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Geldanamycin from Streptomyces hygroscopicus - ≥98% (HPLC), high purity , CAS No.30562-34-6, Inhibitor of heat shock protein 90 alpha family class B member 1

  • Moligand™
  • ≥98%(HPLC)
Item Number
G102383
Grouped product items
SKUSizeAvailabilityPrice Qty
G102383-10mg
10mg
In stock
$48.90
G102383-50mg
50mg
In stock
$147.90
G102383-250mg
250mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$666.90

Potent fluorescent labelled-HSP90 inhibitor

Basic Description

Synonymsgeldanamycin|30562-34-6|CHEBI:5292|NSC-122750|Z3K3VJ16KU|U-29135|[(3R,5S,6R,7S,8E,10S,11S,12Z,14E)-6-hydroxy-5,11,21-trimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate|GDM|(4E,6Z,8S,9S,10E
Specifications & Purity≥98% (HPLC)
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionInhibitor of heat shock protein 90 alpha family class B member 1
Product Description

λmax 305(MeOH)(Lit.) A benzoquinoid antibiotic that inhibits p60c-src tyrosine kinase and c-myc gene expression in murine lymphoblastoma cells. Geldanamycin has antiproliferative and antitumor effects. Rapidly depletes p185c-erbB2 protein tyrosine kinase in breast carcinoma cells. Binds to HSP90 and disrupts Raf1-HSP90 complex leading to destabilization of Raf1. Inhibits basal and hypoxia-induced expression of c-Jun (IC50 = 75 nM) and abolishes hypoxia-induced increase in c-Jun N-terminal kinase activity. Also known to selectively destabilize mutated p53 protein from a number of breast, leukemia, and prostate cell lines. A benzoquinoid antibiotic that is a potent inhibitor of pp60src tyrosine kinase. Geldanamycin has antiproliferative and antitumor effects. Inhibits basal and hypoxia-induced expression of c-Jun (IC50 = 75 nM) and abolishes hypoxia-induced increase in c-Jun N-terminal Kinase activity. Binds to HSP90 and disrupts raf1-HSP90 complex leading to destabilizing of Raf1. Also destabilizes mutant p53 protein from a number of breast, leukemic, and prostate cell lines. Inhibits c-myc expression in murine lymphoblastoma cells. Approximately ten-fold more potent than herbimycin A

Associated Targets

TRAP1 Tchem Heat shock protein 75 kDa, mitochondrial 1 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HSP90AA1 Tchem Heat shock protein HSP 90-alpha 20 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HSP90AB1 Tchem Heat shock protein HSP 90-beta 8 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-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
INCHI InChI=1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17+,22+,23+,24-,26+/m1/s1
InChi Key QTQAWLPCGQOSGP-KSRBKZBZSA-N
Canonical SMILES CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)OC)C)OC)OC(=O)N)C)C)O)OC
Isomeric 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)OC)/C)OC)OC(=O)N)\C)C)O)OC
WGK Germany 2
RTECS LX8920000
Alternate CAS 30562-34-6
PubChem CID 5288382
MeSH Entry Terms geldanamycin;geldanomycin
Molecular Weight 560.64
Reaxy-Rn 6835113

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1 results found

Lot NumberCertificate TypeDateItem
L1811146Certificate of AnalysisSep 20, 2022 G102383

Chemical and Physical Properties

SolubilitySoluble in dimethyl sulfoxide at 100 mg/mL.
Sensitivityheat sensitive
Melt Point(°C)255°C

Safety and Hazards(GHS)

WGK Germany 2
RTECS LX8920000
Reaxy-Rn 6835113

Related Documents

References

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