Gonadorelin
- Iupac Name：(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]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
- CAS No.: 33515-09-2
- Molecular Weight：1182.311
- Modify Date.: 2022-11-23 06:50
- Introduction:
A decapeptide that stimulates the synthesis and secretion of both pituitary gonadotropins, LUTEINIZING HORMONE and FOLLICLE STIMULATING HORMONE. GnRH is produced by neurons in the septum PREOPTIC AREA of the HYPOTHALAMUS and released into the pituitary portal blood, leading to stimulation of GONADOTROPHS in the ANTERIOR PITUITARY GLAND.
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1. Names and Identifiers
- 1.1 Name
- Gonadorelin
- 1.2 Synonyms
(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]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 Gonadoliberin, Luliberin LUTEINIZING HORMONE RELEASING HORMONE (HUMAN) PORCINE, RAT LUTEINIZING HORMONE RELEASING HORMONE HUMAN LUTEINIZING HORMONE-RELEASING FACTOR (LAMPREY III) LUTEINIZING HORMONE-RELEASING FACTOR (SEA BREAM) LUTEINIZING HORMONE-RELEASING HORMONEACETATE
- 1.3 CAS No.
- 33515-09-2
- 1.4 CID
- 638793
- 1.5 EINECS(EC#)
- 251-553-1
- 1.6 Molecular Formula
- C55H75N17O13 (isomer)
- 1.7 Inchi
- InChI=1S/C55H75N17O13/c1-29(2)19-38(49(80)67-37(9-5-17-60-55(57)58)54(85)72-18-6-10-43(72)53(84)62-25-44(56)75)66-46(77)26-63-47(78)39(20-30-11-13-33(74)14-12-30)68-52(83)42(27-73)71-50(81)40(21-31-23-61-35-8-4-3-7-34(31)35)69-51(82)41(22-32-24-59-28-64-32)70-48(79)36-15-16-45(76)65-36/h3-4,7-8,11-14,23-24,28-29,36-43,61,73-74H,5-6,9-10,15-22,25-27H2,1-2H3,(H2,56,75)(H,59,64)(H,62,84)(H,63,78)(H,65,76)(H,66,77)(H,67,80)(H,68,83)(H,69,82)(H,70,79)(H,71,81)(H4,57,58,60)/t36-,37-,38-,39-,40-,41-,42-,43-/m0/s1
- 1.8 InChkey
- XLXSAKCOAKORKW-AQJXLSMYSA-N
- 1.9 Canonical Smiles
- CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NCC(=O)N)NC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(CO)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CN=CN5)NC(=O)C6CCC(=O)N6
- 1.10 Isomers Smiles
- CC(C)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N)NC(=O)CNC(=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
2. Properties
- 2.1 Density
- 1.54
- 2.1 Boiling point
- °Cat760mmHg
- 2.1 Refractive index
- 1.713
- 2.1 Flash Point
- °C
- 2.1 Precise Quality
- 1181.57000
- 2.1 PSA
- 472.13000
- 2.1 logP
- 1.10740
- 2.1 Appearance
- COA
- 2.2 pKa
- 9.82±0.15(Predicted)
3. Use and Manufacturing
- 3.1 Definition
- ChEBI: A ten-membered synthetic oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, glycyl, leucyl, arginyl, prolyl and glycinamide residues joined in sequence.
- 3.2 GHS Classification
- Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory.
H360 (100%): May damage fertility or the unborn child [Danger Reproductive toxicity]
Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.
Precautionary Statement Codes
P201, P202, P281, P308+P313, P405, and P501
- 3.3 Usage
- Gonad-stimulating principle.
4. Safety and Handling
- 4.1 Risk Statements
- R60
- 4.1 Safety Statements
- 53-45
- 4.1 Specification
-
Luteinizinghormone-releasing factor (swine) , its cas register number is 33515-09-2. It also can be called Gonadorelin ; Synthetic gonadotropin-releasing hormone ; Synthetic luliberin ; Synthetic luteinizing hormone-releasing factor .
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Reproductive toxicity, Category 1A
2.2 GHS label elements, including precautionary statements
| Pictogram(s) |  |
| Signal word | Danger |
| Hazard statement(s) | H360 May damage fertility or the unborn child |
| Precautionary statement(s) | |
| Prevention | P201 Obtain special instructions before use. P202 Do not handle until all safety precautions have been read and understood. P280 Wear protective gloves/protective clothing/eye protection/face protection. |
| Response | P308+P313 IF exposed or concerned: Get medical advice/ attention. |
| Storage | P405 Store locked up. |
| Disposal | P501 Dispose of contents/container to ... |
2.3 Other hazards which do not result in classification
none
6. Synthesis Route
33515-09-2Total: 12 Synthesis Route
8. Other Information
- 8.0 Mesh Entry Terms
- Cystorelin
- 8.1 Use Classification
- Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
9. Computational chemical data
- Molecular Weight: 1182.311g/mol
- Molecular Formula: C55H75N17O13
- Compound Is Canonicalized: True
- XLogP3-AA: -2.4
- Exact Mass: 1181.57302551
- Monoisotopic Mass: 1181.57302551
- Complexity: 2390
- Rotatable Bond Count: 31
- Hydrogen Bond Donor Count: 16
- Hydrogen Bond Acceptor Count: 15
- Topological Polar Surface Area: 475
- Heavy Atom Count: 85
- Defined Atom Stereocenter Count: 8
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 1
- CACTVS Substructure Key Fingerprint: AAADcfB//AAAAAAAAAAAAAAAAAAAAWLFiwAwYAAAAAAAAFgB/AAAHgAQCAAADSzhngY/1vfJkgCoAzV3dACCgC2xMqAJ2aG+fJiKfvbC2bOUcAhu9hPY2Cecy+COoAAAAAACAABAAAAAAAQAAAAAAAAAAA==
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