Identification

Name
Indocyanine green acid form
Commonly known or available as Indocyanine green
Accession Number
DB09374
Description

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
Thumb
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

Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
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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
Learn about our commercial Adverse Effects data.
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Toxicity

Mouse LD50 60mg/kg ( intravenous ) Rat LD50 : 87mh/kg ( intravenous)

Affected organisms
Not Available
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.
DrugInteraction
AstemizoleAstemizole may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level.
AtazanavirAtazanavir may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level.
AtenololAtenolol may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level.
AtorvastatinAtorvastatin may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level.
AtropineAtropine may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level.
BosentanBosentan may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level.
BudesonideBudesonide may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level.
CefaclorCefaclor may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level.
CelecoxibCelecoxib may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level.
CerivastatinCerivastatin may decrease the excretion rate of Indocyanine green acid form which could result in a higher serum level.
Additional Data Available
  • Extended Description
    Extended Description
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    Extended description of the mechanism of action and particular properties of each drug interaction.

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  • Severity
    Severity
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  • Evidence Level
    Evidence Level
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  • Action
    Action
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Food Interactions
No interactions found.

Products

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Product Ingredients
IngredientUNIICASInChI Key
Indocyanine greenIX6J1063HV3599-32-4MOFVSTNWEDAEEK-UHFFFAOYSA-M
Brand Name Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
IC-GreenKit25 mg/1IntravenousAkorn, Inc.2007-09-01Not applicableUS flag
IC-GreenInjection, powder, lyophilized, for solution25 mg/1IntravenousNovadaq Technologies, Inc.2013-09-15Not applicableUS flag
IC-GreenInjection, powder, lyophilized, for solution25 mg/1IntravenousNovadaq Technologies, Inc.2013-09-25Not applicableUS flag
IC-GreenPowder25 mgIntravenousAkorn Inc1994-12-31Not applicableCanada flag
Ic-greenInjection, powder, lyophilized, for solution25 mg/1IntravenousNovadaq Technologies, Inc.2015-03-06Not applicableUS flag
Indocyanine Green for Injection KitKit; Powder, for solutionIntravenousDiagnostic Green GmbH2019-06-11Not applicableCanada flag
Indocyanine Green for Injection KitKit; Powder, for solutionIntravenousDiagnostic Green GmbHNot applicableNot applicableCanada flag
Indocyanine Green for Injection, USPPowder, for solutionIntravenousDiagnostic Green GmbH2019-06-11Not applicableCanada flag
PINPOINT KitKit25 mg/1Interstitial; IntravenousNovadaq Technologies Inc2018-11-21Not applicableUS flag
Spy Agent GreenPowder, for solutionInterstitial; IntravenousNovadaq Technologies Ulc2019-06-04Not applicableCanada flag
Additional Data Available
  • Application Number
    Application Number
    Available for Purchase

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

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  • Product Code
    Product Code
    Available for Purchase

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

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Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Indocyanine greenInjection, powder, lyophilized, for solution25 mg/1IntravenousNovadaq Technologies, Inc.2011-12-01Not applicableUS flag
Indocyanine greenInjection, powder, lyophilized, for solution25 mg/1IntravenousNovadaq Technologies, Inc.2015-12-01Not applicableUS flag
Indocyanine greenKit25 mg/1IntravenousNovadaq Technologies, Inc.1981-07-20Not applicableUS flag
Indocyanine greenInjection, powder, lyophilized, for solution25 mg/1IntravenousNovadaq Technologies, Inc.2012-07-01Not applicableUS flag
Additional Data Available
  • Application Number
    Application Number
    Available for Purchase

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

    Learn more
  • Product Code
    Product Code
    Available for Purchase

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
ICGIndocyanine green (25 mg/1) + Water (1 mL/1mL)KitIntravenousKARL STORZ Endoscopy-America, Inc.2016-06-01Not applicableUS flag
Indocyanine GreenIndocyanine green (25 mg/1) + Water (1 mL/1mL)KitIntravenousDiagnostic Green GmbH2008-01-01Not applicableUS flag
Indocyanine GreenIndocyanine green (25 mg/1) + Water (10 mL/1)KitIntravenousPulsion Medical Systems Se2008-01-012017-08-30US flag
Indocyanine GreenIndocyanine green (25 mg/1) + Water (10 mL/1)KitIntravenousHub Pharmaceuticals Llc2008-01-01Not applicableUS flag
PINPOINT Lymphatics KitIndocyanine green (25 mg/1) + Water (1 mL/1mL)KitIntravascular; IntravenousNovadaq Technologies Inc2018-11-21Not applicableUS flag
SPY Elite KitIndocyanine green (25 mg/1) + Water (1 mL/1mL)KitIntravascular; IntravenousNovadaq Technologies Inc2018-11-21Not applicableUS flag
SPY Lymphatics KitIndocyanine green (25 mg/1) + Water (1 mL/1mL)KitInterstitial; IntravascularNovadaq Technologies Inc2020-04-13Not applicableUS flag
SPY-MIS KitIndocyanine green (25 mg/1) + Water (1 mL/1mL)KitIntravascular; IntravenousNovadaq Technologies Inc2019-09-10Not applicableUS flag
SPY-PHI KitIndocyanine green (25 mg/1) + Water (1 mL/1mL)KitIntravascular; IntravenousNovadaq Technologies Inc2019-09-10Not applicableUS flag

