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Leuprolide

CAT: 1601-CCP1287-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:1601-CCP1287-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Peptide to Leuprolide
CAS Number
53714-56-0
Structure Composition
PGlu-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHEt
Product Name Alternative
Leuprorelin
Applications
Leuprolide, a highly active LHRH (GnRH) agonist stimulates the pituitary release of luteinizing hormone, causing an increase in testicular androgen production. Thus, leuprolide represents a safer alternative to estrogens, and may be preferred in the treatment of men with advanced prostate cancer.
Purity
> 95%
Form
Lyophilized powder
Molecular Formula
C59H84N16O12
Molecular Weight
1209.4
Storage Conditions
Shipped at 4°C. Store at -20°C for one year.
Light Source
Synthetic

Chemical Information

Leuprolide

Leuprolide is an oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, D-leucyl, leucyl, arginyl, and N-ethylprolinamide residues joined in sequence. It is a synthetic nonapeptide analogue of gonadotropin-releasing hormone, and is used as a subcutaneous hydrogel implant (particularly as the acetate salt) for the treatment of prostate cancer and for the suppression of gonadal sex hormone production in children with central precocious puberty. It has a role as an antineoplastic agent, an anti-estrogen and a gonadotropin releasing hormone agonist.

CAS Number53714-56-0
PubChem CID657181
IUPAC Name(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(2S)-2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-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
Molecular FormulaC59H84N16O12
Molecular Weight1209.4
XLogP0.7
Topological Polar Surface Area432
Hydrogen Bond Donor Count15
Hydrogen Bond Acceptor Count14
Rotatable Bond Count32
Heavy Atom Count87
Formal Charge0
Complexity2390
SMILES
CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6
InChI
InChI=1S/C59H84N16O12/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(25-34-15-17-37(77)18-16-34)71-56(85)47(30-76)74-54(83)45(26-35-28-65-39-12-8-7-11-38(35)39)72-55(84)46(27-36-29-62-31-66-36)73-50(79)40-19-20-49(78)67-40/h7-8,11-12,15-18,28-29,31-33,40-48,65,76-77H,6,9-10,13-14,19-27,30H2,1-5H3,(H,62,66)(H,63,86)(H,67,78)(H,68,80)(H,69,81)(H,70,82)(H,71,85)(H,72,84)(H,73,79)(H,74,83)(H4,60,61,64)/t40-,41-,42-,43+,44-,45-,46-,47-,48-/m0/s1
InChIKey
GFIJNRVAKGFPGQ-LIJARHBVSA-N
Chemical Structure
2D Structure
2D structure of Leuprolide
CAS: 53714-56-0
CID: 657181
Formula: C59H84N16O12
MW: 1209.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1209.4
XLogP30.7
Hydrogen Bond Donor Count15
Hydrogen Bond Acceptor Count14
Rotatable Bond Count32
Exact Mass1208.64546218
Monoisotopic Mass1208.64546218
Topological Polar Surface Area432 Ų
Heavy Atom Count87
Formal Charge0
Complexity2390
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
220006Leuprolide, Human (Human Leuprolide, Leuprolide, Leuprorelin, rh-Leuprolide, Leuprolide) discontinued
sc-490803Leuprolide
MBS5751494-01Leuprolide Acetate
22060407-1Human Leuprolide
MBS5785934Leuprolide mesylate
rAP-2562Leuprolide Human
GTR18897233-01Leuprolide peptide
AR-L01434-01Leuprolide (Leuprorelin)

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