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Geldanamycin

Geldanamycin Structure
CAS No.
30562-34-6
Chemical Name:
Geldanamycin
Synonyms
GA;Streptomyces hygroscopicus;[(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;(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;CS-503;nsc122750;CP-122634;NSC 212518;Geldamycin;GELDANAMYCIN
CBNumber:
CB8462842
Molecular Formula:
C29H40N2O9
Molecular Weight:
560.64
MOL File:
30562-34-6.mol
MSDS File:
SDS
Modify Date:
2025/4/23 13:21:54

Geldanamycin Properties

Melting point 255 °C
Boiling point 627.87°C (rough estimate)
Density 1.2443 (rough estimate)
refractive index 1.5800 (estimate)
Flash point 87℃
storage temp. -20°C
solubility DMSO: soluble
form powder
pka 8.42±0.70(Predicted)
color yellow to orange
biological source Streptomyces hygroscopicus
λmax 305nm(MeOH)(lit.)
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months
CAS DataBase Reference 30562-34-6(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H303-H227
Precautionary statements  P210e-P280a-P370+P378a-P403+P235-P501a
Hazard Codes  T,Xi
Risk Statements  36/37/38
Safety Statements  26-27-36/37/39-24/25
WGK Germany  2
RTECS  LX8920000
HS Code  29419090
NFPA 704
0
1 0

Geldanamycin price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SML1278 Geldanamycin Ready Made Solution 1?mg/mL, from Streptomyces hygroscopicus 30562-34-6 1ML ₹17383.1 2022-06-14 Buy
Sigma-Aldrich(India) G3381 Geldanamycin from Streptomyces hygroscopicus ≥98% (HPLC), powder 30562-34-6 1MG ₹86123.7 2022-06-14 Buy
TCI Chemicals (India) G0334 Geldanamycin 30562-34-6 10MG ₹8800 2022-05-26 Buy
SRL 23813 Geldanamycin (GLD), 98% 30562-34-6 5mg ₹65210 2022-05-26 Buy
Product number Packaging Price Buy
SML1278 1ML ₹17383.1 Buy
G3381 1MG ₹86123.7 Buy
G0334 10MG ₹8800 Buy
23813 5mg ₹65210 Buy

Geldanamycin Chemical Properties,Uses,Production

Description

Geldanamycin from Streptomyces hygroscopicus.
Geldanamycin is a benzoquinone ansamycin antitumor antibiotic. Geldanamycin binds specifically to Hsp90 (Heat Shock Protein 90) and to its endoplasmic reticulum homologue GP96. The Hsp90 chaperone is required for the activation of several families of eukaryotic protein kinases and nuclear hormone receptors, many of which are proto-oncogenic and play a prominent role in cancer. The geldanamycin antibiotic has antiproliferative and antitumor effects, as it binds to Hsp90, inhibits the Hsp90-mediated conformational maturation/refolding reaction, and results in the degradation of Hsp90 substrates. Hsp90 also plays a key role in regulating the physiology of cells exposed to environmental stress and thus, geldanamycin interferes with cellular stress response.
Geldanamycin was found to be a potent antibiotic active at nanomolar concentrations against 60 cell lines as well as in mouse tumor models.
It is an inhibitor of proto-oncogenic protein kinases, such as erbB22, EFG receptor tyrosine kinases, and non-receptor tyrosine kinases, such as v-src and Raf-1. In addition, it is a potent inhibitor of the nuclear hormone receptor family including the estrogen and androgen hormone receptors.

Chemical Properties

Yellow to Orange Powder

Uses

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.

Definition

ChEBI: An ansamycin consisting of a 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. It shows antimicrobial activity against many Gram-positive and some Gram-negative bacteria.

General Description

Chemical structure: benzenoid

Biological Activity

Selectively inhibits heat shock protein 90 (Hsp90). Binds to the ATP site of Hsp90 (K d = 1.2 μ M) and inhibits its chaperone activity. Consequently inhibits activities of oncogenic kinases (e.g. src, Raf), p53 and steroid receptors.

Geldanamycin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 341)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6257 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6100 58 Inquiry
Sisco Research Laboratories Pvt. Ltd. +91-22-4268 5800 Mumbai, India 4315 58 Inquiry
Triveni chemicals 08048762458 New Delhi, India 6088 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6739 58 Inquiry
Anand Agencies 91-20-24454597 Maharashtra, India 2332 58 Inquiry
Maas Pharma Chemicals +91-9958666224 Delhi, India 1607 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6754 58 Inquiry
Innovative Synthetic Molecules +91 40-24111684 Hyderabad, India 526 58 Inquiry
Biopharmacule Speciality Chemicals P Ltd (India) +91 40 6462 1866 Hyderabad, India 526 58 Inquiry

Geldanamycin Spectrum

CP-122634 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 NSC 212518 GELDANAMYCIN FROM STRE GeldanaMycin, froM StreptoMyces hygroscopicus var geldanus GeldanaMycin froM StreptoMyces hygroscopi 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 Geldanamycin [(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 GeldanamyCln nsc122750 GELDANAMYCIN GELDANAMYCIN, STREPTOMYCES HYGROSCOPICUS 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 (GDM) GELDANAMYCIN FROM STREPTOMYCES*HYGROSCOP ICUS GELDANAMYCIN, 99+% 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 (8CI) [(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 [(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 Geldanamycin from Streptomyces hygroscopicus, ≥98% (HPLC) geldanamycin 30562-34-6 GELDANAMYCIN;NSC-122750; NSC 122750; NSC122750 Geldanamycin (NSC122750) CS-503 Geldanamycin, Streptomyces hygroscopicus - CAS 30562-34-6 - Calbiochem Geldanamycin, 99%, from Streptomyces hygroscopicus var geldanus, a HSP90 inhibitor Geldanamycin> Geldanamycin Geldanamycin (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 Geldanamycin USP/EP/BP CAS No.30562-34-6 Geldanamycin Geldanamycin (GLD), 98% [(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 (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 GA Streptomyces hygroscopicus Geldamycin Geldanamycin, Hsp90 inhibitor Geldanamycin-FITC, fluorescent labelled HSP90 inhibitor Geldanamycin, 10 mM in DMSO Geldanamycin, Streptomyces hygroscopicus 30562-34-6 562-34-6 0562-34-6 C29H40N2O9 Antibiotics Antibiotics G-M Antibiotics A to Z BioChemical Inhibitors antibiotic Inhibitor Amines Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Heat Shock Protein 90 Antibiotics