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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H18O9
Molecular Weight 354.3094
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SCOPOLIN

SMILES

COc1cc2ccc(=O)oc2cc1O[C@@]3([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(CO)O3)O)O)O

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 354.3094
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Studies on the constituents of the leaves of Morus alba L.
2001 Feb
[Determination of polyphenols in tobacco by solid phase extraction and high performance liquid chromatography].
2001 Nov
Acetylcholinesterase inhibitory activity of scopolin and scopoletin discovered by virtual screening of natural products.
2004 Dec 2
Phytochemical constituents from Diodia teres.
2004 Jan
Agrobacterium tumefaciens AK-6b gene modulates phenolic compound metabolism in tobacco.
2004 Jan
Molecular phenotyping of the pal1 and pal2 mutants of Arabidopsis thaliana reveals far-reaching consequences on phenylpropanoid, amino acid, and carbohydrate metabolism.
2004 Oct
Ectopic expression of a UDP-glucose:phenylpropanoid glucosyltransferase leads to increased resistance of transgenic tobacco plants against infection with Potato Virus Y.
2004 Sep
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
Cytotoxic triterpenoid saponins from the fruits of Aesculus pavia L.
2007 Aug
[Studies on the chemical constituents from Inula cappa (II)].
2007 Jan
Rare biscoumarins and a chlorogenic acid derivative from Erycibe obtusifolia.
2007 Jul
Evaluation of natural substances from Evolvulus alsinoides L. with the purpose of determining their antioxidant potency.
2008 Aug
Biosynthesis of scopoletin and scopolin in cassava roots during post-harvest physiological deterioration: the E-Z-isomerisation stage.
2008 Dec
On the extent and origins of genic novelty in the phylum Nematoda.
2008 Jul 2
[Studies on chemical constituents of Saussurea laniceps].
2008 May
A high-performance liquid chromatographic method for determination of scopolin in rat plasma: application to pharmacokinetic studies.
2008 Oct
Protein and metabolite analysis reveals permanent induction of stress defense and cell regeneration processes in a tobacco cell suspension culture.
2009 Jul 6
[Non-alkaloid constituents of Gelsemium elegans].
2009 Sep
Constituents and secondary metabolite natural products in fresh and deteriorated cassava roots.
2010 Apr
Cassava: an appraisal of its phytochemistry and its biotechnological prospects.
2010 Dec
Traditional herbal medicine in far-west Nepal: a pharmacological appraisal.
2010 Dec 13
Scopolin-hydrolyzing beta-glucosidases in roots of Arabidopsis.
2010 Jan
The differential spatial distribution of secondary metabolites in Arabidopsis leaves reacting hypersensitively to Pseudomonas syringae pv. tomato is dependent on the oxidative burst.
2010 Jul
Coumarins from the leaves of Bambusa pervariabilis McClure.
2010 Mar
Managing phenol contents in crop plants by phytochemical farming and breeding-visions and constraints.
2010 Mar 2
[Chemical constituents from Hydrangea paniculata].
2010 Nov
Method development and validation for the simultaneous determination of four coumarins in Saussurea superba by capillary zone electrophoresis.
2010 Sep-Oct
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Jun 26 03:27:52 UTC 2021
Edited
by admin
on Sat Jun 26 03:27:52 UTC 2021
Record UNII
1Y49270PY8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SCOPOLIN
MI  
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
Created by admin on Sat Jun 26 03:27:52 UTC 2021 , Edited by admin on Sat Jun 26 03:27:52 UTC 2021
PRIMARY
MERCK INDEX
M9816
Created by admin on Sat Jun 26 03:27:52 UTC 2021 , Edited by admin on Sat Jun 26 03:27:52 UTC 2021
PRIMARY Merck Index
CAS
531-44-2
Created by admin on Sat Jun 26 03:27:52 UTC 2021 , Edited by admin on Sat Jun 26 03:27:52 UTC 2021
PRIMARY
MESH
C417572
Created by admin on Sat Jun 26 03:27:52 UTC 2021 , Edited by admin on Sat Jun 26 03:27:52 UTC 2021
PRIMARY
WIKIPEDIA
Scopolin
Created by admin on Sat Jun 26 03:27:52 UTC 2021 , Edited by admin on Sat Jun 26 03:27:52 UTC 2021
PRIMARY
FDA UNII
1Y49270PY8
Created by admin on Sat Jun 26 03:27:52 UTC 2021 , Edited by admin on Sat Jun 26 03:27:52 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT