Lupulone
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Lupulone
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CAS No:
468-28-0
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Formula:
C26H38O4
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Chemical Name:
Lupulone
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Synonyms:
2,4-Cyclohexadien-1-one,3,5-dihydroxy-2,6,6-tris(3-methyl-2-buten-1-yl)-4-(3-methyl-1-oxobutyl)-;Lupulone;2,4-Cyclohexadien-1-one,3,5-dihydroxy-2,6,6-tris(3-methyl-2-butenyl)-4-(3-methyl-1-oxobutyl)-;3,5-Dihydroxy-2,6,6-tris(3-methyl-2-buten-1-yl)-4-(3-methyl-1-oxobutyl)-2,4-cyclohexadien-1-one;β-Lupulic acid;Lupulon;n-Lupulone;Lupulone β-acid;3,5-Dihydroxy-2,6,6-tris(3-methylbut-2-enyl)-4-(3-methyl-1-oxobutyl)cyclohexa-2,4-dien-1-one
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CAS No:
Description
Lupulone is a beta-bitter acid in which the acyl group is specified as 3-methylbutanoyl. It has a role as an antimicrobial agent, an apoptosis inducer, an angiogenesis inhibitor and an antineoplastic agent. It is a conjugate acid of a lupulone(1-).
Characteristics
74.60000
8.77
1.0±0.1 g/cm3
93 °C
498.4±45.0 °C at 760 mmHg
269.3±25.2 °C
1.530
4.58E-16mmHg at 25°C
LD50 in mice, rats (mg/kg): 525, 100 orally (Hnsel, Wagener)
Safety Information
III
6.1(b)
UN 2811
R25
45
T: Toxic;
P264, P270, P301+P310, P321, P330, P405, P501
H301
Computed Properties
Molecular Weight:414.6
XLogP3:6.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:9
Exact Mass:414.27700969
Monoisotopic Mass:414.27700969
Topological Polar Surface Area:74.6
Heavy Atom Count:30
Complexity:812
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes