(10S,11S,14R,15S)-14-hydroxy-15-methyl-14-(prop-2-en-1-yl)tetracyclo[8.7.0.02,7.011,15]heptadeca-1,6,16-trien-5-one

• ChemBase ID: 125738
• Molecular Formular: C21H26O2
• Molecular Mass: 310.42994
• Monoisotopic Mass: 310.19328007
• SMILES: O=C1C=C2C(=C3C=C[C@]4([C@@H](CC[C@@]4(O)CC=C)[C@@H]3CC2)C)CC1
• Canonical SMILES: C=CC[C@]1(O)CC[C@@H]2[C@]1(C)C=CC1=C3CCC(=O)C=C3CC[C@@H]21
• InChI: 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
• InChIKey: VWAUPFMBXBWEQY-ANULTFPQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11S,14R,15S)-14-hydroxy-15-methyl-14-(prop-2-en-1-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6,16-trien-5-one
• IUPAC Traditional name: regumate
• Synonyms: Allyltrenbolone; Regumate; RU 2267; Altrenogest; (17β)-17-Hydroxy-17-(2-propen-1-yl)estra-4,9,11-trien-3-one; (17β)-17-Hydroxy-17-(2-propenyl)estra-4,9,11-trien-3-one; 17α-Allyl-17-hydroxyestra-4,9,11-trien-3-one; A 35957; DRC 6246; R 2267; 17-α-Allyl-17-β-hydroxyoestra-4,9,11-trien-3-one; Altrenogest; D9-4-氨基联苯; 四烯雌酮; 烯丙基群勃龙; 烯丙孕素

Database IDs

• CAS Number: 850-52-2
• EC Number: 212-703-1
• MDL Number: MFCD00867855
• PubChem SID: 24860747; 162220088
• PubChem CID: 10041070
• ATC CODE: QG03DX90
• Chemspider ID: 8216634
• KEGG ID: D02840
• Wikipedia Title: Altrenogest

CALCULATED PROPERTIES

• Acid pKa: 18.903387
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1978962
• LogD (pH = 7.4): 3.197897
• Log P: 3.197897
• Molar Refractivity: 95.462 cm^3
• Polarizability: 36.23286 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: KG7745000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C21H26O2

DETAILS

Sigma Aldrich - 33994

Application
Commission Regulation (EU) No 37/2010 of 22 December 2009 on pharmacologically active substances and their classification regarding maximum residue limits in foodstuffs of animal origin
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - A575755

A synthetic progestational agent used in veterinary medicine for the control of estrus in mares.

REFERENCES

• Machnik M. et al.: J. Vet. Phamacol. Therap., 30, 86 (2007)
• Goncalves dos Santos, J.M. et al.: Anim. Reprod. Sci., 84, 407 (2007)