Categories

Drug Categories
Classification
Not classified

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
  1. 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. [PubMed:26149724]
  2. DRUGS.COM [Link]
  3. ChemIDplus [Link]
  4. Pubchem [Link]
KEGG Drug
D01342
PubChem Compound
11967809
PubChem Substance
347827836
ChemSpider
18109
RxNav
2199577
ChEBI
31696
ChEMBL
CHEMBL1615807
ZINC
ZINC000008101127
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
Wikipedia
Indocyanine_green
AHFS Codes
  • 36:18.00 — Cardiac Function
  • 36:44.00 — Liver Function
  • 36:68.00 — Roentgenography
FDA label
Download (3.75 MB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedDiagnosticLiver Cirrhosis1
4CompletedOtherGraves Diseases / Thyroid Cancers / Thyroid Goiter1
4Enrolling by InvitationDiagnosticLymphedema1
4Not Yet RecruitingDiagnosticMalignant Neoplasm of Stomach1
4RecruitingPreventionHypocalcemia / Hypoparathyroidism Postprocedural / Total Thyroidectomy1
4RecruitingTreatmentDeep Endometriosis / Recto Vaginal Node1
4Unknown StatusDiagnosticNeoplasms, Breast1
4WithdrawnOtherSclerosis, Progressive Systemic1
3CompletedDiagnosticNeoplasms, Breast1
3CompletedTreatmentChoroidal Melanoma1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Injection, powder, for solution25 mg
PowderIntravenous25 mg
Injection, powder, lyophilized, for solutionIntravenous25 mg/1
KitIntravenous
KitIntravenous25 mg/1
Kit; powder, for solutionIntravenous
Powder, for solutionIntravenous
KitInterstitial; Intravenous25 mg/1
Powder, for solutionInterstitial; Intravenous
Kit; powder, for solutionInterstitial; Intravenous
KitInterstitial; Intravascular
KitIntravascular; Intravenous
Prices
Not Available
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)Region
US7881777No2011-02-012021-09-22US flag
US6915154No2005-07-052021-08-01US flag
US8647605No2014-02-112029-02-11US flag
US8185176No2012-05-222028-06-04US flag
US9421280No2016-08-232025-11-24US flag
US8406860No2013-03-262029-04-09US flag
US8892190No2014-11-182020-08-11US flag
US10631746No2015-08-042035-08-04US flag
Additional Data Available
  • Filed On
    Filed On
    Available for Purchase

    The date on which a patent was filed with the relevant government.

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Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility3.82e-05 mg/mLALOGPS
logP2.26ALOGPS
logP6.05ChemAxon
logS-7.3ALOGPS
pKa (Strongest Acidic)-0.94ChemAxon
pKa (Strongest Basic)2.66ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area114.99 Å2ChemAxon
Rotatable Bond Count14ChemAxon
Refractivity231.13 m3·mol-1ChemAxon
Polarizability87.2 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Enzymes

Kind
Protein
Organism
Humans
Pharmacological action
Yes
Actions
Cofactor
General Function
Receptor binding
Specific Function
Not Available
Gene Name
IDH1
Uniprot ID
O75874
Uniprot Name
Isocitrate dehydrogenase [NADP] cytoplasmic
Molecular Weight
46659.005 Da
References
  1. UniProt [Link]
  2. ChEMBL [Link]
Kind
Protein
Organism
Humans
Pharmacological action
Yes
Actions
Catalytic activity
General Function
Glutaminase activity
Specific Function
Catalyzes the first reaction in the primary pathway for the renal catabolism of glutamine. Plays a role in maintaining acid-base homeostasis. Regulates the levels of the neurotransmitter glutamate ...
Gene Name
GLS
Uniprot ID
O94925
Uniprot Name
Glutaminase kidney isoform, mitochondrial
Molecular Weight
73460.56 Da
References
  1. UniProt [Link]
  2. ChEMBL [Link]

Transporters

Kind
Protein
Organism
Humans
Pharmacological action
Yes
Actions
Transporter
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
  1. UniProt [Link]
  2. ChEMBL [Link]
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
  1. 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. [PubMed:24014644]

Drug created on November 30, 2015 12:10 / Updated on November 23, 2020 09:08

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