Typhasterol (BioCAD00000019024)

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Metabolite Card

Formula: C28H48O4 (448.3552)
SMILES: [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC(=O)[C@@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)C(C)C

Synonyms [en]

Typhasterol; 2-Deoxycastasterone; (3alpha,5alpha,22R,23R,24S)-3,22,23-trihydroxyergostan-6-one; UNII-GG2V86UZ00; GG2V86UZ00; 5S)-3

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Typhasterol. 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: BioCAD00000019024). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

2-Deoxycastasterone, also known as typhasterol, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols, and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Thus, 2-deoxycastasterone is considered to be a sterol lipid molecule. 2-Deoxycastasterone is found in cereals and cereal products. 2-Deoxycastasterone is a constituent of green tea (Thea sinensis) and wheat grains (Triticum aestivum).

Extracellular
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 87734-68-7
  • PubChem: 13475117
  • PubChem: 13475120
  • ChEBI: ChEBI:27173
  • HMDB: HMDB0034423
  • HMDB: HMDB0304522
  • LipidMaps: LMST01030130
  • KEGG: C15793
  • BioCyc: CPD-719
  • Metlin: METLIN_64145
  • Coconut NaturalProduct: CNP0204072.1
  • Coconut NaturalProduct: CNP0204072.3

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R07458 1.14.14.179 6-deoxotyphasterol,NADPH---hemoprotein reductase:oxygen oxidoreductase (typhasterol-forming)
KEGG:R07469 C15792<=>C15793
KEGG:R07470 1.14.-.- typhasterol,NADPH:oxygen oxidoreductase (2alpha-hydroxylating)
KEGG:R08841 1.14.14.180 typhasterol,NADPH---hemoprotein reductase:oxygen oxidoreductase (lactonizing, 7-oxatyphasterol-forming)
Rhea:RHEA:69944 6α-hydroxytyphasterol + reduced [NADPH—hemoprotein reductase] + O2 => typhasterol + oxidized [NADPH—hemoprotein reductase] + 2 H2O + H+
Rhea:RHEA:69945 typhasterol + oxidized [NADPH—hemoprotein reductase] + 2 H2O + H+ => 6α-hydroxytyphasterol + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:69946 6α-hydroxytyphasterol + reduced [NADPH—hemoprotein reductase] + O2 <=> typhasterol + oxidized [NADPH—hemoprotein reductase] + 2 H2O + H+
Rhea:RHEA:70020 1.14.14.180 typhasterol + reduced [NADPH—hemoprotein reductase] + O2 => 7-oxatyphasterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:70021 1.14.14.180 7-oxatyphasterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => typhasterol + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:70022 1.14.14.180 typhasterol + reduced [NADPH—hemoprotein reductase] + O2 <=> 7-oxatyphasterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:70036 1.14.14.179 6-deoxotyphasterol + 2 reduced [NADPH—hemoprotein reductase] + 2 O2 => typhasterol + 2 oxidized [NADPH—hemoprotein reductase] + 3 H2O + 2 H+
Rhea:RHEA:70037 1.14.14.179 typhasterol + 2 oxidized [NADPH—hemoprotein reductase] + 3 H2O + 2 H+ => 6-deoxotyphasterol + 2 reduced [NADPH—hemoprotein reductase] + 2 O2
Rhea:RHEA:70038 1.14.14.179 6-deoxotyphasterol + 2 reduced [NADPH—hemoprotein reductase] + 2 O2 <=> typhasterol + 2 oxidized [NADPH—hemoprotein reductase] + 3 H2O + 2 H+
BioCyc:RXN-719 1.14.14.- CPD-719 + OXYGEN-MOLECULE + Red-NADPH-Hemoprotein-Reductases --> CPD-634 + WATER + Ox-NADPH-Hemoprotein-Reductases
BioCyc:RXN-718 CPD-718 + Donor-H2 --> CPD-719 + Acceptor
BioCyc:RXN-16171 1.14.19.- CPD-17420 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-719 + Ox-NADPH-Hemoprotein-Reductases + 2 WATER
BioCyc:RXN-11538 1.14.14.- CPD-719 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-12497 + Ox-NADPH-Hemoprotein-Reductases + WATER
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Organism Source

