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Details

Stereochemistry ACHIRAL
Molecular Formula C48H66N5O10.2C2H3O2.Lu.H2O
Molecular Weight 1184.135
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MOTEXAFIN LUTETIUM

SMILES

O.[Lu+3].CC([O-])=O.CC([O-])=O.CCC1=C2[N-]C(C=C3N=C(\C=N\C4=CC(OCCOCCOCCOC)=C(OCCOCCOCCOC)C=C4\N=C\C5=NC(=C2)C(CCCO)=C5C)C(C)=C3CCCO)=C1CC

InChI

InChIKey=WIQKYZYFTAEWBF-IOYKFIIZSA-L
InChI=1S/C48H66N5O10.2C2H4O2.Lu.H2O/c1-7-35-36(8-2)40-28-42-38(12-10-14-55)34(4)46(53-42)32-50-44-30-48(63-26-24-61-22-20-59-18-16-57-6)47(62-25-23-60-21-19-58-17-15-56-5)29-43(44)49-31-45-33(3)37(11-9-13-54)41(52-45)27-39(35)51-40;2*1-2(3)4;;/h27-32,54-55H,7-26H2,1-6H3;2*1H3,(H,3,4);;1H2/q-1;;;+3;/p-2/b39-27-,40-28-,41-27-,42-28-,45-31-,46-32-,49-31+,49-43+,50-32+,50-44+;;;;

HIDE SMILES / InChI

Molecular Formula C48H69N5O10
Molecular Weight 876.089
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula C2H3O2
Molecular Weight 59.044
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Lu
Molecular Weight 174.967
Charge 3
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Motexafin lutetium is pentadentate aromatic metallotexaphyrin with photosensitizing properties patented by Pharmacyclics, Inc. as anticancer agent that enhances the cytotoxic potential of photodynamic therapy through several mechanisms, including depleting intracellular reducing metabolites that are necessary for repairing the oxidative damage induced by irradiation. Motexafin lutetium catalyzes the oxidation of intracellular reducing metabolites such as ascorbate, glutathione, nicotinamide adenine dinucleotide phosphate, and protein thiols, generating reactive oxygen species in a process known as futile redox cycling. The depletion (through oxidation) of these reducing metabolites removes the substrate necessary in a cell to repair oxidative damage induced by photodynamic therapy and, left unrepaired, such oxidative DNA damage is converted into lethal double-stranded breaks. Motexafin lutetium has the potential to combine the features of selective localization, ability to be activated by deeply penetrating far-red light, low incidence of skin photosensitization and water solubility. The product was in clinical development as a treatment for several types of solid tumors (as Lutrin), age-related macular degeneration (as Optrin), atherosclerosis and prevention of restenosis (as Antrin).

Approval Year

PubMed

PubMed

TitleDatePubMed
Photodynamic therapy with motexafin lutetium induces redox-sensitive apoptosis of vascular cells.
2001 May
Photodynamic therapy with motexafin lutetium for rectal cancer: a preclinical model in the dog.
2006 Oct
Clinical development of photodynamic agents and therapeutic applications.
2018
Patents

Patents

Sample Use Guides

2 mg/kg
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:10:48 GMT 2023
Edited
by admin
on Sat Dec 16 02:10:48 GMT 2023
Record UNII
0A85BJ22L6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MOTEXAFIN LUTETIUM
MI   USAN   WHO-DD  
USAN  
Official Name English
LUTETIUM TEXAPHYRIN
Common Name English
NSC-695239
Code English
OPTRIN
Brand Name English
PCI-0123
Code English
MOTEXAFIN LUTETIUM [USAN]
Common Name English
LU-TEX
Common Name English
MOTEXAFIN LUTETIUM [MI]
Common Name English
FP-LP1
Code English
LU TEXAPHYRIN
Common Name English
Motexafin lutetium [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1420
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C1651
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY
CAS
156436-90-7
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY
MESH
C102825
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY
SMS_ID
300000044562
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY
FDA UNII
0A85BJ22L6
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY
DRUG BANK
DB05296
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY
NSC
695239
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY
WIKIPEDIA
MOTEXAFIN LUTETIUM
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY
USAN
LL-39
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY
ChEMBL
CHEMBL3545304
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY
MERCK INDEX
m7638
Created by admin on Sat Dec 16 02:10:48 GMT 2023 , Edited by admin on Sat Dec 16 02:10:48 GMT 2023
PRIMARY Merck Index
Related Record Type Details
ANHYDROUS->SOLVATE
NON-LABELED -> LABELED
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ACTIVE MOIETY
ACTIVE MOIETY