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Substance Name: Leuprolide acetate [USAN:USP]
RN: 74381-53-6
UNII: 37JNS02E7V
InChIKey: YFDMUNOZURYOCP-XNHQSDQCSA-N

Note

  • A potent synthetic long-acting agonist of GONADOTROPIN-RELEASING HORMONE that regulates the synthesis and release of pituitary gonadotropins, LUTEINIZING HORMONE and FOLLICLE STIMULATING HORMONE.

Molecular Formula

  • C59-H84-N16-O12.C2-H4-O2

Molecular Weight

  • 1269.4642
 

Classification Codes

  • Antineoplastic
  • LHRH Agonist
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Leuprolide acetate [USAN:USP]

Synonyms

  • 5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tryosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide monoacetate (salt)
  • Abbott 43818
  • Abbott-43818
  • Depo-Lupron
  • Eligard
  • Leuplin
  • Leuplin depot
  • Leuprin
  • Leuprolide acetate
  • Leuprolide acetate depot
  • Leuprorelin acetate
  • Lucrin
  • Lupron
  • Lupron Depot
  • Lupron Depot-3
  • Lupron Depot-4
  • Lupron Depot-Ped
  • Lupron PED
  • Procren Depot
  • Procrin
  • TAP-144
  • TAP-144-SR
  • UNII-37JNS02E7V
  • Uno-Enantone
  • Viadur

Systematic Names

  • 1-9-Leutenizing hormone-releasing factor (swine), 6-D-leucine-9-(N-ethyl-L-prolinamide)-, monoacetate (salt)
  • Luteinizing hormone-releasing factor (pig), 6-D-leucine-9-(N-ethyl-L-prolinamide)-10-deglycinamide-, monoacetate (salt)

Superlist Name

  • Leuprolide acetate

Registry Numbers

CAS Registry Number

  • 74381-53-6

FDA UNII

  • 37JNS02E7V

Related Registry Number

  • 53714-56-0 (Parent)

System Generated Number

  • 0074381536

Molecular Formulas

Molecular Formula

  • C59-H84-N16-O12.C2-H4-O2

Molecular Formula Fragments

  • C2-H4-O2
  • C59-H84-N16-O12
  • COMPONENT

Structure Descriptors

InChI

1S/C59H84N16O12.C2H4O2/c1-6-63-57(86)48-14-10-22-75(48)58(87)41(13-9-21-64-59(60)61)68-51(80)42(23-32(2)3)69-52(81)43(24-33(4)5)70-53(82)44(25-34-15-17-38(77)18-16-34)71-56(85)47(30-76)74-55(84)45(27-36-26-35-11-7-8-12-39(35)66-36)73-54(83)46(28-37-29-62-31-65-37)72-50(79)40-19-20-49(78)67-40;1-2(3)4/h7-8,11-12,15-18,26,29,31-33,40-48,66,76-77H,6,9-10,13-14,19-25,27-28,30H2,1-5H3,(H,62,65)(H,63,86)(H,67,78)(H,68,80)(H,69,81)(H,70,82)(H,71,85)(H,72,79)(H,73,83)(H,74,84)(H4,60,61,64);1H3,(H,3,4)/t40-,41-,42-,43+,44-,45-,46-,47-,48-;/m0./s1

InChIKey

YFDMUNOZURYOCP-XNHQSDQCSA-N

Smiles

CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](Cc2ccc(cc2)O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc3cc4ccccc4[nH]3)NC(=O)[C@H](Cc5c[nH]cn5)NC(=O)[C@@H]6CCC(=O)N6.CC(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular > 2gm/kg (2000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
mouse LD50 intraperitoneal > 5gm/kg (5000mg/kg) BLOOD: CHANGES IN SPLEEN Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
mouse LD50 intravenous 137mg/kg (137mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.
mouse LD50 oral > 5gm/kg (5000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
rat LD50 intramuscular > 2gm/kg (2000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
rat LD50 intraperitoneal > 5gm/kg (5000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
rat LD50 intravenous 29900ug/kg (29.9mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.
rat LD50 oral > 5gm/kg (5000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
rat LD50 subcutaneous > 5gm/kg (5000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,