1.0 2016-09-30 22:16:26 UTC 2020-06-04 20:40:06 UTC BMDB0000010 BMDB00010 2-Methoxyestrone 2-Methoxyestrone belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 2-methoxyestrone is considered to be a steroid lipid molecule. 2-Methoxyestrone exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. 2-Methoxyestrone exists in all living organisms, ranging from bacteria to humans. 2-Methoxyestrone and S-adenosylhomocysteine can be biosynthesized from S-adenosylmethionine and 2-hydroxyestrone; which is mediated by the enzyme catechol O-methyltransferase. In cattle, 2-methoxyestrone is involved in the metabolic pathway called the estrone metabolism pathway. 2-(8S,9S,13S,14S)-3-Hydroxy-2-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one 2-Hydroxyestrone 2-methyl ether 2-Methoxy-17-oxoestra-1,3,5(10)-trien-3-ol 2-Methoxy-3-hydroxyestra-1,3,5(10)-trien-17-one 3-Hydroxy-2-methoxy-estra-1,3,5(10)-trien-17-one 3-Hydroxy-2-methoxyestra-1,3,5(10)-trien-17-one Methoxy-estrone C19H24O3 300.3921 300.172544634 (1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one (1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one 362-08-3 [H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(OC)=C3 InChI=1S/C19H24O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,20H,3-8H2,1-2H3/t12-,13+,15-,19-/m0/s1 WHEUWNKSCXYKBU-QPWUGHHJSA-N belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Estrane steroids Estrogens and derivatives 1-hydroxy-2-unsubstituted benzenoids 17-oxosteroids 3-hydroxysteroids Alkyl aryl ethers Anisoles Hydrocarbon derivatives Ketones Organic oxides Phenanthrenes and derivatives Tetralins 1-hydroxy-2-unsubstituted benzenoid 17-oxosteroid 3-hydroxysteroid Alkyl aryl ether Anisole Aromatic homopolycyclic compound Benzenoid Carbonyl group Estrogen-skeleton Ether Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Phenanthrene Tetralin Aromatic homopolycyclic compounds 17-oxo steroid 3-hydroxy steroid C18 steroids (estrogens) and derivatives C18 steroids (estrogens) and derivatives alicyclic ketone phenols Solid melting_point 187.0 - 189.5 °C logp 3.50 ALOGPS logs -4.60 ALOGPS logp 4.15 ChemAxon pka_strongest_acidic 10.29 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one ChemAxon average_mass 300.3921 ChemAxon mono_mass 300.172544634 ChemAxon smiles [H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(OC)=C3 ChemAxon formula C19H24O3 ChemAxon inchi InChI=1S/C19H24O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,20H,3-8H2,1-2H3/t12-,13+,15-,19-/m0/s1 ChemAxon inchikey WHEUWNKSCXYKBU-QPWUGHHJSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 85.55 ChemAxon polarizability 34.34 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Estrone Metabolism SMP0087272 Specdb::NmrTwoD 919 Specdb::CMs 2161 Specdb::CMs 2170 Specdb::CMs 23019 Specdb::CMs 30947 Specdb::CMs 30948 Specdb::CMs 37240 Specdb::CMs 148719 Specdb::CMs 1046875 Specdb::CMs 1046877 Specdb::CMs 1046879 Specdb::NmrOneD 1026 Specdb::NmrOneD 297235 Specdb::NmrOneD 297236 Specdb::NmrOneD 297237 Specdb::NmrOneD 297238 Specdb::NmrOneD 297239 Specdb::NmrOneD 297240 Specdb::NmrOneD 297241 Specdb::NmrOneD 297242 Specdb::NmrOneD 297243 Specdb::NmrOneD 297244 Specdb::NmrOneD 297245 Specdb::NmrOneD 297246 Specdb::NmrOneD 297247 Specdb::NmrOneD 297248 Specdb::NmrOneD 297249 Specdb::NmrOneD 297250 Specdb::NmrOneD 297251 Specdb::NmrOneD 297252 Specdb::NmrOneD 297253 Specdb::NmrOneD 297254 Specdb::MsMs 13 Specdb::MsMs 14 Specdb::MsMs 15 Specdb::MsMs 317137 Specdb::MsMs 317138 Specdb::MsMs 317139 Specdb::MsMs 363541 Specdb::MsMs 363542 Specdb::MsMs 363543 Specdb::MsMs 2280640 Specdb::MsMs 2280641 Specdb::MsMs 2280642 Specdb::MsMs 3084619 Specdb::MsMs 3084620 Specdb::MsMs 3084621 Blood 0.00167 uM Detected by HPLC-MS/MS in Holstein cows. Regal P, Nebot C, Diaz-Bao M, Barreiro R, Cepeda A, Fente C: Disturbance in sex-steroid serum profiles of cattle in response to exogenous estradiol: a screening approach to detect forbidden treatments. Steroids. 2011 Mar;76(4):365-75. doi: 10.1016/j.steroids.2010.12.005. Epub 2010 Dec 21. 21172370 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 FDB021868 389515 C05299 440624 1189 2-Methoxyestrone 2578 Stoelwinder, Johannes; Moers, Nicolaas Elisabeth Cornelis. Process for the preparation 2-substituted derivatives of estrone and estradiol.PCT Int. Appl. (2006), 40 pp. BMDBP00421 Catechol O-methyltransferase A7MBI7 COMT Enzyme