Goserelin (CED0004090)

Record Information

Version

1.0

Creation Date

2016-05-25 18:18:43 UTC

Update Date

2026-09-01 07:39:26 UTC

Accession Number

CHEM022058

Identification

Common Name

Goserelin

Class

Small Molecule

Description

Goserelin is an organic compound with the chemical formula C59H84N18O14. Goserelin belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 1,269 g/mol, Goserelin is a heavy molecule. The compound is identified as an activator or agonist of three protein targets: Progonadoliberin-1 (GNRH1), the Gonadotropin-releasing hormone receptor (GNRHR), and the Lutropin-choriogonadotropic hormone receptor (LHCGR). Exposure to this substance occurs via the subcutaneous route. Goserelin is found in or released from four recorded sources. These include hormones and related agents within healthcare, pharmaceuticals, and veterinary products. Additionally, it is associated with household cleaning and consumer products, specifically non-electric simulated smoking devices, as well as electrical and electronic equipment, including antennas and electrically stimulated smoking devices.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
ICI-118630Zoladex	HMDB
ICI 118	HMDB
Goserelin acetate	HMDB
Acetate, goserelin	HMDB
Zoladex	HMDB
(2S)-1-[(2S)-2-{[(2S)-2-{[(2R)-3-(tert-butoxy)-2-{[(2S)-2-{[(2S)-1,3-dihydroxy-2-{[(2S)-1-hydroxy-2-{[(2S)-1-hydroxy-2-({hydroxy[(2S)-5-hydroxy-3,4-dihydro-2H-pyrrol-2-yl]methylidene}amino)-3-(1H-imidazol-5-yl)propylidene]amino}-3-(1H-indol-3-yl)propylidene]amino}propylidene]amino}-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-1-hydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}-5-carbamimidamidopentanoyl]-N-[(C-hydroxycarbonimidoyl)amino]pyrrolidine-2-carboximidate	Generator
Goserelin	MeSH

Chemical Formula

C₅₉H₈₄N₁₈O₁₄

Average Molecular Mass

1269.411 g/mol

Monoisotopic Mass

1268.641 g/mol

CAS Registry Number

65807-02-5

IUPAC Name

(2S)-1-[(2S)-2-[(2S)-2-[(2R)-3-(tert-butoxy)-2-[(2S)-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(1H-imidazol-5-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamido]propanamido]-4-methylpentanamido]-5-[(diaminomethylidene)amino]pentanoyl]-N-(carbamoylamino)pyrrolidine-2-carboxamide

Traditional Name

(2S)-1-[(2S)-2-[(2S)-2-[(2R)-3-(tert-butoxy)-2-[(2S)-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(3H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamido]propanamido]-4-methylpentanamido]-5-[(diaminomethylidene)amino]pentanoyl]-N-(carbamoylamino)pyrrolidine-2-carboxamide

SMILES

CC(C)C[C@H](NC(=O)[C@@H](COC(C)(C)C)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CNC2=CC=CC=C12)NC(=O)[C@H](CC1=CN=CN1)NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NNC(N)=O

InChI Identifier

InChI=1S/C59H84N18O14/c1-31(2)22-40(49(82)68-39(12-8-20-64-57(60)61)56(89)77-21-9-13-46(77)55(88)75-76-58(62)90)69-54(87)45(29-91-59(3,4)5)74-50(83)41(23-32-14-16-35(79)17-15-32)70-53(86)44(28-78)73-51(84)42(24-33-26-65-37-11-7-6-10-36(33)37)71-52(85)43(25-34-27-63-30-66-34)72-48(81)38-18-19-47(80)67-38/h6-7,10-11,14-17,26-27,30-31,38-46,65,78-79H,8-9,12-13,18-25,28-29H2,1-5H3,(H,63,66)(H,67,80)(H,68,82)(H,69,87)(H,70,86)(H,71,85)(H,72,81)(H,73,84)(H,74,83)(H,75,88)(H4,60,61,64)(H3,62,76,90)/t38-,39-,40-,41-,42-,43-,44-,45+,46-/m0/s1

