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Details

Stereochemistry ABSOLUTE
Molecular Formula C65H87N14O19S2.Lu
Molecular Weight 1609.542
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LUTETIUM OXODOTREOTIDE LU-177

SMILES

[177Lu+3].CC(O)[C@H](NC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)CN3CCN(CC([O-])=O)CCN(CC([O-])=O)CCN(CC([O-])=O)CC3)C(=O)N[C@@H](CC4=CC=C(O)C=C4)C(=O)N[C@H](CC5=CNC6=C5C=CC=C6)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1)C(O)=O

InChI

InChIKey=MXDPZUIOZWKRAA-PRDSJKGBSA-K
InChI=1S/C65H90N14O19S2.Lu/c1-38(80)56-64(96)73-51(63(95)75-57(39(2)81)65(97)98)37-100-99-36-50(72-59(91)47(28-40-10-4-3-5-11-40)68-52(83)32-76-20-22-77(33-53(84)85)24-26-79(35-55(88)89)27-25-78(23-21-76)34-54(86)87)62(94)70-48(29-41-15-17-43(82)18-16-41)60(92)71-49(30-42-31-67-45-13-7-6-12-44(42)45)61(93)69-46(58(90)74-56)14-8-9-19-66;/h3-7,10-13,15-18,31,38-39,46-51,56-57,67,80-82H,8-9,14,19-30,32-37,66H2,1-2H3,(H,68,83)(H,69,93)(H,70,94)(H,71,92)(H,72,91)(H,73,96)(H,74,90)(H,75,95)(H,84,85)(H,86,87)(H,88,89)(H,97,98);/q;+3/p-3/t38-,39-,46+,47-,48+,49-,50+,51+,56+,57+;/m1./s1/i;1+2

HIDE SMILES / InChI
Molecular Formula C65H87N14O19S2
Molecular Weight 1432.599
Charge -3
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 1
Optical Activity UNSPECIFIED
Molecular Formula Lu
Molecular Weight 176.9438
Charge 3
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Lutetium Lu 177 dotatate binds to somatostatin receptors with highest affinity for subtype 2 receptors (SSRT2). Upon binding to somatostatin receptor expressing cells, including malignant somatostatin receptor-positive tumors, the compound is internalized. The beta emission from Lu 177 induces cellular damage by formation of free radicals in somatostatin receptor-positive cells and in neighboring cells. LUTATHERA® (lutetium Lu 177 dotatate) is indicated for the treatment of somatostatin receptor-positive gastroenteropancreatic neuroendocrine tumors (GEP-NETs), including foregut, midgut, and hindgut neuroendocrine tumors in adults.

Originator

Approval Year

2018
436
Targets

Targets

Primary TargetPharmacologyConditionPotency
Binding Agent
1064
 1.5 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
LUTATHERA

Approved Use

LUTATHERA is a radiolabeled somatostatin analog indicated for the treatment of somatostatin receptor-positive gastroenteropancreatic neuroendocrine tumors (GEP-NETs), including foregut, midgut, and hindgut neuroendocrine tumors in adults.

