MiMeDB: Showing metabocard for 5a-Cholest-8-en-3b-ol (MMDBc0048850)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:12:03 UTC

Update Date

2022-09-01 02:14:58 UTC

Metabolite ID

MMDBc0048850

Metabolite Identification

Common Name

5a-Cholest-8-en-3b-ol

Description

5alpha-Cholest-8-en-3beta-ol, also known as zymostenol, is a normal human metabolite and an intermediate of cholesterol synthesis. The concentrations of zymostenol are higher, both in the serum and bile of patients with cerebrotendinous xanthomatosis, compared to controls or in patients with cerebrotendinous xanthomatosis treated with chenodeoxycholic acid. Kidney transplant recipients had lower serum zymostenol when compared to controls. During consumption of plant stanol ester spread by hypercholesterolemic children, plant sterols in the plasma decreased and cholesterol precursor sterols such as zymostenol increased (PMID: 15736111 , 16709621 , 16477216 , 12756385 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₂₇H₄₆O

Average Mass

386.6535

Monoisotopic Mass

386.354866094

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

566-97-2

SMILES

Not Available

InChI Identifier

InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-21,23-24,28H,6-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1

InChI Key

QETLKNDKQOXZRP-XTGBIJOFSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Blood
Feces

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
MMDBp0192567	3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase	Unknown	Q15125	Homo_sapiens
MMDBp0193337	Delta(24)-sterol reductase	Unknown	Q15392	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Kandutsch-Russell Pathway (Cholesterol Biosynthesis)

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

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
Eukaryota/Fungi	Basidiomycota	8	Human feces
Eukaryota/Fungi	Blastocladiomycota	1
Eukaryota/Fungi	Ascomycota	2

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
Human Feces	Detected but not Quantified									HMDB
Human	Detected and Quantified	<0.000129					Newborn (0-30 days old)	Not Specified	Normal	HMDB	12189593

External Links

Not Available

General References

Ketomaki AM, Gylling H, Antikainen M, Siimes MA, Miettinen TA: Red cell and plasma plant sterols are related during consumption of plant stanol and sterol ester spreads in children with hypercholesterolemia. J Pediatr. 2003 May;142(5):524-31. doi: 10.1067/mpd.2003.193. [PubMed:12756385 ]
Clarenbach JJ, Lindenthal B, Dotti MT, Federico A, Kelleher JK, von Bergmann K: Isotopomer spectral analysis of intermediates of cholesterol synthesis in patients with cerebrotendinous xanthomatosis. Metabolism. 2005 Mar;54(3):335-44. doi: 10.1016/j.metabol.2004.09.013. [PubMed:15736111 ]
Siirtola A, Ketomaki A, Miettinen TA, Gylling H, Lehtimaki T, Holmberg C, Salo MK, Antikainen M: Cholesterol absorption and synthesis in pediatric kidney, liver, and heart transplant recipients. Transplantation. 2006 Feb 15;81(3):327-34. doi: 10.1097/01.tp.0000189173.46727.18. [PubMed:16477216 ]
Oostendorp M, Engelke UF, Willemsen MA, Wevers RA: Diagnosing inborn errors of lipid metabolism with proton nuclear magnetic resonance spectroscopy. Clin Chem. 2006 Jul;52(7):1395-405. doi: 10.1373/clinchem.2006.069112. Epub 2006 May 18. [PubMed:16709621 ]

Showing metabocard for 5a-Cholest-8-en-3b-ol (MMDBc0048850)

MOL for #<Metabolite:0x0000560be2749c50>

3D MOL for #<Metabolite:0x0000560be2749c50>

3D SDF for #<Metabolite:0x0000560be2749c50>

3D-SDF for #<Metabolite:0x0000560be2749c50>

PDB for #<Metabolite:0x0000560be2749c50>

3D PDB for #<Metabolite:0x0000560be2749c50>

SMILES for #<Metabolite:0x0000560be2749c50>

INCHI for #<Metabolite:0x0000560be2749c50>

Structure for #<Metabolite:0x0000560be2749c50>

3D Structure for #<Metabolite:0x0000560be2749c50>