24-Methylenecholesterol (BioCAD00000003230)

plant natural products microbial natural products

Metabolite Card

Formula: C28H46O (398.3548)
SMILES: [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C

Synonyms [en]

24-methylenecholesterol; 24-methylene-cholest-5-en-3beta-ol; Chalinasterol; Ostreasterol; 24-methylencholesterol; Ergosta-5,24(28)-dien-3beta-ol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

24-Methylenecholesterol. 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: BioCAD00000003230). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

24-Methylenecholesterol, also known as chalinasterol or ostreasterol, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 24-methylenecholesterol is considered to be a sterol lipid molecule. 24-Methylenecholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 24-Methylenecholesterol is involved in the biosynthesis of steroids. 24-Methylenecholesterol is converted from 5-dehydroepisterol by 7-dehydrocholesterol reductase (EC 1.3.1.21). 24-Methylenecholesterol is converted into campesterol by delta24-sterol reductase (EC 1.3.1.72).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 474-63-5
  • PubChem: 92113
  • ChEBI: ChEBI:19812
  • HMDB: HMDB0006849
  • HMDB: HMDB06849
  • LipidMaps: LMST01030099
  • KEGG: C15781
  • BioCyc: CPD-706
  • NCBI MeSH: 24-methylenecholesterol
  • MoNA: JP008184
  • Metlin: METLIN_58566
  • Coconut NaturalProduct: CNP0186089.1
  • Coconut NaturalProduct: CNP0211064.3
  • Coconut NaturalProduct: CNP0211064.5
  • Coconut NaturalProduct: CNP0211064.6
  • Coconut NaturalProduct: CNP0211064.7

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03725 C01802 + C00019<=>C15781 + C00021
KEGG:R07492 1.3.1.21 C15780<=>C15781
KEGG:R07493 1.3.1.- C15781 + C00005 + C00080<=>C01789 + C00006
KEGG:R11096 1.3.1.- C15781 + C00005 + C00080<=>C21106 + C00006
Rhea:RHEA:61945 24-methylenecholesterol + UDP-α-D-glucose => 24-methylene cholesteryl β-D-glucoside + UDP + H+
Rhea:RHEA:61946 24-methylene cholesteryl β-D-glucoside + UDP + H+ => 24-methylenecholesterol + UDP-α-D-glucose
Rhea:RHEA:61947 24-methylenecholesterol + UDP-α-D-glucose <=> 24-methylene cholesteryl β-D-glucoside + UDP + H+
BioCyc:RXN-4222 CPD-706<=>CPD-4141
BioCyc:RXN-707 1.3.1.21 CPD-700 + NADPH + PROTON --> CPD-706 + NADP
BioCyc:RXN-21840 2.1.1.- S-ADENOSYLMETHIONINE + DESMOSTEROL-CPD --> ADENOSYL-HOMO-CYS + CPD-706 + PROTON
BioCyc:RXN-22207 1.3.1.71 CPD-706 + NADPH + PROTON --> CPD-8134 + NADP
BioCyc:RXN-20131 1.3.1.- CPD-706 + NADPH + PROTON --> CPD-707 + NADP
BioCyc:RXN-22195 2.1.1.- S-ADENOSYLMETHIONINE + CPD-706 --> ADENOSYL-HOMO-CYS + CPD-22095 + PROTON
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Organism Source

