MedKoo Cat#: 533014 | Name: DOTA-NOC
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

NOTA-NOC, also known as Dotanoc and DOTA-(1-Nal)3-Octreotide, is a ligand to make gallium Ga 68-DOTANOC, which is a gallium Ga 68-radiolabeled analogue of somatostatin that may be used in conjunction with positron emission tomography (PET) to image neuroendocrine tumors and metastases.

Chemical Structure

DOTA-NOC
DOTA-NOC
CAS#619300-53-7

Theoretical Analysis

MedKoo Cat#: 533014

Name: DOTA-NOC

CAS#: 619300-53-7

Chemical Formula: C69H94N14O17S2

Exact Mass: 1454.6363

Molecular Weight: 1455.71

Elemental Analysis: C, 56.93; H, 6.51; N, 13.47; O, 18.68; S, 4.40

Price and Availability

Size Price Availability Quantity
5mg USD 1,650.00 2 Weeks
10mg USD 2,950.00 2 Weeks
100mg USD 6,950.00 2 Weeks
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Related CAS #
619300-53-7 1027785-95-0 (Ga68 complex) 1040397-47-4 (Ga68 complex) DOTA-NOC (acetate)
Synonym
Dotanoc; DOTA-NOC; DOTA-Nal3-octreotide; DOTA-(1-Nal)3-Octreotide;
IUPAC/Chemical Name
2,2',2''-(10-(2-(((R)-1-(((4R,7S,10S,13R,16S,19R)-13-((1H-indol-3-yl)methyl)-10-(4-aminobutyl)-4-(((2R,3R)-1,3-dihydroxybutan-2-yl)carbamoyl)-7-((S)-1-hydroxyethyl)-16-(naphthalen-1-ylmethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-19-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetic acid
InChi Key
PZCJTYVWTGPGOH-DGPRRBGHSA-N
InChi Code
InChI=1S/C69H94N14O17S2/c1-42(85)55(39-84)76-68(99)57-41-102-101-40-56(77-64(95)52(31-44-13-4-3-5-14-44)72-58(87)35-80-23-25-81(36-59(88)89)27-29-83(38-61(92)93)30-28-82(26-24-80)37-60(90)91)67(98)75-53(32-46-17-12-16-45-15-6-7-18-48(45)46)66(97)74-54(33-47-34-71-50-20-9-8-19-49(47)50)65(96)73-51(21-10-11-22-70)63(94)79-62(43(2)86)69(100)78-57/h3-9,12-20,34,42-43,51-57,62,71,84-86H,10-11,21-33,35-41,70H2,1-2H3,(H,72,87)(H,73,96)(H,74,97)(H,75,98)(H,76,99)(H,77,95)(H,78,100)(H,79,94)(H,88,89)(H,90,91)(H,92,93)/t42-,43+,51+,52-,53+,54-,55-,56+,57+,62+/m1/s1
SMILES Code
OC[C@H]([C@H](O)C)NC([C@@H](NC([C@@H](NC([C@@H](NC1=O)CCCCN)=O)[C@@H](O)C)=O)CSSC[C@H](NC([C@H](NC(CN2CCN(CC(O)=O)CCN(CCN(CC2)CC(O)=O)CC(O)=O)=O)CC3=CC=CC=C3)=O)C(N[C@H](C(N[C@@H]1CC4=CNC5=C4C=CC=C5)=O)CC6=CC=CC7=C6C=CC=C7)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Gallium Ga 68-DOTANOC is a conjugate of the somatostatin analogue 1-Nal3-octreotide (NOC) and gallium Ga 68-labeled 1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid (DOTA). The somatostatin analogue NOC has a high affinity for somatostatin receptor subtypes 2, 3, and 5; these receptor subtypes have been shown to be present in large numbers on neuroendocrine tumors and their metastases, while most other normal tissues express low levels of these somatostatin receptor subtypes.

