NACARTOCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C46H71N11O11S
Molecular Weight	986.188
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@H](C)[C@@H]1NC(=O)[C@H](CC2=CC=C(CC)C=C2)NC(=O)CCSCC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O

InChI

InChIKey=JPYLEKXLHLKVBI-IHJZLXGESA-N

InChI=1S/C46H71N11O11S/c1-6-26(5)39-45(67)52-29(14-15-35(47)58)41(63)54-33(23-36(48)59)42(64)53-30(16-19-69-20-17-38(61)51-32(43(65)56-39)22-28-12-10-27(7-2)11-13-28)46(68)57-18-8-9-34(57)44(66)55-31(21-25(3)4)40(62)50-24-37(49)60/h10-13,25-26,29-34,39H,6-9,14-24H2,1-5H3,(H2,47,58)(H2,48,59)(H2,49,60)(H,50,62)(H,51,61)(H,52,67)(H,53,64)(H,54,63)(H,55,66)(H,56,65)/t26-,29-,30-,31-,32-,33-,34-,39-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6543187 | https://www.ncbi.nlm.nih.gov/pubmed/3870447 | https://www.ncbi.nlm.nih.gov/pubmed/3010351

Nacartocin is synthetic oxytocin analogue patented by Ceskoslovenska Akademie as a specific natriuretic agent. The natriuretic effect is mainly due to the inhibitory action of the peptide on tubular sodium resorption. Nacartocin decreased the blood pressure of anesthetized rats by the decrease of the total peripheral resistance which was greater than that observed after oxytocin administration.

Originator

Approval Year

PubMed

Title	Date	PubMed
Natriuretic properties of [2-p-ethylphenylalanine] deamino-6-carba-oxytocin (Nacartocin) in cats.	1984-10	6543187

Patents

Name

Type

Language

NACARTOCIN

Official Name

English

GLYCINAMIDE, N-(3-MERCAPTO-1-OXOPROPYL)-L-TYROSYL-L-ISOLEUCYL-L-GLUTAMINYL-L-ASPARAGINYL-L-CYSTEINYL-L-PROLYL-L-LEUCYL-, CYCLIC (1->5)-DISULFIDE

Preferred Name

English

1-(3-MERCAPTOPROPIONIC ACID)-2-(3-(P-ETHYLPHENYL)-L-ALANINE)-6-(L-2-AMINOBUTYRIC ACID)OXYTOCIN

Common Name

English

nacartocin [INN]

Common Name

English

Code System Code Type Description

INN

5347