Procyanidin B1

cas: 20315-25-7 — see every product listed under this CAS number, including other names

Procyanidin B1 (CAS 20315-25-7) is a chemical reagent available from Chemat. Available pack sizes: 1mg, 2mg, 5mg, 10mg, 25mg. Offered by: Biosynth, Sigma-Aldrich.

brandBiosynth
catalog numberFP45625-1mg
cas20315-25-7
size1mg
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Available pack sizes

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Sigma-Aldrich 1MG 2913.00 Pln

properties

categoryNatural Products
sub-category 1Catechins
purityNo data
delivery time1-2 weeks
Structural formula: {0} (CAS {1})

Procyanidin B1 is a proanthocyanidin consisting of ()-epicatechin and (+)-catechin units joined by a bond between positions 4 and 8' respectively in a beta-configuration.. Procyanidin B1 can be found in Cinnamomum verum (Ceylon cinnamon, in the rind, bark or cortex), in Uncaria guianensis (cat's claw, in the root), and in Vitis vinifera (common grape vine, in the leaf) or in peach. It has a role as a metabolite, an EC 3.4.21.5 (thrombin) inhibitor and an anti-inflammatory agent. It is a polyphenol, a proanthocyanidin, a biflavonoid and a hydroxyflavan. It is functionally related to a (+)-catechin and a (-)-epicatechin.

Source: ChEBI

Identity
Molecular formulaC30H26O12
Molecular weight578.5 g/mol
IUPAC name(2R,3S)-2-(3,4-dihydroxyphenyl)-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
InChIKeyXFZJEEAOWLFHDH-UKWJTHFESA-N
SMILESC1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O

Computed by PubChem (NCBI)

Synonyms: Procyanidin B1, Proanthocyanidin B1, Endotelon, Procyanidin dimer B1, Epicatechin-(4beta->8)-ent-epicatechin, EC-(4b,8)-C, Procyanidin D, Procyanidol D, procyandin B1, Procyanidin-B1
Related forms of this compound
(2R,3R)-2-(3,4-dihydroxyphenyl)-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 C30H26O12
(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol C30H26O12
(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol C30H26O12
Isomers (same molecular formula)
[(2S,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate C30H26O12
(2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol C30H26O12
[(2S,3R,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate C30H26O12
[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate C30H26O12
(Z)-2-[4-[(Z)-2-carboxy-2-[4-[(E)-2-carboxyethenyl]-2-methoxyphenoxy]ethenyl]-2-methoxyphenoxy]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid C30H26O12
[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate C30H26O12

Also listed as

Procyanidin B1, >95% (HPLC) TRC CAS 20315-25-7
Proanthocyanidin B1 GLPBio CAS 20315-25-7
Procyanidin B1/ 99.13% (existing batch purity) TargetMol CAS 20315-25-7
Procyanidin B1, 98%, 98% Chemat CAS 20315-25-7
Procyanidin B1 (Standard) MedChemExpress CAS 20315-25-7
Procyanidin B1, 99.56% MedChemExpress CAS 20315-25-7
PROCYANIDIN B1, 98% Fluorochem CAS 20315-25-7