Procyanidin C1

Names

[ Name ]:
Procyanidin C1

[Synonym ]:
Procyanidol C1
(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
Procyanidin C1

Biological Activity

[Description]:

Procyanidin C1 is a natural polyphenol, causes DNA damage, cell cycle arrest, and induces apoptosis. Procyanidin C1 decreases the level of Bcl-2, but enhances BAX, caspase 3 and 9 expression in cancer cells[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[Target]

Apoptosis[1]

[References]

[1]. Koteswari LL, et al. A comparative anticancer study on procyanidin C1 against receptor positive and receptor negative breast cancer. Nat Prod Res. 2019 Jan 8:1-8.

Chemical & Physical Properties

[ Density]:
1.747g/cm3

[ Molecular Formula ]:
C₄₅H₃₈O₁₈

[ Molecular Weight ]:
866.77200

[ Exact Mass ]:
866.20600

[ PSA ]:
331.14000

[ LogP ]:
4.44390

[ Index of Refraction ]:
1.826

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WY9070000

CAS REGISTRY NUMBER :: 37064-30-5

LAST UPDATED :: 199106

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C45-H38-O18

MOLECULAR WEIGHT :: 866.83

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Sex chromosome loss and nondisjunction

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 200 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 246,205,1991

Safety Information

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

UHPLC-PDA-ESI/HRMSn profiling method to identify and quantify oligomeric proanthocyanidins in plant products.

J. Agric. Food Chem. 62(39) , 9387-400, (2014)

Oligomeric proanthocyanidins were successfully identified by UHPLC-PDA-HRMS(n) in a selection of plant-derived materials (jujube fruit, Fuji apple, fruit pericarps of litchi and mangosteen, dark choco...

A galloylated dimeric proanthocyanidin from grape seed exhibits dentin biomodification potential.

Fitoterapia 101 , 169-78, (2015)

Grape seeds are a rich source of polyphenols, especially proanthocyanidins (PACs), and are also known for the presence of galloylated oligomeric PACs (OPACs). The present study focuses on the phytoche...