24-Ethylidenelophenol (BioCAD00000003227)

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Metabolite Card

Formula: C30H50O (426.3861)
SMILES: [H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])[C@H](C)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C\C)C(C)C

Synonyms [en]

alpha1-Sitosterol; (Z)-24-Ethylidenelophenol; 24-Ethylidenelophenol; 4alpha-methyl-24Z-ethylidene-cholest-7-en-3beta-ol; Citrostadienol; 24-ethylidene Iophenol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

24-Ethylidenelophenol. 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: BioCAD00000003227). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

(3beta,4beta,5alpha)-4-Methylergosta-7,24(28)-dien-3-ol is isolated from marigold (Calendula officinalis) flowers.

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 11040-28-1
  • CAS Registry Number: 474-40-8
  • CAS Registry Number: 71418-13-8
  • CAS Registry Number: 78285-84-4
  • PubChem: 9548595
  • ChEBI: ChEBI:33203
  • HMDB: HMDB0033495
  • LipidMaps: LMST01040144
  • KEGG: C11523
  • BioCyc: CPD-4124
  • Metlin: METLIN_41789
  • Metlin: METLIN_63313
  • Coconut NaturalProduct: CNP0003558.0
  • Coconut NaturalProduct: CNP0021797.0
  • Coconut NaturalProduct: CNP0156285.1
  • Coconut NaturalProduct: CNP0173526.2
  • Coconut NaturalProduct: CNP0399596.3
  • Coconut NaturalProduct: CNP0399596.6
  • Coconut NaturalProduct: CNP0399596.7
  • Coconut NaturalProduct: CNP0399596.8

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05776 2.1.1.143 S-adenosyl-L-methionine:24-methylenelophenol C-methyltransferase
KEGG:R12379 1.14.18.11 24-ethylidenelophenol,ferrocytochrome-b5:oxygen oxidoreductase (C-4alpha-methyl-hydroxylating)
Rhea:RHEA:21045 2.1.1.143 24-methylidenelophenol + S-adenosyl-L-methionine => (Z)-24-ethylidenelophenol + S-adenosyl-L-homocysteine + H+
Rhea:RHEA:21046 2.1.1.143 (Z)-24-ethylidenelophenol + S-adenosyl-L-homocysteine + H+ => 24-methylidenelophenol + S-adenosyl-L-methionine
Rhea:RHEA:21047 2.1.1.143 24-methylidenelophenol + S-adenosyl-L-methionine <=> (Z)-24-ethylidenelophenol + S-adenosyl-L-homocysteine + H+
Rhea:RHEA:59029 (Z)-24-ethylidenelophenol + 6 Fe(II)-[cytochrome b5] + 3 O2 + 5 H+ => 4α-carboxy-stigmasta-7,24(241)-dien-3β-ol + 6 Fe(III)-[cytochrome b5] + 4 H2O
Rhea:RHEA:59030 4α-carboxy-stigmasta-7,24(241)-dien-3β-ol + 6 Fe(III)-[cytochrome b5] + 4 H2O => (Z)-24-ethylidenelophenol + 6 Fe(II)-[cytochrome b5] + 3 O2 + 5 H+
Rhea:RHEA:59031 (Z)-24-ethylidenelophenol + 6 Fe(II)-[cytochrome b5] + 3 O2 + 5 H+ <=> 4α-carboxy-stigmasta-7,24(241)-dien-3β-ol + 6 Fe(III)-[cytochrome b5] + 4 H2O
Rhea:RHEA:59033 (Z)-24-ethylidenelophenol + 2 Fe(II)-[cytochrome b5] + O2 + 2 H+ => 4α-hydroxymethyl-stigmasta-7,24(241)-dien-3β-ol + 2 Fe(III)-[cytochrome b5] + H2O
Rhea:RHEA:59034 4α-hydroxymethyl-stigmasta-7,24(241)-dien-3β-ol + 2 Fe(III)-[cytochrome b5] + H2O => (Z)-24-ethylidenelophenol + 2 Fe(II)-[cytochrome b5] + O2 + 2 H+
Rhea:RHEA:59035 (Z)-24-ethylidenelophenol + 2 Fe(II)-[cytochrome b5] + O2 + 2 H+ <=> 4α-hydroxymethyl-stigmasta-7,24(241)-dien-3β-ol + 2 Fe(III)-[cytochrome b5] + H2O
BioCyc:RXN-19723 1.14.18.11 CPD-4124 + 6 FERROCYTOCHROME-B5 + 3 OXYGEN-MOLECULE + 5 PROTON --> CPD-12914 + 6 FERRICYTOCHROME-B5 + 4 WATER
BioCyc:RXN-11935 CPD-4124 + 2 FERROCYTOCHROME-B5 + OXYGEN-MOLECULE + 2 PROTON --> CPD-12911 + 2 FERRICYTOCHROME-B5 + WATER
BioCyc:2.1.1.143-RXN 2.1.1.143 S-ADENOSYLMETHIONINE + CPD-4101 --> PROTON + CPD-4124 + ADENOSYL-HOMO-CYS
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Organism Source

