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Details

Stereochemistry ACHIRAL
Molecular Formula C38H61N3S3.2I
Molecular Weight 909.915
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 3
Charge 0

SHOW SMILES / InChI
Structure of PLATONIN

SMILES

[I-].[I-].CCCCCCCN1C(C)=CSC1=CC=C(C=CC2=[N+](CCCCCCC)C(C)=CS2)C3=[N+](CCCCCCC)C(C)=CS3

InChI

InChIKey=BHSBKKSKODCAAS-UHFFFAOYSA-L
InChI=1S/C38H61N3S3.2HI/c1-7-10-13-16-19-26-39-32(4)29-42-36(39)24-22-35(38-41(34(6)31-44-38)28-21-18-15-12-9-3)23-25-37-40(33(5)30-43-37)27-20-17-14-11-8-2;;/h22-25,29-31H,7-21,26-28H2,1-6H3;2*1H/q+2;;/p-2

HIDE SMILES / InChI

Molecular Formula C38H61N3S3
Molecular Weight 656.106
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 2
Optical Activity NONE

Molecular Formula HI
Molecular Weight 127.91241
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/25791838 | https://www.ncbi.nlm.nih.gov/pubmed/26050653 | https://www.ncbi.nlm.nih.gov/pubmed/16643232 | https://www.ncbi.nlm.nih.gov/pubmed/28165057

Platonin (4,4'-dimethyl-3,3'-di-n-heptyl-8-[2-(4-methyl-3-n-heptylthiazole)] -2,2'-dicarbocyanine diiodine) is one of the photosensitive trithiazolepentamethine cyanine dyes, with antioxidant, anti-inflammatory and anticancer activity. Platonin had also effects in rat models of endotoxemia which may have been mediated by a reduction of mean arterial blood pressure and inhibition of NO and free radical formation. Platonin inhibited the production of pyrogenic cytokines from human peripheral blood mononuclear cells (PBMC), resulting in antipyresis. Lipopolysaccharide (LPS) was shown to induce NF-kappaB activation of PBMC, and this effect was abolished by Platonin. Platonin is thus a potent macrophage-activating agent and immunomodulator. Platonin potently inhibited platelet aggregation and c-Jun NH2-terminal kinase (JNK) phosphorylation in collagen-activated platelets. The anti-aggregation effect did not affect bleeding time but increased occlusion time in platonin-treated mice. Platonin was potent in diminishing collagen- and Fenton reaction-induced ∙OH formation. Platonin exhibited remarkable neuroprotective properties against MCAO-induced ischemia in a mouse model through its antiaggregation, anti-inflammatory and antiradical properties.

Originator

Sources: Bulletin of Pharmaceutical Research Institute [Osaka Medical College], Volume No. 3, Pages20-6, Journal, 1952

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Review. Photooxygenation, photodegradation and antioxidative activity of platonin, a cyanine photosensitizing dye.
2007-04-18
Patents

Patents

Sample Use Guides

A total of 72 adult male rats (200e250 g) were randomized to receive cecal ligation and puncture (CLP), CLP plus platonin, sham operation, or sham operation plus platonin (n ј 18 in each group). Platonin (100 mkg/kg; Kankohsha Co., Osaka, Japan; dissolved in a mixture of 0.5 mL normal saline) was injected via the tail vein immediately after cecal ligation and puncture. Systemic inflammation and oxidation levels and BBB integrity in the surviving rats were determined after 24-hour monitoring
Route of Administration: Intravenous
Five groups of confluent murine macrophages (RAW264.7 cells) were randomly allocated to receive a 1-h pretreatment of one of five doses of platonin (0.1 mkM, 1 mkM, 10 mkM, 100 mkM, or 1000 mkM) followed by lipopolysaccharide (LPS; 100 ng/ml). For negative, positive, and platonin control, three other groups of cell cultures were randomly allocated to receive phosphate-buffered saline, LPS, or platonin (1000 mkM). The cultures were harvested after exposing them to LPS for 18 h or a comparable duration in those groups without LPS. NO production, L-arginine transport, and expression of the relevant enzymes were then evaluated.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:26:55 GMT 2025
Edited
by admin
on Mon Mar 31 18:26:55 GMT 2025
Record UNII
0X9JDS6MF1
Record Status Validated (UNII)
Record Version
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Name Type Language
PLATONIN
INCI   JAN   MI  
INCI  
Official Name English
PHOTOSENSITIZER 101 IODIDE
WHO-DD  
Preferred Name English
Photosensitizer 101 iodide [WHO-DD]
Common Name English
PLATONIN [JAN]
Common Name English
PLATONIN [MI]
Common Name English
THIAZOLIUM, 2,2'-(3-(2-(3-HEPTYL-4-METHYL-2(3H)-THIAZOLYLIDENE)ETHYLIDENE)-1-PROPENE-1,3-DIYL)BIS(3-HEPTYL-4-METHYL-, IODIDE (1:2)
Systematic Name English
2,2'-(3-((3-HEPTYL-4-METHYL-2(3H)-THIAZOLYLIDENE)ETHYLIDENE)-1-PROPENE-1,3-DIYL)BIS(3-HEPTYL-4-METHYLTHIAZOLIUM)DIIODIDE
Systematic Name English
THIAZOLIUM, 2,2'-((3-((3-HEPTYL-4-METHYL-2(3H)-THIAZOLYLIDENE)ETHYLIDENE)-1-PROPENE-1,3-DIYL)BIS(3-HEPTYL-4-METHYL-, DIIODIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C308
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
Code System Code Type Description
SMS_ID
300000024247
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
PRIMARY
EPA CompTox
DTXSID40957120
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
PRIMARY
PUBCHEM
9854359
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
PRIMARY
ChEMBL
CHEMBL2110591
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
PRIMARY
MESH
C032149
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
PRIMARY
CAS
3571-88-8
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
PRIMARY
FDA UNII
0X9JDS6MF1
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
PRIMARY
ECHA (EC/EINECS)
222-681-5
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
PRIMARY
NCI_THESAURUS
C74205
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
PRIMARY
MERCK INDEX
m8915
Created by admin on Mon Mar 31 18:26:55 GMT 2025 , Edited by admin on Mon Mar 31 18:26:55 GMT 2025
PRIMARY Merck Index