FComEx: Oxytocin (PC000908)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:19 UTC

Update date

2017-01-19 02:36:40 UTC

FoodComEx ID

PC000908

FoodDB Record

FDB023075

Chemical Information

Name

Oxytocin

Description

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]

CAS Number

50-56-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(Arg8)-Vasopressin	hmdb
(Arg8)-Vasotocin	hmdb
alpha-Hypophamine	hmdb
Argipressin	hmdb
Argpressin Acetate	hmdb
Biotinyl-(Arg8)-Vasopressin	hmdb
Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Arg-Gly-NH2	hmdb
Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2	hmdb
Cys-Tyr-Ile-Thr-Asn-Cys-Gly-Leu-Gly-NH2	hmdb
Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2	hmdb
Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2	hmdb
Disulfide bridge Cys1-Cys6	hmdb
Gly-Leu-Pro-c	hmdb
Ocytocin	hmdb
OXT	hmdb
Oxytocin 10 Usp Units In Dextrose 5%	hmdb
Oxytocin 20 Usp Units In Dextrose 5%	hmdb
Oxytocin 5 Usp Units In Dextrose 5%	hmdb
Oxytocin Acetate	hmdb
oxytocin injection	hmdb
Pitocin	hmdb
Syntocinon	hmdb

Chemical Formula

C43H66N12O12S2

IUPAC name

(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

InChI Identifier

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

InChI Key

XNOPRXBHLZRZKH-MQYCRUOZSA-N

Isomeric 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

Average Molecular Weight

1007.187

Monoisotopic Molecular Weight

1006.436457016

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents