FERTIRELIN ACETATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C55H76N16O12.C2H4O2
Molecular Weight	1213.3439
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(O)=O.CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](CC2=CC=C(O)C=C2)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=C3C=CC=C4)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6

InChI

InChIKey=ZVTCYOIDKTXKGH-UYRFKBGYSA-N

InChI=1S/C55H76N16O12.C2H4O2/c1-4-59-53(82)44-12-8-20-71(44)54(83)38(11-7-19-60-55(56)57)66-49(78)39(21-30(2)3)65-46(75)27-62-47(76)40(22-31-13-15-34(73)16-14-31)67-52(81)43(28-72)70-50(79)41(23-32-25-61-36-10-6-5-9-35(32)36)68-51(80)42(24-33-26-58-29-63-33)69-48(77)37-17-18-45(74)64-37;1-2(3)4/h5-6,9-10,13-16,25-26,29-30,37-44,61,72-73H,4,7-8,11-12,17-24,27-28H2,1-3H3,(H,58,63)(H,59,82)(H,62,76)(H,64,74)(H,65,75)(H,66,78)(H,67,81)(H,68,80)(H,69,77)(H,70,79)(H4,56,57,60);1H3,(H,3,4)/t37-,38-,39-,40-,41-,42-,43-,44-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C2H4O2
Molecular Weight	60.052
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C55H76N16O12
Molecular Weight	1153.2919
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	3
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/67009936 | https://www.ncbi.nlm.nih.gov/pubmed/2051323 | https://www.ncbi.nlm.nih.gov/pubmed/7012414

FERTIRELIN is an analog of luteinizing hormone releasing factor. The drug has been used since 1981 in Japan to treat various types of reproductive failure in cattle.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Gonadotropin-releasing hormone receptor 41 Target ID: CHEMBL1855 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26398856	Agonist 2678		0.7 nM [Ki]

PubMed

Title	Date	PubMed
Therapeutic effects of an analog of luteinizing hormone-releasing hormone (Des-Gly10-LH-RH-ethylamide) on cows with cystic ovary.	1980 Aug	7012414
New degradation product of des-Gly10-NH2-LH-RH-ethylamide (fertirelin) in aqueous solution.	1991 Feb	2051323
Characterization of 12 GnRH peptide agonists - a kinetic perspective.	2016 Jan	26398856

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:22:06 UTC 2023` Edited by `admin` on `Fri Dec 15 18:22:06 UTC 2023`
Record UNII	JD54DU77I8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FERTIRELIN ACETATE

Official Name

English

5-OXO-L-PROLYL-L-HISTIDYL-L-TRYPTOPHYL-L-SERYL-L-TYROSYLGLYCYL-L-LEUCYL-L-ARGINYL-N-ETHYL-L-PROLINAMIDE MONOACETATE (SALT)

Common Name

English

LUTEINIZING HORMONE-RELEASING FACTOR (PIG), 9-(N-ETHYL-L-PROLINAMIDE)-10-DEGLYCINAMIDE-, MONOACETATE (SALT)

Common Name

English

U-69689E

Code

English

OVALYSE

Brand Name

English

TAP 031 ACETATE

Code

English

FERTIRELIN ACETATE [MI]

Common Name

English

CONCERAL

Brand Name

English

FERTIRELIN ACETATE [USAN]

Common Name

English

TAP-031 ACETATE

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C1910