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Nafarelin

CHEBI:CHEBI_7445

Definition

An oligopeptide comprising of 5-oxo-L-proline, L-histidine, L-tryptophan, L-serine, L-tyrosine, 3-(2-naphthyl)-D-alanine, L-leucine, L-arginine and L-prolylglycinamide residues joined sequence by peptide linkages. It is a gonadotropin releasing hormone agonist that is used to treat central precocious puberty in children and endometriosis in women.

Chemical Information

Molecular Formula
C66H83N17O13
Molecular Mass
1322.496
Charge
0
SMILES
CC(C)C[C@H](NC(=O)[C@@H](CC1=CC2=C(C=CC=C2)C=C1)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CNC2=C1C=CC=C2)NC(=O)[C@H](CC1=CNC=N1)NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)NCC(N)=O
InChI
InChI=1S/C66H83N17O13/c1-36(2)25-48(58(89)76-47(13-7-23-71-66(68)69)65(96)83-24-8-14-54(83)64(95)73-33-55(67)86)77-60(91)50(28-38-15-18-39-9-3-4-10-40(39)26-38)78-59(90)49(27-37-16-19-43(85)20-17-37)79-63(94)53(34-84)82-61(92)51(29-41-31-72-45-12-6-5-11-44(41)45)80-62(93)52(30-42-32-70-35-74-42)81-57(88)46-21-22-56(87)75-46/h3-6,9-12,15-20,26,31-32,35-36,46-54,72,84-85H,7-8,13-14,21-25,27-30,33-34H2,1-2H3,(H2,67,86)(H,70,74)(H,73,95)(H,75,87)(H,76,89)(H,77,91)(H,78,90)(H,79,94)(H,80,93)(H,81,88)(H,82,92)(H4,68,69,71)/t46-,47-,48-,49-,50+,51-,52-,53-,54-/m0/s1
InChIKey
RWHUEXWOYVBUCI-ITQXDASVSA-N

Alternative Names

  • [6-D-(2-naphthyl)alanine]-GnRH
  • 5-oxo-L-prolyl L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-3-(2-naphthyl)-D-alanyl-L-leucyl-L-arginyl-L-prolylglycinamide
  • L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-3-(2-naphthyl)-D-alanyl-L-leucyl-L-arginyl-L-prolyl-glycinamide
  • nafarelin
  • nafarelina
  • nafareline
  • nafarelinum
  • (2S)-N-(2-amino-2-oxoethyl)-1-{(2S,5S,8R,11S,14S,17S,20S)-2-(3-carbamimidamidopropyl)-11-(4-hydroxybenzyl)-14-(hydroxymethyl)-20-(1H-imidazol-4-ylmethyl)-17-(1H-indol-3-ylmethyl)-5-(2-methylpropyl)-8-(naphthalen-2-ylmethyl)-4,7,10,13,16,19,22-heptaoxo-22-[(2S)-5-oxopyrrolidin-2-yl]-3,6,9,12,15,18,21-heptaazadocosan-1-oyl}pyrrolidine-2-carboxamide

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
28656
oboInOwl#hasDbXref
Wikipedia:Nafarelin
core#notation
CHEBI:7445

Additional References

Wikipedia:Nafarelin

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

owl#annotatedSource
t283739
owl#someValuesFrom
t3019425
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
28656
oboInOwl#hasDbXref
Wikipedia:Nafarelin
oboInOwl#id
CHEBI:7445
core#notation
CHEBI:7445
rxcui
1797880
brand_name
Synarel
brand_name_base
Synarel
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
listing_expiration_date
20251231
dosage_form
SPRAY, METERED
active_ingredient_strength
1 g/g
route
NASAL
labeler_name
Corden Pharma Colorado, Inc.
manufacturer_name
Pfizer Laboratories Div Pfizer Inc
pharm_class
Gonadotropin Releasing Hormone Receptor Agonists [MoA]
package_marketing_start_date
19900213
marketing_start_date
19900213
generic_name
nafarelin acetate
product_ndc
12869-731
application_number
NDA019886
spl_id
edb2118e-a4d6-3f79-e053-2995a90ad2cc
active_ingredient_name
NAFARELIN ACETATE
package_ndc
12869-731-01
package_description
300 g in 1 BOTTLE (12869-731-01)
unii
8ENZ0QJW4H
spl_set_id
d0aa57cb-d2f4-46d7-af43-7c8b06aa81a6
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_63533
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class