Cholestane

• Formula: C₂₇H₄₈
• Molecular weight: 372.6700
• IUPAC Standard InChI: InChI=1S/C27H48/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h19-25H,6-18H2,1-5H3/t20-,21-,22+,23-,24+,25?,26+,27-/m0/s1 Copy

  
• IUPAC Standard InChIKey: XIIAYQZJNBULGD-BTSBFKJRSA-N Copy
• CAS Registry Number: 481-21-0
• Chemical structure:
  This structure is also available as a 2d Mol file
• Stereoisomers:
  • cholestane
  • Cholestane, (5α,14β)-
  • Coprostane
  • 20R-5α(H),14β(H)-17β(H)-Sterane
  • 20S-5α(H),14β(H)-17β(H)-Sterane
  • C27 5A,14A,17A,20R-Sterane
  • C27 5A,14A,17A,20S-Sterane
  • C27 5A,14B,17B,20R-Sterane
• Other names: Cholestane, (5α)-; 5α-Cholestane; α-Cholestane; 28,29,30-Trinorlanostane; 10,13-Dimethyl-17-(1',5'-dimethylhexyl)-hexadecahydrocyclopenta(a)phenanthrene; 5A-Cholestane, TMS; 17-(1,5-Dimethylhexyl)-10,13-dimethyl-hexahydro-1H-cyclopenta[a]-phenanthrene (5-α-cholestane)
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • Reaction thermochemistry data
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
• Options:
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Phase change data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: William E. Acree, Jr., James S. Chickos

Enthalpy of vaporization

Enthalpy of fusion

Reaction thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

 +  =

By formula: H₂ + C₂₇H₄₆ = C₂₇H₄₈

 +  =

By formula: H₂ + C₂₇H₄₆ = C₂₇H₄₈

 + C₂₇H₄₆ =

By formula: H₂ + C₂₇H₄₆ = C₂₇H₄₈

 +  =

By formula: H₂ + C₂₇H₄₆ = C₂₇H₄₈

 +  =

By formula: H₂ + C₂₇H₄₆ = C₂₇H₄₈

Gas Chromatography

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, isothermal

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Kovats' RI, non-polar column, custom temperature program

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Normal alkane RI, non-polar column, isothermal

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Normal alkane RI, non-polar column, custom temperature program

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References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Mokbel, Ruzicka, et al., 2000
Mokbel, Ilham; Ruzicka, Kvetoslav; Majer, Vladimir; Ruzicka, Vlastimil; Ribeiro, Madeleine; Jose, Jacques; Zábranský, Milan, Vapor pressures and thermal data for three high-boiling compounds of petroleum interest: 1-phenyldodecane, (5α)-cholestane, adamantane, Fluid Phase Equilibria, 2000, 169, 2, 191-207, https://doi.org/10.1016/S0378-3812(99)00342-8 . [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Turner, Meador, et al., 1957
Turner, R.B.; Meador, W.R.; Winkler, R.E., Heats of hydrogenation. II. Heats of hydrogenation and the acid-catalyzed isomerization of some unsaturated steroids, J. Am. Chem. Soc., 1957, 79, 4122-4127. [all data]

van Gelder, Jonker, et al., 1988
van Gelder, W.M.J.; Jonker, H.H.; Huizing, H.J.; Scheffer, J.J.C., Capillary gas chromatography of steroidal alkaloids from Solanaceae. Retention indices and simultaneous flame ionization/nitrogen-specific detection, J. Chromatogr., 1988, 442, 133-145, https://doi.org/10.1016/S0021-9673(00)94463-7 . [all data]

Shlyakhov, 1984
Shlyakhov, A.F., Gas chromatography in organic geochemistry, Nedra, Moscow, 1984, 221. [all data]

Kimble, Maxwell, et al., 1974
Kimble, B.J.; Maxwell, J.R.; Philp, R.P.; Eglinton, G., Identification of steranes and triterpanes in geolipid extracts by high-resolution gas chromatography and mass spectrometry, Chem. Geol., 1974, 14, 3, 173-198, https://doi.org/10.1016/0009-2541(74)90127-2 . [all data]

Ramsey, Lee, et al., 1980
Ramsey, J.D.; Lee, T.D.; Osselton, M.D.; Moffat, A.C., Gas-liquid chromatographic retention indices of 296 non-drug substances on SE-30 or OV-1 likely to be encountered in toxicological analyses, J. Chromatogr., 1980, 184, 2, 185-206, https://doi.org/10.1016/S0021-9673(00)85641-1 . [all data]

Halket, Ganschow, et al., 1980
Halket, J.M.; Ganschow, I.; Lisboa, B.P., Gas chromatographic-mass spectrometric properties of boronate esters of 24R,25-dihydroxycholecalciferol, J. Chromatogr., 1980, 192, 2, 434-440, https://doi.org/10.1016/S0021-9673(80)80022-7 . [all data]

Krupcik, Rutten, et al., 1976
Krupcik, J.; Rutten, G.A.F.M.; Rijks, J.A., The influence of temperature on the separation and characterization of steroids on non-polar glass capillary columns, Chem. zvesti, 1976, 30, 4, 469-479. [all data]

Ardrey and Moffat, 1981
Ardrey, R.E.; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Chromatogr., 1981, 220, 3, 195-252, https://doi.org/10.1016/S0021-9673(00)81925-1 . [all data]

Notes

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• Symbols used in this document:
  

  ΔfusH	Enthalpy of fusion
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔsubH°	Enthalpy of sublimation at standard conditions
  ΔvapH	Enthalpy of vaporization

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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