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cis-Resveratrol

cis-Resveratrol structure

CAS No:
61434-67-1
Formula:
C14H12O3
Chemical Name:
cis-Resveratrol
Synonyms:
1,3-Benzenediol,5-[(1Z)-2-(4-hydroxyphenyl)ethenyl]-;1,3-Benzenediol,5-[2-(4-hydroxyphenyl)ethenyl]-,(Z)-;5-[(1Z)-2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol;cis-Resveratrol;(Z)-Resveratrol
Categories:
Chemical Reagents > Organic Reagents

Description

Off-White Solid

Solid

Cis-resveratrol is the cis-stereoisomer of resveratrol.|A stilbene and non-flavonoid polyphenol produced by various plants including grapes and blueberries. It has anti-oxidant, anti-inflammatory, cardioprotective, anti-mutagenic, and anti-carcinogenic properties. It also inhibits platelet aggregation and the activity of several DNA HELICASES in vitro.

cis-Resveratrol Basic Attributes

Molecular Weight：

228.24

Exact Mass：

228.24

UNII：

AUA0K06FSB

Characteristics

PSA：

60.7

XLogP3：

3.14

Density：

1.4±0.1 g/cm3

Melting Point：

172-174 °C

Boiling Point：

449.1±14.0 °C at 760 mmHg

Flash Point：

222.3±14.7 °C

Refractive Index：

1.763

Water Solubility：

275 mg/L @ 25 °C (est)

Storage Conditions：

Amber Vial, -20°C Freezer, Under Inert Atmosphere

Safety Information

Stability/Shelf Life：

Light, Moisture, Temperature Sensitive and Hygroscopic; Store at -40°C

Precautionary statement(s)：

P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P333+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

H302

Drug Information

MeSH：

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system. (See all compounds classified as Platelet Aggregation Inhibitors.)

MeSH Entry Terms：

3,4',5-stilbenetriol

cis-Resveratrol Use and Manufacturing

Minor constituent of wine, correlated with serum lipid reduction and inhibition of platelet aggregation. Resveratrol is a specific inhibitor of COX-1, and it also inhibits the hydroperoxidase activity of COX-1.It has been shown to inhibit events associated with tumor initiation, promotion and progression.

Computed Properties

Molecular Weight:228.24
XLogP3:3.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:228.078644241
Monoisotopic Mass:228.078644241
Topological Polar Surface Area:60.7
Heavy Atom Count:17
Complexity:246
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes