Oenothein B - CAS# 104987-36-2

Oenothein B is a dimeric macrocyclic ellagitannin and has widely pharmacological activities, including antioxidant, anti-inflammatory, antifungal, anti-HCV, and antitumor properties. Oenothein B is a potent and specific inhibitor of poly(ADP-ribose) glycohydrolase.

Product information

CAS Number: 104987-36-2

Molecular Weight: 1571.10

Formula: C68H50O44

Chemical Name: (10R,11S,12R,13R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(23),2(7),3,5,19,21-hexaen-12-yl 2-{[(10S,11S,12R,13S,15R)-3,4,5,12,22,23-hexahydroxy-8,18-dioxo-11,13-bis(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(19),2(7),3,5,20,22-hexaen-21-yl]oxy}-3,4,5-trihydroxybenzoate

Smiles: O[C@@H]1[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H]2OC(=O)C3C=C(O)C(O)=C(O)C=3C3=C(C=C(OC4C(=CC(O)=C(O)C=4O)C(=O)O[C@@H]4[C@@H](OC(=O)C5=CC(O)=C(O)C(O)=C5)[C@@H]5OC(=O)C6C=C(O)C(O)=C(O)C=6C6C(=CC(O)=C(O)C=6O)C(=O)OC[C@H]5O[C@H]4O)C(O)=C3O)C(=O)OC[C@H]2O[C@H]1OC(=O)C1C=C(O)C(O)=C(O)C=1

InChiKey: SHYSVHSGJVNSLX-MQPGLQCDSA-N

InChi: InChI=1S/C68H50O44/c69-22-1-14(2-23(70)39(22)79)59(93)109-56-52(92)68(112-61(95)16-5-26(73)41(81)27(74)6-16)106-34-13-103-63(97)20-11-32(46(86)50(90)38(20)37-19(64(98)107-54(34)56)9-30(77)44(84)49(37)89)104-53-21(10-31(78)45(85)51(53)91)66(100)111-58-57(110-60(94)15-3-24(71)40(80)25(72)4-15)55-33(105-67(58)101)12-102-62(96)17-7-28(75)42(82)47(87)35(17)36-18(65(99)108-55)8-29(76)43(83)48(36)88/h1-11,33-34,52,54-58,67-92,101H,12-13H2/t33-,34-,52-,54+,55-,56+,57+,58-,67-,68+/m1/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Oenothein B (15-45 µM; 12-72 hours) has a dose- and time-dependent inhibition rate effect on A549 cells in the range of 12 hours, 24 hours, 36 hours, 48 hours, 60 hours and 72 hours of exposure. Oenothein B (15-45 µM; 24 hours) effectively inhibits the proliferation of A549 cells by inducing apoptosis and arresting cells at G1 stage. Oenothein B (15-45 µM; 24 hours) not only increases the level of intracellular reactive oxygen species (ROS), but also induces the upregulation of intracellular apoptotic triggers (cleavage caspase-3, PARP, cytochrome c level in the cytosol, Bax). A549 cells 15 µM, 30 µM and 45 µM 24 hours Arrested cells in the G1 phase. A549 cells 15 µM, 30 µM and 45 µM 24 hours BAX, p53, cytochrome c (cytoplasm) and PARP were unregulated significantly; Anti-apoptotic Bcl-2 was decreased significantly in a concentration-dependent manner.

In Vivo:

Oenothein B (100-300 mg/kg; p.o.) has the ability to reduce neuroinflammation in the brain during systemic inflammation in ICR mice.

Products are for research use only. Not for human use.