Homoharringtonine

SIGMA/SML1091 - ≥98% (HPLC)

Synonym: Ceflatonin; Cephalotaxine 4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate; Myelostat; NSC 141633; Omacetaxine mepesuccinate

CAS Number: 26833-87-4
Empirical Formula (Hill Notation): C₂₉H₃₉NO₉
Molecular Weight: 545.62
MDL Number: MFCD03410264
Linear Formula: C₂₉H₃₉NO₉
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-SML1091-10MG	10 mg	$132.00 1/EA	Add To Favorites
45-SML1091-50MG	50 mg	$535.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
color	white to beige
form	powder
InChI	1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3/t24-,25-,28+,29-/m1/s1
InChI key	HYFHYPWGAURHIV-JFIAXGOJSA-N
optical activity	[α]/D -120 to -140°, c = 1 in chloroform-d
Quality Level	100
SMILES string	COC(=O)C[C@](O)(CCCC(C)(C)O)C(=O)O[C@H]1C2c3cc4OCOc4cc3CCN5CCC[C@]25C=C1OC
solubility	DMSO: 20 mg/mL, clear
storage temp.	2-8°C

Application:	Homoharringtonine has been used to check the cytotoxic activity against carfilzomib-resistant derivative of the LP-1 multiple myeloma (MM) cell line (LP-1/Cfz) and is used as a translation-inhibiting drug.
Biochem/physiol Actions:	Homoharringtonine (Omacetaxine mepesuccinate) is a translation elongation inhibitor, a cytotoxic alkaloid originally isolated from the evergreen tree, Cephalotaxus hainanensis. Homoharringtonine binds to the 80S ribosome in eukaryotic cells and inhibits protein synthesis by interfering with chain elongation. Homoharringtonine blocks progression of leukemic cells from G1 phase into S phase and from G2 phase into M phase. Homoharringtonine (Omacetaxine mepesuccinate) was approved in October 2012 (Synribo) for the treatment of adult patients with Chronic Myelogenous Leukemia (CML) with resistance and/or intolerance to two or more tyrosine kinase inhibitors.
Biochem/physiol Actions:	Homoharringtonine is a cephalotaxine ester that is also known as (HHT; 4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate). In gefitinib-resistant lung cancer cells, homoharringtonine promotes apoptosis and prevents signal transducer and activator of transcription 3 (STAT3) through IL-6 (interleukin-6) /JAK1 (janus kinase 1)/STAT3 signal pathway. It plays an important role in the treatment of malaria.
Features and Benefits:	This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Packaging:	10, 50 mg in glass bottle

Symbol	GHS06
Signal word	Danger
Hazard statements	H300 + H310 + H330
Precautionary statements	P262 - P280 - P301 + P310 + P330 - P302 + P352 + P310 - P304 + P340 + P310
Hazard Codes	T+
Risk Statements	28
Safety Statements	28-36/37-45
RIDADR	UN 1544PSN1 6.1 / PGII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352200

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