ChemicalBook--->CAS DataBase List--->155-58-8

155-58-8

155-58-8 Structure

155-58-8 Structure
IdentificationBack Directory
[Name]

RHAPONTIN
[CAS]

155-58-8
[Synonyms]

RHAPONTIN
NSC 43321
RHAPONTICIN
Rhaponiticin
Rhapontin,95%
trans-Rhapontin
RHAPONTIN, TECH.
RHAPONTIN WITH HPLC
RHAMNOSE, L-(+)-(P)
Ponticin,Rhaponticin
RHAPONTIN FROM RHUBARB ROOT
4'-METHOXY-3,3',5-STILBENETROL
Rhaponticin, ponticin, rhapontin
4'-METHOXY-3,3',5-STILBENETRIOL-3-GLUCOSIDE
Rhapontin4'-Methoxy-3,3',5-stilbenetriol-3-glucoside
3,3',5-trihydroxy-4'-methoxystilbene 3-o-β-d-glucoside
3,3',5-TRIHYDROXY-4'-METHOXY-STILBENE 3-O-BETA-D-GLUCOSIDE
(E)-3-(β-D-Glucopyranosyloxy)-4'-methoxystilbene-5,5'-diol
3-hydroxy-5-[2-(3-hydroxy-4-methoxyphenyl)vinyl]phenyl-beta-D-glucopyranoside
3-Hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenyl β-D-glucopyranoside
b-D-Glucopyranoside,3-hydroxy-5-[(1E)-2-(3-hydroxy-4-Methoxyphenyl)ethenyl]phenyl
Rhapontin from rhubarb root, 3,3μ,5-Trihydroxy-4μ-methoxystilbene 3-O-β-D-glucoside
[EINECS(EC#)]

205-845-0
[Molecular Formula]

C21H24O9
[MDL Number]

MFCD00010117
[MOL File]

155-58-8.mol
[Molecular Weight]

420.41
Chemical PropertiesBack Directory
[Appearance]

light beige powder
[Melting point ]

236-240 °C
[alpha ]

D32 -59.5° (acetone)
[Boiling point ]

457.61°C (rough estimate)
[density ]

1.2828 (rough estimate)
[refractive index ]

1.6230 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

9.16±0.10(Predicted)
[color ]

Brown
[Water Solubility ]

slightly soluble in water
[Merck ]

13,8258
[Stability:]

Hygroscopic
[Major Application]

food and beverages
[InChI]

1S/C21H24O9/c1-28-16-5-4-11(8-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1
[InChIKey]

GKAJCVFOJGXVIA-DXKBKAGUSA-N
[SMILES]

COc1ccc(\C=C\c2cc(O)cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c2)cc1O
[LogP]

0.680 (est)
Hazard InformationBack Directory
[Chemical Properties]

light beige powder
[Uses]

Rhapontin is a stilbene derivative found in Rheum. It is an inhibitor of Tyrosinase which is responsible for the molting process in insects, undesirable browning of fruits and vegetables, and coloring of skin, hair, and eyes in animals.
[Definition]

ChEBI: Trans-rhaponticin is a rhaponticin in which the double bond adopts a trans-configuration. It possesses a range of pharmacological activities including antitumour, antiinflammatory, antilipemic and neuroprotective activities. It has a role as an anti-inflammatory agent, a plant metabolite, a neuroprotective agent, an EC 2.3.1.85 (fatty acid synthase) inhibitor, an antineoplastic agent, an apoptosis inducer, an angiogenesis inhibitor, a hypoglycemic agent, an anti-allergic agent and an antilipemic drug.
[target]

LDL
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/38
[Safety Statements ]

24/25-37/39-26
[WGK Germany ]

3
[HS Code ]

29389090
[Storage Class]

11 - Combustible Solids
Spectrum DetailBack Directory
[Spectrum Detail]

RHAPONTIN(155-58-8)MS
RHAPONTIN(155-58-8)1HNMR
RHAPONTIN(155-58-8)13CNMR
RHAPONTIN(155-58-8)IR1
RHAPONTIN(155-58-8)IR2
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