(+)-syringaresinol beta-D-glucoside (Q27103792)

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chemical compound

4-[(1S,3aR,4S,6aR)-4-(4-Hydroxy-3,5-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2,6-dimethoxyphenyl beta-D-glucopyranoside
Eleutheroside E1

Language	Label	Description	Also known as
English	(+)-syringaresinol beta-D-glucoside	chemical compound	4-[(1S,3aR,4S,6aR)-4-(4-Hydroxy-3,5-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2,6-dimethoxyphenyl beta-D-glucopyranoside Eleutheroside E1

Statements

type of chemical entity

0 references

chemical compound

0 references

580.215591±0 dalton

1 reference

language of work or name

Acanthoside B (English)

5 October 2016

stereoisomer of

(2R,3S,4R,5R,6S)-2-[4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

Episyringaresinol 4'-O-beta-D-glncopyranoside

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(2S,3R,4S,5S,6R)-2-[4-[(3R,3aR,6S,6aR)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1 reference

based on heuristic

inferred from InChI

(2S,3R,4S,5S,6R)-2-[4-[(3S,3aS,6S,6aS)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1 reference

based on heuristic

inferred from InChI

1 reference

based on heuristic

inferred from InChI

(2S,3R,4S,5R,6S)-2-[4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1 reference

based on heuristic

inferred from InChI

(2R,3R,4S,5S,6R)-2-[4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1 reference

based on heuristic

inferred from InChI

chemical formula

C₂₈H₃₆O₁₃

1 reference

language of work or name

Acanthoside B (English)

5 October 2016

canonical SMILES

COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)OC5C(C(C(C(O5)CO)O)O)O)OC

1 reference

language of work or name

Acanthoside B (English)

5 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[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC

1 reference

language of work or name

Acanthoside B (English)

5 October 2016

Cistanche mongolica

1 reference

The constituents of Cistanche tubulosa (Schrenk) Hook. f. II. Isolation and structures of a new phenylethanoid glycoside and a new neolignan glycoside.

1 reference

Chemical constituents from leaves of Ilex latifolia

1 reference

Phenylpropanoids from Daphne feddei and their inhibitory activities against NO production

Acanthus ilicifolius

1 reference

Lignan glucosides from Acanthus ilicifolius

Beaumontia grandiflora

1 reference

Chemical constituents of Duabanga grandiflora (Lythraceae)

Cistanche salsa

1 reference

Studies on the constituents of Cistanchis Herba. V. Isolation and structures of two new phenylpropanoid glycosides, cistanosides E and F.

Dendrobium moniliforme

2 references

Copacamphane, picrotoxane, and alloaromadendrane sesquiterpene glycosides and phenolic glycosides from Dendrobium moniliforme

Copacamphane, picrotoxane, and alloaromadendrane sesquiterpene glycosides and phenolic glycosides from Dendrobium moniliforme

Desfontainia fulgens

1 reference

Iridoids, iridoid-triterpenoid congeners and lignans from Desfontainia spinosa

Desfontainia spinosa

1 reference

Iridoids, iridoid-triterpenoid congeners and lignans from Desfontainia spinosa

Eleutherococcus senticosus

4 references

Phenolic compounds from stem bark of Acanthopanax senticosus and their pharmacological effect in chronic swimming stressed rats

Phenolic constituents from the stems of Acanthopanax senticosus

A new lignan glycoside from Eleutherococcus senticosus

Eleutherosides in aerial parts of Eleutherococcus species cultivated in Poland

Epimedium grandiflorum

2 references

Studies on the glycosides of Epimedium grandiflorum Morr. var. thunbergianum (Miq.) Nakai. II

Studies on the glycosides of Epimedium grandiflorum Morr. var. thunbergianum (Miq.) Nakai. II

Eucommia ulmoides

2 references

The constituents of Eucommia ulmoides OLIV. II. Isolation and structures of three new lignan glycosides.

The constituents of Eucommia ulmoides OLIV. II. Isolation and structures of three new lignan glycosides.

Ligustrum obtusifolium

1 reference

Studies on the Constituents of Ligustrum Species. XIII. : Structures of Phenylethanoid Glycosides from the Leaves of Ligustrum obtusifolium SIEB. et ZUCC.

Narthecium asiaticum

2 references

Structures of toxic steroidal saponins from Narthecium asiaticum MAXIM

Structures of toxic steroidal saponins from Narthecium asiaticum MAXIM

Capparis flavicans

1 reference

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

Dalbergia sissoo

1 reference

Constituents of Dalbergia sissoo Roxb. leaves with osteogenic activity.

Kandelia candel

1 reference

Chemical constituents from Kandelia candel with their inhibitory effects on pro-inflammatory cytokines production in LPS-stimulated bone marrow-derived dendritic cells (BMDCs).

Syringa reticulata

2 references

Secoiridoid glucosides and related compounds from Syringa reticulata and their antioxidant activities

Secoiridoid glucosides and related compounds from Syringa reticulata and their antioxidant activities

Baccharis dracunculifolia

1 reference

Studies on the constituents from the aerial part of Baccharis dracunculifolia DC. II.

