ChemSpider 2D Image | Harringtonin | C28H37NO9

Harringtonin

  • Molecular FormulaC28H37NO9
  • Average mass531.595 Da
  • Monoisotopic mass531.246826 Da
  • ChemSpider ID243230

  • defined stereocentres - 4 of 4 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

26833-85-2 [RN]
Cephalotaxine, O3-[(2R)-2,5-dihydroxy-2-(2-methoxy-2-oxoethyl)-5-methyl-1-oxohexyl]- [ACD/Index Name]
Harringtonin
Harringtonine
Harringtonine (8CI)
O3-[(2R)-2,5-Dihydroxy-2-(2-methoxy-2-oxoethyl)-5-methylhexanoyl]cephalotaxin [German] [ACD/IUPAC Name]
O3-[(2R)-2,5-Dihydroxy-2-(2-methoxy-2-oxoethyl)-5-methylhexanoyl]cephalotaxine [ACD/IUPAC Name]
O3-[(2R)-2,5-Dihydroxy-2-(2-méthoxy-2-oxoéthyl)-5-méthylhexanoyl]cephalotaxine [French] [ACD/IUPAC Name]
[26833-85-2] [RN]
1-((1S,3aR,14bS)-2-methoxy-1,5,6,8,9,14b-hexahydro-4H-[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-yl) 4-methyl (R)-2-hydroxy-2-(3-hydroxy-3-methylbutyl)succinate
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

088662H40F [DBID]
C10597 [DBID]
NCI60_000568 [DBID]
NSC124147 [DBID]
UNII:088662H40F [DBID]
UNII-088662H40F [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      Harringtonine is a natural alkaloid that inhibits protein synthesis at low micromolar concentrations; immobilizes ribosomes immediately after the initiation of translation. MedChem Express
      Harringtonine is a natural alkaloid that inhibits protein synthesis at low micromolar concentrations; immobilizes ribosomes immediately after the initiation of translation.; IC50 value:; Target: protein synthesis inhibitor; in vitro: inhibit the elongation phase of translation by preventing substrate binding to the acceptor site on the 60-S ribosome subunit and therefore block aminoacyl-tRNA binding and peptide bond formation [1]. MedChem Express HY-N0862
      Harringtonine is a natural alkaloid that inhibits protein synthesis at low micromolar concentrations; immobilizes ribosomes immediately after the initiation of translation.;IC50 value:;Target: protein synthesis inhibitor;In vitro: inhibit the elongation phase of translation by preventing substrate binding to the acceptor site on the 60-S ribosome subunit and therefore block aminoacyl-tRNA binding and peptide bond formation [1]. harringtonine inhibited an early stage of the CHIKV replication cycle which occurred after viral entry into cells. In addition, quantitative reverse transcription-PCR (qRT-PCR) and Western blot analyses indicated that harringtonine affects CHIKV RNA production as well as viral protein expression. Treatment of harringtonine against Sindbis virus, a related alphavirus, suggested that harringtonine could inhibit other alphaviruses [2]. harringtonine pretreatment significantly increased the amount of platinum-DNA adducts in all ovarian cancer cell lines by 2-4 f MedChem Express HY-N0862
      Others MedChem Express HY-N0862

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.4±0.1 g/cm3
Boiling Point: 679.4±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.2 mmHg at 25°C
Enthalpy of Vaporization: 104.7±3.0 kJ/mol
Flash Point: 364.7±31.5 °C
Index of Refraction: 1.610
Molar Refractivity: 136.0±0.4 cm3
#H bond acceptors: 10
#H bond donors: 2
#Freely Rotating Bonds: 10
#Rule of 5 Violations: 2
ACD/LogP: 2.58
ACD/LogD (pH 5.5): 0.96
ACD/BCF (pH 5.5): 1.89
ACD/KOC (pH 5.5): 29.92
ACD/LogD (pH 7.4): 1.85
ACD/BCF (pH 7.4): 14.70
ACD/KOC (pH 7.4): 232.27
Polar Surface Area: 124 Å2
Polarizability: 53.9±0.5 10-24cm3
Surface Tension: 62.4±5.0 dyne/cm
Molar Volume: 392.4±5.0 cm3

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