1.0 2011-09-21 00:24:18 UTC 2015-10-09 22:33:19 UTC FDB023075 Oxytocin Oxytocin is a mammalian hormone that also acts as a neurotransmitter in the brain. In women, it is released mainly after distention of the cervix and vagina during labor, and after stimulation of the nipples, facilitating birth and breastfeeding, respectively. Oxytocin is released during orgasm in both sexes. In the brain, oxytocin is involved in social recognition and bonding, and might be involved in the formation of trust between people. -- Wikipedia; In the pituitary gland, oxytocin is packaged in large, dense-core vesicles, where it is bound to neurophysin as shown in the inset of the figure; neurophysin is a large peptide fragment of the giant precursor protein molecule from which oxytocin is derived by enzymatic cleavage. -- Wikipedia; Oxytocin is a peptide of nine amino acids (a nonapeptide). The sequence is cysteine - tyrosine - isoleucine - glutamine - asparagine - cysteine - proline - leucine - glycine (CYIQNCPLG). The cysteine residues form a sulfur bridge. Oxytocin has a molecular mass of 1007 daltons. One international unit (IU) of oxytocin is the equivalent of about 2 micrograms of pure peptide. -- Wikipedia; Oxytocin has peripheral (hormonal) actions, and also has actions in the brain. The actions of oxytocin are mediated by specific, high affinity oxytocin receptors. The oxytocin receptor is a G-protein-coupled receptor which requires Mg2+ and cholesterol. It belongs to the rhodopsin-type (class I) group of G-protein-coupled receptors. -- Wikipedia [HMDB] (Arg8)-Vasopressin (Arg8)-Vasotocin alpha-Hypophamine Argipressin Argpressin Acetate Biotinyl-(Arg8)-Vasopressin Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Arg-Gly-NH2 Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2 Cys-Tyr-Ile-Thr-Asn-Cys-Gly-Leu-Gly-NH2 Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2 Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2 Disulfide bridge Cys1-Cys6 Gly-Leu-Pro-c Ocytocin OXT Oxytocin 10 Usp Units In Dextrose 5% Oxytocin 20 Usp Units In Dextrose 5% Oxytocin 5 Usp Units In Dextrose 5% Oxytocin Acetate oxytocin injection Pitocin Syntocinon C43H66N12O12S2 1007.187 1006.436457016 (2S)-2-({1-[(4R,7S,10S,13S,16S,19R)-19-amino-13-[(2S)-butan-2-yl]-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl}formamido)-N-(carbamoylmethyl)-4-methylpentanamide (2S)-2-({1-[(4R,7S,10S,13S,16S,19R)-19-amino-13-[(2S)-butan-2-yl]-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl}formamido)-N-(carbamoylmethyl)-4-methylpentanamide 50-56-6 CC[C@H](C)[C@@H]1NC(=O)[C@H](CC2=CC=C(O)C=C2)NC(=O)[C@@H](N)CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N1CCCC1C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O 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 XNOPRXBHLZRZKH-MQYCRUOZSA-N belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Oligopeptides Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aromatic heteromonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alpha amino acid amides Azacyclic compounds Benzene and substituted derivatives Carbonyl compounds Cyclic peptides Hydrocarbon derivatives Lactams Leucine and derivatives Macrolactams Monoalkylamines N-acyl amines N-acyl-alpha amino acids and derivatives N-acylpyrrolidines Organic disulfides Organic oxides Organopnictogen compounds Primary carboxylic acid amides Proline and derivatives Pyrrolidinecarboxamides Secondary carboxylic acid amides Tertiary carboxylic acid amides 1-hydroxy-2-unsubstituted benzenoid Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-oligopeptide Amine Amino acid or derivatives Aromatic heteromonocyclic compound Azacycle Benzenoid Carbonyl group Carboxamide group Cyclic alpha peptide Fatty acyl Fatty amide Hydrocarbon derivative Lactam Leucine or derivatives Macrolactam Monocyclic benzene moiety N-acyl-alpha amino acid or derivatives N-acyl-amine N-acylpyrrolidine N-substituted-alpha-amino acid Organic disulfide Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol Primary aliphatic amine Primary amine Primary carboxylic acid amide Proline or derivatives Pyrrolidine Pyrrolidine carboxylic acid or derivatives Pyrrolidine-2-carboxamide Secondary carboxylic acid amide Tertiary carboxylic acid amide Solid logp -0.69 ALOGPS logs -4.26 ALOGPS solubility 5.50e-02 g/l ALOGPS logp -5 ChemAxon pka_strongest_acidic 9.5 ChemAxon pka_strongest_basic 7.65 ChemAxon iupac (2S)-2-({1-[(4R,7S,10S,13S,16S,19R)-19-amino-13-[(2S)-butan-2-yl]-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl}formamido)-N-(carbamoylmethyl)-4-methylpentanamide ChemAxon average_mass 1007.187 ChemAxon mono_mass 1006.436457016 ChemAxon smiles CC[C@H](C)[C@@H]1NC(=O)[C@H](CC2=CC=C(O)C=C2)NC(=O)[C@@H](N)CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N1CCCC1C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O ChemAxon formula C43H66N12O12S2 ChemAxon 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 ChemAxon inchikey XNOPRXBHLZRZKH-MQYCRUOZSA-N ChemAxon polar_surface_area 399.53 ChemAxon refractivity 252.11 ChemAxon polarizability 102.58 ChemAxon rotatable_bond_count 17 ChemAxon acceptor_count 13 ChemAxon donor_count 12 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 50697 Specdb::MsMs 50698 Specdb::MsMs 50699 Specdb::MsMs 138651 Specdb::MsMs 138652 Specdb::MsMs 138653 Specdb::MsMs 3036041 Specdb::MsMs 3036042 Specdb::MsMs 3036043 Specdb::MsMs 3103805 Specdb::MsMs 3103806 Specdb::MsMs 3103807 Specdb::NmrOneD 128978 Specdb::NmrOneD 128979 Specdb::NmrOneD 128980 Specdb::NmrOneD 128981 Specdb::NmrOneD 128982 Specdb::NmrOneD 128983 Specdb::NmrOneD 128984 Specdb::NmrOneD 128985 Specdb::NmrOneD 128986 Specdb::NmrOneD 128987 Specdb::NmrOneD 128988 Specdb::NmrOneD 128989 Specdb::NmrOneD 128990 Specdb::NmrOneD 128991 Specdb::NmrOneD 128992 Specdb::NmrOneD 128993 Specdb::NmrOneD 128994 Specdb::NmrOneD 128995 Specdb::NmrOneD 128996 Specdb::NmrOneD 128997 HMDB02865 #<Reference:0x000055ce31f29248> #<Reference:0x000055ce31f29090> #<Reference:0x000055ce31f28ed8> #<Reference:0x000055ce31f28d20> #<Reference:0x000055ce31f28b68> #<Reference:0x000055ce31f289b0> #<Reference:0x000055ce31f287f8> #<Reference:0x000055ce31f28640> #<Reference:0x000055ce31f28488> #<Reference:0x000055ce31f282d0> #<Reference:0x000055ce31f28118> #<Reference:0x000055ce31f27f10> #<Reference:0x000055ce31f27d58> #<Reference:0x000055ce31f27b78> #<Reference:0x000055ce31f27970> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Oxytocin-neurophysin 1 P01178 OXT Prolyl endopeptidase P48147 PREP