procyanidin B3 (Q7247553)

Procyanidin B3 (English)

19 September 2016

2 references

2 references

(2S,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-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

2 references

1 reference

Catechin-(4alpha-8)-ent-epicatechin

2 references

(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2S,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

2 references

(2S,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl]chromane-3,5,7-triol

2 references

(2S,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,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

1 reference

(2S,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

1 reference

(-)-epicatechin-(4alpha->8)-(-)-epicatechin

1 reference

(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2S,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

1 reference

(2S,2'S,3S,3'S,4S)-3,3',4,4'-Tetrahydro-2beta,2'beta-bis(3,4-dihydroxyphenyl)-4alpha,8'-bi[2H-1-benzopyran]-3beta,3'beta,5,5',7,7'-hexol

1 reference

chemical formula

C₃₀H₂₆O₁₂

1 reference

Procyanidin B3 (English)

20 November 2016

canonical SMILES

C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O

1 reference

Procyanidin B3 (English)

20 November 2016

isomeric SMILES

C1[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

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Procyanidin B3 (English)

20 November 2016

4 references

Prunus dulcis

1 reference

Characterization of monomeric and oligomeric flavan-3-ols from unripe almond fruits

Liquidambar styraciflua

1 reference

Tannin production in cell cultures of Liquidambar styraciflua

Cornus kousa

1 reference

Polyphenol production in cell cultures of Cornus kousa

Sanguisorba officinalis

1 reference

Tannin production in root culture of Sanguisorba officinalis

Quercus phillyraeoides

1 reference

Psidium guajava

2 references

Guavin B, an ellagitannin of novel type

Polymeric Proanthocyanidins from Psidium guajava

Erythroxylum novogranatense

3 references

Structure and conformational analysis of a procyanidin 3-O-rhamnoside from Erythroxylum novogranatense

(+)-catechin 3-rhamnoside from Erythroxylum novogranatense

(+)-catechin 3-rhamnoside from Erythroxylum novogranatense

Calluna vulgaris

1 reference

Phenolic composition and its seasonal variation in Calluna vulgaris

1 reference

1 reference

Two polyphenol glycosides and tannins from Rosa cymosa

Quercus marilandica

1 reference

Flavan and procyanidin glycosides from the bark of blackjack oak

Aesculus hippocastanum

1 reference

Bergenia purpurascens

1 reference

Galloylarbutin and other polyphenols from Bergenia purpurascens☆

Betula

1 reference

Procyanidins from medicinal birch: bonding patterns and sequence of units in triflavanoids of mixed stereochemistry

Betula fruticosa

1 reference

Chemical Evaluation of Betula Species in Japan. V. Constituents of Betula ovalifolia.

Betula ovalifolia

1 reference

Chemical Evaluation of Betula Species in Japan. V. Constituents of Betula ovalifolia.

Betula pubescens

1 reference

Rhododendrol glycosides and phenyl glucoside esters from inner bark of Betula pubescens

Coleogyne ramosissima

2 references

Anti-tumor promoting activity of polyphenols from Cowania mexicana and Coleogyne ramosissima.

Flavonoid and benzophenone glycosides from Coleogyne ramosissima

Cryptomeria japonica

1 reference

In vitro screening of angiotensin I-converting enzyme inhibitors from Japanese cedar (Cryptomeria japonica)

Humulus lupulus

1 reference

Identification and in vitro biological activities of hop proanthocyanidins: inhibition of nNOS activity and scavenging of reactive nitrogen species

Juniperus sabina

2 references

Dimeric flavanols ofJuniperus sabina. I

Dimeric flavanols ofJuniperus sabina. I

Larix gmelinii

1 reference

Procyanidins and polyphenols of Larix gmelini bark

Lespedeza capitata

1 reference

ACE-inhibitory procyanidins from Lespedeza capitata

Oenothera biennis

1 reference

Effect of an Extract from Evening-Primrose Seeds on Postprandial Blood Glucose Level and Its Active Components

