco

Magnolia officinalis

1 reference

Phenolic constituents from the stem bark of Magnolia officinalis

Ormosia henryi

1 reference

Polyprenylated isoflavanone and isoflavonoids from Ormosia henryi and their cytotoxicity and anti-oxidation activity

Peltostigma guatemalense

1 reference

Biological activity of secondary metabolites from Peltostigma guatemalense.

Ipomoea nil

1 reference

Bioactive phenolic constituents from the seeds of Pharbitis nil.

Phellodendron chinense

1 reference

Phenolic constituents of Phellodendron chinense bark

Picris rhagadioloides

1 reference

The first guaian-12-oic acid glucopyranosyl ester and other constituents from Picris rhagadioloides (L.) Desf. (Asteraceae).

Platycarya strobilacea

1 reference

ent-Eudesmane sesquiterpenoids, galloyl esters of the oak lactone precursor, and a 3-O-methylellagic acid glycoside from the wood of Platycarya strobilacea

Premna fulva

1 reference

A new flavonol from the stem-bark of Premna fulva

Brucea javanica

1 reference

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

Bambusa emeiensis

1 reference

Lignans and neolignans from Sinocalamus affinis and their absolute configurations.

Tamarix nilotica

1 reference

Dimeric phenolic constituents from the roots of Tamarix nilotica

Toddalia asiatica

1 reference

Anti-platelet aggregation constituents from Formosan Toddalia asiatica

Vismia baccifera

1 reference

Xanthones, xanthonolignoids and other constituents of the roots of vismia guaramirangae

Wikstroemia indica

1 reference

Lignans from the roots of Wikstroemia indica and their DPPH radical scavenging and nitric oxide inhibitory activities

Xanthium sibiricum

1 reference

Chemical constituents from the roots of Xanthium sibiricum

Xanthium strumarium

1 reference

Chemical constituents from the roots of Xanthium sibiricum

Zanthoxylum simulans

1 reference

Chemical and anti-platelet constituents from Formosan Zanthoxylum simulans.

Kalopanax septemlobus

1 reference

Studies on the constituents of the bark of Kalopanax pictus Nakai.

Vitex glabrata

1 reference

Antiestrogenic constituents of the Thai medicinal plants Capparis flavicans and Vitex glabrata

Haplophyllum vulcanicum

1 reference

Lignans, alkaloids and coumarins from Haplophyllum vulcanicum

Phyllanthus virgatus

1 reference

Tannins, flavonol sulfonates, and a norlignan from phyllanthus virgatus

Saussurea medusa

1 reference

Immunosuppressive constituents from Saussurea medusa

Annona senegalensis

1 reference

(-)-Roemerine, an aporphine alkaloid from Annona senegalensis that reverses the multidrug-resistance phenotype with cultured cells

Doliocarpus dentatus

1 reference

Isolation of leishmanicidal triterpenes and lignans from the Amazonian liana Doliocarpus dentatus (dilleniaceae)

Annona emarginata

1 reference

Acetogenins and other compounds from Rollinia emarginata and their antiprotozoal activities

Gymnosporia pyria

1 reference

Use of COMPARE analysis to discover functional analogues of bleomycin

Zanthoxylum nitidum

1 reference

[Studies on the chemical constituents of rutaceous plants. LIX. The chemical constituents of Xanthoxylum nitidum (Roxb.) D.C. (Fagara nitida Roxb.) (1) Examination of the alkaloidal fraction of the bark]

Stellera chamaejasme

1 reference

Piscicidal constituents of Stellera chamaejasme L. II.

Astragalus mongholicus

1 reference

New Constituents of Astragalus mongholicus

Tamarix senegalensis

1 reference

Dimeric phenolic constituents from the roots of Tamarix nilotica

Hernandia guianensis

1 reference

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

Acer pictum

1 reference

Studies on the constituents of the bark of Kalopanax pictus Nakai.

Zanthoxylum asiaticum

1 reference

Anti-platelet aggregation constituents from Formosan Toddalia asiatica

Polla

1 reference

Identification and distribution of lignans in Punica granatum L. fruit endocarp, pulp, seeds, wood knots and commercial juices by GC–MS

Identifiers

InChI

InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3/t13-,14-,21 ,22 /m1/s1

1 reference

(-)-syringaresinol (English)

6 October 2016

2 references

(-)-syringaresinol (English)

6 October 2016

ChEBI release 2020-09-01

CAS Registry Number

6216-81-5

1 reference

CAS (formerly Chemical Abstracts Service)

25 January 2022

1 reference

(-)-syringaresinol (English)

6 October 2016

2 references

(-)-syringaresinol (English)

6 October 2016

Reaxys registry number

6577407

1 reference

(-)-syringaresinol (English)

6 October 2016

ChEBI ID

49212

mapping relation type

2 references

(-)-syringaresinol (English)

6 October 2016

International Chemical Identifier

InChI

InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3/t13-,14-,21 ,22 /m1/s1

1 reference

CHEMBL402653 (English)

6 October 2016

1 reference

1 reference

UNII

QD6NNG8CM5

1 reference