(O-Acetyl-L-Ser)-Leuprolide
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(O-Acetyl-L-Ser)-Leuprolide

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(O-Acetyl-L-Ser)-Leuprolide is an impurity of Leuprolide, which is a synthetic nonapeptide analog of gonadotropin-releasing hormone used as an antineoplastic agent, a gonadotropin-releasing hormone agonist, and an anti-estrogen.

Category
Others
Catalog number
BAT-014469
CAS number
1926163-25-8
Molecular Formula
C61H86N16O13
Molecular Weight
1251.46
(O-Acetyl-L-Ser)-Leuprolide
IUPAC Name
[(2S)-3-[[(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]-2-[[(2S)-2-[[(2S)-3-(1H-imidazol-5-yl)-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-oxopropyl] acetate
Synonyms
5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl(Ac)-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide; 1-9-Luteinizing hormone-releasing factor (swine), 4-(O-acetyl-L-serine)-6-D-leucine-9-(N-ethyl-L-prolinamide)-; Pyr-His-Trp-Ser(Ac)-Tyr-Leu-Leu-Arg-Pro-NHEt; Ser(Ac)-Leuprolide; L-Prolinamide, 5-oxo-L-prolyl-L-histidyl-L-tryptophyl-O-acetyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-; L-pyroglutamyl-L-histidyl-L-tryptophyl-O-acetyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-L-proline ethylamide; Leuprolide Acetate EP Impurity D; Leuprolide Impurity D
Appearance
White to Off-white Lyophilized Powder
Purity
≥95%
Density
1.43±0.1 g/cm3
Sequence
Pyr-HWS(Ac)YlLRP-NHEt
Storage
Store at -20°C, protect from light and moisture
Solubility
Soluble in Water
InChI
InChI=1S/C61H86N16O13/c1-7-65-59(88)50-15-11-23-77(50)60(89)43(14-10-22-66-61(62)63)70-53(82)44(24-33(2)3)71-54(83)45(25-34(4)5)72-55(84)46(26-36-16-18-39(79)19-17-36)73-58(87)49(31-90-35(6)78)76-56(85)47(27-37-29-67-41-13-9-8-12-40(37)41)74-57(86)48(28-38-30-64-32-68-38)75-52(81)42-20-21-51(80)69-42/h8-9,12-13,16-19,29-30,32-34,42-50,67,79H,7,10-11,14-15,20-28,31H2,1-6H3,(H,64,68)(H,65,88)(H,69,80)(H,70,82)(H,71,83)(H,72,84)(H,73,87)(H,74,86)(H,75,81)(H,76,85)(H4,62,63,66)/t42-,43-,44-,45+,46-,47-,48-,49-,50-/m0/s1
InChI Key
WHHWJNZERMGNMU-HDJHSADSSA-N
Canonical SMILES
CCNC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(COC(=O)C)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CN=CN5)NC(=O)C6CCC(=O)N6
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