Launch Date

1.51683845E12
PubMed

PubMed

TitleDatePubMed
Lutetium Lu 177 Dotatate Approved by FDA.
2018 Apr
Patents

Patents

WO2016207732A1
1

Sample Use Guides

In Vivo Use Guide
The recommended LUTATHERA® (lutetium Lu 177 dotatate) dose is 7.4 GBq (200 mCi) every 8 weeks for a total of 4 doses.
Route of Administration: Intravenous
In Vitro Use Guide
SSTR-mediated uptake of 177Lu-DOTATATE by various cell lines was measured after 4 h incubation with 100 KBq/ml 177Lu-DOTATATE in the presence or in the absence of 1 μM octreotide
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:01:22 UTC 2023
Edited
by admin
on Sat Dec 16 05:01:22 UTC 2023
Record UNII
AE221IM3BB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LUTETIUM OXODOTREOTIDE LU-177
Common Name English
LUTETATE(1-)-177LU, (N-((4,7,10-TRIS((CARBOXY-.KAPPA.O)METHYL)-1,4,7,10-TETRAAZACYCLODODEC-1-YL-.KAPPA.N1,.KAPPA.N4,.KAPPA.N7,.KAPPA.N10)ACETYL)-D-PHENYLALANYL-L-CYSTEINYL-L-TYROSYL-D-TRYPTOPHYL-L-LYSYL-L-THREONYL-L-CYSTEINYL-L-THREONINE CYCLIC (2-7)-DIS
Systematic Name English
LUTETIUM LU 177 DOTATATE
Common Name English
177LU-DOTATATE
Common Name English
LUTETIUM DOTATATE LU-177 [ORANGE BOOK]
Common Name English
(177)LU-DOTATATE
Common Name English
LUTETIUM (177LU) OXODOTREOTIDE
INN  
INN  
Official Name English
LUTETIUM (177LU) OXODOTREOTIDE [MI]
Common Name English
LUTETIUM-177(3+), S2,S7-CYCLO(N-(4,7,10-TRICARBOXYMETHYL-1,4,7,10-TETRAAZA-CYCLODODECAN-1-YL-ACETYL)-4-CHLORO-L-PHENYLALANYL-D-CYSTEINYL-4-((4S)-2,6-DIOXO-1,3-DIAZINANE-4-CARBOXAMIDO)-L-PHENYLALANYL-4-(CARBAMOYLAMINO)-D-PHENYLALANYL-L-LYSYL-L-THREONYL-L-
Systematic Name English
((177)LU-DOTA(0)-TYR(3))-OCTREOTATE
Common Name English
lutetium (¹⁷⁷Lu) oxodotreotide [INN]
Common Name English
LUTETIUM DOTATATE LU-177
Common Name English
LUTATHERA
Brand Name English
OXODOTREOTIDE LUTETIUM, LU-177
Common Name English
DOTATATE LUTETIUM LU-177
Common Name English
177LU-DOTA-TYR3-OCTREOTATE
Common Name English
LUTETIUM LU-177 DOTATATE
Common Name English
DOTA-OCTREOTATE LUTETIUM LU-177
Common Name English
OXODOTREOTIDE LUTETIUM LU-177
Common Name English
LUTETIUM DOTATATE, LU-177
Common Name English
Lutetium (177Lu) dotatate [WHO-DD]
Common Name English
DOTATATE LUTENIUM LU-177
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 271008
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
NCI_THESAURUS C129819
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
EU-Orphan Drug EU/3/07/523
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
NCI_THESAURUS C2124
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
WHO-ATC V10XX04
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
Code System Code Type Description
DAILYMED
AE221IM3BB
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
INN
10470
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
EVMPD
SUB180110
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
LACTMED
Lutetium Lu 177 Dotatate
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
MERCK INDEX
m12054
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
CAS
437608-50-9
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
PUBCHEM
76966897
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
SMS_ID
100000166133
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
RXCUI
1999335
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
DRUG CENTRAL
5275
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
NCI_THESAURUS
C95020
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
EPA CompTox
DTXSID20195927
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
DRUG BANK
DB13985
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
FDA UNII
AE221IM3BB
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
PRIMARY
CAS
753443-19-5
Created by admin on Sat Dec 16 05:01:22 UTC 2023 , Edited by admin on Sat Dec 16 05:01:22 UTC 2023
ALTERNATIVE
Related Record Type Details
SOMATOSTATIN RECEPTOR TYPE 2
TARGET->RADIOLIGAND
Lutetium Lu 177 dotatate binds to somatostatin receptors with highest affinity for subtype 2 receptors (SSRT2). Upon binding to somatostatin receptor expressing cells, including malignant somatostatin receptor-positive tumors, the compound is internalized. The beta emission from Lu 177 induces cellular damage by formation of free radicals in somatostatin receptor-positive cells and in neighboring cells.
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of OXODOTREOTIDE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of LUTETIUM OXODOTREOTIDE LU-177
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC COMMENTS
PHARMACOKINETIC
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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