Taxonomy Source

  1. Acacia leptostachya [ncbi taxid: 1378380]
  2. Acetabularia acetabulum [ncbi taxid: 35845]
  3. Acrocarpia paniculata [ncbi taxid: 717668]
  4. Adiantum caudatum [ncbi taxid: 1073774]
  5. Albatrellus confluens [ncbi taxid: ]
  6. Alpinia formosana [ncbi taxid: 125257]
  7. Ambrosia trifida [ncbi taxid: 4214]
  8. Angelica atropurpurea [ncbi taxid: 1405025]
  9. Anisocycla grandidieri [ncbi taxid: 3021356]
  10. Annona coriacea [ncbi taxid: 1775857]
  11. Anodendron affine [ncbi taxid: 582712]
  12. Anthocleista vogelii [ncbi taxid: 84938]
  13. Aphanoascus fulvescens [ncbi taxid: 73174]
  14. Apis dorsata [ncbi taxid: 7462]
  15. Apis mellifera [ncbi taxid: 7460]
  16. Arabis purpurea [ncbi taxid: 554027]
  17. Artemisia abyssinica [ncbi taxid: 2869510]
  18. Asparagus setaceus [ncbi taxid: 272863]
  19. Aspergillus japonicus [ncbi taxid: 34381]
  20. Asphodelus fistulosus [ncbi taxid: 1497607]
  21. Astragalus sevangensis [ncbi taxid: 1197423]
  22. Aureococcus anophagefferens [ncbi taxid: 44056]
  23. Bambusa tulda [ncbi taxid: 292582]
  24. Bidens parviflora [ncbi taxid: 1527830]
  25. Brassica rapa [ncbi taxid: 3711]
  26. Brassica rapa subsp. chinensis [ncbi taxid: 93385]
  27. Bryum rutilans [ncbi taxid: ]
  28. Calendula officinalis [ncbi taxid: 41496]
  29. Caloncoba glauca [ncbi taxid: 2806806]
  30. Cedrela salvadorensis [ncbi taxid: 582829]
  31. Celastrus pringlei [ncbi taxid: 1172585]
  32. Chlorosplenium aeruginosum [ncbi taxid: ]
  33. Cichorium spinosum [ncbi taxid: 114282]
  34. Citrus natsudaidai [ncbi taxid: 109792]
  35. Clathria basilana [ncbi taxid: ]
  36. Crotalaria podocarpa [ncbi taxid: 48249]
  37. Crotalaria trichotoma [ncbi taxid: 452830]
  38. Croton balsamifer [ncbi taxid: ]
  39. Cystoseira barbata [ncbi taxid: ]
  40. Delphinium densiflorum [ncbi taxid: 2986447]
  41. Dendrolimus spectabilis [ncbi taxid: 155323]
  42. Dimelaena thysanota [ncbi taxid: ]
  43. Dimorphotheca ecklonis [ncbi taxid: ]
  44. Diploschistes cretaceus [ncbi taxid: ]
  45. Ehretia laevis [ncbi taxid: 163081]
  46. Elsholtzia blanda [ncbi taxid: 1874227]
  47. Elsholtzia stauntonii [ncbi taxid: 41226]
  48. Eminium spiculatum [ncbi taxid: 227250]
  49. Eucalyptus bakeri [ncbi taxid: 1711166]
  50. Eupatorium sternbergianum [ncbi taxid: ]
  51. Euphorbia grandicornis [ncbi taxid: 334676]
  52. Flindersia australis [ncbi taxid: 43713]
  53. Fraxinus chinensis subsp. rhynchophylla [ncbi taxid: 126596]
  54. Fritillaria pallidiflora [ncbi taxid: 152091]
  55. Garcinia cambogia [ncbi taxid: ]
  56. Gmelina leichhardtii [ncbi taxid: 1619456]
  57. Gossypium sturtianum [ncbi taxid: 34278]
  58. Haemanthus tigrinus [ncbi taxid: ]
  59. Haliclona oculata [ncbi taxid: 6058]
  60. Hedera canariensis [ncbi taxid: 85351]
  61. Hedysarum multijugum [ncbi taxid: ]
  62. Heliotropium angiospermum [ncbi taxid: 168338]
  63. Heliotropium indicum [ncbi taxid: 248297]
  64. Hertia cheirifolia [ncbi taxid: 430993]
  65. Hijikia fusiforme [ncbi taxid: ]
  66. Holarrhena pubescens [ncbi taxid: 69381]
  67. Hydnocarpus anthelminthicus [ncbi taxid: ]
  68. Juglans regia [ncbi taxid: 51240]
  69. Kalanchoe daigremontiana [ncbi taxid: 23013]
  70. Koelreuteria paniculata [ncbi taxid: 43168]
  71. Licaria chrysophylla [ncbi taxid: 597316]
  72. Litophyton arboreum [ncbi taxid: 2969260]
  73. Lunasia quercifolia [ncbi taxid: ]
  74. Macaranga sampsonii [ncbi taxid: 524430]
  75. Maytenus salicifolia [ncbi taxid: 1081527]
  76. Mentha suaveolens [ncbi taxid: 38860]
  77. Mentzelia incisa [ncbi taxid: ]
  78. Mentzelia lindleyi [ncbi taxid: 86878]
  79. Micromonospora coerulea [ncbi taxid: 47856]
  80. Molopospermum peloponnesiacum [ncbi taxid: 107254]
  81. Mus musculus [ncbi taxid: 10090]
