CAS 30562-34-6

Geldanamycin

Description:

Geldanamycin is a benzoquinone ansamycin antibiotic that is primarily known for its ability to inhibit the heat shock protein 90 (Hsp90), a molecular chaperone involved in the stabilization and function of numerous client proteins, including many involved in cancer progression. Its chemical structure features a complex bicyclic core with a quinone moiety, contributing to its biological activity. Geldanamycin exhibits a range of pharmacological effects, particularly in cancer therapy, as it can induce apoptosis in tumor cells by disrupting the function of oncogenic proteins. Additionally, it has shown potential in targeting various signaling pathways, making it a subject of interest in drug development. However, its clinical use is limited by toxicity and solubility issues, leading to the development of analogs with improved properties. As a natural product derived from the bacterium *Streptomyces hygroscopicus*, Geldanamycin serves as a valuable tool in both research and therapeutic contexts, particularly in the study of cancer biology and the development of Hsp90 inhibitors.

Formula: C₂₉H₄₀N₂O₉

InChI: InChI=1/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: InChIKey=QTQAWLPCGQOSGP-KSRBKZBZSA-N

SMILES: O(C)C1=C2C(=O)C(=CC1=O)NC(=O)\C(\C)=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(\C)=C\[C@H](C)[C@@H](O)[C@@H](OC)C[C@H](C)C2

Synonyms:

• (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
• (8S,9S,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
• 2-Azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione, 9,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-, 9-carbamate
• 2-Azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione, 9-[(aminocarbonyl)oxy]-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-, [8S-(4E,6Z,8R*,9R*,10E,12R*,13S*,14R*,16S*)]-
• 2-Azabicyclo[16.3.1]docosane, geldanamycin deriv.
• Brn 1633093
• NSC 212518
• Nsc 122750
• U-29135
• [8S-(4E,6Z,8R*,9R*,10E,12R*,13S*,14R*,16S*)]-9-[(Aminocarbonyl)oxy]-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione
• Geldanamycin
• [(4Z,6E,8R,9R,10Z,12R,13R,14R,16R)-13-Hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaen-9-yl] carbamate
• GELDANAMYCIN, STREPTOMYCES HYGROSCOPICUS
• GELDANAMYCIN, 99+%
• [(8Z,12Z,14Z)-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
• 9,13-Dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione 9-Carbamate
• (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-9-[(Aminocarbonyl)oxy]-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-4,6,10,18,21(1)-pentene-3,20,22-trione
• CP-122634
• nsc122750
• GA
• GELDANAMYCIN (GDM)
• 9,13-DIHYDROXY-8,14,19-TRIMETHOXY-4,10,12,16-TETRAMETHYL-2-AZABICYCLO[16.3.1]DOCOSA-4,6,10,18,21-PENTAENE-3,20,22-TRIONE, 9-CARBAMATE
• GELDANAMYCIN FROM STREPTOMYCES*HYGROSCOP ICUS
• [(3R,5R,6S,7R,8E,10R,11R,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
• Streptomyces hygroscopicus

Geldanamycin

CAS: 30562-34-6

Formula: C₂₉H₄₀N₂O₉

Purity: >95.0%(qNMR)

Color and Shape: White to Yellow to Orange powder to crystal

Molecular weight: 560.64

Ref: 3B-G0334

Geldanamycin, 98+%

CAS: 30562-34-6

Benzoquinoid antibiotic that inhibits pp60src tyrosine kinase

Formula: C₂₉H₄₀N₂O₉

Purity: 98+%

Color and Shape: Yellow, Powder or crystals or crystalline powder

Molecular weight: 560.64

Ref: 02-J63397

Geldanamycin

CAS: 30562-34-6

Formula: C₂₉H₄₀N₂O₉

Purity: 100.0%

Color and Shape: Orange amorphous solid

Molecular weight: 560.0

Ref: 8R-PB0001

[8S-(4E,6Z,8R*,9R*,10E,12R*,13S*,14R*,16S*)]-9-[(Aminocarbonyl)oxy]-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione

CAS: 30562-34-6

Formula: C₂₉H₄₀N₂O₉

Purity: 98%

Color and Shape: Solid

Molecular weight: 560.6359

Ref: IN-DA0038U7

Geldanamycin

CAS: 30562-34-6

Geldanamycin

Purity: ≥95%

Molecular weight: 560.64g/mol

Ref: 54-BUP06940

Geldanamycin

CAS: 30562-34-6

Formula: C₂₉H₄₀N₂O₉

Purity: ≥ 98.0%

Color and Shape: Yellow to orange powder

Molecular weight: 560.64

Ref: 7W-GA6838

Geldanamycin

CAS: 30562-34-6

Formula: C₂₉H₄₀N₂O₉

Molecular weight: 560.64

Ref: 4Z-G-165001

Geldanamycin, Streptomyces hygroscopicus

CAS: 30562-34-6

Formula: C₂₉H₄₀N₂O₉

Purity: >95%

Color and Shape: Solid

Molecular weight: 560.644

Ref: 10-M01803

Geldanamycin

CAS: 30562-34-6

Geldanamycin, an HSP90 inhibitor (Kd: 1.2 μM), specifically disrupts glucocorticoid receptor (GR)/HSP association.

Formula: C₂₉H₄₀N₂O₉

Purity: 97.59% - 99.27%

Color and Shape: Yellow To Orange Powder

Molecular weight: 560.64

Ref: TM-T6343

Geldanamycin

CAS: 30562-34-6

Geldanamycin

Formula: C₂₉H₄₀N₂O₉

Purity: By hplc: 99.66% (Typical Value in Batch COA)

Color and Shape: yellow powder

Molecular weight: 560.64g/mol

Ref: 54-BIG2461

Geldanamycin

Controlled Product

CAS: 30562-34-6

Applications Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.It 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, it is a potent inhibitor of the nuclear hormone receptor family.
References Supko, J.G., et al.: Cancer Chemother. Pharmacol., 36, 305 (1995), Chavany, C., et al.: J. Biol. Chem., 271, 4974 (1996), Schneider, C., et al.: Proc. Natl. Acad. Sci., 93, 14536 (1996), Whitesell, L., et al.: Mol. Endocrinol., 10, 705 (1996), Stebbins, C.E., et al.: Cell, 89, 239 (1997),

Formula: C₂₉H₄₀N₂O₉

Color and Shape: Neat

Molecular weight: 560.64

Ref: TR-G304500

Geldanamycin (GLD) ex. Streptomyces Hygroscopicus, 98%

CAS: 30562-34-6

Formula: C₂₉H₄₀N₂O₉

Purity: min. 98%

Color and Shape: White to Yellow to Orange, Powder or Crystals, Clear

Molecular weight: 560.64

Ref: SR-23813

Geldanamycin-FITC

Controlled Product

CAS: 30562-34-6

Formula: C₅₅H₆₃N₅O₁₃S

Color and Shape: Neat

Molecular weight: 1034.18

Ref: TR-G368230

Geldanamycin

CAS: 30562-34-6

Inhibits chaperone protein HSP90; anti-proliferative; antineoplastic

Formula: C₂₉H₄₀N₂O₉

Purity: Min. 95%

Color and Shape: Yellow Powder

Molecular weight: 560.64 g/mol

Ref: 3D-AG23651