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MW 1007.2 Da, Purity >95%. Oxytocin, Reproductive hormone. Achieve your results faster with highly validated, pure and trusted compounds.

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Images

Chemical Structure - Oxytocin, Reproductive hormone (AB120186), expandable thumbnail
  • Functional Studies - Oxytocin, Reproductive hormone (AB120186), expandable thumbnail

Publications

Key facts

CAS number

50-56-6

Purity

> 95%

Form

Solid

Molecular weight

1007.2 Da

Molecular formula

C43H66N12O12S2

PubChem identifier

439302

Nature

Synthetic

Alternative names

Recommended products

MW 1007.2 Da, Purity >95%. Oxytocin, Reproductive hormone. Achieve your results faster with highly validated, pure and trusted compounds.

Alternative names

Key facts

Purity

> 95%

PubChem identifier

439302

Solubility

In water, 1.2X10+4 mg/L at 25 °C (est).

Biochemical name

Oxytocin

Canonical SMILES

CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(CSSCC(C(=O)NC(C(=O)N1)CC2=CC=C(C=C2)O)N)C(=O)N3CCCC3C(=O)NC(CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N

Isomeric SMILES

CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)O)N)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N

InChI

InChI=1S/C43H66N12O12S2/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/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)/t22-,25-,26-,27-,28-,29-,30-,31-,35-/m0/s1

InChIKey

XNOPRXBHLZRZKH-DSZYJQQASA-N

IUPAC name

(2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-[(2S)-butan-2-yl]-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

Storage

Shipped at conditions

Ambient - Can Ship with Ice

Appropriate long-term storage conditions

-20°C

Storage information

Store under desiccating conditions, The product can be stored for up to 12 months

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.

Activity summary

The AVPR1B AVPR2 (also known as V2R) and AVPR1A (also known as V1aR) are all part of the vasopressin receptor family. These receptors are G protein-coupled receptors (GPCRs) activated by the peptide hormone arginine vasopressin. These receptors mediate a variety of vasopressin's physiological effects in the body. The AVPR1B mostly appears in the anterior pituitary where it influences stress responses by modulating the release of adrenocorticotropic hormone (ACTH). AVPR2 is mostly expressed in the kidney playing a critical role in osmoregulation and AVPR1A is widely distributed impacting social behavior and circulation. The molecular mass of each receptor varies with AVPR2 around 40 kDa.

Biological function summary

These receptors transduce signals through the cyclic adenosine monophosphate (cAMP) pathway and phosphatidylinositol (PI) signaling. AVPR1B functions in the pituitary as part of the hypothalamic-pituitary-adrenal (HPA) axis. AVPR2 in the nephron facilitates the antidiuretic effect of vasopressin concentrating urine and maintaining water balance. Meanwhile AVPR1A influences cardiovascular functions and regulates blood pressure and volume. These receptors are independently functional not forming large protein complexes but they still coordinate important physiological processes in conjunction with vasopressin.

Pathways

These receptors connect primarily within the pituitary-adrenal axis and renal water reabsorption pathways. The AVPR1B receptor contributes significantly to the stress pathway through modulation of corticotrophin release in conjunction with corticotrophin-releasing hormone (CRH). AVPR2 is integral to the renal collecting duct's response in the antidiuretic pathway where it partners with aquaporin-2 to facilitate water reabsorption. Through these pathways vasopressin receptors ensure maintenance of fluid homeostasis and stress adaptation by interacting with other proteins such as CRH and aquaporin-2.

Associated diseases and disorders

These receptors are linked to conditions like central diabetes insipidus and social anxiety disorders. AVPR2 mutations are well-documented in nephrogenic diabetes insipidus a condition where the kidneys fail to concentrate urine resulting in excessive waste of water. Dysfunctional AVPR1A and AVPR1B have implications in mental health disorders influencing conditions such as stress-related social anxiety due to their impact on HPA axis regulation. These connections emphasize the therapeutic potential targeting these receptors might have in treating such disorders by modulating related proteins like CRH and ACTH.

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2 product images

  • Chemical Structure - Oxytocin, Reproductive hormone (ab120186), expandable thumbnail

    Chemical Structure - Oxytocin, Reproductive hormone (ab120186)

    2D chemical structure image of ab120186, Oxytocin, Reproductive hormone

  • Functional Studies - Oxytocin, Reproductive hormone (ab120186), expandable thumbnail

    Functional Studies - Oxytocin, Reproductive hormone (ab120186)

    ab87312 staining oxytocin receptor in MCF7 cells treated with oxytocin (ab120186), by ICC/IF. Increase of cytoplasmatic oxytocin receptor localization and correspondent decrease in nuclear oxytocin receptor correlates with increased concentration of oxytocin, as described in literature.
    The cells were incubated at 37°C for 15 minutes in media containing different concentrations of ab120186 (oxytocin) in DMSO, fixed with 4% formaldehyde for 10 minutes at room temperature and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab87312 (5 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 donkey anti-goat polyclonal antibody (Donkey Anti-Goat IgG H&L (DyLight® 488) ab96931) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

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