A polyphenol antioxidant
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Cinnamtannin B-1

Item No. 21694

Technical Information
Formal Name
(2R,3R,4S,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-8-yl]-3,4-dihydro-8,14-methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol
CAS Number
88082-60-4
Synonyms
  • LDN-0022358
Molecular Formula
C45H36O18
Formula Weight
Purity
≥85%
A solid
DMSO:Water (1:1): SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC1=CC([C@H]2OC(C([C@@H]3[C@@H](O)[C@@H](C4=CC=C(O)C(O)=C4)OC5=C3C(O)=CC6=C5[C@@H](C(C(O)=CC(O)=C7)=C7O8)[C@](O)([H])[C@]8(C9=CC=C(O)C(O)=C9)O6)=C(O)C=C%10O)=C%10C[C@H]2O)=CC=C1O
InChi Code
InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41
InChi Key
BYSRPHRKESMCPO-LQNPQWRQSA-N
Origin
Plant/Laurus nobills L.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cinnamtannin B-1 is a proanthocyanidin polyphenol originally isolated from cinnamon bark that has antioxidant properties.1 Cinnamtannin B-1 has antioxidant properties in vitro, including inhibition of lipid peroxidation (IC50 = 2.25 µM).2 It also protects astrocytes and increases proliferation in an in vitro model of ischemia/reperfusion injury.3 In mice, it enhances migration of mesenchymal stem cells and improves wound healing.4 It exhibits COX-2 inhibition with 19, 27, and 86% inhibition in Sf9 cells at 10, 100, and 1,000 µg/ml, respectively.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Killday, K.B., Davey, M.H., Glinski, J.A., et alBioactive A-type proanthocyanidins from Cinnamomum cassia. J. Nat. Prod. 74(9), 1833-1841 (2011).

    2. Ho, K.Y., Huang, J.S., Tasai, C.C., et alAntioxidant activity of tannin components from Vaccinium vitis-idaea L. J. Pharm. Pharmacol. 51(9), 1075-1078 (1999).

    3. Chi, Z., Ma, X., Cui, G., et alCinnamtannin B-1 regulates cell proliferation of spinal cord astrocytes and protects the cell from oxygen-glucose-serum deprivation/reoxygenation-induced apoptosis. Int. J. Mol. Sci. 14(8), 15827-15837 (2013).

    4. Fujita, K., Kuge, K., Ozawa, N., et alCinnamtannin B-1 promotes migration of mesenchymal stem cells and accelerates wound healing in mice. PLos One 10(12), e0144166 (2015).