CAS Number30562-34-6
SynonymsGELDANAMYCIN,STREPTOMYCES HYGROSCOPICUS; Streptomyces hygroscopicus; GELDANAMYCIN FROM STRE; Geldanamycin; MFCD00274570; Geldanamycin from Streptomyces hygroscopicus
Molecular FormulaC29H40N2O9
Molecular Weight560.64
Purity≥98 (HPLC)%
Density1.2±0.1 g/cm3
Boiling Point783.9±60.0 °C at 760 mmHg
Melting Point255 °C
Appearancepowder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 30562-34-6 |
| Catalog No. | 2A-9010702 |
| Chinese Name | 格尔德霉素 |
| Synonyms | GELDANAMYCIN,STREPTOMYCES HYGROSCOPICUS; Streptomyces hygroscopicus; GELDANAMYCIN FROM STRE; Geldanamycin; MFCD00274570; Geldanamycin from Streptomyces hygroscopicus |
| Molecular Formula | C29H40N2O9 |
| Molecular Weight | 560.64 |
| Purity | ≥98 (HPLC) |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 783.9±60.0 °C at 760 mmHg |
| Melting Point | 255 °C |
| Appearance | powder |
| Water Solubility | DMSO: soluble |
| Storage Condition | Seal and store at -20ºC |
| Application | Geldanamycin is an Hsp90 inhibitor with activity against many Gram-positive and some Gram-negative bacteria. |
| HTC | 2933990090 |
| PubChem ID | 329799914 |
| MDL Number | MFCD00274570 |
| SMILES | 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 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| MSDS | msds/10702_1_30562_34_6.pdf |
| Bioactivity | Geldanamycin is a Hsp90 inhibitor with antimicrobial activity against many Gram-positive and some Gram-negative bacteria. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> HSP Signaling Pathways >> Metabolic Enzyme/Protease >> HSP Research Areas >> Cancer Natural Products >> Others Target HSP90:1.2 μM (Kd) In Vitro Geldanamycin significantly delays and reduces viperin expression, indicating that IRF3 is involved in viperin induction in RAW264.7 cells[1]. Geldanamycin (GA), a benzoquinone ansamycin, protected against neuronal injury induced by oxygen-glucose deprivation (OGD)/zVAD treatment in cultured primary neurons. More importantly, Geldanamycin decreases RIP1 protein level in a time and concentration-dependent manner. Geldanamycin also decreases the Hsp90 protein level, which causes instability of RIP1 protein, resulting in decreased RIP1 protein level but not RIP1 mRNA level after Geldanamycin treatment[2]. Geldanamycin (GA) is identified as the first natural product inhibitor of Hsp90 that binds to the N-terminal ATPase domain of Hsp90 to inhibit its chaperone function, and significantly induces tumor cell death via an apoptotic mechanism[3]. References [1]. Tang HB, et al. Viperin inhibits rabies virus replication via reduced cholesterol and sphingomyelin and is regulated upstream by TLR4. Sci Rep. 2016 Jul 26;6:30529 [2]. Chen WW, et al. RIP1 mediates the protection of Geldanamycin on neuronal injury induced by oxygen-glucosedeprivation combined with zVAD in primary cortical neurons. J Neurochem. 2012 Jan;120(1):70-7. [3]. Lin Z, et al. 17-ABAG, a novel Geldanamycin derivative, inhibits LNCaP-cell proliferation through heat shock protein 90 inhibition. Int J Mol Med. 2015 Aug;36(2):424-32. [4]. Roe SM, et al. Structural basis for inhibition of the Hsp90 molecular chaperone by the antitumor antibiotics radicicol and geldanamycin. J Med Chem. 1999 Jan 28;42(2):260-6. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 783.9±60.0 °C at 760 mmHg Melting Point 255 °C Molecular Formula C29H40N2O9 Molecular Weight 560.636 Flash Point 427.9±32.9 °C Exact Mass 560.273376 PSA 163.48000 LogP 2.00 Vapour Pressure 0.0±6.2 mmHg at 25°C Index of Refraction 1.559 InChIKey QTQAWLPCGQOSGP-ZJNPAGHJSA-N SMILES COC1=C2CC(C)CC(OC)C(O)C(C)C=C(C)C(OC(N)=O)C(OC)C=CC=C(C)C(=O)NC(=CC1=O)C2=O Storage condition −20°C Water Solubility DMSO: soluble |
| Use of | Geldanamycin is a Hsp90 inhibitor with antimicrobial activity against many Gram-positive and some Gram-negative bacteria. Properties Articles12 Name geldanamycin Synonym More Synonyms Geldanamycin Biological Activity Description Geldanamycin is a Hsp90 inhibitor with antimicrobial activity against many Gram-positive and some Gram-negative bacteria. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> HSP Signaling Pathways >> Metabolic Enzyme/Protease >> HSP Research Areas >> Cancer Natural Products >> Others HSP90:1.2 μM (Kd) References [1]. Tang HB, et al. Viperin inhibits rabies virus replication via reduced cholesterol and sphingomyelin and is regulated upstream by TLR4. Sci Rep. 2016 Jul 26;6:30529 [3]. Lin Z, et al. 17-ABAG, a novel Geldanamycin derivative, inhibits LNCaP-cell proliferation through heat shock protein 90 inhibition. Int J Mol Med. 2015 Aug;36(2):424-32. Chemical & Physical Properties Molecular Formula C29H40N2O9 Exact Mass 560.273376 PSA 163.48000 Index of Refraction 1.559 InChIKey QTQAWLPCGQOSGP-ZJNPAGHJSA-N Water Solubility DMSO: soluble |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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