(+)-lyoniresinol-3-alpha-O-beta-D-glucopyranoside (Q27135222)

inferred from SMILES

mass

582.231±0 dalton

1 reference

lyoniresinol glucoside (English)

(2R,3S,4R)-3a-[(beta-D-glucopyranosyl)oxy]lyoniresinol

7 October 2016

stereoisomer of

2 references

inferred from InChIKey

(2S,3S,4S,5S,6S)-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2 references

inferred from InChIKey

(2S,3R,4S)-3a-[(beta-D-glucopyranosyl)oxy]lyoniresinol

1 reference

(2R,3R,4S,5S,6R)-2-[[(1R,2S,3S)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1 reference

(2S,3R,4R)-3a-[(beta-D-glucopyranosyl)oxy]lyoniresinol

1 reference

(2S,3S,4S,5S,6S)-2-[[(1R,2S,3S)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1 reference

(2R,3S,4S)-3a-[(beta-D-glucopyranosyl)oxy]lyoniresinol

1 reference

(2R,3R,4S,5S,6R)-2-[[(1R,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1 reference

chemical formula

C₂₈H₃₈O₁₃

1 reference

lyoniresinol glucoside (English)

7 October 2016

canonical SMILES

COC1=CC(=CC(=C1O)OC)C2C(C(CC3=CC(=C(C(=C23)OC)O)OC)CO)COC4C(C(C(C(O4)CO)O)O)O

1 reference

lyoniresinol glucoside (English)

7 October 2016

isomeric SMILES

COC1=CC(=CC(=C1O)OC)[C@@H]2[C@H]([C@@H](CC3=CC(=C(C(=C23)OC)O)OC)CO)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

1 reference

Antimicrobial property of (+)-lyoniresinol-3alpha-O-beta-D-glucopyranoside isolated from the root bark of Lycium chinense Miller against human pathogenic microorganisms

lyoniresinol glucoside (English)

7 October 2016

1 reference

Tabernaemontana robinsonii

1 reference

New Lignan Glucosides from Stemmadenia minima*

Aegle marmelos

1 reference

Indonesian Medicinal Plants. XII. Four Isomeric Lignan-Glucosides from the Bark of Aegle marmelos (Rutaceae).

Acanthus ebracteatus

1 reference

Megastigmane, aliphatic alcohol and benzoxazinoid glycosides from Acanthus ebracteatus

Acanthus ilicifolius

2 references

Phenylethanoid and aliphatic alcohol glycosides from Acanthus ilicifolius

Lignan glucosides from Acanthus ilicifolius

Barleria lupulina

3 references

Iridoid glucosides from Barleria lupulina

Iridoid glucosides from Barleria lupulina

Iridoid glucosides from Barleria lupulina

Santisukia kerrii

1 reference

Phenolic glycosides from Barnettia kerrii

Fernandoa adenophylla

2 references

Lignan and phenylpropanoid glycosides from Fernandoa adenophylla

Lignan and phenylpropanoid glycosides from Fernandoa adenophylla

Markhamia stipulata

1 reference

Phenolic glycosides from Markhamia stipulata

Alangium premnifolium

2 references

Lignan and neolignan glycosides from stems of Alangium premnifolium

Lignan and neolignan glycosides from stems of Alangium premnifolium

Chaenomeles sinensis

2 references

Lignan Glycosides from the Twigs of Chaenomeles sinensis and Their Biological Activities

Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells

Pseudocydonia sinensis

2 references

Lignan Glycosides from the Twigs of Chaenomeles sinensis and Their Biological Activities

Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells

Embelia ribes

1 reference

A nitrogen-containing 3-alkyl-1,4-benzoquinone and a gomphilactone derivative from Embelia ribes

Cordiera sessilis

1 reference

A new antifungal phenolic glycoside derivative, iridoids and lignans from Alibertia sessilis (vell.) k. schum. (Rubiaceae)

Avicennia marina

1 reference

New abietane diterpenoids from the mangrove Avicennia marina

Betula pendula

1 reference

Hepatoprotective, superoxide scavenging, and antioxidative activities of aromatic constituents from the bark of Betula platyphylla var. japonica

Betula platyphylla

1 reference

Hepatoprotective, superoxide scavenging, and antioxidative activities of aromatic constituents from the bark of Betula platyphylla var. japonica

Myrsine africana

1 reference

Chemical Constituents fromMyrsine africanaL.

Quillaja saponaria

1 reference

A 4-methyl-7-hydroxyphthalide glycoside and other constituents from Quillaja saponaria molina

Stephania longa

1 reference

New feruloyl tyramine glycosides from Stephania hispidula YAMAMOTO.

Strobilanthes cusia

1 reference

A new lignan glycoside and phenylethanoid glycosides from Strobilanthes cusia BREMEK.

Strychnos vanprukii

1 reference

Antioxidant lignan glucosides from Strychnos vanprukii

Verbena brasiliensis

1 reference

New iridoid glucosides from the aerial parts of Verbena brasiliensis

Walsura robusta

1 reference

Antioxidant, antibacterial and antigiardial activities of Walsura robusta Roxb

Zanthoxylum petiolare

1 reference

Protolimonoid and lignans from Zanthoxylum petiolare

Hovenia trichocarpa

1 reference

A lupane-triterpene and a 3(2→1)abeolupane glucoside from Hovenia trichocarea

Identifiers

InChI

InChI=1S/C28H38O13/c1-36-16-7-13(8-17(37-2)22(16)31)20-15(11-40-28-26(35)25(34)23(32)19(10-30)41-28)14(9-29)5-12-6-18(38-3)24(33)27(39-4)21(12)20/h6-8,14-15,19-20,23,25-26,28-35H,5,9-11H2,1-4H3/t14-,15-,19+,20+,23+,25-,26+,28+/m0/s1

1 reference

lyoniresinol glucoside (English)

PQQRNPDHSJDAGV-HQSXISOASA-N

7 October 2016

InChIKey

2 references

lyoniresinol glucoside (English)

7 October 2016

ChEBI release 2020-09-01

CAS Registry Number

87585-32-8

1 reference

CAS (formerly Chemical Abstracts Service)

25 January 2022

1 reference

(+)-lyoniresinol-3a-O-beta-glucoside (English)

7 October 2016

1 reference

lyoniresinol glucoside (English)

7 October 2016

Reaxys registry number

6168345

1 reference

(+)-lyoniresinol-3-alpha-O-beta-D-glucopyranoside (English)

7 October 2016

ChEBI ID

66606

mapping relation type

2 references

(+)-lyoniresinol-3-alpha-O-beta-D-glucopyranoside (English)

matched by identifier from

7 October 2016

International Chemical Identifier

InChI

InChI=1S/C28H38O13/c1-36-16-7-13(8-17(37-2)22(16)31)20-15(11-40-28-26(35)25(34)23(32)19(10-30)41-28)14(9-29)5-12-6-18(38-3)24(33)27(39-4)21(12)20/h6-8,14-15,19-20,23,25-26,28-35H,5,9-11H2,1-4H3/t14-,15-,19+,20+,23+,25-,26+,28+/m0/s1

1 reference