For research use only. Not for therapeutic Use.
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[1][2].
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[1].
Oenothein B (15-45 µM; 24 hours) effectively inhibits the proliferation of A549 cells by inducing apoptosis and arresting cells at G1 stage[1].
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)[1].
A549 cells[1]
15 µM, 30 µM and 45 µM
24 hours
Arrested cells in the G1 phase.
A549 cells[1]
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.
Oenothein B (100-300 mg/kg; p.o.) has the ability to reduce neuroinflammation in the brain during systemic inflammation in ICR mice[3].
| Catalog Number | M012050 |
| CAS Number | 104987-36-2 |
| Synonyms | [(10R,11S,12R,13R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-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-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]-3,4,5-trihydroxybenzoate |
| Molecular Formula | C68H48O44 |
| Purity | ≥95% |
| 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 |
| InChIKey | SHYSVHSGJVNSLX-MQPGLQCDSA-N |
| SMILES | C1C2C(C(C(C(O2)O)OC(=O)C3=CC(=C(C(=C3OC4=C(C(=C5C(=C4)C(=O)OCC6C(C(C(C(O6)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)OC(=O)C9=CC(=C(C(=C95)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O |
| Reference | [1]. Xiaodong Pei, et al. Oenothein B inhibits human non-small cell lung cancer A549 cell proliferation by ROS-mediated PI3K/Akt/NF-κB signaling pathway. Chem Biol Interact. 2019 Jan 25;298:112-120. [2]. Satoru Tamura, et al. Oenothein B, dimeric hydrolysable tannin inhibiting HCV invasion from Oenothera erythrosepala. J Nat Med. 2019 Jan;73(1):67-75. [3]. Satoshi Okuyama, et al. Oenothein B suppresses lipopolysaccharide (LPS)-induced inflammation in the mouse brain. Int J Mol Sci. 2013 May 7;14(5):9767-78. |
