procyanidin C1 (Q7247556)

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chemical compound

Cinnamtannin A1
Proanthocyanidin C1
Procyanidol C1
[Epicatechin(4b->8)]2-epicatechin
Procyanidin trimer C1
Epicatechin-(4beta->8)-epicatechin-(4beta->8)-epicatechin
EC-(4b,8)-EC-(4b,8)-EC
[Epicatechin-(4beta->8)]2-epicatechin
Procyanidin C1

Language	Label	Description	Also known as
English	procyanidin C1	chemical compound	Cinnamtannin A1 Proanthocyanidin C1 Procyanidol C1 [Epicatechin(4b->8)]2-epicatechin Procyanidin trimer C1 Epicatechin-(4beta->8)-epicatechin-(4beta->8)-epicatechin EC-(4b,8)-EC-(4b,8)-EC [Epicatechin-(4beta->8)]2-epicatechin Procyanidin C1

Statements

type of chemical entity

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8C-substituted flavan

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4C-substituted flavan

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(4->8)-proanthocyanidin

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chemical structure

Procyanidin C1.svg
640 × 629; 49 KB

0 references

866.205814 dalton

1 reference

language of work or name

Procyanidin C1 (English)

8 October 2016

stereoisomer of

2alpha,2'alpha,2''alpha-Tris(3,4-dihydroxyphenyl)-3,3',3'',4,4',4''-hexahydro-4beta,8':4'alpha,8''-ter[2H-1-benzopyran]-3alpha,3'beta,3''alpha,5,5',5'',7,7',7''-nonaol

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-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

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(2R,3S,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,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

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

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

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(2R,3S)-2-(3,4-Dihydroxyphenyl)-8-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

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

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

1 reference

based on heuristic

inferred from InChI

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

1 reference

based on heuristic

inferred from InChI

1 reference

based on heuristic

inferred from InChI

2,3-cis-Oligoproanthocyanidin

1 reference

based on heuristic

inferred from InChI

chemical formula

C₄₅H₃₈O₁₈

1 reference

language of work or name

Procyanidin C1 (English)

20 November 2016

canonical SMILES

C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C(C(=CC(=C34)O)O)C5C(C(OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O

1 reference

language of work or name

Procyanidin C1 (English)

20 November 2016

isomeric SMILES

C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C(C(=CC(=C34)O)O)[C@@H]5[C@H]([C@H](OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O

1 reference

language of work or name

Procyanidin C1 (English)

20 November 2016

1 reference

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

2 references

Evaluation of different detection modes for the analysis of procyanidins in leaves and flowers ofCrataegus spp. Part I. Diode array and electrochemical detection

Quantification of procyanidins in oral herbal medicinal products containing extracts of Crataegus species

Aesculus hippocastanum

3 references

Phytochemistry of proanthocyanidins

Quantification of procyanidins in oral herbal medicinal products containing extracts of Crataegus species

Tannins and related compounds. LIX. Aesculitannins, novel proanthocyandins with doubly-bonded structures from aesculus hippocastanum L.

Albizia lebbeck

1 reference

Tannins from Albizia lebbek

1 reference

Structure and antiherpetic activity among the Tannins

Calluna vulgaris

1 reference

Phenolic composition and its seasonal variation in Calluna vulgaris

Camellia sinensis

3 references

Tannins and related compounds. LXXVII. Novel chalcan-flavan dimers, assamicains A, B and C, and a new flavan-3-ol and proanthocyanidins from the fresh leaves of Camellia sinensis L. var. assamica Kitamura.

Tannins and Related Compounds. CXIV. Structures of Novel Fermentation Products, Theogallinin, Theaflavonin and Desgalloyl Theaflavonin from Black Tea, and Changes of Tea Leaf Polyphenols during Fermentation.

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

Campylotropis hirtella

1 reference

Chemical Constituents from Campylotropis hirtella

Cecropia glaziovii

2 references

Inhibition of gastric acid secretion by a standardized aqueous extract of Cecropia glaziovii Sneth and underlying mechanism

Search for potential angiotensin converting enzyme (ACE)-inhibitors from plants.

Cecropia hololeuca

1 reference

Search for potential angiotensin converting enzyme (ACE)-inhibitors from plants.

Cinnamomum cassia

2 references

Condensed tannin production in callus and suspension cultures of Cinnamomum cassia

Tannins and related compounds. XXXVIII. Isolation and characterization of flavan-3-ol glucosides and procyanidin oligomers from cassia bark (Cinnamomum cassia Blume).

