Altrenogest (also known as Allyltrenbolone; A35957; RU2267; DRC6246; R-2267; A-35957; RU-2267; Allyl trenbolone; REGU-MATE; Regumate) is a progestogen structurally related to veterinary steroid trenbolone. It is a synthetic trienic C21 steroidal progestomimetic, belonging to the 19-nor-testosterone series. It is an orally active (pro)gestagen. Like all steroids, altrenogest acts by its liposolubility by penetrating the target cells where it binds to specific receptors. In veterinary medicine, altrenogest is used in gilts and mares for zootechnical purposes (oestrus synchronization).
Physicochemical Properties
Molecular Formula | C21H26O2 | |
Molecular Weight | 310.43 | |
Exact Mass | 310.193 | |
CAS # | 850-52-2 | |
Related CAS # | Altrenogest-d5 | |
PubChem CID | 10041070 | |
Appearance | Light yellow to yellow solid powder | |
Density | 1.1±0.1 g/cm3 | |
Boiling Point | 495.6±45.0 °C at 760 mmHg | |
Melting Point | 120ºC | |
Flash Point | 210.1±21.3 °C | |
Vapour Pressure | 0.0±2.9 mmHg at 25°C | |
Index of Refraction | 1.594 | |
LogP | 3.49 | |
Hydrogen Bond Donor Count | 1 | |
Hydrogen Bond Acceptor Count | 2 | |
Rotatable Bond Count | 2 | |
Heavy Atom Count | 23 | |
Complexity | 665 | |
Defined Atom Stereocenter Count | 4 | |
SMILES | C[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@]2(CC=C)O |
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InChi Key | VWAUPFMBXBWEQY-ANULTFPQSA-N | |
InChi Code | InChI=1S/C21H26O2/c1-3-10-21(23)12-9-19-18-6-4-14-13-15(22)5-7-16(14)17(18)8-11-20(19,21)2/h3,8,11,13,18-19,23H,1,4-7,9-10,12H2,2H3/t18-,19+,20+,21+/m1/s1 | |
Chemical Name | (8S,13S,14S,17R)-17-allyl-17-hydroxy-13-methyl-1,2,6,7,8,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-3-one | |
Synonyms |
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HS Tariff Code | 2934.99.9001 | |
Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
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Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
ln Vitro | The progestogen altrenogest (Allyltrenbolone) shares structural similarities with the veterinary steroid trenbolone. The degree of donor-recipient synchronization needed for a successful embryo transfer appears to be extended when mares receiving embryos are treated with Altrenogest (Allyltrenbolone)[1]. When it comes to controlling estrous behavior and the duration between estrus and ovulation, the gel and oil forms of Altrenogest (Allyltrenbolone) work equally well. therapy with altrenogest (Allyltrenbolone) that is initiated later in the diestrus seems to increase the likelihood of ovulation during therapy. When ovulation and luteolysis occur during treatment, the luteal phase that follows is often prolonged because the CL does not regress[2]. | ||
ln Vivo |
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Animal Protocol |
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References |
[1]. Parry-Weeks, L.C. and D.W. Holtan, Effect of altrenogest on pregnancy maintenance in unsynchronized equine embryo recipients. J Reprod Fertil Suppl, 1987. 35: p. 433-8. [2]. Persistence of the luteal phase following ovulation during altrenogest treatment in mares. Theriogenology, 1996. 46(5): p. 799-811. |
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Additional Infomation |
Altrenogest is a 3-hydroxy steroid. Altrenogest, also known as allyltrenbolone, is a steroidal progestin that is widely used in veterinary medicine to suppress estrus in animals. |
Solubility Data
Solubility (In Vitro) |
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Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 3 mg/mL (9.66 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 30.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 3 mg/mL (9.66 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 30.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 3 mg/mL (9.66 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 30.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.2213 mL | 16.1067 mL | 32.2134 mL | |
5 mM | 0.6443 mL | 3.2213 mL | 6.4427 mL | |
10 mM | 0.3221 mL | 1.6107 mL | 3.2213 mL |