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Menadione
Các tên gọi khác (5 ) :
  • 2-Methyl-1,4-Naphthalenedione
  • 2-Methyl-1,4-naphthochinon
  • 2-Methyl-1,4-naphthoquinone
  • Menadione
  • Vitamin K3
Vitamin
Thuốc Gốc
Small Molecule
CAS: 58-27-5
ATC: B02BA02
ĐG : Spectrum Pharmaceuticals , http://www.spectrumpharm.com
CTHH: C11H8O2
PTK: 172.18
A synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C11H8O2
Phân tử khối
172.18
Monoisotopic mass
172.0524295
InChI
InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
InChI Key
InChIKey=MJVAVZPDRWSRRC-UHFFFAOYSA-N
IUPAC Name
2-methyl-1,4-dihydronaphthalene-1,4-dione
Traditional IUPAC Name
menadione
SMILES
CC1=CC(=O)C2=CC=CC=C2C1=O
Độ tan chảy
107 °C
Độ hòa tan
160 mg/L (at 30 °C)
logP
2.20
logS
-3.03
pKa (strongest acidic)
12.94
pKa (Strongest Basic)
-7.2
PSA
34.14 Å2
Refractivity
50.54 m3·mol-1
Polarizability
17.64 Å3
Rotatable Bond Count
0
H Bond Acceptor Count
2
H Bond Donor Count
0
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Menadione (Vitamin K3) is a fat-soluble vitamin precursor that is converted into menaquinone in the liver. Vitamin K1 and K2 are the naturally occurring types of vitamin K. The former, which is also known as phylloquinone, is synthesized by plants and can be found in such foods as spinach, broccoli, lettuce, and soybeans. The latter, sometimes alternatively referred to as menaquinone, is primarily produced by bacteria in the anterior part of the gut and the intestines. Vitamin K3, on the other hand, is one of the many manmade versions of vitamin K. Also called menadione, this yellowish, synthetic crystalline substance is converted into the active form of the K2 vitamin inside of the animal body. While a vitamin K deficiency can be dangerous, especially to infants that may easily suffer from extensive hemorrhaging, an overdose can be as equally detrimental. Newborns that are administered too great a dosage of vitamin K3 can suffer from kernicterus, a form of severe brain damage that may produce decreased movement, loss of appetite, seizures, deafness, mental retardation, and even death. This condition is associated with an abnormally high concentration of bilirubin, a bile pigment, in the tissues of the brain, which can be caused by the presence of K3. For this reason, K3 is less often utilized medically than it was in former times.
Cơ Chế Tác Dụng : A synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo. [PubChem] Menadione (vitamin K3) is involved as a cofactor in the posttranslational gamma-carboxylation of glutamic acid residues of certain proteins in the body. These proteins include the vitamin K-dependent coagulation factors II (prothrombin), VII (proconvertin), IX (Christmas factor), X (Stuart factor), protein C, protein S, protein Zv and a growth-arrest-specific factor (Gas6). In contrast to the other vitamin K-dependent proteins in the blood coagulation cascade, protein C and protein S serve anticoagulant roles. The two vitamin K-dependent proteins found in bone are osteocalcin, also known as bone G1a (gamma-carboxyglutamate) protein or BGP, and the matrix G1a protein or MGP. Gamma-carboxylation is catalyzed by the vitamin K-dependent gamma-carboxylases. The reduced form of vitamin K, vitamin K hydroquinone, is the actual cofactor for the gamma-carboxylases. Proteins containing gamma-carboxyglutamate are called G1a proteins.
Dược Động Học :
▧ Absorption :
Variable and ranges from 10% to 80%
▧ Metabolism :
Hepatic
Độc Tính : Menadione (vitamin K3), which is not used as a nutritional supplemental form of vitamin K for humans, has been reported to cause adverse reactions, including hemolytic anemia. Large doses have also been reported to cause brain damage.
Chỉ Định : The primary known function of vitamin K is to assist in the normal clotting of blood, but it may also play a role in normal bone calcification.
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Menadione powder
    Giá bán buôn : USD >5.59
    Đơn vị tính : g
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Synkavite
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00170
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4055
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505447
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C05377
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02335
ChemSpider
http://www.chemspider.com/Chemical-Structure.3915.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=24778
PharmGKB
http://www.pharmgkb.org/drug/PA450358
Wikipedia
http://en.wikipedia.org/wiki/Menadione
PDRhealth
http://www.pdrhealth.com/drug_info/nmdrugprofiles/nutsupdrugs/vit_0267.shtml
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