G3381

Geldanamycin from Streptomyces hygroscopicus

≥98% (HPLC), powder

• Synonym(s): NSC 122750
• Empirical Formula (Hill Notation): C₂₉H₄₀N₂O₉
• CAS Number: 30562-34-6
• Molecular Weight: 560.64
• MDL number: MFCD00274570
• UNSPSC Code: 12352200
• PubChem Substance ID: 329799914
• NACRES: NA.77

Properties

• sterility: non-sterile
• Quality Level: 300
• Assay: ≥98% (HPLC)
• form: powder
• color: yellow to orange
• solubility: DMSO: soluble
• antibiotic activity spectrum: neoplastics
• Mode of action: enzyme | inhibits
• storage temp.: −20°C
• SMILES string: CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C=C(NC(=O)\C(C)=C\C=C[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1O)C2=O
• 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

Description

General description

Chemical structure: benzenoid

Biochem/physiol Actions

Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.
Geldanamycin binds specifically to the heat shock protein Hsp90 and to its endoplasmic reticulum homologue GP96, and thus interferes with conformational maturation of proteins and the cellular stress response. In addition, Geldanamycin is a potent inhibitor of the nuclear hormone receptor family.

Features and Benefits

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This compound is featured on the Met page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves