Arecatannin B1 - Misplaced Pages

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Arecatannin B1
Names

IUPAC name -(4→8)--(4→6)-
Systematic IUPAC name (1R,1R,1R,2R,2R,2S,3R,3S)-1,2,3-Tris(3,4-dihydroxyphenyl)-1,1,2,2,3,3-hexahydro-1H,2H,3H--1,1,1,2,2,2,3,3,3-nonol
Other names Epicatechin-(4β→8)-epicatechin-(4β→6)-catechin
Identifiers
CAS Number	79763-28-3
3D model (JSmol)	Interactive image
ChEBI	CHEBI:75642
ChemSpider	10290128
KEGG	C17892
PubChem CID	14237657
UNII	3S8S4BYC2M
CompTox Dashboard (EPA)	DTXSID40557801
InChI InChI=1S/C45H38O18/c46-18-10-26(53)33-32(11-18)62-43(16-2-5-21(48)24(51)8-16)40(59)37(33)35-27(54)13-28(55)36-38(41(60)44(63-45(35)36)17-3-6-22(49)25(52)9-17)34-29(56)14-31-19(39(34)58)12-30(57)42(61-31)15-1-4-20(47)23(50)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2/t30-,37+,38-,40+,41+,42+,43+,44+/m0/s1Key: PBYRKMXDROOXMU-XKDUFCMJSA-N InChI=1/C45H38O18/c46-18-10-26(53)33-32(11-18)62-43(16-2-5-21(48)24(51)8-16)40(59)37(33)35-27(54)13-28(55)36-38(41(60)44(63-45(35)36)17-3-6-22(49)25(52)9-17)34-29(56)14-31-19(39(34)58)12-30(57)42(61-31)15-1-4-20(47)23(50)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2/t30-,37+,38-,40+,41+,42+,43+,44+/m0/s1Key: PBYRKMXDROOXMU-XKDUFCMJBX
SMILES Oc1ccc(cc1O)9Oc2cc(O)cc(O)c2(c8c(O)cc(O)c3c8O((O)3c6c(O)cc5O(c4ccc(O)c(O)c4)(O)Cc5c6O)c7ccc(O)c(O)c7)9O
Properties
Chemical formula	C₄₅H₃₈O₁₈
Molar mass	866.77 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Arecatannin B1 is a B type proanthocyanidin found in the betel nut. It is an arecatannin trimer with a 4β→6 bond.

References

Screening of various plant extracts used in Ayurvedic medicine for inhibitory effects on human immunodeficiency virus type 1 (HIV-1) protease. Kusumoto I.T., Nakabayashi T., Kida H., Miyashiro H., Hattori M., Namba T. and Shimotohno K., PTR. Phytotherapy research, 1995, vol. 9, no3, pp. 180-184, INIST 3499215

External links

Arecatannin B1 on http://herbdb.koushi.pref.okinawa.jp (Japanese)

v t e 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 D (ent-Epicatechin(4α→8)catechin) 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) Tetramers : Cinnamtannin A2
Types	Arecatannins Arecatannin A1 Arecatannin A3 Arecatannin B2 Arecatannin C1

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