ChemSpider 2D Image | (+)-Antroquinonol A | C24H38O4

(+)-Antroquinonol A

  • Molecular FormulaC24H38O4
  • Average mass390.556 Da
  • Monoisotopic mass390.277008 Da
  • ChemSpider ID28284595

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 3 of 3 defined stereocentres

More details:

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(+)-Antroquinonol A
(4R,5R,6R)-4-Hydroxy-2,3-dimethoxy-6-methyl-5-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-2-cyclohexen-1-on [German] [ACD/IUPAC Name]
(4R,5R,6R)-4-Hydroxy-2,3-dimethoxy-6-methyl-5-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-2-cyclohexen-1-one [ACD/IUPAC Name]
(4R,5R,6R)-4-Hydroxy-2,3-diméthoxy-6-méthyl-5-[(2E,6E)-3,7,11-triméthyl-2,6,10-dodécatrién-1-yl]-2-cyclohexén-1-one [French] [ACD/IUPAC Name]
1010081-09-0 [RN]
2-Cyclohexen-1-one, 4-hydroxy-2,3-dimethoxy-6-methyl-5-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-, (4R,5R,6R)- [ACD/Index Name]
antroquinonol
antroquinonol A
AX9P92T7JZ
(4R,5R,6R)-4-hydroxy-2,3-dimethoxy-6-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]cyclohex-2-en-1-one
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  • Miscellaneous

    • Chemical Class:

      An enone that is cyclohex-2-en-1-one substituted by a hydroxy group at position 4, methoxy groups at positions 2 and 3, a methyl group at position 6 and a (2<stereo>E</stereo>,6<stereo>E</stereo>)-3,7 ,11-trimethyldodeca-2,6,10-trien-1-yl group at position 5 (the 4<stereo>R</stereo>,5<stereo>R</stereo>,6<stereo>R</stereo> stereoisomer). It is isolated from the solid-state fermented mycelium of the fungus <ital>Antrodia camphorata</ital> and has been found to exhibit potent cytotoxicity against a number of human cancer cell lines. However, a synthesis-enabled biological re-examination published in 2016, revealed minimal in vitro and in vivo antitumour activity in preclinical models. ChEBI CHEBI:65415
      An enone that is cyclohex-2-en-1-one substituted by a hydroxy group at position 4, methoxy groups at positions 2 and 3, a methyl group at position 6 and a (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1 -yl group at position 5 (the 4R,5R,6R stereoisomer). It is isolated from the solid-state fermented mycelium of the fungus Antrodia camphorata and has been found to exhibit potent cytotoxicity against a number of human cancer cell lines. However, a synthesis-enabled biological re-examination published in 2016, revealed minimal in vitro and in vivo antitumour activity in preclinical models. ChEBI CHEBI:65415
      An enone that is cyclohex-2-en-1-one substituted by a hydroxy group at position 4, methoxy groups at positions 2 and 3, a methyl group at position 6 and a (2E,6E)-3,7; ,11-trimethyldodeca-2,6,10-trien -1-yl group at position 5 (the 4R,5R,6R stereoisomer). It is isolated from the solid-state fermented mycelium of the ; fungus Antrodia camphorata and has been found to exhibit potent cytotoxicity agai nst a number of human cancer cell lines. However, a synthesis-enabled biological re-examination published ; in 2016, revealed minimal in vitro and in vivo antitumour activity in preclinical models. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:65415

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

Density: 1.0±0.1 g/cm3
Boiling Point: 539.3±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.3 mmHg at 25°C
Enthalpy of Vaporization: 93.9±6.0 kJ/mol
Flash Point: 174.9±23.6 °C
Index of Refraction: 1.509
Molar Refractivity: 114.7±0.4 cm3
#H bond acceptors: 4
#H bond donors: 1
#Freely Rotating Bonds: 10
#Rule of 5 Violations: 1
ACD/LogP: 6.60
ACD/LogD (pH 5.5): 5.89
ACD/BCF (pH 5.5): 17585.39
ACD/KOC (pH 5.5): 38042.32
ACD/LogD (pH 7.4): 5.89
ACD/BCF (pH 7.4): 17585.22
ACD/KOC (pH 7.4): 38041.94
Polar Surface Area: 56 Å2
Polarizability: 45.5±0.5 10-24cm3
Surface Tension: 37.4±5.0 dyne/cm
Molar Volume: 384.4±5.0 cm3

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