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Procyanidin B1

CAS No.:
20315-25-7
Catalog Number:
AG0028PD
Molecular Formula:
C30H26O12
Molecular Weight:
578.5202
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$121
- +
5mg
≥98%
1 week
United States
$329
- +
10mg
≥98%
1 week
United States
$568
- +
Product Description
Catalog Number:
AG0028PD
Chemical Name:
Procyanidin B1
CAS Number:
20315-25-7
Molecular Formula:
C30H26O12
Molecular Weight:
578.5202
MDL Number:
MFCD01861512
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
InChI:
InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28+,29+/m0/s1
InChI Key:
XFZJEEAOWLFHDH-UKWJTHFESA-N
SMILES:
Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@@H]([C@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O
UNII:
0566J48E7X
Properties
Complexity:
925  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0
Exact Mass:
578.142g/mol
Formal Charge:
0
Heavy Atom Count:
42  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
10  
Isotope Atom Count:
0
Molecular Weight:
578.526g/mol
Monoisotopic Mass:
578.142g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
221A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.4  
Literature
Title Journal
Bioactivity-guided fractionation of Phyllanthus orbicularis and identification of the principal anti HSV-2 compounds. Phytotherapy research : PTR 20121001
Flavangenol (pine bark extract) and its major component procyanidin B1 enhance fatty acid oxidation in fat-loaded models. European journal of pharmacology 20120227
HPLC-DAD-ESI-MS analysis of flavonoid compounds in 5 seedless table grapes grown in Apulian Region. Journal of food science 20120201
Omega-3 docosahexaenoic acid and procyanidins inhibit cyclo-oxygenase activity and attenuate NF-κB activation through a p105/p50 regulatory mechanism in macrophage inflammation. The Biochemical journal 20120115
Procyanidin dimer B1 and trimer C1 impair inflammatory response signalling in human monocytes. Free radical research 20110501
Procyanidin B1 purified from Cinnamomi cortex suppresses hepatitis C virus replication. Antiviral chemistry & chemotherapy 20100811
Isolation and identification of antioxidant and hyaluronidase inhibitory compounds from Ficus microcarpa L. fil. bark. Journal of enzyme inhibition and medicinal chemistry 20100601
Reliability of bond dissociation enthalpy calculated by the PM6 method and experimental TEAC values in antiradical QSAR of flavonoids. Bioorganic & medicinal chemistry 20100101
Influence of apple polyphenols on inflammatory gene expression. Molecular nutrition & food research 20091001
Analysis of CYP3A inhibitory components of star fruit (Averrhoa carambola L.) using liquid chromatography-mass spectrometry. Journal of natural medicines 20080701
Revised structures of gambiriins A1, A2, B1, and B2, chalcane-flavan dimers from gambir (Uncaria gambir extract). Chemical & pharmaceutical bulletin 20070201
Systematic synthesis of galloyl-substituted procyanidin B1 and B2, and their ability of DPPH radical scavenging activity and inhibitory activity of DNA polymerases. Bioorganic & medicinal chemistry 20050415
Isolation and structural elucidation of some procyanidins from apple by low-temperature nuclear magnetic resonance. Journal of agricultural and food chemistry 20030618
Procyanidin B1 is detected in human serum after intake of proanthocyanidin-rich grape seed extract. Bioscience, biotechnology, and biochemistry 20030501
Varietal differences among the polyphenol profiles of seven table grape cultivars studied by LC-DAD-MS-MS. Journal of agricultural and food chemistry 20020925
Biological evaluation of proanthocyanidin dimers and related polyphenols. Journal of natural products 19990701
Properties