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
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
Scaphopetalone and scaphopetalumate, a lignan and a triterpene ester from Scaphopetalum thonneri.	2003 Feb	12560041
Study on the determination of polyphenols in tobacco by HPLC coupled with ESI-MS after solid-phase extraction.	2003 Jan	12597595
Acetylcholinesterase inhibitory activity of scopolin and scopoletin discovered by virtual screening of natural products.	2004 Dec 2	15566295
Active components from Artemisia iwayomogi displaying ONOO(-) scavenging activity.	2004 Jan	14750192
Ectopic expression of a UDP-glucose:phenylpropanoid glucosyltransferase leads to increased resistance of transgenic tobacco plants against infection with Potato Virus Y.	2004 Sep	15509841
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
Identification and determination of glycosides in tobacco leaves by liquid chromatography with atmospheric pressure chemical ionization tandem mass spectrometry.	2007 Feb	17396585
Structures, biogenesis, and biological activities of pyrano[4,3-c]isochromen-4-one derivatives from the Fungus Phellinus igniarius.	2007 Feb	17279797
On the extent and origins of genic novelty in the phylum Nematoda.	2008 Jul 2	18596977
A high-performance liquid chromatographic method for determination of scopolin in rat plasma: application to pharmacokinetic studies.	2008 Oct	18506740
Scopoletin is biosynthesized via ortho-hydroxylation of feruloyl CoA by a 2-oxoglutarate-dependent dioxygenase in Arabidopsis thaliana.	2008 Sep	18547395
[Effects of chemical constituents of Crossostephium chinense on insulin secretion in rat islets in vitro].	2009 Jun	19771872
Constituents and secondary metabolite natural products in fresh and deteriorated cassava roots.	2010 Apr	20137795
Traditional herbal medicine in far-west Nepal: a pharmacological appraisal.	2010 Dec 13	21144003
Coumarins from the leaves of Bambusa pervariabilis McClure.	2010 Mar	20390773
[Chemical constituents from Hydrangea paniculata].	2010 Nov	21355271
Method development and validation for the simultaneous determination of four coumarins in Saussurea superba by capillary zone electrophoresis.	2010 Sep-Oct	21140650

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