7-α-Hydroxycholesterol, TMS
- Formula: C33H64O2Si2
- Molecular weight: 549.0311
- IUPAC Standard InChI: InChI=1S/C33H64O2Si2/c1-23(2)13-12-14-24(3)27-15-16-28-31-29(18-20-33(27,28)5)32(4)19-17-26(34-36(6,7)8)21-25(32)22-30(31)35-37(9,10)11/h23-31H,12-22H2,1-11H3/t24?,25?,26-,27?,28?,29?,30-,31?,32+,33-/m0/s1
- IUPAC Standard InChIKey: SABSXFHUKZVEMF-IMJPDBQSSA-N
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: Cholesterol, 7α-hydroxy, TMS
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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
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Ultra-1 | 3115. | Axelson and Larsson, 1996 | 25. m/0.32 mm/0.17 μm; Program: 50C (3min) => (rapidly) => 185C => 5C/min => 280C |
| Capillary | OV-1 | 3104. | Brooks, Cole, et al., 1983 | 25. m/0.25 mm/0.25 μm; Program: 80 0C (5 min) 40 K/min -> 120 0C (2 min) 2 K/min -> 200 0C (for androstanes), or 80 0C (5 min) 40 K/min -> 190 0C (2 min) 2 K/min -> 270 0C (for sterols) |
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.
Axelson and Larsson, 1996
Axelson, M.; Larsson, O.,
27-Hydroxylated low density lipoprotein (LDL) cholesterol can be converted to 7α,27-Dihydroxy-4-cholesten-3-one (cytosterone) before suppressing cholesterol production in normal human fibroblasts. Evidence that an altered metabolism of LDL cholesterol can underlie a defective feedback control in malignant cells,
J. Biol. Chem., 1996, 271, 22, 12724-12736. [all data]
Brooks, Cole, et al., 1983
Brooks, C.J.W.; Cole, W.J.; Lawrie, T.D.V.; MacLachlan, J.; Borthwick, J.H.; Barrett, G.M.,
Selective reactions in the analytical characterisation of steroids by gas chromatography-mass spectrometry,
J. Steroid Biochem., 1983, 19, 1, 189-201, https://doi.org/10.1016/S0022-4731(83)80025-9
. [all data]
Notes
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- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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