Cinnamomum zeylanicum

1 reference

Tannins and related compounds. Part 13. Isolation and structures of trimeric, tetrameric, and pentameric proanthicyanidins from cinnamon

Coleogyne ramosissima

1 reference

Flavonoid and benzophenone glycosides from Coleogyne ramosissima

Crataegus monogyna

2 references

Quantitative reversed-phase high-performance liquid chromatography of procyanidins in Crataegus leaves and flowers

Synthesis of condensed tannins. Part 12. Direct access to [4,6]- and [4,8]-all-2,3-cis-procyanidin derivatives from (–)-epicatechin : assessment of bonding positions in oligomeric analogues from Crataegus oxyacantha L.

Crataegus oxyacantha L. (1753)

2 references

Quantitative reversed-phase high-performance liquid chromatography of procyanidins in Crataegus leaves and flowers

Synthesis of condensed tannins. Part 12. Direct access to [4,6]- and [4,8]-all-2,3-cis-procyanidin derivatives from (–)-epicatechin : assessment of bonding positions in oligomeric analogues from Crataegus oxyacantha L.

Dioscorea cirrhosa

1 reference

Tannins and related compounds. XXXIII. Isolation and characterization of procyanidins in Dioscorea cirrhosa Lour.

Eriobotrya japonica

2 references

Antitumor activity of compounds isolated from leaves of Eriobotrya japonica

Polyphenols from Eriobotrya japonica and their cytotoxicity against human oral tumor cell lines

Fagopyrum dibotrys

1 reference

Antioxidant phenolic constituents from Fagopyrum dibotrys

Guazuma ulmifolia

1 reference

Proanthocyanidin polymers with antisecretory activity and proanthocyanidin oligomers from Guazuma ulmifolia bark

Hypericum erectum

1 reference

Procyanidins in Callus and Multiple Shoot Cultures of Hypericum erectum1

Kandelia candel

1 reference

Tannins and related compounds. XXXI. Isolation and characterization of proanthocyanidins in Kandelia candel (L.) Druce.

Musanga cecropioides

1 reference

Search for potential angiotensin converting enzyme (ACE)-inhibitors from plants.

Nelia pillansii

1 reference

Occurrence of procyanidins in Nelia meyeri

2 references

Phytochemistry of proanthocyanidins

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

2 references

Proanthocyanidin glycosides and related polyphenols from cacao liquor and their antioxidant effects

Sensory-guided decomposition of roasted cocoa nibs (Theobroma cacao) and structure determination of taste-active polyphenols

Thujopsis dolabrata

1 reference

Tannins and related compounds. LII Studies on the constituents of the leaves of Thujopsis dolabrata SIEB. et ZUCC.

Vaccinium myrtillus

1 reference

Phytochemistry of proanthocyanidins

6 references

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

Isolation and purification of dimeric and trimeric procyanidins from grape seeds

Procyanidin dimers and trimers from grape seeds

Incidence of Molecular Structure in Oxidation of Grape Seed Procyanidins

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

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

Actinidia chinensis

1 reference

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

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

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

1 reference

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

1 reference

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

1 reference

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

1 reference

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

1 reference

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

1 reference

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

1 reference

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

1 reference

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

1 reference

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

Phaseolus vulgaris

1 reference

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

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

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

1 reference

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

1 reference

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

1 reference

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

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

1 reference

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

Camellia reticulata

1 reference

Five New Flavonol Glycosides from the Fresh Flowers ofCamellia reticulata

Cinchona pubescens

1 reference

Tannins and related compounds. VIII. A new type of proanthocyanidin, cinchonains IIa and IIb from Cinchona succirubra. (2).

1 reference

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

Pseudotsuga menziesii

1 reference

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

1 reference

Proanthocyanidins and a phloroglucinol derivative from Rumex acetosa L.

1 reference

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

Crataegus laevigata

2 references

Isolation and identification of oligomeric procyanidins from Crataegus leaves and flowers.

