(Q27137882)

inferred from SMILES

mass

360.157288±0 dalton

1 reference

Isolariciresinol (English)

(6S)-3-Methoxy-6alpha,7alpha-bis(hydroxymethyl)-8beta-(3-methoxy-4-hydroxyphenyl)-5,6,7,8-tetrahydro-2-naphthol

7 October 2016

stereoisomer of

1 reference

inferred from InChIKey

(-)-Isolariciresinol

1 reference

(2R,3R,4R)-4-(4-hydroxy-3-methoxy-phenyl)-2,3-bis(hydroxymethyl)-7-methoxy-tetralin-6-ol

inferred from InChIKey

1 reference

(6R,7S,8S)-8-(4-hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ol

inferred from InChI

1 reference

inferred from InChI

chemical formula

C₂₀H₂₄O₆

1 reference

Isolariciresinol (English)

7 October 2016

canonical SMILES

COC1=C(C=C2C(C(C(CC2=C1)CO)CO)C3=CC(=C(C=C3)O)OC)O

1 reference

Isolariciresinol (English)

7 October 2016

isomeric SMILES

COC1=C(C=C2[C@@H]([C@H]([C@@H](CC2=C1)CO)CO)C3=CC(=C(C=C3)O)OC)O

1 reference

Phenolic compounds from roots of Urtica dioica

Isolariciresinol (English)

7 October 2016

1 reference

Linum usitatissimum

1 reference

Isolation and characterization of the lignans, isolariciresinol and pinoresinol, in flaxseed meal

Justicia flava

1 reference

Lignans From Justicia flava

Daphne feddei

1 reference

Phenylpropanoids from Daphne feddei and their inhibitory activities against NO production

Araucaria angustifolia

3 references

Norlignan from the knot resin of Araucaria angustifolia

13C NMR spectral analysis of lignans from Araucaria angustifolia

13C NMR spectral analysis of lignans from Araucaria angustifolia

Taxus baccata

2 references

A lignan from needles of himalayan taxus baccata

Phenolics from needles of himalayan Taxus baccata

Abies pinsapo

1 reference

Lignans from the wood of Abies pinsapo

Coptis japonica

2 references

Neolignans and Phenylpropanoids from the Rhizomes of Coptis japonica var. dissecta.

Inhibitory effect of lignans from the rhizomes of Coptis japonica var. dissecta on tumor necrosis factor-alpha production in lipopolysaccharide-stimulated RAW264.7 cells

Abies pinsapo subsp. marocana

1 reference

Two sesquilignans from the wood of Abies marocana

Abies nephrolepis

2 references

Lignans from Abies nephrolepis and Picea ajanensis

Phenolic compounds of Abies nephrolepis and their NO production inhibitory activities.

Combretum quadrangulare

1 reference

Hepatoprotective constituents of the seeds of Combretum quadrangulare

Fagraea racemosa

2 references

Pharmacologically active components of Todopon Puok (Fagraea racemosa), a medicinal plant from Borneo.

Pharmacologically active components of Todopon Puok (Fagraea racemosa), a medicinal plant from Borneo.

Justicia diffusa

1 reference

Lignans from Justicia hyssopifolia

Justicia glauca

1 reference

Justiciresinol, a New Furanoid Lignan from Justicia glauca

Lippia sidoides

2 references

[Chemical constituents from Pteris multifida and cytotoxic activity].

Chemical constituents from Lippia sidoides and cytotoxic activity

Mitragyna inermis

1 reference

A New 9-Methoxyyohimbine-Type Indole Alkaloid from Mitragyna africanus.

Korean Spruce

1 reference

Lignans from the wood of Picea koraiensis

Picea obovata

1 reference

Lignans from the wood of Picea koraiensis

Rubia akane

1 reference

A lignan fromRubia akane

Rubia argyi

1 reference

A lignan fromRubia akane

Rubia yunnanensis

6 references

Absolute stereostructures of new arborinane-type triterpenoids and inhibitors of nitric oxide production from Rubia yunnanensis

Biologically active arborinane-type triterpenoids and anthraquinones from Rubia yunnanensis

Biologically active arborinane-type triterpenoids and anthraquinones from Rubia yunnanensis

Absolute stereostructures of new arborinane-type triterpenoids and inhibitors of nitric oxide production from Rubia yunnanensis

Bioactive constituents from Chinese natural medicines. XI. inhibitors on NO production and degranulation in RBL-2H3 from Rubia yunnanensis: structures of rubianosides II, III, and IV, rubianol-g, and rubianthraquinone

Ethnobotany, phytochemistry and pharmacology of Uncaria (Rubiaceae).

Salacia chinensis

3 references

Structures of new friedelane-type triterpenes and eudesmane-type sesquiterpene and aldose reductase inhibitors from Salacia chinensis

Structures of new friedelane- and norfriedelane-type triterpenes and polyacylated eudesmane-type sesquiterpene from Salacia chinensis LINN. (S. prinoides DC., Hippocrateaceae) and radical scavenging activities of principal constituents

Structures of new friedelane-type triterpenes and eudesmane-type sesquiterpene and aldose reductase inhibitors from Salacia chinensis

Tinospora smilacina

2 references

Isolation and Structure of Some Constituents of the Australian Medicinal Plant Tinospora smilacina ('Snakevine')

Isolation and Structure of Some Constituents of the Australian Medicinal Plant Tinospora smilacina ('Snakevine')

Tsuga chinensis

1 reference

A Study of the Constituents of the Heartwood ofTsuga Chinensis Pritz. Var. Formosana(Hay.)

