Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:66690 - melemeleone B
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
melemeleone B
ChEBI ID
CHEBI:66690
Definition
A sesquiterpenoid with a quinone and taurine functionality. It is isolated from the sponge
Dysidea avara
, and exhibits inhibitory activity against tyrosine kinase.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Formula
C23H33NO5S
Net Charge
0
Average Mass
435.57700
Monoisotopic Mass
435.20794
InChI
InChI=1S/C23H33NO5S/c1-
15-
6-
5-
7-
21-
22(15,3)
9-
8-
16(2)
23(21,4)
14-
17-
12-
20(26)
18(13-
19(17)
25)
24-
10-
11-
30(27,28)
29/h6,12-
13,16,21,24H,5,7-
11,14H2,1-
4H3,(H,27,28,29)
/t16-
,21+,22+,23+/m0/s1
InChIKey
DTNJUMSQZGAJQJ-RAKGIWIYSA-N
SMILES
[H][C@@]12CCC=C(C)[C@@]1(C)CC[C@H](C)[C@@]2(C)CC1=CC(=O)C(NCCS(O)(=O)=O)=CC1=O
Metabolite of Species
Details
Dysidea avara
(NCBI:txid196820)
See:
DOI
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Biological Role
(s):
tyrosine kinase inhibitor
Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
melemeleone B (
CHEBI:66690
)
has functional parent
taurine (
CHEBI:15891
)
melemeleone B (
CHEBI:66690
)
has role
metabolite (
CHEBI:25212
)
melemeleone B (
CHEBI:66690
)
has role
tyrosine kinase inhibitor (
CHEBI:38637
)
melemeleone B (
CHEBI:66690
)
is a
1,4-benzoquinones (
CHEBI:132124
)
melemeleone B (
CHEBI:66690
)
is a
amino sulfonic acid (
CHEBI:37793
)
melemeleone B (
CHEBI:66690
)
is a
octahydronaphthalenes (
CHEBI:138397
)
melemeleone B (
CHEBI:66690
)
is a
sesquiterpenoid (
CHEBI:26658
)
IUPAC Name
2-
[(3,6-
dioxo-
4-
{[(1
R
,2
S
,4a
S
,8a
S
)-
1,2,4a,5-
tetramethyl-
1,2,3,4,4a,7,8,8a-
octahydronaphthalen-
1-
yl]methyl}cyclohexa-
1,4-
dien-
1-
yl)amino]ethanesulfonic acid
Registry Number
Type
Source
5887590
Reaxys Registry Number
Reaxys
Last Modified
07 September 2017
General Comment
2013-04-05
J. Org. Chem.
(1992), 57, 6604-6607