virtualchemistry.org - GROMACS Molecule Database - 8r9s13s14s-3-hydroxy-13-methyl-7891112141516-octahydro-6h-cyclopentaaphenanthren-17-one

Summary

IUPAC name (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-17-one
Synonyms 53-16-7, InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1, estrone, 3-hydroxyestra-1(10),2,4-trien-17-one, 8r9s13s14s-3-hydroxy-13-methyl-7891112141516-octahydro-6h-cyclopentaaphenanthren-17-one, 8r9s13s14s-3-hydroxy-13-methyl-7891112141516-octahydro-6h-cyclopentaaphenanthren-17-on
CAS number 53-16-7
ChemSpider ID 5660
PubChem ID 5870
Molecular weight 270.366 Da
Formula C₁₈H₂₂O₂
Multiplicity 1
Point group C₁
Symmetry number 1
Rotatable bonds NA
StdInChi InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1

Liquid properties

Property Unit T (K) Experiment GAFF-ESP-2012 OPLS CGenFF COSMO-RS kowwin GAFF-ESP XlogP3
log k_OW 298.15 2.95¹ 3.10²

Flexible models Hydrogen constrained All bonds constrained.

Gas properties

Property Unit T (K) Experiment G2 G3 G4 CBS-QB3 W1BD W1U B3LYP/aug-cc-pVTZ BS CGenFF GAFF-BCC-2018 GAFF-ESP-2018 AXpp AXpg AXps
E kJ/mol 298.15 978.07³
E-scaled kJ/mol 298.15 1009.21³
S⁰ J/mol K 298.15 542.17³
S⁰-scaled J/mol K 298.15 532.85³
ZPE kJ/mol 298.15 932.8³
ZPE-scaled kJ/mol 298.15 965.5³
C_V J/mol K 298.15 301.1³
C_V-scaled J/mol K 298.15 290.6³
α_aniso Å³ 298.15 12.92⁴ 13.01⁴ 12.92⁴

References

Stephen G. Machatha and Samuel H. Yalkowsky Comparison of the octanol/water partition coefficients calculated by ClogP, ACDlogP and KowWin to experimentally determined values, Int. J. Pharmaceut. 294, 185-192 (2005).
T. Cheng and Y. Zhao and X. Li and F. Lin and Y. Xu and X. Zhang and Y. Li and R. Wang and L. Lai Computation of octanol- water partition coefficients by guiding an additive model with knowledge., J. Chem. Inf. Model. 47, 2140-2148 (2007).
David van der Spoel and Mohammad M. Ghahremanpour and Justin Lemkul Small Molecule Thermochemistry: A Tool For Empirical Force Field Development, J. Phys. Chem. A 122, 8982–8988 (2018). DOI
Mohammad Mehdi Ghahremanpour and Paul J. van Maaren and Carl Caleman and Geoffrey R. Hutchison and David van der Spoel Polarizable Drude Model with s-type Gaussian or Slater Charge Density for General Molecular Mechanics Force Fields, J. Chem. Theory Comput. 14, 5553-5566 (2018). DOI