| Common Name |
Anisindione
| Description |
Anisindione is a synthetic anticoagliant and an indanedione derivative. It prevents the formation of active procoagliation factors II, VII, IX, and X, as well as the anticoagliant proteins C and S, in the liver by inhibiting the vitamin K-mediated gamma-carboxylation of precursor proteins.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
2-(4-Methoxyphenyl)-1H-indene-1,3(2H)-dioneChEBI
2-(4-Methoxyphenyl)indan-1,3-dioneChEBI
2-(P-Methoxyphenyl)-1,3-indandioneChEBI
2-(P-Methoxyphenyl)indane-1,3-dioneChEBI
2-P-Anisyl-1,3-indandioneChEBI
2-Para-anisyl-1,3-indandioneChEBI
Anisin indandioneChEBI
AnisindionaChEBI
AnisindionumChEBI
MiradonMeSH
| Chemical Formlia |
C16H12O3
| Average Molecliar Weight |
252.2647
| Monoisotopic Molecliar Weight |
252.07864425
| IUPAC Name |
2-(4-methoxyphenyl)-2,3-dihydro-1H-indene-1,3-dione
| Traditional Name |
anisindione
| CAS Registry Number |
117-37-3
| SMILES |
COC1=CC=C(C=C1)C1C(=O)C2=CC=CC=C2C1=O
| InChI Identifier |
InChI=1S/C16H12O3/c1-19-11-8-6-10(7-9-11)14-15(17)12-4-2-3-5-13(12)16(14)18/h2-9,14H,1H3
| InChI Key |
XRCFXMGQEVUZFC-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as indanediones. These are compounds containing an indane ring bearing two ketone groups.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Benzenoids
| Sub Class |
Indanes
| Direct Parent |
Indanediones
| Alternative Parents |
Phenoxy compounds
Methoxybenzenes
Aryl alkyl ketones
Anisoles
Beta-diketones
Alkyl aryl ethers
Organic oxides
Hydrocarbon derivatives
| Substituents |
Indanedione
Phenoxy compound
Anisole
Methoxybenzene
Aryl alkyl ketone
Aryl ketone
Phenol ether
Alkyl aryl ether
1,3-diketone
Monocyclic benzene moiety
1,3-dicarbonyl compound
Ketone
Ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic homopolycyclic compound
| Molecliar Framework |
Aromatic homopolycyclic compounds
| External Descriptors |
aromatic ketone (CHEBI:133809 )
beta-diketone (CHEBI:133809 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Drug
| Biofunction |
Anticoagliants
| Application |
Pharmaceutical
| Cellliar locations |
Membrane
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point156.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1.28e-02 g/LNot Available
LogP2.6Not Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.013 mg/mLALOGPS
logP2.99ALOGPS
logP2.72ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)4.5ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity71.7 m3·mol-1ChemAxon
Polarizability26.3 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Membrane
| Biofluid Locations |
Blood
Urine
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Biofluid |
Status |
Age |
Condition |
Reference |
Details |
BloodExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB01125
21059682
details
UrineExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB01125
21059682
details
|
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
DB01125
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
2112
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Anisindione
| NuGOwiki Link |
HMDB15257
| Metagene Link |
HMDB15257
| METLIN ID |
Not Available
| PubChem Compound |
2197
| PDB ID |
Not Available
| ChEBI ID |
133809
Product: 6-FAM
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- CONNELL WF, MAYER GA: Evaluation of anticoagulant therapy with anisindione (miradon). Can Med Assoc J. 1959 May 15;80(10):785-90. [PubMed:13652026 ]
|
Enzymes
- General function:
- Involved in gamma-glutamyl carboxylase activity
- Specific function:
- Mediates the vitamin K-dependent carboxylation of glutamate residues to calcium-binding gamma-carboxyglutamate (Gla) residues with the concomitant conversion of the reduced hydroquinone form of vitamin K to vitamin K epoxide.
- Gene Name:
- GGCX
- Uniprot ID:
- P38435
- Molecular weight:
- 87560.065
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
PMID: 20944006