Streblus asper

1 reference

Anti-hepatitis B virus lignans from the root of Streblus asper

Symplocos setchuensis

1 reference

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

strawberries

1 reference

Content, composition, and stereochemical characterisation of lignans in berries and seeds

Ribes nigrum

1 reference

Content, composition, and stereochemical characterisation of lignans in berries and seeds

Rubus chamaemorus

1 reference

Content, composition, and stereochemical characterisation of lignans in berries and seeds

Vaccinium myrtillus

1 reference

Content, composition, and stereochemical characterisation of lignans in berries and seeds

Vaccinium vitis-idaea

1 reference

Content, composition, and stereochemical characterisation of lignans in berries and seeds

Vitis vinifera

1 reference

Lignans in selected wines

Anastatica hierochuntica

1 reference

Anastatins A and B, new skeletal flavonoids with hepatoprotective activities from the desert plant Anastatica hierochuntica.

Annona squamosa

1 reference

Squadinorlignoside: A Novel 7,9′-Dinorlignan from the Stems ofAnnona squamosa

Balanophora laxiflora

1 reference

Phenolic constituents from Balanophora laxiflora with DPPH radical-scavenging activity.

Canarium tonkinense

1 reference

Bioactive constituents from roots of Bursera tonkinensis.

Cycas revoluta

1 reference

Phytochemical investigation of Cycas circinalis and Cycas revoluta leaflets: moderately active antibacterial biflavonoids

Ephedra viridis

1 reference

Isolation of lignans and biological activity studies of Ephedra viridis

Euterpe oleracea

1 reference

Lignans and other constituents of the fruits of Euterpe oleracea (Acai) with antioxidant and cytoprotective activities.

Fitzroya cupressoides

1 reference

The Chemistry of the Order Cupressales. 56. Heartwood Constituents of Fitzroya cupressoides (Monlina) Johnston.

Gnetum montanum

1 reference

Lignans from Gnetum montanum Markgr. f. megalocarpua

Pinus sylvestris

1 reference

The Constituents of Conifer Needles. VI. Phenolic Glycosides from Pinus sylvestris.

Brucea javanica

2 references

Rhusemialins A-C, new cyclolignan esters from the roots of Rhus javanica var. roxburghiana

Chemical constituents from Brucea javanica

Sedum sarmentosum

2 references

Bioactive constituents from Chinese natural medicines. XXII. Absolute structures of new megastigmane glycosides, sedumosides E1, E2, E3, F1, F2, and G, from Sedum sarmentosum (Crassulaceae)

Bioactive Constituents from Chinese Natural Medicines. XXV. New Flavonol Bisdesmosides, Sarmenosides I, II, III, and IV, with Hepatoprotective Activity from Sedum sarmentosum (Crassulaceae)

Protium tonkinense

1 reference

Bioactive constituents from roots of Bursera tonkinensis.

Canarium album

1 reference

Bioactive constituents from roots of Bursera tonkinensis.

Justicia tranquebariensis

1 reference

Justica tranquebariensis Linn. f.

Symplocos theifolia

1 reference

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

Lippia origanoides

2 references

Chemical constituents from Lippia sidoides and cytotoxic activity

[Chemical constituents from Pteris multifida and cytotoxic activity].

Taxus wallichiana

1 reference

Cytochrome P450 3A4 inhibitory constituents of the wood of Taxus yunnanensis

Identifiers

InChI

InChI=1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3/t13-,15-,20-/m0/s1

1 reference

Isolariciresinol (English)

7 October 2016

2 references

Isolariciresinol (English)

7 October 2016

ChEBI release 2020-09-01

2 references

(+)-isolariciresinol (English)

7 October 2016

https://commonchemistry.cas.org/detail?cas_rn=548-29-8

10 April 2021

1 reference

(6R,7R,8S)-8-(4-Hydroxy-3-methoxyphenyl)-6,7-bis(hydroxymethyl)-3-methoxy-5,6,7,8-tetrahydro-2-naphthalenol (English)

7 October 2016

2 references

Isolariciresinol (English)

7 October 2016

Reaxys registry number

2019804

1 reference

(+)-isolariciresinol (English)

7 October 2016

ChEBI ID

69542

mapping relation type

2 references

(+)-isolariciresinol (English)

7 October 2016

International Chemical Identifier

InChI

InChI=1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3/t13-,15-,20-/m0/s1

1 reference

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

ISOLARICIRESINOL (English)

7 October 2016

1 reference

2 references

DSSTOX compound identifier

DTXCID20125764

0 references

Human Metabolome Database ID

HMDB0301739

2 references

inferred from InChIKey

UNII

FRJ46XRJ28

1 reference