Taxonomy Source

  1. Phaseolus vulgaris [ncbi taxid: 3885]
  2. Aconitum subcuneatum [ncbi taxid: ]
  3. Adiantum caudatum [ncbi taxid: 1073774]
  4. Angelica saxatilis [ncbi taxid: 357965]
  5. Bryum rutilans [ncbi taxid: ]
  6. Caiman crocodilus [ncbi taxid: 8499]
  7. Castanea dentata [ncbi taxid: 134033]
  8. Coleostephus myconis [ncbi taxid: 99042]
  9. Dahlia pinnata [ncbi taxid: 101596]
  10. Diploschistes cretaceus [ncbi taxid: ]
  11. Elaeagnus angustifolia [ncbi taxid: 36777]
  12. Elaphoglossum lindbergii [ncbi taxid: ]
  13. Eucalyptus globulus [ncbi taxid: 34317]
  14. Euphorbia latazi [ncbi taxid: ]
  15. Ferula ammoniacum [ncbi taxid: 460607]
  16. Gynostemma pentaphyllum [ncbi taxid: 182084]
  17. Hedysarum multijugum [ncbi taxid: ]
  18. Hippophae rhamnoides [ncbi taxid: 193516]
  19. Ibacus peronii [ncbi taxid: 399028]
  20. Leucocarpus perfoliatus [ncbi taxid: 188319]
  21. Lobophora variegata [ncbi taxid: 157001]
  22. Paeonia lactiflora [ncbi taxid: 35924]
  23. Penicillium abidjanum [ncbi taxid: 91631]
  24. Periconia atropurpurea [ncbi taxid: 2082146]
  25. Pertusaria wulfenii [ncbi taxid: ]
  26. Phaseolus vulgaris [ncbi taxid: 3885]
  27. Phlomis regelii [ncbi taxid: ]
  28. Pistacia atlantica [ncbi taxid: 434234]
  29. Pisum sativum [ncbi taxid: ]
  30. Rapanea neurophylla [ncbi taxid: ]
  31. Rogeria adenophylla [ncbi taxid: 1503125]
  32. Scrophularia buergeriana [ncbi taxid: 476207]
  33. Smilax glabra [ncbi taxid: 703614]
  34. Solanum demissum [ncbi taxid: 50514]
  35. Solanum torvum [ncbi taxid: 119830]
  36. Solanum tuberosum [ncbi taxid: 4113]
  37. Sphaerella rubella [ncbi taxid: ]
  38. Stemodia maritima [ncbi taxid: 438430]
  39. Streblognathus aethiopicus [ncbi taxid: 373804]
  40. Streptomyces prunicolor [ncbi taxid: 67348]
  41. Streptomyces sclerotialus [ncbi taxid: 1957]
  42. Synotis alata [ncbi taxid: 308345]
  43. Tachardia acaciae [ncbi taxid: ]
  44. Trifolium hybridum [ncbi taxid: 74517]
  45. Arabidopsis thaliana [ncbi taxid: 3702]
  46. Nicotiana benthamiana [ncbi taxid: 4100]
  47. Pisum sativum [ncbi taxid: ]
  48. Solanum tuberosum [ncbi taxid: 4113]

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-PDA-2744345 Metabolism and regulation
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-CSI-2744345 Metabolism and regulation
Plant Reactome:R-CSI-1119370 Sterol biosynthesis
Plant Reactome:R-VAN-2744344 Secondary metabolism
View All Pathways