Tìm theo
Mimosine
Các tên gọi khác (7 ) :
  • (S)-2-Amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoate
  • L-Mimosine
  • Leucaenine
  • Leucaenol
  • Leucenine
  • Leucenol
  • Mimosin
Thuốc Gốc
Small Molecule
CAS: 500-44-7
CTHH: C8H10N2O4
PTK: 198.176
3-Hydroxy-4-oxo-1(4H)-pyridinealanine. An antineoplastic alanine-substituted pyridine derivative isolated from Leucena glauca. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C8H10N2O4
Phân tử khối
198.176
Monoisotopic mass
198.064056818
InChI
InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,9H2,(H,13,14)/t5-/m0/s1
InChI Key
InChIKey=WZNJWVWKTVETCG-YFKPBYRVSA-N
IUPAC Name
(2S)-2-amino-3-(3-hydroxy-4-oxo-1,4-dihydropyridin-1-yl)propanoic acid
Traditional IUPAC Name
mimosine
SMILES
N[C@@H](CN1C=CC(=O)C(O)=C1)C(O)=O
Độ tan chảy
228 dec °C
Độ hòa tan
1.31e+01 g/l
logP
-2.5
logS
-1.2
pKa (strongest acidic)
1.94
pKa (Strongest Basic)
8.88
PSA
103.86 Å2
Refractivity
48.66 m3·mol-1
Polarizability
18.2 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
6
H Bond Donor Count
3
Physiological Charge
0
Number of Rings
1
Bioavailability
1
Rule of Five
true
Dược Lực Học : Mimosine inhibits DNA synthesis at the level of elongation of nascent chains by altering deoxyribonucleotide metabolism. It arrests the cell cycle in the late G(1) phase.
Cơ Chế Tác Dụng : 3-Hydroxy-4-oxo-1(4H)-pyridinealanine. An antineoplastic alanine-substituted pyridine derivative isolated from Leucena glauca. [PubChem] Mimosine causes inhibition of DNA replication, changes in the progression of the cells in the cell cycle, and apoptosis. Mimosine appears to introduce breaks into DNA. Mimosine is an iron/zinc chelator. Iron depletion induces DNA double-strand breaks in treated cells, and activates a DNA damage response that results in focal phosphorylation of histones. This leads to inhibition of DNA replication and/or DNA elongation. Some studies indicate that mimosine prevents the initiation of DNA replication, whereas other studies indicate that mimosine disrupts elongation of the replication fork by impairing deoxyribonucleotide synthesis by inhibiting the activity of the iron-dependent enzyme ribonucleotide reductase and the transcription of the cytoplasmic serine hydroxymethyltransferase gene (SHMT). Inhibition of serine hydroxymethyltransferase is moderated by a zinc responsive unit located in front of the SHMT gene.
Dược Động Học :

▧ Protein binding :
>99.5%
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01055
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=440473
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505895
ChemSpider
http://www.chemspider.com/Chemical-Structure.389405.html
PharmGKB
http://www.pharmgkb.org/drug/PA164752445
Wikipedia
http://en.wikipedia.org/wiki/Mimosine
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