Quillaic acid
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Quillaic acid
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CAS No:
631-01-6
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Formula:
C30H46O5
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Chemical Name:
Quillaic acid
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Synonyms:
Olean-12-en-28-oic acid,3,16-dihydroxy-23-oxo-,(3β,4α,16α)-;Olean-12-en-28-oic acid,3β,16α-dihydroxy-23-oxo-;(3β,4α,16α)-3,16-Dihydroxy-23-oxoolean-12-en-28-oic acid;Quillaic acid;Quillaja sapogenin
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CAS No:
Description
Quillaic acid(Quillaja sapogenin) is the major aglycone of the widely studied saponins of the Chilean indigenous tree Quillaja saponaria Mol; can elicit dose-dependent antinociceptive effects in two murine thermal models.
Quillaic acid is a pentacyclic triterpenoid that is olean-12-ene substituted by hydroxy groups at positions 3 and 16, an oxo group at position 23 and a carboxy group at position 28 (the 3beta,16alpha stereoisomer). It has a role as an anti-inflammatory agent and a metabolite. It is a pentacyclic triterpenoid, a hydroxy monocarboxylic acid and an aldehyde. It is a conjugate acid of a quillate. It derives from a hydride of an oleanane.
Characteristics
94.83000
6.08
1.2±0.1 g/cm3
294 °C
613.3±55.0 °C at 760 mmHg
338.7±28.0 °C
1.575
D20 +56.1° (c = 2.9 in pyridine)
Quillaic acid Use and Manufacturing
Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C30 isoprenoids (triterpenes) [PR0106]
Computed Properties
Molecular Weight:486.7
XLogP3:6.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:486.33452456
Monoisotopic Mass:486.33452456
Topological Polar Surface Area:94.8
Heavy Atom Count:35
Complexity:970
Defined Atom Stereocenter Count:10
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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