MiMeDB: Showing metabocard for 4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol (MMDBc0047880)

Microbial

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:47:19 UTC

Update Date

2025-01-16 22:55:48 UTC

Metabolite ID

MMDBc0047880

Metabolite Identification

Common Name

4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol

Description

4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol is considered to be practically insoluble (in water) and relatively neutral. 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol is a sterol lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₂₈H₄₆O₂

Average Mass

414.674

Monoisotopic Mass

414.349780721

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C28H46O2/c1-18(2)7-6-8-19(3)22-11-12-23-20-9-10-24-21(17-29)26(30)14-16-28(24,5)25(20)13-15-27(22,23)4/h7,19,21-24,26,29-30H,6,8-17H2,1-5H3/t19-,21+,22-,23+,24+,26+,27-,28+/m1/s1

InChI Key

ORZKEIGPXNMCHC-NUESBDPTSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Not Available

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	230.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-24	45.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	668.5
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	910.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	804.0
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	375.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	3116.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-24	126.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	309.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	808.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	437.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	185.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	257.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	8.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	262.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	266.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	451.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1589.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1522.2

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol_TMS_1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)[C@@H](CO)[C@@H]1CC3	standard non polar	2025-10-24	2008.73
Gas Chromatography	4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol_TMS_2	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O)[C@@H](CO[Si](C)(C)C)[C@@H]1CC3	standard non polar	2025-10-24	2226.35
Gas Chromatography	4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol_TMS_3	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)[C@@H]1CC3	standard non polar	2025-10-24	1897.41
Gas Chromatography	4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol_TMS_1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)[C@@H](CO)[C@@H]1CC3	standard polar	2025-10-24	2018.84
Gas Chromatography	4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol_TMS_2	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O)[C@@H](CO[Si](C)(C)C)[C@@H]1CC3	standard polar	2025-10-24	3148.94
Gas Chromatography	4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol_TMS_3	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)[C@@H]1CC3	standard polar	2025-10-24	3131.05

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0019920	4alpha-methylzymosterol	4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol	C-4 methylsterol oxidase ERG25	Oxidation	PathBank	31602464
MMDBr0019921	4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol	4Œ±-formyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol	C-4 methylsterol oxidase ERG25	Oxidation	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Dietschy JM, Turley SD: Thematic review series: brain Lipids. Cholesterol metabolism in the central nervous system during early development and in the mature animal. J Lipid Res. 2004 Aug;45(8):1375-97. doi: 10.1194/jlr.R400004-JLR200. [PubMed:15254070 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
O'Byrne SM, Blaner WS: Retinol and retinyl esters: biochemistry and physiology. J Lipid Res. 2013 Jul;54(7):1731-43. doi: 10.1194/jlr.R037648. Epub 2013 Apr 26. [PubMed:23625372 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Linda T. Welson (2006). Triglycerides and Cholesterol Research. Nova Science Publishers Inc..

Showing metabocard for 4Œ±-hydroxymethyl-5Œ±-cholesta-8,24-dien-3Œ≤-ol (MMDBc0047880)

MOL for #<Metabolite:0x00007f9ac06773e0>

3D MOL for #<Metabolite:0x00007f9ac06773e0>

3D SDF for #<Metabolite:0x00007f9ac06773e0>

3D-SDF for #<Metabolite:0x00007f9ac06773e0>

PDB for #<Metabolite:0x00007f9ac06773e0>

3D PDB for #<Metabolite:0x00007f9ac06773e0>

SMILES for #<Metabolite:0x00007f9ac06773e0>

INCHI for #<Metabolite:0x00007f9ac06773e0>

Structure for #<Metabolite:0x00007f9ac06773e0>

3D Structure for #<Metabolite:0x00007f9ac06773e0>