Melengestrol acetate |
![]() Last updated: 16/09/2025 |
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(Also known as: MGA) |
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Melengestrol Acetate is a progestogen-like compound used as a feed additive | |
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Used for growth promotion and suppression of estrus (heat | |
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Cattle |
Approval status |
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Not approved | |
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Not approved |
Chemical structure |
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Melengestrol acetate exhibits stereoisomerism due to the presence of multiple chiral centres within its steroidal framework. Specifically, it contains six stereocentres at positions C8, C9, C10, C13, C14, and C17 of the cyclopenta[a]phenanthrene ring system. The active form used in veterinary medicine is a single, well-defined stereoisomer, with the configuration: (8R,9S,10R,13S,14S,17R). | |
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C₂₅H₃₂O₄ | |
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CC1=CC2C(CCC3(C2CC(=C)C3(C(=O)C)OC(=O)C)C)C4(C1=CC(=O)CC4)C | |
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CC1=C[C@@H]2[C@H](CC[C@]3([C@H]2CC(=C)[C@@]3(C(=O)C)OC(=O)C)C)[C@@]4(C1=CC(=O)CC4)C | |
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UDKABVSQKJNZBH-DWNQPYOZSA-N | |
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InChI=1S/C25H32O4/c1-14-11-19-20(23(5)9-7-18(28)13-21(14)23)8-10-24(6)22(19)12-15(2)25(24,16(3)26)29-17(4)27/h11,13,19-20,22H,2,7-10,12H2,1,3-6H3/t19-,20+,22+,23-,24+,25+/m1/s1 | |
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Yes |
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Common Name | Relationship | Link |
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melengestrol acetate | - | ![]() |
General status |
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Medical drug, Feed additive | |
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Steroid; Synthetic progestin | |
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Synthetic | |
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Progestins generally work by suppressing the secretion of GnRH, LH) and FSH by the pituitary gland. This suppression alters the menstrual cycle to suppress ovulation. | |
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[Gonadotropin-releasing hormone (GnRH), Antagonist], [Luteinizing hormone (LH), Antagonist], [Follicle-stimulating hormone (FSH) , Antagonist] | |
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2919-66-6 | |
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220-859-7 | |
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250948 | |
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Genito urinary system and sex hormones; Progestogens | |
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QG03DB91 | |
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396.53 | |
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[(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-16-methylidene-3-oxo-1,2,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-17-yl] acetate | |
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Off-white to pale yellow coloured powdery solid |
Commercial |
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1996, first approvals USA | |||
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1960s, first synthesised; 1970s, livestock field trials; 1996, first aprovals USA | |||
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Usually formulated as a Type A medicated feed additive | |||
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The production of melengestrol acetate involves a multi-step chemical synthesis starting from a steroidal precursor such as 17alpha-hydroxyprogesterone. The process begins with selective functional group modifications, including oxidation, methylation, and acetylation, to introduce the necessary substituents at the C6 and C17 positions. A key step is the acetylation of the 17alpha-hydroxyl group, forming the acetate ester that enhances the compound’s lipophilicity and metabolic stability. | |||
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Published GHG data is not available for most pharmaceuticals. However, according to industry, global averages suggest producing 1 kg of a typical active pharmaceutical ingredient can range from 10 to 100 kg CO₂e for small molecule drugs and potentially up to 1000 kg CO₂e for complex biologicals such as vaccines, depending on the drug type, its formulation, complexity of synthesis, solvent recovery, and energy sources used. |
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1.06 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
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224 | E4 E = Manufacturers safety data sheets 4 = Verified data |
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9.55 X 1003 | Calculated | - | |||||||
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3.98 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source |
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Substance may enter the environment via the urine of treated animals or by leaching from spilt medicated feed. |
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12.5 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source |
Non-persistent | ||||||||
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- | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source |
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USEPA data: Lab studies DT₅₀ range 4.3-27.8 days, Soils=3 | ||||||||||
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As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below. | ||||||||||
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Soil adsorption and mobility |
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779 | F2 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 2 = Unverified data of unknown source |
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USEAPA: Kd range 549-1009 mL g⁻¹ | ||||||||||
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Fate indices |
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Known soil and groundwater metabolites |
None
Other known metabolites |
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2alpha-hydroxy-melengestrol acetate | - | Mammals | - | ||||
6-hydroxymethyl-melengestrol acetate | - | Mammals | - |
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Terrestrial ecotoxicology |
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> 8000 | E3 E = Manufacturers safety data sheets Rat3 = Unverified data of known source |
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> 2.0 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) Lumbricus terrestris3 = Unverified data of known source |
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>= 2.0 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) Lumbricus terrestris3 = Unverified data of known source |
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Aquatic ecotoxicology |
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> 1.0 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) Carassius auratus3 = Unverified data of known source |
Moderate | ||||||||
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>= 2.0 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) Daphnia magna3 = Unverified data of known source |
Moderate | ||||||||
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>= 2.0 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) Daphnia magna3 = Unverified data of known source |
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General |
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> 8000 | E3 E = Manufacturers safety data sheets Rat3 = Unverified data of known source |
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Intraperitoneal LD₅₀ > 2500 mg kg⁻¹ | E3 E = Manufacturers safety data sheets Mouse3 = Unverified data of known source |
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Subcutaneous LD₅₀ > 5000 mg kg⁻¹ | E3 E = Manufacturers safety data sheets Mouse3 = Unverified data of known source |
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Extensively metabolised and mainly excreted in urine | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source |
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Health issues |
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No information available |
Handling issues |
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No information available | |||
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Not listed (Not listed) | |||
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melengestrol acetate | ||
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Record last updated: | 16/09/2025 |
Contact: | aeru@herts.ac.uk |
Please cite as: | Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 |