Structure of Procyanidin C1 CAS 37064 30 5 - Procyanidin C1 CAS 37064-30-5

Iden­ti­fi­ca­tion

CAS Number

37064-30-5

Name

Pro­cyani­din C1

Syn­onyms

(2R,2’R,2”R,3R,3’R,3”R,4R,4’S)-2,2′,2”-Tris(3,4-dihydroxyphenyl)-3,3′,3”,4,4′,4”-hexahydro-2H,2’H,2”H-4,8′:4′,8”-terchromen-3,3′,3”,5,5′,5”,7,7′,7”-nonol [Ger­man] [ACD/IUPAC Name]
(2R,2’R,2”R,3R,3’R,3”R,4R,4’S)-2,2′,2”-Tris(3,4-dihydroxyphenyl)-3,3′,3”,4,4′,4”-hexahydro-2H,2’H,2”H-4,8′:4′,8”-terchromene-3,3′,3”,5,5′,5”,7,7′,7”-nonol [ACD/IUPAC Name]
(2R,2’R,2”R,3R,3’R,3”R,4R,4’S)-2,2′,2”-Tris(3,4-dihydroxyphényl)-3,3′,3”,4,4′,4”-hexahydro-2H,2’H,2”H-4,8′:4′,8”-terchromène-3,3′,3”,5,5′,5”,7,7′,7”-nonol [French] [ACD/IUPAC Name]
[4,8′:4′,8”-Ter-2H-1-benzopyran]-3,3′,3”,5,5′,5”,7,7′,7”-nonol, 2,2′,2”-tris(3,4-dihydroxyphenyl)-3,3′,3”,4,4′,4”-hexahydro-, (2R,2’R,2”R,3R,3’R,3”R,4R,4’S)- [ACD/​Index Name]
37064-30-5 [RN]
Pro­cyani­din C1 [Wiki]
(2R,?2’R,?2”R,?3R,?3’R,?3”R,?4R,?4’S)?-2,?2′,?2”-?tris(3,?4-?dihydroxyphenyl)?-?3,?3′,?3”,?4,?4′,?4”-?hexahydro-[4,?8′:4′,?8”-?Ter-?2H-?1-?benzopyran]?-?3,?3′,?3”,?5,?5′,?5”,?7,?7′,?7”-?nonol ?
(2R,2’R,2”R,3R,3’R,3”R,4R,4’S)-2,2′,2”-Tris(3,4-dihydroxyphenyl)-[4,8′:4′,8”-terchroman]-3,3′,3”,5,5′,5”,7,7′,7”-nonaol
(2R,2’R,2”R,3R,3’R,3”R,4R,4’S)-2,2′,2”-tris(3,4-dihydroxyphenyl)-3,3′,3”,4,4′,4”-hexahydro-[4,8′:4′,8”-ter-2H-1-benzopyran]-3,3′,3”,5,5′,5”,7,7′,7”-nonol
(2R,3R,4R,2’R,3’R,4’S,2”R,3”R)-2,2′,2”-Tris-(3,4-dihydroxy-phenyl)-3,4,3′,4′,3”,4”-hexahydro-2H,2’H,2”H-[4,8′;4′,8”]terchromene-3,5,7,3′,5′,7′,3”,5”,7”-nonaol
(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
(4,8′:4′,8”-Ter-2H-1-benzopyran)-3,3′,3”,5,5′,5”,7,7′,7”-nonol, 2,2′,2”-tris(3,4-dihydroxyphenyl)-3,3′,3”,4,4′,4”-hexahydro-, stereoiso­mer
[Epicatechin(4b->8)]2-epicatechin
[Epicatechin-(4β->8)]2-epicatechin
4′,8”]terchromene-3,5,7,3′,5′,7′,3”,5”,7”-nonaol
65085-09-8 [RN]
CHEMBL290632
Cin­nam­tan­nin A1
EC-(4b,8)-EC-(4b,8)-EC
Epicatechin-(4β->;8)-epicatechin-(4β->8)-epicatechin
Epicatechin-(4β – >8)epicatechin-(4β – >8)epicatechin
Epicatechin-(4β – 8)epicatechin-(4β – 8)epicatechin
https://​www​.ebi​.ac​.uk/​c​h​e​m​b​l​/​c​o​m​p​o​u​n​d​r​e​p​o​r​t​c​a​r​d​/​C​H​E​M​B​L​2​9​0​6​32/
MFCD01682743
Proan­tho­cyani­din C1
Pro­cyani­din [Wiki]
Pro­cyani­din trimer C1
Pro­cyanidol C1

SMILES

c1cc(c(cc1[C@@H]2[C@@H](Cc3c(cc(c(c3O2)[C@H]4c5c(cc(c(c5O[C@@H]([C@@H]4O)c6ccc(c(c6)O)O)[C@H]7c8c(cc(cc8O[C@@H]([C@@H]7O)c9ccc(c(c9)O)O)O)O)O)O)O)O)O)O)O

