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Details

Stereochemistry ACHIRAL
Molecular Formula C15H11O6
Molecular Weight 287.2448
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of CYANIDIN CATION

SMILES

c1cc(c(cc1-c2c(cc3c(cc(cc3[o+]2)O)O)O)O)O

InChI

InChIKey=VEVZSMAEJFVWIL-UHFFFAOYSA-O
InChI=1S/C15H10O6/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)/p+1

HIDE SMILES / InChI

Molecular Formula C15H10O6
Molecular Weight 286.2369
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q96F46
Gene ID: 23765.0
Gene Symbol: IL17RA
Target Organism: Homo sapiens (Human)
3.0 µM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Cyanidin Stimulates Insulin Secretion and Pancreatic β-Cell Gene Expression through Activation of l-type Voltage-Dependent Ca2+ Channels.
2017 Jul 28
Patents

Patents

Sample Use Guides

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
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 Sat Jun 26 01:47:41 UTC 2021
Edited
by admin
on Sat Jun 26 01:47:41 UTC 2021
Record UNII
7732ZHU564
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYANIDIN CATION
Common Name English
3,5,7,3',4'-PENTAHYDROXYFLAVYLIUM
Systematic Name English
CYANIDIN
Common Name English
FLAVYLIUM, 3,3',4',5,7-PENTAHYDROXY-
Systematic Name English
CYANIDINE
Common Name English
CYANIDIN ION
Common Name English
2-(3,4-DIHYDROXYPHENYL) CHROMENYLIUM-3,5,7-TRIOL
Systematic Name English
1-BENZOPYRYLIUM, 2-(3,4-DIHYDROXYPHENYL)-3,5,7-TRIHYDROXY-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C68444
Created by admin on Sat Jun 26 01:47:41 UTC 2021 , Edited by admin on Sat Jun 26 01:47:41 UTC 2021
DSLD 3443 (Number of products:80)
Created by admin on Sat Jun 26 01:47:41 UTC 2021 , Edited by admin on Sat Jun 26 01:47:41 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C68445
Created by admin on Sat Jun 26 01:47:41 UTC 2021 , Edited by admin on Sat Jun 26 01:47:41 UTC 2021
PRIMARY NCIT
CAS
13306-05-3
Created by admin on Sat Jun 26 01:47:41 UTC 2021 , Edited by admin on Sat Jun 26 01:47:41 UTC 2021
PRIMARY
WIKIPEDIA
CYANIDIN
Created by admin on Sat Jun 26 01:47:41 UTC 2021 , Edited by admin on Sat Jun 26 01:47:41 UTC 2021
PRIMARY
EPA CompTox
13306-05-3
Created by admin on Sat Jun 26 01:47:41 UTC 2021 , Edited by admin on Sat Jun 26 01:47:41 UTC 2021
PRIMARY
FDA UNII
7732ZHU564
Created by admin on Sat Jun 26 01:47:41 UTC 2021 , Edited by admin on Sat Jun 26 01:47:41 UTC 2021
PRIMARY
PUBCHEM
128861
Created by admin on Sat Jun 26 01:47:41 UTC 2021 , Edited by admin on Sat Jun 26 01:47:41 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY