Indocyanine green
Identification
- Summary
Indocyanine green is a diagnostic agent used for the determination of cardiac output, hepatic function and liver blood flow, and for ophthalmic angiography.
- Brand Names
- Ic-green
- Generic Name
- Indocyanine green acid form
Commonly known or available as Indocyanine green - DrugBank Accession Number
- DB09374
- Background
Indocyanine Green is a water soluble, tricarbocyanine dye with a peak spectral absorption at 800 nm. The chemical name for Indocyanine Green is 1 H-Benz[e]indolium, 2-[7-[1,3-dihydro-1,1-dimethyl-3-(4-sulfobutyl)-2H-benz[e] indol-2-ylidene]-1,3,5-heptatrienyl]-1,1-dimethyl-3-(4-sulfobutyl)-,hydroxide, inner salt, sodium salt. Indocyanine Green for Injection USP has a pH of approximately 6.5 when reconstituted. Each vial of Indocyanine Green for Injection USP contains 25 mg of Indocyanine Green as a sterile lyophilized powder with no more than 5% sodium iodide.
- Type
- Small Molecule
- Groups
- Approved, Investigational
- Structure
- Weight
- Average: 753.99
Monoisotopic: 753.302656074 - Chemical Formula
- C43H49N2O6S2
- Synonyms
- Not Available
- External IDs
- Crysta-lyn 551522
- NK 5078
- NK-5078
Pharmacology
- Indication
For Determining Cardiac Output, Hepatic Function and Liver Blood Flow For ophthalmic angiography
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- Pharmacodynamics
Not Available
- Mechanism of action
Indocyanine Green for Injection USP undergoes no significant extrahepatic or enterohepatic circulation; simultaneous arterial and venous blood estimations have shown negligible renal, peripheral, lung or cerebro-spinal uptake of the dye. Indocyanine Green for Injection USP is taken up from the plasma almost exclusively by the hepatic parenchymal cells and is secreted entirely into the bile. After biliary obstruction, the dye appears in the hepatic lymph, independently of the bile, suggesting that the biliary mucosa is sufficiently intact to prevent diffusion of the dye, though allowing diffusion of bilirubin. These characteristics make Indocyanine Green for Injection USP a helpful index of hepatic function.
- Absorption
It has a peak spectral absorption at about 800 nm.
- Volume of distribution
ICG distribution into the mouse fetus can be enhanced when used concomitantly with OATP or P-glycoprotein inhibitors. The greater distribution within individual fetal tissues is likely related to ICG's greater transplacental transfer.
- Protein binding
98%
- Metabolism
- Not Available
- Route of elimination
The dye is excreted in bile in unconjugated form.
- Half-life
ICG has a half-life of 150 to 180 seconds.
- Clearance
Clearance of dyes which are removed from the circulation principally by the liver constitutes one of the best methods for evaluating hepatic function.
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Mouse LD50 60mg/kg ( intravenous ) Rat LD50 : 87mh/kg ( intravenous)
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAstemizole Astemizole may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level. Atazanavir Atazanavir may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level. Atenolol Atenolol may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level. Atorvastatin Atorvastatin may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level. Atropine Atropine may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level. Belantamab mafodotin Indocyanine green acid form may decrease the excretion rate of Belantamab mafodotin which could result in a higher serum level. Bosentan Bosentan may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level. Budesonide Budesonide may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level. Cefaclor Cefaclor may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level. Celecoxib Celecoxib may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level. Identify potential medication risksEasily compare up to 40 drugs with our drug interaction checker.Get severity rating, description, and management advice.Learn more - Food Interactions
- No interactions found.
Products
- Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.
- Product Ingredients
Ingredient UNII CAS InChI Key Indocyanine green IX6J1063HV 3599-32-4 MOFVSTNWEDAEEK-UHFFFAOYSA-M - Brand Name Prescription Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Ic-green Injection, powder, lyophilized, for solution 25 mg/1 Intravenous Novadaq Technologies, Inc. 2015-03-06 Not applicable US IC-Green Kit 25 mg/1 Intravenous Akorn 2007-09-01 Not applicable US IC-Green Injection, powder, lyophilized, for solution 25 mg/1 Intravenous Novadaq Technologies, Inc. 2013-09-15 Not applicable US IC-Green Injection, powder, lyophilized, for solution 25 mg/1 Intravenous Novadaq Technologies, Inc. 2013-09-25 Not applicable US PINPOINT Kit Kit 25 mg/1 Interstitial; Intravenous Novadaq Technologies Inc 2018-11-21 Not applicable US - Generic Prescription Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Indocyanine green Injection, powder, lyophilized, for solution 25 mg/1 Intravenous Novadaq Technologies, Inc. 2012-07-01 Not applicable US Indocyanine green Injection, powder, lyophilized, for solution 25 mg/1 Intravenous Novadaq Technologies, Inc. 2011-12-01 Not applicable US Indocyanine green Injection, powder, lyophilized, for solution 25 mg/1 Intravenous Novadaq Technologies, Inc. 2015-12-01 Not applicable US Indocyanine green Kit 25 mg/1 Intravenous Novadaq Technologies, Inc. 1981-07-20 Not applicable US - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Icg Indocyanine green (25 mg/1) + Water (1 mL/1mL) Kit Intravenous KARL STORZ Endoscopy-America, Inc. 2016-06-01 Not applicable US Indocyanine Green Indocyanine green (25 mg/1) + Water (10 mL/1) Injection, powder, lyophilized, for solution; Kit Intravenous Hub Pharmaceuticals Llc 2008-01-01 Not applicable US Indocyanine Green Indocyanine green (25 mg/1) + Water (1 mL/1mL) Kit Intravenous Olympus America, Inc. 2021-04-01 Not applicable US Indocyanine Green Indocyanine green (25 mg/1) + Water (1 mL/1mL) Injection, powder, lyophilized, for solution; Kit Intravenous Renew Pharmaceuticals Limited 2008-01-01 Not applicable US Indocyanine Green Indocyanine green (25 mg/1) + Water (10 mL/1) Kit Intravenous Pulsion Medical Systems Se 2008-01-01 2017-08-30 US PINPOINT Lymphatics Kit Indocyanine green (25 mg/1) + Water (1 mL/1mL) Kit Intravascular; Intravenous Novadaq Technologies Inc 2018-11-21 Not applicable US SPY Elite Kit Indocyanine green (25 mg/1) + Water (1 mL/1mL) Kit Intravascular; Intravenous Novadaq Technologies Inc 2018-11-21 Not applicable US SPY Lymphatics Kit Indocyanine green (25 mg/1) + Water (1 mL/1mL) Kit Intravascular; Intravenous Novadaq Technologies Inc 2018-11-21 Not applicable US SPY-MIS Kit Indocyanine green (25 mg/1) + Water (1 mL/1mL) Kit Intravascular; Intravenous Novadaq Technologies Inc 2019-09-10 Not applicable US SPY-PHI Kit Indocyanine green (25 mg/1) + Water (1 mL/1mL) Kit Intravascular; Intravenous Novadaq Technologies Inc 2019-09-10 Not applicable US
Categories
- Drug Categories
- Classification
- Not classified
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- C4V974V932
- CAS number
- 28782-33-4
- InChI Key
- BDBMLMBYCXNVMC-UHFFFAOYSA-O
- InChI
- InChI=1S/C43H48N2O6S2/c1-42(2)38(44(28-14-16-30-52(46,47)48)36-26-24-32-18-10-12-20-34(32)40(36)42)22-8-6-5-7-9-23-39-43(3,4)41-35-21-13-11-19-33(35)25-27-37(41)45(39)29-15-17-31-53(49,50)51/h5-13,18-27H,14-17,28-31H2,1-4H3,(H-,46,47,48,49,50,51)/p+1
- IUPAC Name
- 2-[(1E,3E,5E)-7-[(2Z)-1,1-dimethyl-3-(4-sulfobutyl)-1H,2H,3H-benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl]-1,1-dimethyl-3-(4-sulfobutyl)-1H-benzo[e]indol-3-ium
- SMILES
- CC1(C)\C(=C\C=C\C=C\C=C\C2=[N+](CCCCS(O)(=O)=O)C3=C(C4=CC=CC=C4C=C3)C2(C)C)N(CCCCS(O)(=O)=O)C2=C1C1=CC=CC=C1C=C2
References
- General References
- Bishara A, Meir M, Portnoy E, Shmuel M, Eyal S: Near Infrared Imaging of Indocyanine Green Distribution in Pregnant Mice and Effects of Concomitant Medications. Mol Pharm. 2015 Sep 8;12(9):3351-7. doi: 10.1021/acs.molpharmaceut.5b00374. Epub 2015 Jul 25. [Article]
- DRUGS.COM [Link]
- ChemIDplus [Link]
- Pubchem [Link]
- External Links
- KEGG Drug
- D01342
- PubChem Compound
- 11967809
- PubChem Substance
- 347827836
- ChemSpider
- 18109
- 2199577
- ChEBI
- 31696
- ChEMBL
- CHEMBL1615807
- ZINC
- ZINC000008101127
- RxList
- RxList Drug Page
- Drugs.com
- Drugs.com Drug Page
- Wikipedia
- Indocyanine_green
- FDA label
- Download (3.75 MB)
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count Not Available Unknown Status Not Available Dercum's Disease / Lipoedema / Lymphatic Disorders / Lymphedema / Vascular Anomalies / Vascular Malformations 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Injection, powder, lyophilized, for solution Intravenous 25 mg/1 Injection, powder, lyophilized, for solution; kit Intravenous Kit Intravenous Kit Intravenous 25 mg/1 Kit Interstitial; Intravenous 25 mg/1 Kit Intravascular; Intravenous Injection, powder, for solution Intravenous Injection, powder, for solution Intravenous 5 mg/ml - Prices
- Not Available
- Patents
Patent Number Pediatric Extension Approved Expires (estimated) Region US7881777 No 2011-02-01 2021-09-22 US US6915154 No 2005-07-05 2021-08-01 US US8647605 No 2014-02-11 2029-02-11 US US8185176 No 2012-05-22 2028-06-04 US US9421280 No 2016-08-23 2025-11-24 US US8406860 No 2013-03-26 2029-04-09 US US8892190 No 2014-11-18 2020-08-11 US US10631746 No 2020-04-28 2035-08-04 US
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 3.82e-05 mg/mL ALOGPS logP 2.26 ALOGPS logP 6.05 Chemaxon logS -7.3 ALOGPS pKa (Strongest Acidic) -0.94 Chemaxon pKa (Strongest Basic) 2.66 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 114.99 Å2 Chemaxon Rotatable Bond Count 14 Chemaxon Refractivity 231.13 m3·mol-1 Chemaxon Polarizability 87.2 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
Enzymes
Transporters
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- No
- Actions
- Substrate
- General Function
- Organic anion transmembrane transporter activity
- Specific Function
- Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter.
- Gene Name
- ABCC2
- Uniprot ID
- Q92887
- Uniprot Name
- Canalicular multispecific organic anion transporter 1
- Molecular Weight
- 174205.64 Da
References
- Takikawa H, Sano N, Akimoto K, Ogasawara T, Yamanaka M: Effects of colchicine and phenothiazine on biliary excretion of organic anions in rats. J Gastroenterol Hepatol. 1998 Apr;13(4):427-32. doi: 10.1111/j.1440-1746.1998.tb00658.x. [Article]
- Oude Elferink RP, Bakker CT, Roelofsen H, Middelkoop E, Ottenhoff R, Heijn M, Jansen PL: Accumulation of organic anion in intracellular vesicles of cultured rat hepatocytes is mediated by the canalicular multispecific organic anion transporter. Hepatology. 1993 Mar;17(3):434-44. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- No
- Actions
- Substrate
- General Function
- Transporter activity
- Specific Function
- Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes.
- Gene Name
- ABCB11
- Uniprot ID
- O95342
- Uniprot Name
- Bile salt export pump
- Molecular Weight
- 146405.83 Da
References
- Pedersen JM, Matsson P, Bergstrom CA, Hoogstraate J, Noren A, LeCluyse EL, Artursson P: Early identification of clinically relevant drug interactions with the human bile salt export pump (BSEP/ABCB11). Toxicol Sci. 2013 Dec;136(2):328-43. doi: 10.1093/toxsci/kft197. Epub 2013 Sep 6. [Article]
Drug created at November 30, 2015 19:10 / Updated at March 24, 2023 20:20