Quantitative reversed-phase high-performance liquid chromatography of procyanidins in Crataegus leaves and flowers

Fagopyrum acutatum

1 reference

Antioxidant phenolic constituents from Fagopyrum dibotrys

1 reference

Tannins and related compounds. Part 13. Isolation and structures of trimeric, tetrameric, and pentameric proanthicyanidins from cinnamon

8 references

Liquid Chromatographic Determination of Apple Pulp Procyanidins

High-Performance Liquid Chromatography of the Neutral Phenolic Compounds of Low Molecular Weight in Apple Juice

Fractionation of apple procyanidins by size-exclusion chromatography

Phytochemistry of proanthocyanidins

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

High-performance liquid chromatography of the phenolic compounds in the juice of some French cider apple varieties

INFLUENCE OF CONVENTIONAL CLARIFICATION AND ULTRAFILTRATION ON THE PHENOLIC COMPOSITION OF GOLDEN DELICIOUS APPLE JUICE

Effects of various clarification treatments on patulin, phenolic compound and organic acid compositions of apple juice

Fagopyrum cymosum

1 reference

Antioxidant phenolic constituents from Fagopyrum dibotrys

Cinnamomum burmanni

2 references

Tannins and related compounds. XXXVIII. Isolation and characterization of flavan-3-ol glucosides and procyanidin oligomers from cassia bark (Cinnamomum cassia Blume).

Condensed tannin production in callus and suspension cultures of Cinnamomum cassia

Malus domestica

8 references

INFLUENCE OF CONVENTIONAL CLARIFICATION AND ULTRAFILTRATION ON THE PHENOLIC COMPOSITION OF GOLDEN DELICIOUS APPLE JUICE

Effects of various clarification treatments on patulin, phenolic compound and organic acid compositions of apple juice

High-performance liquid chromatography of the phenolic compounds in the juice of some French cider apple varieties

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

High-Performance Liquid Chromatography of the Neutral Phenolic Compounds of Low Molecular Weight in Apple Juice

Phytochemistry of proanthocyanidins

Liquid Chromatographic Determination of Apple Pulp Procyanidins

Fractionation of apple procyanidins by size-exclusion chromatography

has characteristic

1 reference

Identifiers

InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2/t31-,37-,38+,39-,40-,41-,42-,43-/m1/s1

1 reference

language of work or name

Procyanidin C1 (English)

20 November 2016

MOJZMWJRUKIQGL-XILRTYJMSA-N

2 references

language of work or name

Procyanidin C1 (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

2 references

Global Substance Registration System

language of work or name

procyanidin c1 (English)

20 November 2016

MOJZMWJRUKIQGL-XILRTYJMSA-N

CAS Common Chemistry

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=37064-30-5

1 reference

language of work or name

Procyanidin C1 (English)

20 November 2016

2 references

language of work or name

Procyanidin C1 (English)

20 November 2016

matched by identifier from

MOJZMWJRUKIQGL-XILRTYJMSA-N

Reaxys registry number

3647705

1 reference

language of work or name

procyanidin C1 (English)

8 October 2016

mapping relation type

2 references

language of work or name

PROCYANIDIN C1 (English)

20 November 2016

matched by identifier from

International Chemical Identifier

InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2/t31-,37-,38+,39-,40-,41-,42-,43-/m1/s1

1 reference

language of work or name

PROCYANIDIN C1 (English)

20 November 2016

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

MOJZMWJRUKIQGL-XILRTYJMSA-N

UniChem compound ID

1 reference

MassBank accession ID

MSBNK-RIKEN-PR101005

0 references

splash10-014i-0000000090-9799efc5515e5ba7f790

0 references

splash10-014i-0000000090-adca830b763ffc290252

0 references

splash10-014i-0000000090-5900b97bd948dcb3d6db

0 references

splash10-014i-0000000090-67597487d2b5b5b34e32

0 references

splash10-014i-0000000090-5a30f233b54cb9fecf6d

0 references

splash10-016r-0340210090-7a35b5c8f1ccbf9ce4fe

0 references

splash10-014i-0000000090-6bd825c3460c916e736f

0 references

DSSTox substance ID

2 references

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

matched by identifier from

MOJZMWJRUKIQGL-XILRTYJMSA-N

DSSTOX compound identifier

0 references

Human Metabolome Database ID

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

MOJZMWJRUKIQGL-XILRTYJMSA-N

0 references

2 references

Global Substance Registration System

language of work or name

procyanidin c1 (English)

20 November 2016

matched by identifier from

MOJZMWJRUKIQGL-XILRTYJMSA-N

Probes And Drugs ID

0 references

1 reference

language of work or name

procyanidin C1 (English)

8 October 2016

0 references

Microsoft Academic ID

0 references

Sitelinks

Wikipedia(7 entries)

Wikibooks(0 entries)

Wikinews(0 entries)

Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(0 entries)

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