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20beta-Hydroxyprogesterone

PubChem CID: 92747

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Compound Synonyms 145-15-3, (20R)-20-Hydroxypregn-4-en-3-one, 20-beta-Progerol, 20beta-Dihydroprogesterone, Progesterol-20-beta, Pregn-4-en-3-one, 20-hydroxy-, (20R)-, 20-beta-Dihydroprogesterone, 20-beta-Hydroxyprogesterone, 20.beta.-Progerol, 4-Pregnen-2-beta-ol-3-one, Progesterol-20.beta., 20beta-hydroxy-4-pregnen-3-one, 20beta-Hydroxypregn-4-en-3-one, 20-beta-Hydroxydihydroprogesterone, 20beta-Hydroxyprogesterone, 20-beta-Hydroxypregn-4-en-3-one, 20beta-Hydroxy-pregn-4-en-3-one, EINECS 205-650-0, 67N4JZ6CHL, 20.beta.-Hydroxyprogesterone, Pregn-4-en-3-one, 20-beta-hydroxy-, 20R-hydroxypregn-4-en-3-one, CHEBI:36729, 20b-Dihydroprogesterone, 20.beta.-Dihydroprogesterone, CHEMBL2112756, Pregn-4-en-3-one, 20-hydroxy-, (20-R)-, DTXSID001314014, PROGESTERONE IMPURITY C [EP IMPURITY], PROGESTERONE IMPURITY C (EP IMPURITY), 20beta-Progerol, (20R)-20-Hydroxypregn-4-en-3-one, Progesterone Imp. C (EP), 20(R)-Hydroxy Progesterone, Progesterone Impurity C, Progesterol-20beta, (20R)-20-hydroxy-pregn-4-en-3-one, Standard for chromatography, UNII-67N4JZ6CHL, 20I(2)-Hydroxyprogesterone, 4-Pregnen-20?-ol-3-one, SCHEMBL7219687, pregn-4-en-20(r)-ol-3-one, 4-Pregnen-20.beta.-ol-3-one, DTXCID001743839, 20.beta.-Hydroxydihydroprogesterone, BDBM50407981, LMST02030153, 20-.beta.-Hydroxypregn-4-en-3-one, FP65736, Pregn-4-en-3-one, 20.beta.-hydroxy-, NS00004400, 20-Hydroxypregn-4-en-3-one, (20.beta.)-, Q4630845, Pregn-4-en-3-one, 20-hydroxy-, (20-R)-(9CI), 205-650-0
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 37.3
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2C(CCC3C4CCCC4CCC23)C1
Np Classifier Class Pregnane steroids
Deep Smiles O=CCC[C@]C=C6)CC[C@@H][C@@H]6CC[C@][C@H]6CC[C@@H]5[C@H]O)C))))))C)))))))))C
Heavy Atom Count 23.0
Classyfire Class Steroids and steroid derivatives
Description A biologically active 20-alpha-reduced metabolite of progesterone. It is converted from progesterone to 20-alpha-hydroxypregn-4-en-3-one by the 20-alpha-hydroxysteroid dehydrogenase in the corpus luteum and the placenta. -- Pubchem, Progesterone is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy (supports gestation) and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestagens, and is the major naturally occurring human progestagen. -- Wikipedia, During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. Progesterone decreases contractility of the uterine smooth muscle. The fetus metabolizes placental progesterone in the production of adrenal mineralo- and glucosteroids. A drop in progesterone levels is possibly one step that facilitates the onset of labor. In addition progesterone inhibits lactation during pregnancy. The fall in progesterone levels following delivery is one of the triggers for milk production. -- Wikipedia [HMDB]
Scaffold Graph Node Level OC1CCC2C(CCC3C4CCCC4CCC23)C1
Classyfire Subclass Pregnane steroids
Isotope Atom Count 0.0
Molecular Complexity 550.0
Database Name fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Uniprot Id P05093, P06401, Q28590, P06186
Iupac Name (8S,9S,10R,13S,14S,17S)-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 4.2
Gsk 4 400 Rule False
Molecular Formula C21H32O2
Scaffold Graph Node Bond Level O=C1C=C2CCC3C4CCCC4CCC3C2CC1
Inchi Key RWBRUCCWZPSBFC-SJOKZOANSA-N
Silicos It Class Soluble
Rotatable Bond Count 1.0
State Solid
Synonyms (20S)-20-Hydroxypregn-4-en-3-one, 20-a-Dihydroprogesterone, 20-alpha-Dihydroprogesterone, 20-alpha-Hydroxydihydroprogesterone, 20-alpha-Hydroxyprogesterone, 20-alpha-Progerol, 20(S)-Hydroxyprogesterone, 20a-Dihydroprogesterone, 20a-Hydroxydihydroprogesterone, 20a-Hydroxypreg-4-en-3-one, 20a-Hydroxypregnen-2-one, 20a-Hydroxyprogesterone, 20a-Progerol, 20alpha-Dihydroprogesterone, 20alpha-Dihydroprognenolone, 20alpha-Hydroxy-4-pregnen-3-one, 20alpha-Hydroxydihydroprogesterone, 20alpha-Hydroxypreg-4-en-3-one, 20alpha-Hydroxypregn-4-en-3-one, 20alpha-Hydroxypregnen-2-one, 20alpha-hydroxyprogesterone, 20alpha-Progerol, 20b-Dihydroprogesterone, 20b-Hydroxy-4-pregnen-3-one, 20b-Hydroxypregn-4-en-3-one, 20beta-Dihydroprogesterone, 20beta-Hydroxy-4-pregnen-3-one, 20beta-Hydroxypregn-4-en-3-one, 20β-dihydroprogesterone, 20β-hydroxy-4-pregnen-3-one, 20β-hydroxypregn-4-en-3-one, Dihydrogesterone, dihydroxyprogesterone, Progesterol-20-alpha, Progesterol-20a, 20 beta hydroxy -4-pregnen-3-one
Esol Class Moderately soluble
Functional Groups CC(=O)C=C(C)C, CO
Compound Name 20beta-Hydroxyprogesterone
Exact Mass 316.24
Formal Charge 0.0
Monoisotopic Mass 316.24
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 316.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12-13,16-19,22H,4-11H2,1-3H3/t13-,16+,17-,18+,19+,20+,21-/m1/s1
Smiles C[C@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Steroids

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