InChI Key

BLCLNMBMMGCOAS-URPVMXJPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Tyrosine or derivatives
Phenylalanine or derivatives
Histidine or derivatives
Leucine or derivatives
Proline or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Triptan
Serine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
3-alkylindole
Indole or derivatives
Indole
N-acylpyrrolidine
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Phenol
1-hydroxy-2-unsubstituted benzenoid
2-pyrrolidone
N-acyl-amine
Fatty amide
Benzenoid
Monocyclic benzene moiety
Substituted pyrrole
Fatty acyl
Pyrrolidone
Azole
Heteroaromatic compound
Imidazole
Hydrazinecarboxamide
Pyrrole
Tertiary carboxylic acid amide
Semicarbazide
Pyrrolidine
Secondary carboxylic acid amide
Carbonic acid derivative
Carboxamide group
Carboxylic acid hydrazide
Guanidine
Lactam
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Dialkyl ether
Ether
Organic 1,3-dipolar compound
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Organooxygen compound
Alcohol
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Primary alcohol
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	0.3	ALOGPS
logP	-5.2	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.27	ChemAxon
pKa (Strongest Basic)	10.82	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	17	ChemAxon
Polar Surface Area	495.89 Å²	ChemAxon
Rotatable Bond Count	33	ChemAxon
Refractivity	325.84 m³·mol⁻¹	ChemAxon
Polarizability	131.22 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0090000000-cca86889bc5dbda87a02	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0090000000-2ac55cccd457043baf43	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fl0-9282410110-4db809e164f05c461bdc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-003u-8195821130-ec7a3c13e290b40a9bf5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0089-9121200000-d2f77f54f4f6ea587de6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05fv-3490000000-d769071afdc5edef7452	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0abd-8590000110-4ff505f71e1a25f2732a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dl-9000000000-ba1acae3d21095165274	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014l-2292310000-0bafe56204e9db33c9ac	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0lxx-6952402000-e38397ec3fc67f1e9487	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-6930012244-6ab3e02292bc2a13c439	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05n0-0252900210-96bf98add412eb4f90a3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0595-0540911300-8c1ea3e83288348c0c82	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0btc-0620912210-e76ab43c23999a0d2425	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
359	Hormones and related agents	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available

Pathways

1 pathway

Goserelin Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Delta-type opioid receptor	P33533	Rattus norvegicus	Predicted (SEA)	40.793
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	66.3275
Click to view 3D structure	Mu-type opioid receptor	P97266	Cavia porcellus	Predicted (SEA)	65.9383
Click to view 3D structure	Alpha-cobratoxin	P01391	Naja kaouthia	Predicted (SEA)	21.0193
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	80.5739
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	95.521
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	105.33
Click to view 3D structure	Dickkopf WNT-signaling pathway inhibitor 1	A6I0Z0	Rattus norvegicus	Predicted (SEA)	41.3379
Click to view 3D structure	Substance-P receptor	P25103	Humans	Predicted (SEA)	36.4334
Click to view 3D structure	Delta-type opioid receptor	P32300	Mus musculus	Predicted (SEA)	94.7425
Click to view 3D structure	Substance-P receptor	P14600	Rattus norvegicus	Predicted (SEA)	41.9607
Click to view 3D structure	Frizzled-7	O75084	Humans	Predicted (SEA)	29.5827
Click to view 3D structure	Sclerostin	Q99P67	Rattus norvegicus	Predicted (SEA)	48.8115
Click to view 3D structure	BTB/POZ domain-containing protein KCTD12	Q96CX2	Humans	Predicted (SEA)	28.9599
Click to view 3D structure	Neuropeptide Y receptor type 2	P49146	Humans	Predicted (SEA)	71.5434
Click to view 3D structure	Neuropeptide Y receptor type 1	P25929	Humans	Predicted (SEA)	68.0402
Click to view 3D structure	Kappa-type opioid receptor	P34975	Rattus norvegicus	Predicted (SEA)	75.903
Click to view 3D structure	Chaperone SurA	P0ABZ6	Escherichia coli (strain K12)	Predicted (SEA)	29.1935
Click to view 3D structure	Melanocortin receptor 3	P41968	Humans	Predicted (SEA)	65.549
Click to view 3D structure	Melanocyte-stimulating hormone receptor	Q01726	Humans	Predicted (SEA)	78.5499
Click to view 3D structure	Mas-related G-protein coupled receptor member X2	Q96LB1	Humans	Predicted (SEA)	52.0033
Click to view 3D structure	Neurotensin receptor type 1	O88319	Mus musculus	Predicted (SEA)	31.0618
Click to view 3D structure	Prolactin-releasing peptide	P81277	Humans	Predicted (SEA)	60.4888
Click to view 3D structure	Melanocortin receptor 4	P32245	Humans	Predicted (SEA)	97.7786
Click to view 3D structure	Kappa-type opioid receptor	P41144	Cavia porcellus	Predicted (SEA)	46.0867