Preparing Stock Solutions

The following data is based on the product molecular weight 1,455.71 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: He Q, Xu Z, Zhang B, Hu W, Zhang X. Tumor-Induced Osteomalacia Caused by a Parotid Basal Cell Adenoma Detected by 68Ga-DOTANOC PET/CT. Clin Nucl Med. 2018 Jun;43(6):e198-e199. doi: 10.1097/RLU.0000000000002076. PubMed PMID: 29659384. 2: Parihar AS, Basher RK, Rana N, Mittal BR. Incidental Meningioma on (68)Ga-DOTANOC Positron-Emission Tomography. Indian J Nucl Med. 2018 Apr-Jun;33(2):182. doi: 10.4103/ijnm.IJNM_162_17. PubMed PMID: 29643691; PubMed Central PMCID: PMC5883448. 3: Arunraj ST, Parida GK, Damle NA, Arora S, Reddy S, Chakraborty D, Prabhu M, Tripathi M, Bal C. 68Ga-DOTANOC PET/CT in Medulloblastoma. Clin Nucl Med. 2018 May;43(5):e145-e146. doi: 10.1097/RLU.0000000000002021. PubMed PMID: 29485447. 4: Parida GK, Tripathy S, Datta Gupta S, Singhal A, Kumar R, Bal C, Shamim SA. Adenocarcinoma Prostate With Neuroendocrine Differentiation: Potential Utility of 18F-FDG PET/CT and 68Ga-DOTANOC PET/CT Over 68Ga-PSMA PET/CT. Clin Nucl Med. 2018 Apr;43(4):248-249. doi: 10.1097/RLU.0000000000002013. PubMed PMID: 29474196. 5: Brown R, Chuah PS, Panagiotidis E, Vinjamuri S. Incidental Detection of Asymptomatic Brain Metastases on (18)F-fluoride Positron Emission Tomography/Computed Tomography and (68)Ga DOTANOC Positron Emission Tomography/Computed Tomography in a Patient with Concomitant Breast Carcinoma and a Pancreatic Neuroendocrine Tumor. World J Nucl Med. 2018 Jan-Mar;17(1):65-66. doi: 10.4103/wjnm.WJNM_10_17. PubMed PMID: 29398971; PubMed Central PMCID: PMC5778721. 6: Passah A, Kaushik P, Patel C, Parakh N. Gallium-68 DOTANOC scan in a patient with suspected cardiac sarcoidosis. J Nucl Cardiol. 2018 Jan 11. doi: 10.1007/s12350-017-1178-3. [Epub ahead of print] PubMed PMID: 29327255. 7: Christiansen CD, Petersen H, Nielsen AL, Detlefsen S, Brusgaard K, Rasmussen L, Melikyan M, Ekström K, Globa E, Rasmussen AH, Hovendal C, Christesen HT. 18F-DOPA PET/CT and 68Ga-DOTANOC PET/CT scans as diagnostic tools in focal congenital hyperinsulinism: a blinded evaluation. Eur J Nucl Med Mol Imaging. 2018 Feb;45(2):250-261. doi: 10.1007/s00259-017-3867-1. Epub 2017 Nov 8. PubMed PMID: 29116340; PubMed Central PMCID: PMC5745571. 8: Singh D, Chopra A, Ravina M, Kongara S, Bhatia E, Kumar N, Gupta S, Yadav S, Dabadghao P, Yadav R, Dube V, Kumar U, Dixit M, Gambhir S. Correction to Oncogenic osteomalacia: role of Ga-68 DOTANOC PET/CT scan in identifying the culprit lesion and its management. Br J Radiol. 2017 Nov;90(1079):20160811e. doi: 10.1259/bjr.20160811.e. PubMed PMID: 29034744; PubMed Central PMCID: PMC5963369. 9: Ruuska T, Ramírez Escalante Y, Vaittinen S, Gardberg M, Kiviniemi A, Marjamäki P, Kemppainen J, Jyrkkiö S, Minn H. Somatostatin receptor expression in lymphomas: a source of false diagnosis of neuroendocrine tumor at (68)Ga-DOTANOC PET/CT imaging. Acta Oncol. 2018 Feb;57(2):283-289. doi: 10.1080/0284186X.2017.1342864. Epub 2017 Jul 7. PubMed PMID: 28686510. 10: Malik D, Jois A, Singh H, Bora GS, Basher RK, Mittal BR. Metastatic Neuroblastoma in Adult Patient, Presenting as a Super Scan on 68Ga-DOTANOC PET/CT Imaging. Clin Nucl Med. 2017 Sep;42(9):697-699. doi: 10.1097/RLU.0000000000001749. PubMed PMID: 28682847. 