Paeonia obovata

1 reference

New monoterpene glycoside esters and phenolic constituents of Paeoniae radix, and increase of water solubility of proanthocyanidins in the presence of paeoniflorin

avocado

2 references

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Archidendron jiringa

1 reference

Flavan-3-ol gallates and proanthocyanidins from Pithecellobium lobatum

Potentilla tormentilla

1 reference

The first natural procyanidin with a 3,4-cis configuration

Potentilla longifolia

2 references

Potentillanin, a biflavanoid and a procyanidin glycoside from Potentilla viscosa

Potentillanin, a biflavanoid and a procyanidin glycoside from Potentilla viscosa

Pyrola incarnata

2 references

Galloylhomoarbutin and related polyphenols from Pyrola incarnata

Galloylhomoarbutin and related polyphenols from Pyrola incarnata

Quercus dentata

2 references

Proanthocyanidin dimers and polymers from Quercus dentata

Proanthocyanidin dimers and polymers from Quercus dentata

Quercus miyagii

2 references

Flavan-3-ol and procyanidin glycosides from quercus miyagii

Flavan-3-ol and procyanidin glycosides from quercus miyagii

Quercus robur

2 references

Polyphenols and chemical defence of the leaves of Quercus robur

Study of the catechins and proanthocyanidins ofQuercus robur

Rhododendron ponticum

1 reference

Salix caprea

1 reference

Carbon-14 biolabeling of (+)-catechin and proanthocyanidin oligomers in willow tree cuttings

Salix

1 reference

Oligomeric flavan-3-ols from medicinal willow bark

Taxillus kaempferi

1 reference

[The constituents of Taxillus kaempferi and the host, Pinus thunbergii. I. Catechins and flavones of Taxillus kaempferi]

Vaccinium vitis-idaea

3 references

Antimicrobial activity of tannin components from Vaccinium vitis-idaea L

broad bean

3 references

Characterization and trypsin inhibitor activity of proanthocyanidins from Vicia faba

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Characterization and trypsin inhibitor activity of proanthocyanidins from Vicia faba

Vigna angularis

1 reference

Antioxidative properties of procyanidins B-1 and B-3 from azuki beans in aqueous systems.

Rosa rugosa

1 reference

Rat intestinal sucrase inhibition of constituents from the roots of Rosa rugosa Thunb

Chimarrhis turbinata

1 reference

New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities

Actinidia chinensis

2 references

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Cytotoxic phenolic constituents from the root of Actinidia chinensis

Annona reticulata

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Capsicum annuum

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Castanea

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Cicer arietinum

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Cucurbita pepo

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Cydonia

2 references

Phenolic profile in the evaluation of commercial quince jellies authenticity

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Daucus carota

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Diospyros kaki

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Ficus carica

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

strawberries

2 references

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Overall dietary polyphenol intake in a bowl of strawberries: The influence of Fragaria spp. in nutritional studies

lettuce

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Lens culinaris

2 references

Changes in the content of bioactive polyphenolic compounds of lentils by the action of exogenous enzymes. Effect on their antioxidant activity

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Malus domestica

2 references

Influence of processing and storage on the phenolic composition of apple juice

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Malus pumila

2 references

Influence of processing and storage on the phenolic composition of apple juice

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Mespilus germanica

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Musa

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Phaseolus vulgaris

2 references

Identification and quantitation of phenolics from green beans by high-performance liquid chromatography

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Pisum sativum

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Prunus armeniaca

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Prunus avium

2 references

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Characterization of monomeric and oligomeric flavan-3-ols from unripe almond fruits

Prunus domestica

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

peach

2 references

Enzymic browning in relation to phenolic compounds and polyphenoloxidase activity among various peach cultivars

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Punica granatum

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Pyrus communis

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Ribes rubrum

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Rubus

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Solanum melongena

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Triticum aestivum

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Acacia baileyana

1 reference

Condensed tannins: co-occurrence of procyanidins, prodelphinidins and profisetinidins in the heartwood of Acacia baileyana

Eucalyptus ovata

1 reference

Polyphenols from Eucalyptus ovata.

Geranium thunbergii

1 reference

Tannin production in cell suspension cultures of Geranium thunbergii

Hamamelis virginiana

1 reference

Galloylhamameloses and proanthocyanidins from Hamamelis virginiana

Juglans sigillata

1 reference

Chemical constituents with antioxidant activity from the pericarps of Juglans sigillata

guarana

1 reference

Antioxidant capacity and in vitro prevention of dental plaque formation by extracts and condensed tannins of Paullinia cupana.