Cananga odorata

1 reference

The unusual canangafruticosides A-E: five monoterpene glucosides, two monoterpenes and a monoterpene glucoside diester of the aryldihydronaphthalene lignan dicarboxylic acid from leaves of Cananga odorata var. fruticosa

Casearia sylvestris

1 reference

Neolignans from the Leaves ofCasearia sylvestrisSwartz

Dendrobium nobile

1 reference

Novel Bis(bibenzyl) and (Propylphenyl)bibenzyl Derivatives fromDendrobium nobile

Lawsonia inermis

1 reference

Inhibitors of osteoclastogenesis from Lawsonia inermis leaves.

Nolina microcarpa

1 reference

Glycosides of (+)-syringaresinol and 2-methylbut-3-en-2-yl β-D-glucopyranoside from the leaves ofNolina microcarpa

Sargentodoxa cuneata

1 reference

Phenolic glycosides and ionone glycoside from the stem of Sargentodoxa cuneata

Saussurea medusa

1 reference

Bioactive constituents from Chinese natural medicines. XV. Inhibitory effect on aldose reductase and structures of Saussureosides A and B from Saussurea medusa

Strychnos axillaris

1 reference

Phenolic and iridoid glycosides from Strychnos axillaris

Tinospora sinensis

1 reference

New lignan glucosides from the stems of Tinospora sinensis

Veronica thymoides

1 reference

Acylated flavonoids and phenol glycosides from Veronica thymoides subsp. pseudocinerea

Viscum coloratum

1 reference

Inhibitory activity of the ethyl acetate fraction from Viscum coloratum on bone resorption

Cistanche tubulosa

1 reference

Analysis of chemical constituents in Cistanche species

Cistanche phelypaea

1 reference

Analysis of chemical constituents in Cistanche species

Opuntia humifusa

1 reference

Megastigmane Derivatives from the Cladodes of Opuntia humifusa and Their Nitric Oxide Inhibitory Activities in Macrophages

Opuntia vulgaris

1 reference

Megastigmane Derivatives from the Cladodes of Opuntia humifusa and Their Nitric Oxide Inhibitory Activities in Macrophages

1 reference

Phenolic glycosides from sugar maple (Acer saccharum) bark

Opuntia humifusa humifusa

1 reference

Megastigmane Derivatives from the Cladodes of Opuntia humifusa and Their Nitric Oxide Inhibitory Activities in Macrophages

Identifiers

InChI=1S/C28H36O13/c1-34-16-5-12(6-17(35-2)21(16)30)25-14-10-39-26(15(14)11-38-25)13-7-18(36-3)27(19(8-13)37-4)41-28-24(33)23(32)22(31)20(9-29)40-28/h5-8,14-15,20,22-26,28-33H,9-11H2,1-4H3/t14-,15-,20+,22+,23-,24+,25+,26+,28-/m0/s1

1 reference

language of work or name

Acanthoside B (English)

5 October 2016

WEKCEGQSIIQPAQ-IRBNZIFYSA-N

2 references

language of work or name

Acanthoside B (English)

5 October 2016

ChEBI release 2020-09-01

CAS Registry Number

1 reference

WEKCEGQSIIQPAQ-IRBNZIFYSA-N

CAS Common Chemistry

10 April 2021

https://commonchemistry.cas.org/detail?cas_rn=7374-79-0

1 reference

language of work or name

4-[(1S,3aR,4S,6aR)-4-(4-Hydroxy-3,5-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2,6-dimethoxyphenyl beta-D-glucopyranoside (English)

5 October 2016

1 reference

language of work or name

Acanthoside B (English)

5 October 2016

mapping relation type

2 references

language of work or name

(+)-syringaresinol beta-D-glucoside (English)

5 October 2016

matched by identifier from

International Chemical Identifier

InChI=1S/C28H36O13/c1-34-16-5-12(6-17(35-2)21(16)30)25-14-10-39-26(15(14)11-38-25)13-7-18(36-3)27(19(8-13)37-4)41-28-24(33)23(32)22(31)20(9-29)40-28/h5-8,14-15,20,22-26,28-33H,9-11H2,1-4H3/t14-,15-,20+,22+,23-,24+,25+,26+,28-/m0/s1

1 reference

language of work or name

CHEMBL1077080 (English)

5 October 2016

SCHEMBL20853420

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

WEKCEGQSIIQPAQ-IRBNZIFYSA-N

UniChem compound ID

1 reference

splash10-014i-0300900000-a93c0915041f44cfb8fd

0 references

splash10-066r-0893000000-3e9735655bcbc9f72241

0 references

DSSTox substance ID

0 references

DSSTOX compound identifier

DTXCID401421655

0 references

1 reference

language of work or name

(+)-syringaresinol beta-D-glucoside (English)

5 October 2016

Probes And Drugs ID

0 references

0 references

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