SCOPOLIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H18O9
Molecular Weight	354.3087
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C3OC(=O)C=CC3=C1

InChI

InChIKey=SGTCGCCQZOUMJJ-YMILTQATSA-N

InChI=1S/C16H18O9/c1-22-9-4-7-2-3-12(18)23-8(7)5-10(9)24-16-15(21)14(20)13(19)11(6-17)25-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C16H18O9
Molecular Weight	354.3087
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Studies on the constituents of the leaves of Morus alba L.	2001 Feb	11217100
Molecular cloning and heterologous expression of novel glucosyltransferases from tobacco cultured cells that have broad substrate specificity and are induced by salicylic acid and auxin.	2001 Jul	11454003
Patterns of phenylpropanoids in non-inoculated and potato virus Y-inoculated leaves of transgenic tobacco plants expressing yeast-derived invertase.	2001 Mar	11281130
[Nonpolar components of the leaves of Philadelphus coronarius L].	2001 Nov	11797195
Resistance of transgenic tobacco seedlings expressing the Agrobacterium tumefaciens C58-6b gene, to growth-inhibitory levels of cytokinin is associated with elevated IAA levels and activation of phenylpropanoid metabolism.	2002 Aug	12198197
Downregulation of a pathogen-responsive tobacco UDP-Glc:phenylpropanoid glucosyltransferase reduces scopoletin glucoside accumulation, enhances oxidative stress, and weakens virus resistance.	2002 May	12034899
Over-expression of a scopoletin glucosyltransferase in Nicotiana tabacum leads to precocious lesion formation during the hypersensitive response to tobacco mosaic virus but does not affect virus resistance.	2004 Jan	15159640
Active components from Artemisia iwayomogi displaying ONOO(-) scavenging activity.	2004 Jan	14750192
Cytotoxic activity of five compounds isolated from Colombian plants.	2004 Mar	15030931
Growth at elevated CO2 concentrations leads to modified profiles of secondary metabolites in tobacco cv. SamsunNN and to increased resistance against infection with potato virus Y.	2006 Jan	17086759
A new C9 nor-isoprenoid glucoside from Rantherium suaveolens.	2007 Aug	17680498
Biosynthesis of scopoletin and scopolin in cassava roots during post-harvest physiological deterioration: the E-Z-isomerisation stage.	2008 Dec	19004461
[Studies on chemical constituents of Saussurea laniceps].	2008 May	18652351
Novel sesquiterpene and coumarin constituents from the whole herbs of Crossostephium chinense.	2009	19177244
Scopolin isolated from Erycibe obtusifolia Benth stems suppresses adjuvant-induced rat arthritis by inhibiting inflammation and angiogenesis.	2009 Jul	19327410
[Non-alkaloid constituents of Gelsemium elegans].	2009 Sep	20030082
[Bioactivity guided isolation of alpha-glucosidase inhibitor from whole herbs of Crossostephium chinense].	2009 Sep	19943487
Constituents and secondary metabolite natural products in fresh and deteriorated cassava roots.	2010 Apr	20137795
Cassava: an appraisal of its phytochemistry and its biotechnological prospects.	2010 Dec	20943239
Traditional herbal medicine in far-west Nepal: a pharmacological appraisal.	2010 Dec 13	21144003
Scopolin-hydrolyzing beta-glucosidases in roots of Arabidopsis.	2010 Jan	19965874

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 20:09:44 GMT 2023` Edited by `admin` on `Fri Dec 15 20:09:44 GMT 2023`
Record UNII	1Y49270PY8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SCOPOLIN

Common Name

English

6-METHOXYCOUMARIN 7-O-.BETA.-D-GLUCOSIDE

Common Name

English

SCOPOLETIN 7-GLUCOSIDE

Common Name

English

SCOPOLETIN 7-O-.BETA.-D-GLUCOPYRANOSIDE

Common Name

English

NSC-404560

Code

English

SCOPOLOSIDE

Common Name

English

SCOPOLETIN 7-O-GLUCOSIDE

Common Name

English

2H-1-BENZOPYRAN-2-ONE, 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-6-METHOXY-

Systematic Name

English

7-O-.BETA.-GLUCOPYRANOSYLSCOPOLETIN

Common Name

English

7-(.BETA.-D-GLUCOPYRANOSYLOXY)-6-METHOXYCOUMARIN

Common Name

English

6-METHOXY-7-(.BETA.-D-GLUCOPYRANOSYLOXY)COUMARIN

Common Name

English

SCOPOLIN [MI]

Common Name

English

Code System Code Type Description

PUBCHEM

439514