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Ligand scopolamine

Basic Ligand Information

Molecular Structure

Related pathways

Show all BRENDA pathways known for scopolamine

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Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (6 results)

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Show Natural Product (6 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.11.11

(6S)-6-hydroxyhyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

-

8cvd, 3D-view

1.14.20.13

(6S)-6-hydroxyhyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

439268

-

1.14.20.13

(6S)-6beta-hydroxyhyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

-

-

1.14.20.13

(6S)-6beta-hydroxyhyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2 + H2O

-

-

1.14.20.13

(6S)-hydroxyhyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

-

-

1.14.20.13

6,7-dehydrohyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

-

-

1.14.20.13

5 entries

Product in Enzyme-catalyzed Reactions (10 results)

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Show Product (10 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.11.11

(6S)-6-hydroxyhyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

-

8cvd, 3D-view

1.14.11.11

6,7-dehydrohyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

439275

8cvd, 3D-view

1.14.11.11

6beta-hydroxyhyoscyamine + ? = scopolamine + ?

-

8cvd, 3D-view

1.14.11.11

6beta-hydroxyhyoscyamine = scopolamine

-

8cvd, 3D-view

1.14.11.11

hyoscyamine + O2 + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

-

8cvd, 3D-view

1.14.20.13

(6S)-6-hydroxyhyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

439268

-

1.14.20.13

(6S)-6beta-hydroxyhyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

-

-

1.14.20.13

(6S)-6beta-hydroxyhyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2 + H2O

-

-

1.14.20.13

(6S)-hydroxyhyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

-

-

1.14.20.13

6,7-dehydrohyoscyamine + 2-oxoglutarate + O2 = scopolamine + succinate + CO2

-

-

1.14.11.11

5 entries

1.14.20.13

5 entries

Activator in Enzyme-catalyzed Reactions (1 result)

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Show Activating Compound (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.1.1.7

induces and increase of AChE activity in the cortex and hippocampus of mice

709589

-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

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Show Inhibitors (3 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.1.1.8

competitive

94440

-

3.2.1.48

-

708404

-

3.2.1.48

i.e. hyoscine, is commonly used as an anticholinergic drug to relieve nausea, vomiting and dizziness of amotion sickness as well as recovery from anesthesia and surgery. It shows non-competitive inhibition at different concentrations of 0.6-3.6 mM

708404

-

3.2.1.48

2 entries

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (1 entry)

EC NUMBER

ENZYME 3D STRUCTURE

1.14.11.11

8cvd, 3D-view

Enzyme Kinetic Parameters

K_i Value (1 result)

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Show KI Value (1 entry)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

3.2.1.48

0.6

-

pH 8.0, 37°C

708404

References & Links

Literature References (5)

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Show Reference (5 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

94440

5141

Purification and characterization of butyrylcholine-hydrolyzing enzyme from Pseudomonas polycolor

1976

Nagasawa, T.; Sugisaki, H.; Tani, Y.; Ogata, K.

Biochim. Biophys. Acta

429

817-827

439268

-

6beta-hydroxyhyoscyamine epoxidase from cultured roots of Hyoscyamus niger

1989

Hashimoto, T.; Kohno, J.; Yamada, Y.

Phytochemistry

28

1077-1082

439275

3569262

Purification and characterization of hyoscyamine 6 beta-hydroxylase from root cultures of Hyoscyamus niger L. Hydroxylase and epoxidase activities in the enzyme preparation

1987

Hashimoto, T.; Yamada, Y.

Eur. J. Biochem.

164

277-285

708404

20230815

Structural changes and inhibition of sucrase after binding of scopolamine

2010

Minai-Tehrani, D.; Fooladi, N.; Minoui, S.; Sobhani-Damavandifar, Z.; Aavani, T.; Heydarzadeh, S.; Attar, F.; Ghaffari, M.; Nazem, H.

Eur. J. Pharmacol.

635

23-26

709589

19343477

Protective effect of the ethanol extract of Magnolia officinalis and 4-O-methylhonokiol on scopolamine-induced memory impairment and the inhibition of acetylcholinesterase activity

2009

Lee, Y.K.; Yuk, D.Y.; Kim, T.I.; Kim, Y.H.; Kim, K.T.; Kim, K.H.; Lee, B.J.; Nam, S.Y.; Hong, J.T.

J. Nat. Med.

63

274-282

Links to other databases for scopolamine

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Show Links (1 entry)