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Chemistry

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Also known as: 140194-24-7, 140194-24-7 (acetate), Bim 21003, Wy 42422, Wy 42462, Ay 25650
Molecular Formula
C66H86N18O15
Molecular Weight
1371.5  g/mol
InChI Key
HPPONSCISKROOD-OYLNGHKZSA-N

Triptorelin Acetate
A potent synthetic long-acting agonist of GONADOTROPIN-RELEASING HORMONE with D-tryptophan substitution at residue 6.
1 2D Structure

Triptorelin Acetate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
acetic acid;(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
2.1.2 InChI
InChI=1S/C64H82N18O13.C2H4O2/c1-34(2)23-46(56(88)75-45(13-7-21-69-64(66)67)63(95)82-22-8-14-52(82)62(94)72-31-53(65)85)76-58(90)48(25-36-28-70-42-11-5-3-9-40(36)42)78-57(89)47(24-35-15-17-39(84)18-16-35)77-61(93)51(32-83)81-59(91)49(26-37-29-71-43-12-6-4-10-41(37)43)79-60(92)50(27-38-30-68-33-73-38)80-55(87)44-19-20-54(86)74-44;1-2(3)4/h3-6,9-12,15-18,28-30,33-34,44-52,70-71,83-84H,7-8,13-14,19-27,31-32H2,1-2H3,(H2,65,85)(H,68,73)(H,72,94)(H,74,86)(H,75,88)(H,76,90)(H,77,93)(H,78,89)(H,79,92)(H,80,87)(H,81,91)(H4,66,67,69);1H3,(H,3,4)/t44-,45-,46-,47-,48+,49-,50-,51-,52-;/m0./s1
2.1.3 InChI Key
HPPONSCISKROOD-OYLNGHKZSA-N
2.1.4 Canonical SMILES
CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NCC(=O)N)NC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)C(CC4=CC=C(C=C4)O)NC(=O)C(CO)NC(=O)C(CC5=CNC6=CC=CC=C65)NC(=O)C(CC7=CN=CN7)NC(=O)C8CCC(=O)N8.CC(=O)O
2.1.5 Isomeric SMILES
CC(C)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N)NC(=O)[C@@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@H](CC7=CN=CN7)NC(=O)[C@@H]8CCC(=O)N8.CC(=O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. 6-d-tryptophan-luteinizing Hormone-releasing Factor (pig)

2. Ay 25650

3. Ay-25650

4. Ay25650

5. Cl 118532

6. Cl-118532

7. Cl118532

8. D-trp-6-lh-rh

9. Decapeptyl

10. Decapeptyl Depot

11. Decapeptyl Lp

12. Decapeptyl Trimestral

13. Embonate, Triptorelin

14. Gnrh, Trp(6)-

15. Lhrh, Trp(6)-

16. Lhrh, Tryptophyl(6)-

17. Pamoate, Triptorelin

18. Trelstar

19. Trimestral, Decapeptyl

20. Triptorelin

21. Triptorelin Embonate

22. Triptorelin Pamoate

23. Wy 42462

24. Wy-42462

25. Wy42462

2.2.2 Depositor-Supplied Synonyms

1. 140194-24-7

2. 140194-24-7 (acetate)

3. Bim 21003

4. Wy 42422

5. Wy 42462

6. Ay 25650

7. Pglu-his-trp-ser-tyr-d-trp-leu-arg-pro-gly-nh2 Acetate

8. Decapeptyl (tn)

9. (s)-n-(2-amino-2-oxoethyl)-1-(((s)-5-oxopyrrolidine-2-carbonyl)-l-histidyl-l-tryptophyl-l-seryl-l-tyrosyl-d-tryptophyl-l-leucyl-l-arginyl)pyrrolidine-2-carboxamide Acetate

10. Unii-43ofw291r9

11. Bim 21003c

12. 43ofw291r9

13. Dtxsid301033427

14. 6-d-tryptophan Luteinizing Hormone-releasing Factor (swine) Acetate

15. Hy-12551a

16. Akos030485974

17. Cs-0012388

18. Propan-2-yl]-5-oxopyrrolidine-2-carboxamide

19. D08649

20. J-007369

21. Q27258659

22. Luteinizing Hormone-releasing Factor (swine), 6-d-tryptophan-, Acetate (1:1)

23. 2-yl]amino]-3-(1h-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1h-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1h-imidazol-4-yl)-1-oxo

24. Acetic Acid;(2s)-n-[(2s)-1-[[(2s)-1-[[(2s)-1-[[(2s)-1-[[(2r)-1-[[(2s)-1-[[(2s)-1-[(2s)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-carbamimidamido-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-

2.3 Create Date
2008-12-10
3 Chemical and Physical Properties
Molecular Weight 1371.5 g/mol
Molecular Formula C66H86N18O15
Hydrogen Bond Donor Count18
Hydrogen Bond Acceptor Count17
Rotatable Bond Count33
Exact Mass1370.65200411 g/mol
Monoisotopic Mass1370.65200411 g/mol
Topological Polar Surface Area528 Ų
Heavy Atom Count99
Formal Charge0
Complexity2750
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

For the synchronisation of ovulation in weaned sows to enable a single fixed-time artificial insemination.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antineoplastic Agents, Hormonal

Antineoplastic agents that are used to treat hormone-sensitive tumors. Hormone-sensitive tumors may be hormone-dependent, hormone-responsive, or both. A hormone-dependent tumor regresses on removal of the hormonal stimulus, by surgery or pharmacological block. Hormone-responsive tumors may regress when pharmacologic amounts of hormones are administered regardless of whether previous signs of hormone sensitivity were observed. The major hormone-responsive cancers include carcinomas of the breast, prostate, and endometrium; lymphomas; and certain leukemias. (From AMA Drug Evaluations Annual 1994, p2079) (See all compounds classified as Antineoplastic Agents, Hormonal.)


Luteolytic Agents

Chemical compounds that cause LUTEOLYSIS or degeneration of the CORPUS LUTEUM. (See all compounds classified as Luteolytic Agents.)


5.2 ATC Code

QH01CA97


API Reference Price

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13-Apr-2021
19-Jan-2024
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