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Details

Stereochemistry ACHIRAL
Molecular Formula C15H11O6.Cl
Molecular Weight 322.697
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYANIDIN CHLORIDE

SMILES

[Cl-].OC1=CC2=[O+]C(C3=CC=C(O)C(O)=C3)=C(O)C=C2C(O)=C1

InChI

InChIKey=COAWNPJQKJEHPG-UHFFFAOYSA-N
InChI=1S/C15H10O6.ClH/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7;/h1-6H,(H4-,16,17,18,19,20);1H

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C15H10O6
Molecular Weight 286.2363
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Cyanidin is a natural anthocyanidin present in fruits and vegetables, attenuates the development of several diseases, including asthma, diabetes, atherosclerosis, and cancer, through its anti-inflammatory effects. Its mechanism of action is still undefined, but it was revealed that cyanidin specifically recognizes an IL-17A binding site in the IL-17A receptor subunit (IL-17RA) and inhibits the IL-17A/IL-17RA interaction and thus can be used as a drug for the treatment of IL-17A-dependent inflammatory diseases and cancer. In addition, cyanidin was capable of inhibiting osteoclast formation and thus might have therapeutic potential for osteolytic diseases.

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Interleukin-17 receptor A
2
Target ID: Q96F46
Gene ID: 23765.0
Gene Symbol: IL17RA
Target Organism: Homo sapiens (Human)
Binding Agent
1076
 3.0 µM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Cyanidin Chloride inhibits ovariectomy-induced osteoporosis by suppressing RANKL-mediated osteoclastogenesis and associated signaling pathways.
2018-03
Cyanidin Stimulates Insulin Secretion and Pancreatic β-Cell Gene Expression through Activation of l-type Voltage-Dependent Ca2+ Channels.
2017-07-28
Patents

Patents

US20040213829
2

Sample Use Guides

In Vivo Use Guide
in mice: To examine the effect of A18 (also called cyanidin) on IL-17A–induced epidermal cell proliferation, it was intradermally injected the ears of female WT C57BL/6 mice with PBS or with IL-17A alone or together with A18 for six consecutive days. After the injections, the mice treated with IL-17 alone exhibited IL-17A–dependent epidermal hyperplasia, whereas the mice treated with both IL-17 and A18 exhibited reduced hyperplasia.
Route of Administration: Other
In Vitro Use Guide
It was studied the mechanisms of cyanidin for stimulatory insulin secretion from pancreatic β-cells. Cyanidin (1–300 µM) stimulated insulin secretion and cyanidin (80 to 300 µM) increased intracellular Ca2+ signals in a concentration-dependent manner. The Ca2+ signals were abolished by nimodipine, an l-type voltage-dependent Ca2+ channel (VDCC) blocker or under extracellular Ca2+ free conditions. Stimulation of cells with cyanidin activated currents typical for VDCCs and up-regulated the expression of glucose transporter 2 (GLUT2), Kir6.2, and Cav1.2 genes.
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:21:37 GMT 2025
Edited
by admin
on Mon Mar 31 21:21:37 GMT 2025
Record UNII
2G4283G96U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYANIDIN CHLORIDE
MI   USP-RS  
Common Name English
IDB-1027
Preferred Name English
3,3',4',5,7-PENTAHYDROXY-2-PHENYLBENZOPYRYLIUM CHLORIDE
Common Name English
1-BENZOPYRYLIUM, 2-(3,4-DIHYDROXYPHENYL)-3,5,7-TRIHYDROXY-, CHLORIDE
Systematic Name English
CYANIDOL CHLORIDE
Common Name English
3,3',4',5,7-PENTAHYDROXYFLAVYLIUM CHLORIDE
Systematic Name English
1-BENZOPYRYLIUM, 2-(3,4-DIHYDROXYPHENYL)-3,5,7-TRIHYDROXY-, CHLORIDE (1:1)
Systematic Name English
CYANIDIN CHLORIDE [USP-RS]
Common Name English
CYANIDIN CHLORIDE [MI]
Common Name English
2-(3,4-DIHYDROXYPHENYL)-3,5,7-TRIHYDROXY-1-BENZOPYRYLIUM CHLORIDE
Systematic Name English
NSC-407291
Code English
FLAVYLIUM, 3,3',4',5,7-PENTAHYDROXY-, CHLORIDE
Systematic Name English
Code System Code Type Description
RS_ITEM_NUM
1151924
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
FDA UNII
2G4283G96U
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
WIKIPEDIA
CYANIDIN
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
ECHA (EC/EINECS)
208-438-6
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
CAS
528-58-5
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
NSC
407291
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
MERCK INDEX
m3947
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY Merck Index
PUBCHEM
68247
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
EPA CompTox
DTXSID80967263
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
Related Record Type Details
Structure of CYANIDIN CATION
PARENT -> SALT/SOLVATE
BILBERRY
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
Structure of CYANIDIN CATION
ACTIVE MOIETY
NIH
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