8-Dehydrocholesterol (BioCAD00000020035)

blood cerebrospinal fluid (csf)

Metabolite Card

Formula: C27H44O (384.3392)
SMILES: [H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)CC1=CC3)[C@H](C)CCCC(C)C

Synonyms [en]

8-Dehydrocholesterol; 3b-Cholesta-5,8-dien-3-ol; 8-DHC; 8(9)-dehydrocholesterol; R85BA49SYS; UNII-R85BA49SYS

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

8-Dehydrocholesterol. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000020035). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

8-Dehydrocholesterol (8-DHC) elevated concentration is one of the diagnostic biochemical hallmarks of classical Smith-Lemli-Opitz syndrome (SLOS). Plasma 8-DHC could be only marginally elevated. (PMID: 16435228). Smith-Lemli-Opitz syndrome (SLOS) is an autosomal recessive condition caused by a defect in cholesterol synthesis (caused by a deficit of 3beta-hydroxysterol-Delta7 reductase). Affected children often have malformations and mental retardation. Autistic behaviors also are evident. In children, the baseline cholesterol, 8-DHC levels, and cholesterol levels following supplementation does not correlate with the presence or severity of autistic symptoms. (PMID: 16761297). Accumulation of 8-dehydrocholesterol in Amniotic fluid is diagnostic for SLOS. (PMID 16231320).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 70741-38-7
  • PubChem: 129846
  • ChEBI: ChEBI:89982
  • HMDB: HMDB0002027
  • LipidMaps: LMST01010242
  • NCBI MeSH: cholesta-5,8-dien-3 beta-ol
  • RefMet: RM0135610
  • Coconut NaturalProduct: CNP0296511.1

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
WikiPathways:WP4804 Cholesterol biosynthesis with skeletal dysplasias
PathBank:SMP0120794 Mevalonic Aciduria
PathBank:SMP0120464 CHILD Syndrome
PathBank:SMP0120472 Desmosterolosis
PathBank:SMP0120512 Lysosomal Acid Lipase Deficiency (Wolman Disease)
PathBank:SMP0120573 Cholesteryl Ester Storage Disease
PathBank:SMP0000023 Steroid Biosynthesis
PathBank:SMP0000387 CHILD Syndrome
PathBank:SMP0000112 Risedronate Action Pathway
PathBank:SMP0000508 Cholesteryl Ester Storage Disease
PathBank:SMP0087326 Steroid Biosynthesis
PathBank:SMP0120685 Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2)
PathBank:SMP0120769 Hypercholesterolemia
PathBank:SMP0120793 Hyper-IgD Syndrome
PathBank:SMP0120515 Smith-Lemli-Opitz Syndrome (SLOS)
PathBank:SMP0120576 Wolman Disease
PathBank:SMP0000389 Smith-Lemli-Opitz Syndrome (SLOS)
PathBank:SMP0000319 Lysosomal Acid Lipase Deficiency (Wolman Disease)
PathBank:SMP0000082 Simvastatin Action Pathway
PathBank:SMP0000111 Cerivastatin Action Pathway
View All Pathways