Cinnamtannin B-1
Product Code: AG-CN2-0428
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0428-M005 | 5 mg | £210.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
Epicatechin-(4beta->8,2beta->O->7)-epicatechin-(4alpha->8)-epicatechin; Cinnamtannin B1; CB1
Appearance:
Brown solid.
CAS:
88082-60-4
EClass:
32160000
Form (Short):
solid
Handling Advice:
Keep cool and dry.Keep under inert gas.Protect from light.
InChi:
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/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41-,44-,45+/m1/s1
InChiKey:
BYSRPHRKESMCPO-LQNPQWRQSA-N
Long Description:
Chemical. CAS: 88082-60-4. Formula: C45H36O18. MW: 864.7. Isolated from Laurus nobilis L. A-Type proanthocyanidine. Selective cytotoxic agent. Potent antioxidant. Lipid peroxidation inhibitor. Antidiabetic, with similar effects to insulin activity in adipogenesis. Free radical scavenger. Antithrombotic. Inhibits platelet aggregation. Apoptosis inhibitor. Reduces intracellular Ca(2+) overload and ROS production. Antibacterial. Cyclooxygenase-2 (COX-2) inhibitor in vitro. LDL oxidation inhibitor.
MDL:
MFCD28899129
Molecular Formula:
C45H36O18
Molecular Weight:
864.7
Other data:
Stable in methanol solution for up to 4 weeks when stored at -20°C.
Package Type:
Vial
Product Description:
A-Type proanthocyanidine. Selective cytotoxic agent [1]. Potent antioxidant [2, 4, 8, 9]. Lipid peroxidation inhibitor [2]. Antidiabetic, with similar effects to insulin activity in adipogenesis [3]. Free radical scavenger [4]. Antithrombotic. Inhibits platelet aggregation [5, 6, 8]. Apoptosis inhibitor [7, 12]. Reduces intracellular Ca(2+) overload and ROS production [8, 10]. Antibacterial [9]. Cyclooxygenase-2 (COX-2) inhibitor in vitro [11]. LDL oxidation inhibitor [13].
Purity:
>95% (HPLC)
SMILES:
O[C@@H]1CC2=C(O)C=C(O)C([C@@H]3[C@@H](O)[C@H](OC4=C5[C@@H]6[C@@H](O)[C@@](OC7=CC(O)=CC(O)=C67)(OC5=CC(O)=C34)C3=CC(O)=C(O)C=C3)C3=CC=C(O)C(O)=C3)=C2O[C@@H]1C1=CC(O)=C(O)C=C1
Solubility Chemicals:
Soluble in ethanol, methanol or a DMSO:water mixture.
Source / Host:
Isolated from Laurus nobilis L.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
Antitumor agents, 129. Tannins and related compounds as selective cytotoxic agents: Y. Kashiwada, et al.; J. Nat. Prod. 55, 1033 (1992) | Antioxidant activity of tannin components from Vaccinium vitis-idaea L: K.Y. Ho, et al.; J. Pharm. Pharmacol. 51, 1075 (1999) | Cinnamtannin B1 activity on adipocytes formation: M. Taher, et al.; Med. J. Malaysia 59, 97 (2004) | Phenolic constituents in the fruits of Cinnamomum zeylanicum and their antioxidant activity: G.K. Jayaprakasha, et al.; J. Agric. Food Chem. 54, 1672 (2006) | Characterization of the intracellular mechanisms involved in the antiaggregant properties of cinnamtannin B-1 from bay wood in human platelets: N. Ben Amor, et al.; J. Med. Chem. 50, 3937 (2007) | Cinnamtannin B-1 from bay wood reduces abnormal intracellular Ca2+ homeostasis and platelet hyperaggregability in type 2 diabetes mellitus patients: A. Bouaziz, et al.; Arch. Biochem. Biophys. 457, 235 (2007) | Cinnamtannin B-1 from bay wood exhibits antiapoptotic effects in human platelets: A. Bouaziz, et al.; Apoptosis 12, 489 (2007) | Cinnamtannin B-1 as an antioxidant and platelet aggregation inhibitor: J.J. L?pez, et al.; Life Sci. 82, 977 (2008) | Doubly linked, A-type proanthocyanidin trimer and other constituents of Ixora coccinea leaves and their antioxidant and antibacterial properties : T.O. Idowu, et al.; Phytochemistry 71, 2092 (2010) | Effect of cinnamtannin B-1 on cholecystokinin-8-evoked responses in mouse pancreatic acinar cells: R. Rivera-Barreno, et al.; Clin. Exp. Pharmacol. Physiol. 37, 980 (2010) | Bioactive A-type proanthocyanidins from Cinnamomum cassia: K.B. Killday, et al.; J. Nat. Prod. 74, 1833 (2011) | Cinnamtannin B-1 regulates cell proliferation of spinal cord astrocytes and protects the cell from oxygen-glucose-serum deprivation/reoxygenation-induced apoptosis: Z. Chi, et al.; Int. J. Mol. Sci. 14, 15827 (2013) | Flavonoids from Lindera glauca Blume as low-density lipoprotein oxidation inhibitors: G.W. Huh, et al.; Nat. Prod. Res. 28, 831 (2014) | Quantitative and fngerprint analysis of proanthocyanidins and phenylpropanoids in Cinnamomum verum bark, Cinnamomum cassia bark, and Cassia twig by UPLC combined with chemometrics: C. Liu, et al.; Eur. Food Res. Technol. (2021)