  82. Myrmicaria opaciventris [ncbi taxid: ]
  83. Onopordum acanthium [ncbi taxid: 92915]
  84. Ormosia discolor [ncbi taxid: 1954637]
  85. Ormosia hosiei [ncbi taxid: 1642859]
  86. Ornithoglossum viride [ncbi taxid: 225807]
  87. Osmia laevigata [ncbi taxid: ]
  88. Pachycereus tehuantepecanus [ncbi taxid: ]
  89. Papaver hybrid [ncbi taxid: ]
  90. Pertusaria truncata [ncbi taxid: ]
  91. Petasites laevigatus [ncbi taxid: ]
  92. Peucedanum alsaticum [ncbi taxid: 1533279]
  93. Phascolosoma vulgare [ncbi taxid: ]
  94. Phlomis regelii [ncbi taxid: ]
  95. Phyllotopsis nidulans [ncbi taxid: 38812]
  96. Picconia excelsa [ncbi taxid: 126561]
  97. Pinus bungeana [ncbi taxid: 71626]
  98. Piper gibbilimbum [ncbi taxid: 715761]
  99. Piper hostmannianum [ncbi taxid: 511544]
  100. Pittosporum tobira [ncbi taxid: 43073]
  101. Plagiochila acanthophylla [ncbi taxid: ]
  102. Pleroma menoui [ncbi taxid: 1562505]
  103. Pocillopora eydouxi [ncbi taxid: ]
  104. Polanisia dodecandra [ncbi taxid: 72660]
  105. Polypodium decumanum [ncbi taxid: ]
  106. Protea compacta [ncbi taxid: 273580]
  107. Protohermes grandis [ncbi taxid: 621229]
  108. Prunus tomentosa [ncbi taxid: 105667]
  109. Psacalium paucicapitatum [ncbi taxid: 496643]
  110. Quercus cerris [ncbi taxid: 39468]
  111. Reniera sarai [ncbi taxid: ]
  112. Rheum hotaoense [ncbi taxid: 137217]
  113. Rhizoma dryopteris crassirhizomae [ncbi taxid: ]
  114. Rhododendron makinoi [ncbi taxid: 313334]
  115. Rollinia laurifolia [ncbi taxid: ]
  116. Rothmannia macrophylla [ncbi taxid: ]
  117. Rubia tetragona [ncbi taxid: ]
  118. Rubus moluccanus [ncbi taxid: 1619541]
  119. Sargassum fusiforme [ncbi taxid: 590727]
  120. Sargassum pallidum [ncbi taxid: 116055]
  121. Schizanthus tricolor [ncbi taxid: 360636]
  122. Schottera nicaeensis [ncbi taxid: 38512]
  123. Senecio dianthus [ncbi taxid: ]
  124. Senna multiglandulosa [ncbi taxid: 1574110]
  125. Smilax glabra [ncbi taxid: 703614]
  126. Solanum arundo [ncbi taxid: 329761]
  127. Sphaeranthus confertifolius [ncbi taxid: ]
  128. Streptomyces sclerotialus [ncbi taxid: 1957]
  129. Teucrium pilosum [ncbi taxid: ]
  130. Topsentia genitrix [ncbi taxid: ]
  131. Topsentia roquensis [ncbi taxid: ]
  132. Tricholoma muscarium [ncbi taxid: 2234112]
  133. Tylopilus neofelleus [ncbi taxid: 1089184]
  134. Typhonium flagelliforme [ncbi taxid: 458697]
  135. Westiellopsis prolifica [ncbi taxid: 221298]
  136. Zoanthus sociatus [ncbi taxid: 134931]
  137. Trichilia pallida [ncbi taxid: 597422]
  138. Hijikia fusiforme [ncbi taxid: ]
  139. Sargassum fusiforme [ncbi taxid: 590727]
  140. Sargassum pallidum [ncbi taxid: 116055]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-2541 plant sterol biosynthesis
Plant Reactome:R-HVU-1119370 Sterol biosynthesis
Plant Reactome:R-TAE-2744344 Secondary metabolism
Plant Reactome:R-TAE-1119370 Sterol biosynthesis
Plant Reactome:R-MES-2744345 Metabolism and regulation
Plant Reactome:R-TDI-2744345 Metabolism and regulation
Plant Reactome:R-DRO-2744345 Metabolism and regulation
Plant Reactome:R-DRO-1119370 Sterol biosynthesis
Plant Reactome:R-PTI-2744345 Metabolism and regulation
Plant Reactome:R-PTI-1119370 Sterol biosynthesis
Plant Reactome:R-GMA-2744345 Metabolism and regulation
Plant Reactome:R-GMA-2744344 Secondary metabolism
Plant Reactome:R-PVU-2744345 Metabolism and regulation
Plant Reactome:R-BRA-1119370 Sterol biosynthesis
Plant Reactome:R-OPU-1119370 Sterol biosynthesis
Plant Reactome:R-DCA-1119370 Sterol biosynthesis
Plant Reactome:R-VAN-2744344 Secondary metabolism
Plant Reactome:R-OLO-2744345 Metabolism and regulation
Plant Reactome:R-ZMA-2744345 Metabolism and regulation
Plant Reactome:R-ZMA-2744344 Secondary metabolism
View All Pathways