CAS 456-59-7|3,5,5-Trimethylcyclohexyl amygdalate|Ciclospasmol|Spasmione|3,3,5-trimethylcyclohexyl 2-hydroxy-2-phenylacetate|Cyclobral|Cyclomandol|Sepyron|Ciclandelato [inn-spanish]|Dilatan|Cyclande...

General Information

Structure

Molecular Formula

C₁₇H₂₄O₃

Molecular Mass

276.37066

Exact Mass

276.17254463

Charge

InChI

InChI=1S/C17H24O3/c1-12-9-14(11-17(2,3)10-12)20-16(19)15(18)13-7-5-4-6-8-13/h4-8,12,14-15,18H,9-11H2,1-3H3

InChIKey

WZHCOOQXZCIUNC-UHFFFAOYSA-N

Canonic Smiles

CC1CC(OC(=O)C(c2ccccc2)O)CC(C1)(C)C

Isomeric Smiles

O(C1CC(CC(C1)C)(C)C)C(=O)C(O)c1ccccc1

Calculated Properties

JChem

LogD (pH = 7.4)

3.72

LogD (pH = 5.5)

3.72

Log P

3.72

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

11.99

Polar Surface Area

46.53

Polarizability

31.54

Molar Refractivity

78.06

LOG S

-4.18

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

3,5,5-Trimethylcyclohexyl amygdalateCiclandelato [inn-spanish]CyclandelateCyclandelatum [inn-latin]3,3,5-Trimethylcyclohexyl mandelate3,5,5-Trimethylcyclohexyl mandelateCyclandelic acidcyclandelate3,3,5-trimethylcyclohexyl mandelate3,5,5-trimethylcyclohexyl amygdalate

Brand Name

CiclospasmolSpasmioneCyclobralCyclomandolSepyronDilatanVasodylSaiclateCapilanSpasmocyclonePerebralSpasmocyclonNatilNovodilSancyclanClandilonCyclospasmolArto-espasmolCyclergineCyclolyt

IUPAC name

3,3,5-trimethylcyclohexyl 2-hydroxy-2-phenylacetate

IUPAC Traditional name

cyclandelate

International Nonproprietary Name (INN)

cyclandelatecyclandelatumciclandelato

Names and Identifiers

Registration numbers

PubChem CID

2893

PubChem SID

1609678144650574092740987

CAS Number

CHEBI ID

KEGG ID

DrugBank ID

Wikipedia Title

ATC CODE

Unique Ingredient Identifier

Chemspider ID

ACToR Database

CHEMBL

MetaboLights Database

MTBLS2633MTBLS2349MTBLS2871MTBLS2291

Drug Central Database

KEGG DRUG Database

Beilstein Number

SureChEMBL Database

CompTox Database

Registration numbers

Properties

Product Information

Salt Data

Free Base

Pharmacology Properties

Target

Others

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Wikipedia

Cyclandelate

DrugBank

DB04838

Drug Groups

approved

Description

A direct-acting smooth muscle relaxant used to dilate blood vessels. It may cause gastrointestinal distress and tachycardia. Cyclandelate is not approved for use in the U.S. or Canada, but is approved in various European countries.

Indication

Used in the treatment of various blood vessel diseases (e.g., claudication, arteriosclerosis and Raynaud's disease) and nighttime leg cramps.

Pharmacology

Cyclandelate is in a class of drugs called vasodilators. Cyclandelate relaxes veins and arteries, which makes them wider and allows blood to pass through them more easily.

Toxicity

Acute oral toxicity (LD50): 3950 mg/kg [Guinea pig]

Affected Organisms

Humans and other mammals

Absorption

Well absorbed following oral administration.

External Links

• [Drugs.com]

ChEBI

CHEBI:3988

The ester obtained by formal condensation of mandelic acid and 3,3,5-tricyclohexanol. It is a direct-acting smooth muscle relaxant used to dilate blood vessels.

Molecule Details

References

PubChem Literature

No Data Available

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References

Bioactivity

PubChem BioAssay

Bioactivity

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