11: Berzaczy D, Giraudo C, Haug AR, Raderer M, Senn D, Karanikas G, Weber M, Mayerhoefer ME. Whole-Body 68Ga-DOTANOC PET/MRI Versus 68Ga-DOTANOC PET/CT in Patients With Neuroendocrine Tumors: A Prospective Study in 28 Patients. Clin Nucl Med. 2017 Sep;42(9):669-674. doi: 10.1097/RLU.0000000000001753. PubMed PMID: 28682844; PubMed Central PMCID: PMC5636054. 12: Tripathy S, Mukherjee A, Singh CA, Jat B, Bal C, Shamim SA. Glomus Tumor of the Larynx: A Rare Synchronous Paraganglioma in a Patient with Bilateral Carotid Body Tumor Detected on (68)Ga-DOTANOC PET/CT. Indian J Nucl Med. 2017 Jul-Sep;32(3):241-242. doi: 10.4103/ijnm.IJNM_163_16. PubMed PMID: 28680217; PubMed Central PMCID: PMC5482029. 13: Kamaleshwaran KK, Joseph J, Upadhya I, Shinto AS. Image Findings of a Rare Case of Neuroendocrine Tumor Metastatic to Orbital Extraocular Muscle in Gallium-68 DOTANOC Positron Emission Tomography/Computed Tomography and Therapy with Lutetium-177 DOTATATE. Indian J Nucl Med. 2017 Apr-Jun;32(2):125-127. doi: 10.4103/0972-3919.202236. PubMed PMID: 28533641; PubMed Central PMCID: PMC5439203. 14: Lamarca A, Pritchard DM, Westwood T, Papaxoinis G, Nonaka D, Vinjamuri S, Valle JW, Manoharan P, Mansoor W. 68Gallium DOTANOC-PET Imaging in Lung Carcinoids: Impact on Patients' Management. Neuroendocrinology. 2018;106(2):128-138. doi: 10.1159/000472717. Epub 2017 Apr 12. PubMed PMID: 28399530. 15: Jain TK, Singh SK, Sood A, Ashwathanarayama AG, Basher RK, Shukla J, Mittal BR. A rare adult renal neuroblastoma better imaged by (18)F-FDG than by (68)Ga-dotanoc in the PET/CT scan. Hell J Nucl Med. 2017 Jan-Apr;20(1):100-101. doi: 10.1967/s002449910517. Epub 2017 Mar 20. PubMed PMID: 28315919. 16: Zanoni L, Zompatori M, Scalorbi F, Fanti S, Ambrosini V. The Wandering Mesenteric Lymph Node: Delayed 68Ga-DOTANOC PET/CT Imaging to Overcome a Potential Pitfall. Clin Nucl Med. 2017 May;42(5):e253-e254. doi: 10.1097/RLU.0000000000001611. PubMed PMID: 28263209. 17: Singh D, Chopra A, Ravina M, Kongara S, Bhatia E, Kumar N, Gupta S, Yadav S, Dabadghao P, Yadav R, Dube V, Kumar U, Dixit M, Gambhir S. Oncogenic osteomalacia: role of Ga-68 DOTANOC PET/CT scan in identifying the culprit lesion and its management. Br J Radiol. 2017 Apr;90(1072):20160811. doi: 10.1259/bjr.20160811. Epub 2017 Feb 9. PubMed PMID: 28181822; PubMed Central PMCID: PMC5605070. 18: Abubakar S, Amoako YA, Kotze T, Tag N. Source of Ectopic ACTH Secretion Easily Identified by 68 Ga DOTANOC PET/CT. Clin Nucl Med. 2017 Apr;42(4):295-296. doi: 10.1097/RLU.0000000000001541. PubMed PMID: 28098665. 19: Janssen I, Wolf KI, Chui CH, Millo CM, Pacak K. Relevant Discordance Between 68Ga-DOTATATE and 68Ga-DOTANOC in SDHB-Related Metastatic Paraganglioma: Is Affinity to Somatostatin Receptor 2 the Key? Clin Nucl Med. 2017 Mar;42(3):211-213. doi: 10.1097/RLU.0000000000001504. PubMed PMID: 28033222; PubMed Central PMCID: PMC5290153. 20: Rufini V, Inzani F, Stefanelli A, Castaldi P, Perotti G, Cinquino A, Indovina L, Rindi G. The Accessory Spleen Is an Important Pitfall of 68Ga-DOTANOC PET/CT in the Workup for Pancreatic Neuroendocrine Neoplasm. Pancreas. 2017 Feb;46(2):157-163. doi: 10.1097/MPA.0000000000000728. PubMed PMID: 27846139.