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ChEBI
> Main
CHEBI:65324 - alvespimycin
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ChEBI Ontology
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ChEBI Name
alvespimycin
ChEBI ID
CHEBI:65324
Definition
A 19-membered macrocyle that is geldanamycin in which the methoxy group attached to the benzoquinone moiety has been replaced by a 2-(
N
,
N
-dimethylamino)ethylamino group.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Read full article at Wikipedia
Formula
C32H48N4O8
Net Charge
0
Average Mass
616.747
Monoisotopic Mass
616.34721
InChI
InChI=1S/C32H48N4O8/c1-
18-
14-
22-
27(34-
12-
13-
36(5)
6)
24(37)
17-
23(29(22)
39)
35-
31(40)
19(2)
10-
9-
11-
25(42-
7)
30(44-
32(33)
41)
21(4)
16-
20(3)
28(38)
26(15-
18)
43-
8/h9-
11,16-
18,20,25-
26,28,30,34,38H,12-
15H2,1-
8H3,(H2,33,41)
(H,35,40)
/b11-
9-
,19-
10+,21-
16+/t18-
,20+,25+,26+,28-
,30+/m1/s1
InChIKey
KUFRQPKVAWMTJO-LMZWQJSESA-N
SMILES
C12=C(C(C=C(C1=O)
NC(C(=CC=C[C@@H]
([C@H]
(C(=C[C@@H]
([C@H]
([C@H]
(C[C@@H]
(C2)
C)
OC)
O)
C)
C)
OC(=O)
N)
OC)
C)
=O)
=O)
NCCN(C)
C
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):
Hsp90 inhibitor
An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
alvespimycin (
CHEBI:65324
)
has functional parent
geldanamycin (
CHEBI:5292
)
alvespimycin (
CHEBI:65324
)
has role
Hsp90 inhibitor (
CHEBI:63962
)
alvespimycin (
CHEBI:65324
)
is a
1,4-benzoquinones (
CHEBI:132124
)
alvespimycin (
CHEBI:65324
)
is a
ansamycin (
CHEBI:22565
)
alvespimycin (
CHEBI:65324
)
is a
carbamate ester (
CHEBI:23003
)
alvespimycin (
CHEBI:65324
)
is a
secondary amino compound (
CHEBI:50995
)
alvespimycin (
CHEBI:65324
)
is a
tertiary amino compound (
CHEBI:50996
)
IUPAC Name
(4
E
,6
Z
,8
S
,9
S
,10
E
,12
S
,13
R
,14
S
,16
R
)-
19-
{[2-
(dimethylamino)ethyl]amino}-
13-
hydroxy-
8,14-
dimethoxy-
4,10,12,16-
tetramethyl-
3,20,22-
trioxo-
2-
azabicyclo[16.3.1]docosa-
1(21),4,6,10,18-
pentaen-
9-
yl carbamate
Synonyms
Sources
17-(dimethylaminoethylamino)-17-demethoxygeldanamycin
ChemIDplus
17-DMAG
ChemIDplus
Manual Xrefs
Databases
17-Dimethylaminoethylamino-17-demethoxygeldanamycin
Wikipedia
DB03080
DrugBank
KOS
PDBeChem
View more database links
Registry Numbers
Types
Sources
467214-20-6
CAS Registry Number
ChemIDplus
9890433
Reaxys Registry Number
Reaxys
Citations
Types
Sources
19371599
PubMed citation
Europe PMC
21278242
PubMed citation
Europe PMC
21663398
PubMed citation
Europe PMC
21718076
PubMed citation
Europe PMC
22547655
PubMed citation
Europe PMC
22694478
PubMed citation
Europe PMC
23635099
PubMed citation
Europe PMC
23843639
PubMed citation
Europe PMC
24293393
PubMed citation
Europe PMC
24304935
PubMed citation
Europe PMC
24471734
PubMed citation
Europe PMC
Last Modified
02 June 2016