Page last updated: 2024-12-07

procyanidin b5

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

procyanidin B5 : A proanthocyanidin consisting of two molecules of (-)-epicatechin joined by a bond between positions 4 and 6' in beta-configuration. It can be found in grape seeds, in Hibiscus cannabinus (kenaf) root and bark, in apple and in cacao. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

FloraRankFlora DefinitionFamilyFamily Definition
Hibiscus cannabinusspecies[no description available]MalvaceaeThe mallow family of the order MALVALES, subclass Dilleniidae, class Magnoliopsida. The common names of hollyhock and mallow are used for several genera of Malvaceae.[MeSH]

Cross-References

ID SourceID
PubMed CID124017
CHEMBL ID506487
CHEBI ID75621
SCHEMBL ID13610158
MeSH IDM0395223

Synonyms (31)

Synonym
procyanidin b5
(2r,3r,4s)-2-(3,4-dihydroxyphenyl)-4-[(2r,3r)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-6-yl]chromane-3,5,7-triol
12798-57-1
epicatechin-(4.beta.-->6)epicatechin
brn 3586526
procyanidol b5
proanthocyanidin b5
(4,6'-bi-2h-1-benzopyran)-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2r-(2-alpha,3-alpha,4-beta(2'r*,3'r*)))-
(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
C17640
chebi:75621 ,
CHEMBL506487
5-19-03-00736 (beilstein handbook reference)
w51n19h6k6 ,
unii-w51n19h6k6
ec-(4b,6)-ec
(2r,2'r,3r,3'r,4s)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2h,2'h-4,6'-bichromene-3,3',5,5',7,7'-hexol
epicatechin-(4beta->6)-epicatechin
procyanidin dimer b5
epicatechin(4b->6)epicatechin
SCHEMBL13610158
procyanidin b5 (constituent of maritime pine) [dsc]
(-)-epicatechin-(4.beta.-6)-(-)-epicatechin
DTXSID00155761 ,
procyanidin b5 (constituent of maritime pine)
dtxcid9078252
(-)-epicatechin-(4beta-6)-(-)-epicatechin
Q7247557
(2r,2'r,3r,3'r,4s)-2,2'-bis(3,4-dihydroxyphenyl)-[4,6'-bichromane]-3,3',5,5',7,7'-hexaol
procyanidinb5
AKOS040762696

Research Excerpts

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
hydroxyflavanA member of the class of flavans in which one or more ring hydrogens are replaced by hydroxy groups.
proanthocyanidinA flavonoid oligomer obtained by the the condensation of two or more units of hydroxyflavans.
biflavonoidA flavonoid oligomer that is obtained by the oxidative coupling of at least two units of aryl-substituted benzopyran rings or its substituted derivatives, resulting in the two ring systems being joined together by a single atom or bond.
polyphenolMembers of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID380213Antimicrobial activity against Staphylococcus aureus1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380207Antiviral activity against HIV infected in human MT4 cells assessed as inhibition of virus-induced cytopathic effect by MTT assay1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380219Modulation of classical complement pathway system assessed as hemoglobin release by spectrophotometry1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380217Antimicrobial activity against Pseudomonas aeruginosa1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380218Antimicrobial activity against Escherichia coli1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID1197346Antioxidant activity in rat liver microsomes assessed as inhibition of NADPH-dependent lipid peroxidation2015European journal of medicinal chemistry, Mar-06, Volume: 92Medicinal uses, phytochemistry and pharmacology of family Sterculiaceae: a review.
AID1197347Antioxidant activity assessed as inhibition of linoleic acid autooxidation2015European journal of medicinal chemistry, Mar-06, Volume: 92Medicinal uses, phytochemistry and pharmacology of family Sterculiaceae: a review.
AID380212Antimicrobial activity against Candida albicans1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380205Cytotoxicity against human MT4 cells by MTT assay1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380211Antimicrobial activity against Streptococcus pyogenes1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380215Antimicrobial activity against Enterobacter cloacae1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380214Antimicrobial activity against Mycobacterium fortuitum1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380220Modulation of alternative complement pathway system assessed as hemoglobin release by spectrophotometry1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380203Antioxidant activity assessed as superoxide radical anion scavenging activity1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID1197348Antioxidant activity assessed as DPPH radical scavenging activity2015European journal of medicinal chemistry, Mar-06, Volume: 92Medicinal uses, phytochemistry and pharmacology of family Sterculiaceae: a review.
AID380206Selectivity index, ratio of CC50 for human MT4 cells to IC50 for HIV infected in human MT4 cells1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380216Antimicrobial activity against Salmonella paratyphi1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
AID380204Antiviral activity against HSV up to 200 ug/mL by extracellular virucidal assay1999Journal of natural products, Jul, Volume: 62, Issue:7
Biological evaluation of proanthocyanidin dimers and related polyphenols.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (33.33)18.2507
2000's1 (16.67)29.6817
2010's3 (50.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.67

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index21.67 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.67)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]