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Details

Stereochemistry ABSOLUTE
Molecular Formula C72H120N20O21S3.Tc
Molecular Weight 1796.946
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of MARACICLATIDE TC-99M

SMILES

[99Tc].CC(=NO)C(C)(C)NCCC(CCNC(=O)CCCC(=O)NCCCC[C@@H]1NC(=O)CSC[C@H](NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@@H]3CSSC[C@H](NC1=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N3)C(=O)NCCOCCOCCOCCNC(=O)COCC(N)=O)CCNC(C)(C)C(C)=NO

InChI

InChIKey=ORBUAXYWHYOTMA-HINGAUKESA-N
InChI=1S/C72H120N20O21S3.Tc/c1-45(91-108)71(3,4)82-26-21-47(22-27-83-72(5,6)46(2)92-109)20-25-77-58(95)19-12-18-57(94)76-23-11-10-16-50-65(103)89-54-42-115-116-43-55(90-67(105)52(37-62(99)100)85-59(96)38-81-63(101)49(86-68(54)106)17-13-24-80-70(74)75)69(107)87-51(36-48-14-8-7-9-15-48)66(104)88-53(41-114-44-61(98)84-50)64(102)79-29-31-111-33-35-112-34-32-110-30-28-78-60(97)40-113-39-56(73)93;/h7-9,14-15,47,49-55,82-83,108-109H,10-13,16-44H2,1-6H3,(H2,73,93)(H,76,94)(H,77,95)(H,78,97)(H,79,102)(H,81,101)(H,84,98)(H,85,96)(H,86,106)(H,87,107)(H,88,104)(H,89,103)(H,90,105)(H,99,100)(H4,74,75,80);/b91-45+,92-46+;/t49-,50-,51-,52-,53-,54-,55-;/m0./s1/i;1+1

HIDE SMILES / InChI

Molecular Formula Tc
Molecular Weight 98.9063
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C72H120N20O21S3
Molecular Weight 1698.04
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 6
Optical Activity UNSPECIFIED

Maraciclatide Tc-99m is radiolabelled with technetium 99m cyclic peptide maraciclatide (NC100692 or diamine dioxime-Lys-Cys-Arg-Gly-Asp-Cyc-Phe-Cys-polyethylene glycol). Maraciclatide Tc-99m binds vitronectin receptors (αvβ3 and αvβ5 integrins) with high affinity. Maraciclatide Tc-99m is used in single-photon emission computed tomography (SPECT) imaging of vitronectin receptors that are upregulated and expressed preferentially on proliferating endothelial cells. Maraciclatide Tc-99m is being developed as a diagnostic agent to determine neoplasia and cardiovascular diseases.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.5 nM [Kd]
0.1 nM [Kd]
PubMed

PubMed

TitleDatePubMed
Noninvasive imaging of angiogenesis with a 99mTc-labeled peptide targeted at alphavbeta3 integrin after murine hindlimb ischemia.
2005 Jun 21
Integrin receptor imaging of breast cancer: a proof-of-concept study to evaluate 99mTc-NC100692.
2006 Sep
99mTc-NC100692--a tracer for imaging vitronectin receptors associated with angiogenesis: a preclinical investigation.
2008 Apr
αVβ3 integrin-targeted microSPECT/CT imaging of inflamed atherosclerotic plaques in mice.
2016 Dec
Comparison of Tc-99m maraciclatide and Tc-99m sestamibi molecular breast imaging in patients with suspected breast cancer.
2017 Dec

Sample Use Guides

Maraciclatide Tc-99m (99mTc-NC100692) was administered as a single bolus injection (with an NC100692 maximum content of 75 μg). The mean activity injected was 694 MBq (range, 561–747 MBq).
Route of Administration: Intravascular
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:13:17 GMT 2023
Edited
by admin
on Sat Dec 16 09:13:17 GMT 2023
Record UNII
H0X34CV8RR
Record Status Validated (UNII)
Record Version
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Name Type Language
MARACICLATIDE TC-99M
Common Name English
NC100692 TC-99M
Code English
99MTC-NC100692
Code English
TC99M-MARACICLATIDE
Common Name English
Code System Code Type Description
FDA UNII
H0X34CV8RR
Created by admin on Sat Dec 16 09:13:17 GMT 2023 , Edited by admin on Sat Dec 16 09:13:17 GMT 2023
PRIMARY
PUBCHEM
139033082
Created by admin on Sat Dec 16 09:13:17 GMT 2023 , Edited by admin on Sat Dec 16 09:13:17 GMT 2023
PRIMARY
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