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Tanespimycin (17-AAG)

CAT: 0957-S1141-100mgSize: 100 mgDry Ice: YesHazardous: No
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CAT#:0957-S1141-100mgSize:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
75747-14-7
Synonyms
CP127374, NSC-330507, KOS 953
Target
HSP (HSP90)
Applications
Cytoskeletal Signaling
Smiles
CC1CC (C (C (C=C (C (C (C=CC=C (C (=O) NC2=CC (=O) C (=C (C1) C2=O) NCC=C) C) OC) OC (=O) N) C) C) O) OC
Molecular Formula
C31H43N3O8
Additionnal Information
Tanespimycin (17-AAG, CP127374, NSC-330507, KOS 953) is a potent HSP90 inhibitor with IC50 of 5 nM in a cell-free assay, having a 100-fold higher binding affinity for HSP90 derived from tumour cells than HSP90 from normal cells. Tanespimycin (17-AAG) induces apoptosis, necrosis, autophagy and mitophagy. Phase 3.
Storage Conditions
2 years -80 in solvent

Chemical Information

Tanespimycin

Tanespimycin is a 19-membered macrocyle that is geldanamycin in which the methoxy substituent attached to the benzoquinone moiety has been replaced by an allylamino group. It is a potent inhibitor of heat shock protein 90 (Hsp90). A less toxic analogue than geldanamycin, it induces apoptosis and displays antitumour effects. It has a role as an antineoplastic agent, a Hsp90 inhibitor and an apoptosis inducer. It is a member of 1,4-benzoquinones, an ansamycin, a carbamate ester, an organic heterobicyclic compound and a secondary amino compound. It is functionally related to a geldanamycin.

CAS Number75747-14-7
PubChem CID6505803
IUPAC Name[(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-19-(prop-2-enylamino)-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate
Molecular FormulaC31H43N3O8
Molecular Weight585.7
XLogP2.6
Topological Polar Surface Area166
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Heavy Atom Count42
Formal Charge0
Complexity1210
SMILES
C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](/C=C\C=C(\C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCC=C)/C)OC)OC(=O)N)\C)C)O)OC
InChI
InChI=1S/C31H43N3O8/c1-8-12-33-26-21-13-17(2)14-25(41-7)27(36)19(4)15-20(5)29(42-31(32)39)24(40-6)11-9-10-18(3)30(38)34-22(28(21)37)16-23(26)35/h8-11,15-17,19,24-25,27,29,33,36H,1,12-14H2,2-7H3,(H2,32,39)(H,34,38)/b11-9-,18-10+,20-15+/t17-,19+,24+,25+,27-,29+/m1/s1
InChIKey
AYUNIORJHRXIBJ-TXHRRWQRSA-N
Chemical Structure
2D Structure
2D structure of Tanespimycin
CAS: 75747-14-7
CID: 6505803
Formula: C31H43N3O8
MW: 585.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight585.7
XLogP32.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass585.30501534
Monoisotopic Mass585.30501534
Topological Polar Surface Area166 Ų
Heavy Atom Count42
Formal Charge0
Complexity1210
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
MBS575013117-AAG (Tanespimycin)
S1141-1gTanespimycin (17-AAG)
A10010-100Tanespimycin (17-AAG, KOS953) 100mg
A10010-10Tanespimycin (17-AAG, KOS953) 10mg
A10010-50Tanespimycin (17-AAG, KOS953) 50mg
A10010-200Tanespimycin (17-AAG, KOS953) 200mg
A10010-25Tanespimycin (17-AAG, KOS953) 25mg
A10010-10mM-DTanespimycin (17-AAG, KOS953) 10mM * 1mL in DMSO
DLL-0011-2MLTanespimycin (17-AAG) Liposomes, Formulation XT28.1
MBS651558-0117-AAG (17-allylamino-17-demethoxygeldanamycin, Telatinib, Tanespimycin, NSC-330507, CNF-101, KOS-953, GLD-36, CP 127374)

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