Pinus sylvestris

1 reference

Phenolics from inner bark of Pinus sylvestris

Pseudotsuga menziesii

1 reference

[5′,5′]-bisdihydroquercetin: A B-ring linked biflavonoid from Pseudotsuga menziesii

Quercus ilex

2 references

Proanthocyanidin glycosides from the leaves of Quercus ilex L. (Fagaceae)

Antimicrobial Properties ofQuercus ilexL. Proanthocyanidin Dimers and Simple Phenolics: Evaluation of Their Synergistic Activity with Conventional Antimicrobials and Prediction of Their Pharmacokinetic Profile

Rhodiola semenovii

2 references

Dimeric Proanthocyanidins from Rhodiola semenovii

Accumulation dynamics of tanning agents and rhodioloside in Rhodiola semenovii rhizomes and roots

Rumex acetosa

1 reference

Proanthocyanidins and a phloroglucinol derivative from Rumex acetosa L.

Salix sieboldiana

1 reference

Acylated flavanols and procyanidins from Salix sieboldiana

Toona sinensis

1 reference

α-glucosidase inhibitory constituents from Toona sinensis

Cynomorium songaricum

1 reference

Polyphenolic constituents of Cynomorium songaricum Rupr. and antibacterial effect of polymeric proanthocyanidin on methicillin-resistant Staphylococcus aureus

1 reference

1 reference

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Potentilla erecta

1 reference

The first natural procyanidin with a 3,4-cis configuration

Vitis labrusca

1 reference

Phenolic Compounds in White Grapes Grown in New York

Archidendron bubalinum

1 reference

Flavan-3-ol gallates and proanthocyanidins from Pithecellobium lobatum

Vitis vinifera

16 references

Antioxidant activity and radioprotective effects against chromosomal damage induced in vivo by X-rays of flavan-3-ols (Procyanidins) from grape seeds (Vitis vinifera): comparative study versus other phenolic and organic compounds

Proanthocyanidin Dimers and Trimers from Vitis vinifera Provide Diverse Structural Motifs for the Evaluation of Dentin Biomodification

Leaf removal and wine composition of Vitis vinifera L. cv. Nero d'Avola: the volatile aroma constituents.

Incidence of Molecular Structure in Oxidation of Grape Seed Procyanidins

Separation of Grape and Wine Proanthocyanidins According to Their Degree of Polymerization

Isolation and purification of dimeric and trimeric procyanidins from grape seeds

Polyphenolic composition of raisins

Changes and importance of oligomeric procyanidins during maturation of grape seeds

Fractionation and HPLC determination of grape phenolics

Analysis of catechins and proanthocyanidins in grape seeds by HPLC with photodiode array detection

Procyanidin dimers and trimers from grape seeds

Effects of Watersoluble Boron and Aluminium Compounds on the Synthesis of Flavanols in Grape Vine Callus

Wine phenolics: contribution to dietary intake and bioavailability

Quantitative Analysis of Flavan-3-ols in Spanish Foodstuffs and Beverages

Phenolics in White Free Run Juices and Wines from Penedès by High-Performance Liquid Chromatography: Changes during Vinification

Phenolic Compounds in White Grapes Grown in New York

1 reference

Identifiers

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

1 reference

Procyanidin B3 (English)

20 November 2016

2 references

Procyanidin B3 (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

23567-23-9

2 references

Global Substance Registration System

UNII

2TC1A0KEAQ

procyanidin b3 (English)

20 November 2016

https://commonchemistry.cas.org/detail?cas_rn=23567-23-9

9 April 2021

1 reference

Procyanidin B-3 (English)

20 November 2016

2 references

Procyanidin B3 (English)

20 November 2016

ChEBI ID

75630

mapping relation type

2 references

CHEMBL501490 (English)

20 November 2016

International Chemical Identifier

1 reference

CHEMBL501490 (English)

20 November 2016

2 references

splash10-056r-0010900000-996182cc88378e8a2aa5

1 reference

0 references

DSSTox substance ID

DTXSID60178193

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DSSTOX compound identifier

DTXCID90100684

0 references

EC number

621-754-2

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.150.578

27 December 2018

ECHA Substance Infocard ID

Procyanidin B3 from barley (English)

quotation

CAS no.: 23567-23-9 (English)

100.150.578

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.150.578

27 December 2018

Human Metabolome Database ID

Procyanidin B3 from barley (English)

quotation

CAS no.: 23567-23-9 (English)

HMDB0033974

2 references

UNII

2TC1A0KEAQ

2 references

Global Substance Registration System

UNII

2TC1A0KEAQ

procyanidin b3 (English)

20 November 2016