Cinnamtannin B1

Cinfgfannin B1
Identifiers

ChemSpider	417255^N
Jmol interactive 3D	Image
PubChem	475277
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^N Key: BYSRPHRKESMCPO-LQNPQWRQSA-N^N InChI=1/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 Key: BYSRPHRKESMCPO-LQNPQWRQBE
SMILES Oc%10cc(O)c1C4c2c(OC(C4O)Oc1c%10)c(cc7O)ccc7O)cc(O)c(c2OC(C3O)c(cc8O)ccc8O)C3c(c(O)cc5O)c(c5CC6O)OC6c(cc9O)ccc9O
Properties
Chemical formula	C₄₅H₃₆O₁₈
Molar mass	864.75 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Cinnamtannin B1 is a condensed tannin found in Cinnamomum verum. It is a type A proanthocyanidin.^[1]

Cinnamon could have some pharmacological effects in the treatment of type 2 diabetes mellitus and insulin resistance. The plant material used in the study was mostly from Chinese cinnamon (see Chinese cinnamon's medicinal uses).^[2]^[3] Recent studies in phytochemistry have indicated that cinnamtannin B1 isolated from C. Verum bears possible therapeutic effect on type 2 diabetes,^[4] with the exception of the postmenopausal patients studied on Cinnamomum aromaticum.^[5]

References

↑ Anderson; Broadhurst, CL; Polansky, MM; Schmidt, WF; Khan, A; Flanagan, VP; Schoene, NW; Graves, DJ (January 2004). "Isolation and characterization of polyphenol type-A polymers from cinnamon with insulin-like biological activity". J Agric Food Chem. 52 (1): 65–70. doi:10.1021/jf034916b. PMID 14709014.
↑ Khan A, Safdar M, Ali Khan MM, Khattak KN, Anderson RA (December 2003). "Cinnamon improves glucose and lipids of people with type 2 diabetes". Diabetes Care 26 (12): 3215–8. doi:10.2337/diacare.26.12.3215. PMID 14633804.
↑ Verspohl, Eugen J.; Bauer, K; Neddermann, E; et al. (2005). "Antidiabetic effect of Cinnamomum cassia and Cinnamomum zeylanicum In vivo and In vitro". Phytotherapy Research 19 (3): 203–206. doi:10.1002/ptr.1643. PMID 15934022. |access-date= requires |url= (help)
↑ Taher, Muhammad; et al. "A proanthocyanidin from Cinnamomum zeylanicum stimulates phosphorylation of insullin receptor in 3T3-L1 adipocyties" (PDF). Retrieved 2008-05-11.
↑ Vanschoonbeek, Kristof; et al. "Cinnamon Supplementation Does Not Improve Glycemic Control in Postmenopausal Type 2 Diabetes Patients". Retrieved 2008-05-11.

Types of procyanidins

A-type proanthocyanidins	Dimers : Procyanidin A1 A2 Trimers:Cinnamtannin B1 Tetramers: Arecatannin A2

B type proanthocyanidins	Dimers : Procyanidin B1 B2 B3 B4 B5 B6 B8 Trimers: Arecatannin B1 (epicatechin-(4β→8)-epicatechin-(4β→6)-catechin) Procyanidin C1 (epicatechin-(4β→8)-epicatechin-(4β→8)-epicatechin) Procyanidin C2 (catechin-(4α→8)-catechin-(4α→8)-catechin)

Types	Arecatannins Arecatannin A1 Arecatannin A3 Arecatannin B2 Arecatannin C1

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