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
  • Mass spectrum (electron ionization)
  • Gas Chromatography
  • References
  • Notes
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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

Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

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

Go To: Top, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, NIST Subscription Links, Notes

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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