Taxonomy Source

  1. Adenocarpus commutatus [ncbi taxid: 692158]
  2. Alseodaphne semecarpifolia [ncbi taxid: 128588]
  3. Brassica juncea [ncbi taxid: 3707]
  4. Corynespora cassiicola [ncbi taxid: 59586]
  5. Cupressus arizonica [ncbi taxid: ]
  6. Daphnandra micrantha [ncbi taxid: 74882]
  7. Delphinium tatsienense [ncbi taxid: 1045312]
  8. Fagus menziesii [ncbi taxid: ]
  9. Ficus fistulosa [ncbi taxid: 309341]
  10. Ganoderma applanatum [ncbi taxid: 29884]
  11. Iphiona scabra [ncbi taxid: 211591]
  12. Lagenaria siceraria [ncbi taxid: 3668]
  13. Oryza sativa [ncbi taxid: 4530]
  14. Osteospermum thodei [ncbi taxid: ]
  15. Penicillium nalgiovensis [ncbi taxid: ]
  16. Polygonum maritimum [ncbi taxid: 512629]
  17. Rheum undulatum [ncbi taxid: 137227]
  18. Sargassum parvivesiculosum [ncbi taxid: ]
  19. Scrophularia deserti [ncbi taxid: 1042505]
  20. Streptomyces scabiei [ncbi taxid: 1930]
  21. Tagetes minuta [ncbi taxid: 169607]
  22. Viguiera lanceolata [ncbi taxid: 1048887]
  23. Zea mays [ncbi taxid: 4577]
  24. Arabidopsis thaliana [ncbi taxid: 3702]
  25. Dolichos lablab L. [ncbi taxid: ]
  26. Picea sitchensis [ncbi taxid: 3332]
  27. Pinus thunbergi [ncbi taxid: ]
  28. Pinus thunbergii [ncbi taxid: 3350]
  29. Thea sinensis [ncbi taxid: ]
  30. Triticum aestivum [ncbi taxid: 4565]
  31. Typha latifolia [ncbi taxid: 4733]
  32. Zea mays [ncbi taxid: 4577]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6544 superpathway of C28 brassinosteroid biosynthesis
BioCyc:ARA_PWY-6544 superpathway of C28 brassinosteroid biosynthesis
BioCyc:META_PWY-699 brassinosteroid biosynthesis I
BioCyc:ARA_PWY-699 brassinosteroid biosynthesis I
PlantCyc:SPENNELLII_PWY-6544 superpathway of C28 brassinosteroid biosynthesis
PlantCyc:SPIRODELA_PWY-699 brassinolide biosynthesis I
PlantCyc:AHALLERI_PWY-699 brassinolide biosynthesis I
PlantCyc:AMBORELLA_PWY-699 brassinolide biosynthesis I
PlantCyc:TOMATO_PWY-699 brassinolide biosynthesis I
PlantCyc:TPARVULA_PWY-699 brassinolide biosynthesis I
PlantCyc:BANANA_PWY-699 brassinolide biosynthesis I
PlantCyc:BARLEY_PWY-699 brassinosteroid biosynthesis I
PlantCyc:BARLEY_PWY-6544 superpathway of C28 brassinosteroid biosynthesis
PlantCyc:BOLERACEA_CAPITATA_PWY-699 brassinolide biosynthesis I
PlantCyc:BRACHYPODIUM_PWY-6544 superpathway of C28 brassinosteroid biosynthesis
PlantCyc:BRAPA_FPSC_PWY-699 brassinolide biosynthesis I
PlantCyc:BREADWHEAT_PWY-699 brassinosteroid biosynthesis I
PlantCyc:BSTRICTA_PWY-699 brassinolide biosynthesis I
PlantCyc:CARIETINUM_ICC4958_PWY-6544 superpathway of C28 brassinosteroid biosynthesis
PlantCyc:CCAPSULARIS_PWY-6544 superpathway of C28 brassinosteroid biosynthesis
View All Pathways