An internal standard for the quantification of oxytocin
Related Products
Unlabeled Version(s)
11799Oxytocin (acetate)
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Oxytocin-d10 (trifluoroacetate salt)

Item No. 44812

Technical Information
Formal Name
(2S)-N-(1-((2-amino-2-oxoethyl)amino)-4-(methyl-d3)-1-oxopentan-2-yl-2,3,3,4,5,5,5-d7)-1-((4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-((S)-sec-butyl)-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide, trifluoroacetate salt
Synonyms
  • OXT-d10
Molecular Formula
C43H56D10N12O12S2 • XCF3COOH
Formula Weight
Purity
≥99% deuterated forms (d1-d2)
A solid
Water: Soluble
SMILES
NC(CNC(C(NC([C@H]1N(C([C@@H](NC([C@H](CC(N)=O)NC([C@@H]2CCC(N)=O)=O)=O)CSSC[C@H](N)C(N[C@@H](CC3=CC=C(O)C=C3)C(N[C@]([C@@H](C)CC)([H])C(N2)=O)=O)=O)=O)CCC1)=O)([2H])C([2H])([2H])C(C([2H])([2H])[2H])([2H])C([2H])([2H])[2H])=O)=O.FC(F)(F)C(O)=O
InChi Code
InChI=1S/C43H66N12O12S2.C2HF3O2/c1-5-22(4)35-42(66)49-26(12-13-32(45)57)38(62)51-29(17-33(46)58)39(63)53-30(20-69-68-19-25(44)36(60)50-28(40(64)54-35)16-23-8-10-24(56)11-9-23)43(67)55-14-6-7-31(55)41(65)52-27(15-21(2)3)37(61)48-18-34(47)59;3-2(4,5)1(6)7/h8-11,21-22,25-31,35,56H,5-7,12-20,44H2,1-4H3,(H2,45,57)(H2,46,58)(H2,47,59)(H,48,61)(H,49,66)(H,50,60)(H,51,62)(H,52,65)(H,53,63)(H,54,64);(H,6,7)/t22-,25-,26-,27-,28-,29-,30-,31-,35-;/m0./s1/i2D3,3D3,15D2,21D,27D;
InChi Key
HCWNGYCIMQIGKC-UUDLJPFQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Oxytocin-d10 is intended for use as an internal standard for the quantification of oxytocin (Item No. 11799) by GC- or LC-MS. Oxytocin is a nine-amino acid peptide hormone with roles in development, parturition, lactation, olfaction, and social behavior.1,2,3 It is synthesized in hypothalamic magnocellular neurons and in some peripheral tissues, including the lining of the uterus during pregnancy and the testes.3 Oxytocin binds primarily to and activates the oxytocin receptor (OT receptor) to initiate tissue-dependent biological responses, including uterine contraction, social cognition, and prevention of gastrointestinal inflammation, but also acts as an agonist of transient receptor potential vanilloid 1 (TRPV1) and a positive allosteric modulator of µ-opioid receptors.1 Dysregulation of oxytocin signaling is associated with dysfunctional labor, postpartum hemorrhage, and preterm birth.3 Formulations containing oxytocin have been used in the induction of labor and antepartum to control postpartum bleeding or hemorrhaging.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carter, C.S., Kenkel, W.M., MacLean, E.L., et alIs Oxytocin “Nature’s Medicine”? Pharmacol. Rev. 72(4), 829-861 (2020).

    2. Oettl, L.-L., and Kelsch, W. Oxytocin and olfaction. Curr. Top. Behav. Neurosci. 35, 55-75 (2018).

    3. Arrowsmith, S., and Wray, S. Oxytocin: Its mechanism of action and receptor signalling in the myometrium. J. Neuroendocrinol. 26(6), 356-369 (2014).