Tìm theo
Resveratrol
Các tên gọi khác (9 ) :
  • (E)-5-(2-(4-hydroxyphenyl)ethenyl)-1,3-benzenediol
  • (E)-5-(p-Hydroxystyryl)resorcinol
  • (E)-5-[2-(4-hydroxyphenyl)ethenyl]-1,3-benzendiol
  • (E)-5-[2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol
  • (E)-resveratrol
  • 3,4',5-Stilbenetriol
  • 3,4',5-trihydroxy-stilbene
  • 3,4',5-Trihydroxystilbene
  • trans-3,4',5-trihydroxystilbene
platelet aggregation inhibitors, anti inflammatory agents non steroidal, enzyme inhibitors, antioxidant
Thuốc Gốc
Small Molecule
CAS: 501-36-0
CTHH: C14H12O3
PTK: 228.2433
Resveratrol (3,5,4'-trihydroxystilbene) is a polyphenolic phytoalexin. It is a stilbenoid, a derivate of stilbene, and is produced in plants with the help of the enzyme stilbene synthase. It exists as two structural isomers: cis-(Z) and trans-(E), with the trans-isomer shown in the top image. The trans- form can undergo isomerisation to the cis- form when heated or exposed to ultraviolet irradiation. In a 2004 issue of Science, Dr. Sinclair of Harvard University said resveratrol is not an easy molecule to protect from oxidation. It has been claimed that it is readily degraded by exposure to light, heat, and oxygen. However, studies find that Trans-resveratrol undergoes negligible oxidation in normal atmosphere at room temperature. [Wikipedia]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C14H12O3
Phân tử khối
228.2433
Monoisotopic mass
228.07864425
InChI
InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+
InChI Key
InChIKey=LUKBXSAWLPMMSZ-OWOJBTEDSA-N
IUPAC Name
5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol
Traditional IUPAC Name
resveratrol
SMILES
OC1=CC=C(\C=C\C2=CC(O)=CC(O)=C2)C=C1
Độ tan chảy
254 °C
Độ hòa tan
6.88e-02 g/l
logP
3.4
logS
-3.5
pKa (strongest acidic)
8.99
pKa (Strongest Basic)
-5.7
PSA
60.69 Å2
Refractivity
67.46 m3·mol-1
Polarizability
24.55 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
3
H Bond Donor Count
3
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Resveratrol, a phytoalexin, has been found to inhibit herpes simplex virus types 1 and 2 (HSV-1 and HSV-2) replication in a dose-dependent, reversible manner, although this is only one of its many pharmaceutical properties. In some countries where there is higher consumption of red wine, there appears to be a lower incidence of heart disease. Other benefits of resveratrol include its anti-inflammatory and antioxidant effects. In preclinical studies, Resveratrol has been found to have potential anticancer properties.
Cơ Chế Tác Dụng : Resveratrol (3,5,4'-trihydroxystilbene) is a polyphenolic phytoalexin. It is a stilbenoid, a derivate of stilbene, and is produced in plants with the help of the enzyme stilbene synthase. It exists as two structural isomers: cis-(Z) and trans-(E), with the trans-isomer shown in the top image. The trans- form can undergo isomerisation to the cis- form when heated or exposed to ultraviolet irradiation. In a 2004 issue of Science, Dr. Sinclair of Harvard University said resveratrol is not an easy molecule to protect from oxidation. It has been claimed that it is readily degraded by exposure to light, heat, and oxygen. However, studies find that Trans-resveratrol undergoes negligible oxidation in normal atmosphere at room temperature. [Wikipedia] Resveratrol suppresses NF-kappaB (NF-kappaB) activation in HSV infected cells. Reports have indicated that HSV activates NF-kappaB during productive infection and this may be an essential aspect of its replication scheme [PMID: 9705914].
Dược Động Học :
▧ Absorption :
High absorption but very low bioavailability.
▧ Protein binding :
Strong affinity towards protein binding.
▧ Metabolism :
Hepatic. Rapidly metabolized and excreted.
Chỉ Định : Being investigated for the treatment of Herpes labialis infections (cold sores).
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB02709
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=445154
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46504705
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C03582
ChemSpider
http://www.chemspider.com/Chemical-Structure.4880.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=23926
PharmGKB
http://www.pharmgkb.org/drug/PA165291843
Wikipedia
http://en.wikipedia.org/wiki/Resveratrol
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