CHEBI:27173 - typhasterol

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ChEBI Name typhasterol
ChEBI ID CHEBI:27173
Definition A brassinosteroid that is ergostan-6-one bearing three additional hydroxy substituents at positions 3α, 22R and 23R.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000030729744
Download Molfile XML SDF
Formula C28H48O4
Net Charge 0
Average Mass 448.67830
Monoisotopic Mass 448.35526
InChI InChI=1S/C28H48O4/c1-15(2)16(3)25(31)26(32)17(4)20-7-8-21-19-14-24(30)23-13-18(29)9-11-28(23,6)22(19)10-12-27(20,21)5/h15-23,25-26,29,31-32H,7-14H2,1-6H3/t16-,17-,18+,19-,20+,21-,22-,23+,25+,26+,27+,28+/m0/s1
InChIKey SBSXXCCMIWEPEE-SELDZKRUSA-N
SMILES CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
Metabolite of Species Details
Brassica juncea (NCBI:txid3707) See: PubMed
Oryza sativa (NCBI:txid4530) Found in seed (BTO:0001226). See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing typhasterol (CHEBI:27173) has parent hydride 5α-campestane (CHEBI:20640)
typhasterol (CHEBI:27173) has role plant metabolite (CHEBI:76924)
typhasterol (CHEBI:27173) is a 22-hydroxy steroid (CHEBI:36863)
typhasterol (CHEBI:27173) is a 23-hydroxy steroid (CHEBI:36866)
typhasterol (CHEBI:27173) is a 3α-sterol (CHEBI:35347)
typhasterol (CHEBI:27173) is a 6-oxo steroid (CHEBI:36883)
typhasterol (CHEBI:27173) is a brassinosteroid (CHEBI:22921)
typhasterol (CHEBI:27173) is a C28-steroid (CHEBI:188921)
Incoming 6-deoxotyphasterol (CHEBI:20717) has functional parent typhasterol (CHEBI:27173)
IUPAC Name
(3α,5α,22R,23R,24S)-3,22,23-trihydroxyergostan-6-one
Synonyms Sources
2-Deoxycastasterone HMDB
typhasterol UniProt
Manual Xrefs Databases
C00000185 KNApSAcK
C15793 KEGG COMPOUND
CPD-719 MetaCyc
HMDB0034423 HMDB
View more database links
Registry Numbers Types Sources
3629989 Reaxys Registry Number Reaxys
87734-68-7 CAS Registry Number KNApSAcK
Citations
Kanwar MK, Poonam, Bhardwaj R (2015)
Arsenic induced modulation of antioxidative defense system and brassinosteroids in Brassica juncea L.
Ecotoxicology and environmental safety 115, 119-125 [PubMed:25700090]
[show Abstract]
Joo SH, Jang MS, Kim MK, Lee JE, Kim SK (2015)
Biosynthetic relationship between C₂₈-brassinosteroids and C₂₉-brassinosteroids in rice (Oryza sativa) seedlings.
Phytochemistry 111, 84-90 [PubMed:25433632]
[show Abstract]
Wang L, Duan C, Wu D, Guan Y (2014)
Quantification of endogenous brassinosteroids in sub-gram plant tissues by in-line matrix solid-phase dispersion-tandem solid phase extraction coupled with high performance liquid chromatography-tandem mass spectrometry.
Journal of chromatography. A 1359, 44-51 [PubMed:25092597]
[show Abstract]
Asahina M, Tamaki Y, Sakamoto T, Shibata K, Nomura T, Yokota T (2014)
Blue light-promoted rice leaf bending and unrolling are due to up-regulated brassinosteroid biosynthesis genes accompanied by accumulation of castasterone.
Phytochemistry 104, 21-29 [PubMed:24856112]
[show Abstract]
Yamamoto R, Fujioka S, Demura T, Takatsuto S, Yoshida S, Fukuda H (2001)
Brassinosteroid levels increase drastically prior to morphogenesis of tracheary elements.
Plant physiology 125, 556-563 [PubMed:11161013]
[show Abstract]
Last Modified
17 December 2021