6-Deoxotyphasterol (BioCAD00000005157)

plant natural products microbial natural products

Metabolite Card

Formula: C28H50O3 (434.376)
SMILES: [H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)C(C)C)[C@@]1(C)CC[C@@H](O)C2

Synonyms [en]

6-Deoxotyphasterol; deoxotyphasterol; (3alpha,5alpha,22R,23R,24S)-ergostane-3,22,23-triol; (22R,23R,24S)-5alpha-ergostane-3alpha,22,23-triol; 23R-triol; 5alpha-campestan-3alpha

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

6-Deoxotyphasterol. 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: BioCAD00000005157). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Typhasterol in which the oxygen atom of the keto group has been substituted by two hydrogen atoms. A member of a biosynthetic pathway to castasterone, it has been isolated from the primary roots of maize." []

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 164034-47-3
  • PubChem: 16061346
  • ChEBI: ChEBI:20717
  • LipidMaps: LMST01030126
  • KEGG: C15801
  • BioCyc: CPD-720
  • Metlin: METLIN_64144
  • Coconut NaturalProduct: CNP0287411.1
  • Coconut NaturalProduct: CNP0287411.4
  • Coconut NaturalProduct: CNP0287411.5

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R07458 1.14.14.179 6-deoxotyphasterol,NADPH---hemoprotein reductase:oxygen oxidoreductase (typhasterol-forming)
KEGG:R07473 C15800<=>C15801
KEGG:R07474 1.14.-.- 6-deoxotyphasterol,NADPH:oxygen oxidoreductase (2alpha-hydroxylating)
KEGG:R07792 1.14.14.147 3-epi-6-deoxocathasterone,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)
KEGG:R10683 1.14.-.- 6-deoxotyphasterol,NADPH---hemoprotein reductase:oxygen oxidoreductase (7-oxatyphasterol-forming)
Rhea:RHEA:27322 1.14.14.147 3-epi-6-deoxocathasterone + reduced [NADPH—hemoprotein reductase] + O2 => 6-deoxotyphasterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:27323 1.14.14.147 6-deoxotyphasterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => 3-epi-6-deoxocathasterone + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:27324 1.14.14.147 3-epi-6-deoxocathasterone + reduced [NADPH—hemoprotein reductase] + O2 <=> 6-deoxotyphasterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:69940 6-deoxotyphasterol + reduced [NADPH—hemoprotein reductase] + O2 => 6α-hydroxytyphasterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:69941 6α-hydroxytyphasterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => 6-deoxotyphasterol + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:69942 6-deoxotyphasterol + reduced [NADPH—hemoprotein reductase] + O2 <=> 6α-hydroxytyphasterol + 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-777 1.14.14.- CPD-720 + OXYGEN-MOLECULE + Red-NADPH-Hemoprotein-Reductases --> CPD-723 + WATER + Ox-NADPH-Hemoprotein-Reductases
BioCyc:RXN-776 1.1.-.- CPD-717 + Donor-H2 --> CPD-720 + Acceptor
BioCyc:RXN-4241 1.14.14.- CPD-720 + OXYGEN-MOLECULE + Red-NADPH-Hemoprotein-Reductases --> CPD-17420 + WATER + Ox-NADPH-Hemoprotein-Reductases
BioCyc:RXN-11052 1.14.14.147 CPD-712 + OXYGEN-MOLECULE + Red-NADPH-Hemoprotein-Reductases --> CPD-720 + Ox-NADPH-Hemoprotein-Reductases + WATER
BioCyc:RXN-11531 1.14.14.- CPD-12493 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-720 + 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. Corynespora cassiicola [ncbi taxid: 59586]
  4. Daphnandra micrantha [ncbi taxid: 74882]
  5. Delphinium tatsienense [ncbi taxid: 1045312]
  6. Fagus menziesii [ncbi taxid: ]
  7. Ficus fistulosa [ncbi taxid: 309341]
  8. Ganoderma applanatum [ncbi taxid: 29884]
  9. Iphiona scabra [ncbi taxid: 211591]
  10. Lagenaria siceraria [ncbi taxid: 3668]
  11. Osteospermum thodei [ncbi taxid: ]
  12. Penicillium nalgiovensis [ncbi taxid: ]
  13. Polygonum maritimum [ncbi taxid: 512629]
  14. Rheum undulatum [ncbi taxid: 137227]
  15. Sargassum parvivesiculosum [ncbi taxid: ]
  16. Scrophularia deserti [ncbi taxid: 1042505]
  17. Streptomyces scabiei [ncbi taxid: 1930]
  18. Tagetes minuta [ncbi taxid: 169607]
  19. Viguiera lanceolata [ncbi taxid: 1048887]
  20. Arabidopsis thaliana [ncbi taxid: 3702]
  21. Cupressus arizonica Greene [ncbi taxid: ]

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:META_PWY-2582 brassinosteroid biosynthesis II
BioCyc:ARA_PWY-699 brassinosteroid biosynthesis I
BioCyc:ARA_PWY-2582 brassinosteroid biosynthesis II
PlantCyc:SPENNELLII_PWY-6544 superpathway of C28 brassinosteroid biosynthesis
PlantCyc:SPIRODELA_PWY-2582 brassinolide biosynthesis II
PlantCyc:SPIRODELA_PWY-699 brassinolide biosynthesis I
PlantCyc:AHALLERI_PWY-2582 brassinolide biosynthesis II
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:WHEATA_PWY-2582 brassinolide biosynthesis II
PlantCyc:BARLEY_PWY-699 brassinosteroid biosynthesis I
PlantCyc:WHEATD_PWY-2582 brassinolide biosynthesis II
PlantCyc:BARLEY_PWY-6544 superpathway of C28 brassinosteroid biosynthesis
PlantCyc:BOLERACEA_CAPITATA_PWY-2582 brassinolide biosynthesis II
View All Pathways