Microbial
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 05:47:31 UTC
Update Date2022-08-12 19:59:48 UTC
Metabolite IDMMDBc0014848
Metabolite Identification
Common NameStaurosporine
DescriptionStaurosporine, also known as STS, belongs to the class of organic compounds known as indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole. It belongs to the most frequently isolated group of indolocarbazoles: Indolo(2,3-a)carbazoles. Staurosporine is a very strong basic compound (based on its pKa). Glucose is transformed to NTP-L-ristoamine by StaA/B/E/J/I/K which is then added on to the staurosporine aglycone at 1 indole N by StaG. This is followed by a nucleophilic attack between the indole nitrogens resulting in cyclization and then decarboxylation assisted by StaC exclusively forming staurosporine aglycone or K252c. The main biological activity of staurosporine is the inhibition of protein kinases through the prevention of ATP binding to the kinase.
Structure
Synonyms
ValueSource
(+)-StaurosporineChEBI
StaurosporinChEBI
STSChEBI
Molecular FormulaC28H26N4O3
Average Mass466.531
Monoisotopic Mass466.200490718
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
InChI=1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20-,26-,28+/m1/s1
InChI KeyHKSZLNNOFSGOKW-FYTWVXJKSA-N