U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C15H11O6.Cl
Molecular Weight 322.6978
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYANIDIN CHLORIDE

SMILES

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

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

Molecular Formula ClH
Molecular Weight 36.4609
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
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 14:52:14 UTC 2021
Edited
by admin
on Sat Jun 26 14:52:14 UTC 2021
Record UNII
2G4283G96U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYANIDIN CHLORIDE
MI   USP-RS  
Common 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
IDB-1027
Code 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
FDA UNII
2G4283G96U
Created by admin on Sat Jun 26 14:52:14 UTC 2021 , Edited by admin on Sat Jun 26 14:52:14 UTC 2021
PRIMARY
WIKIPEDIA
CYANIDIN
Created by admin on Sat Jun 26 14:52:14 UTC 2021 , Edited by admin on Sat Jun 26 14:52:14 UTC 2021
PRIMARY
ECHA (EC/EINECS)
208-438-6
Created by admin on Sat Jun 26 14:52:14 UTC 2021 , Edited by admin on Sat Jun 26 14:52:14 UTC 2021
PRIMARY
CAS
528-58-5
Created by admin on Sat Jun 26 14:52:14 UTC 2021 , Edited by admin on Sat Jun 26 14:52:14 UTC 2021
PRIMARY
MERCK INDEX
M3947
Created by admin on Sat Jun 26 14:52:14 UTC 2021 , Edited by admin on Sat Jun 26 14:52:14 UTC 2021
PRIMARY Merck Index
PUBCHEM
68247
Created by admin on Sat Jun 26 14:52:14 UTC 2021 , Edited by admin on Sat Jun 26 14:52:14 UTC 2021
PRIMARY
USP_CATALOG
1151924
Created by admin on Sat Jun 26 14:52:14 UTC 2021 , Edited by admin on Sat Jun 26 14:52:14 UTC 2021
PRIMARY USP-RS
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
ACTIVE MOIETY