Std­InChI

InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2/t31-,37-,38+,39-,40-,41-,42-,43-/m1/s1

Std­InChIKey

MOJZMWJRUK­IQGL-XIL­R­­TYJM­SA-N

Mol­e­c­u­lar Formula

C45H38O18

Mol­e­c­u­lar Weight

866.772

Prop­er­ties

Appear­ance

Brown pow­der

Safe­ty Data

Sym­bol

WGK Germany

3

MSDS Download

Spec­i­fi­ca­tions and Oth­er Infor­ma­tion of Our 

Iden­ti­fi­ca­tion Methods

Puri­ty

Shelf Life

2 years

Stor­age

Under room tem­per­a­ture away from light

Known Appli­ca­tion

Pro­cyani­din C1 CAS 37064-30-5, a com­plex polyphe­no­lic com­pound, falls under the larg­er cat­e­go­ry of proan­tho­cyani­dins which are wide­ly rec­og­nized for their potent antiox­i­dant prop­er­ties. These sub­stances are found in a vari­ety of plants, includ­ing fruits, veg­eta­bles, nuts, seeds, and bark, play­ing cru­cial roles in plant defense mech­a­nisms against pathogens and envi­ron­men­tal stres­sors. Among the diverse array of proan­tho­cyani­dins, Pro­cyani­din C1 is par­tic­u­lar­ly notable for its unique struc­ture and sig­nif­i­cant health-pro­­mot­ing potentials.

Chem­i­cal­ly, Pro­cyani­din C1 is a trimer, mean­ing it con­sists of three flavonoid units linked togeth­er. This struc­tur­al com­plex­i­ty con­tributes to its strong antiox­i­dant capac­i­ty, sur­pass­ing that of sim­pler flavonoids and even some vit­a­mins known for their antiox­i­dant prop­er­ties, such as vit­a­min E and C. The antiox­i­dant activ­i­ty of Pro­cyani­din C1 is essen­tial in neu­tral­iz­ing free rad­i­cals, unsta­ble mol­e­cules that can cause oxida­tive stress lead­ing to cel­lu­lar dam­age, aging, and var­i­ous diseases.

The health ben­e­fits asso­ci­at­ed with Pro­cyani­din C1 are vast and have been the sub­ject of numer­ous sci­en­tif­ic stud­ies. Research has shown that it can sup­port car­dio­vas­cu­lar health by improv­ing blood cir­cu­la­tion, reduc­ing blood pres­sure, and pre­vent­ing the oxi­da­tion of low-den­si­­ty lipopro­tein (LDL) cho­les­terol, a key fac­tor in the devel­op­ment of ath­er­o­scle­ro­sis. More­over, its anti-inflam­­ma­­to­ry effects are cru­cial in mit­i­gat­ing chron­ic inflam­ma­tion, a root cause of many chron­ic con­di­tions, includ­ing can­cer, dia­betes, and neu­rode­gen­er­a­tive diseases.

In addi­tion to its car­dio­vas­cu­lar and anti-inflam­­ma­­to­ry ben­e­fits, Pro­cyani­din C1 has been explored for its poten­tial in can­cer pre­ven­tion and ther­a­py. Its abil­i­ty to induce apop­to­sis (pro­grammed cell death) in can­cer cells, inhib­it tumor growth, and pre­vent the spread of can­cer cells high­lights its poten­tial as an adjunct to con­ven­tion­al can­cer treatments.

Despite the promis­ing health ben­e­fits, the bioavail­abil­i­ty of Pro­cyani­din C1, like oth­er polyphe­nols, is rel­a­tive­ly low, which means that the body may not absorb or uti­lize these com­pounds effi­cient­ly when con­sumed through diet alone. Ongo­ing research is focused on improv­ing the deliv­ery meth­ods and bioavail­abil­i­ty of Pro­cyani­din C1 to max­i­mize its health benefits.

In con­clu­sion, Pro­cyani­din C1 rep­re­sents a sig­nif­i­cant area of inter­est with­in the field of nutri­tion­al sci­ence and phar­ma­col­o­gy due to its strong antiox­i­dant capac­i­ty and poten­tial ther­a­peu­tic ben­e­fits. As research pro­gress­es, the under­stand­ing of how to best har­ness the health-pro­­mot­ing prop­er­ties of Pro­cyani­din C1 will con­tin­ue to evolve, poten­tial­ly lead­ing to new dietary rec­om­men­da­tions and ther­a­peu­tic applications.

Gen­er­al View of Documents

This prod­uct is devel­oped by our R&D com­pa­ny Apnoke Sci­en­tif­ic Lim­it­ed (http://​www​.apnoke​.com/).

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