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ChemSpider ID: |
21105569
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Empirical Formula: |
C20H30O4
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Molecular Weight: |
334.4498
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Nominal Mass: |
334
Da
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Average Mass: |
334.4498
Da
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Monoisotopic Mass: |
334.214409
Da
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Systematic Name: |
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SMILES: |
OC(=O)[C@@]5(C)CCC[C@]1(C)[C@@H]5CC[C@@]24C[C@H]3C[C@@](O)(CC[C@@H]12)[C@@H]4O3
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InChI: |
InChI=1/C20H30O4/c1-17-6-3-7-18(2,16(21)22)13(17)4-8-19-10-12-11-20(23,15(19)24-12)9-5-14(17)19/h12-15,23H,3-11H2,1-2H3,(H,21,22)/t12?,13-,14-,15?,17+,18-,19?,20?/m0/s1
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InChIKey: |
KVZUXTIZQSVUTI-ZQXRTKJUBO
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Description
Quesnoin, a novel unique pure organic compound, was isolated from amber discovered in the Oise River area of the Paris basin (France) and dated at 55 million years old. 1H and 13C NMR indicated an unknown diterpene skeleton, quesnane. The absolute
configurations of the eight chiral centers of quesnoin were determined to be 4S, 5S, 8R, 9S, 10S, 13S, 14R, and 16S. The work indicated that the climate of the Paris basin might have been tropical in the early Eocene period, 55 million years ago.
Links & References
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Jossang J., Bel-Kassaoui H. , Jossang A., Seuleiman M., and Nel A..
Quesnoin, a Novel Pentacyclic ent-Diterpene from 55 Million Years Old Oise Amber, J. Org. Chem., 2008, 73 (2), 412 -417
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts
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LogP: |
ACD/LogP:
3.03
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# of Rule of 5 Violations: |
0
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ACD/LogD (pH 5.5): |
2.1
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ACD/LogD (pH 7.4): |
0.3
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ACD/BCF (pH 5.5): |
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ACD/BCF (pH 7.4): |
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ACD/KOC (pH 5.5): |
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ACD/KOC (pH 7.4): |
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#H bond acceptors: |
4
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#H bond donors: |
2
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#Freely Rotating Bonds: |
2
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Polar Surface Area: |
66.76
Å2
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Index of Refraction: |
1.587
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Molar Refractivity: |
89.31
cm3
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Molar Volume: |
265.4
cm3
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Polarizability: |
35.4
10-24cm3
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Surface Tension: |
54.1
dyne/cm
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Density: |
1.25
g/cm3
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Flash Point: |
175.1
°C
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Enthalpy of Vaporization: |
88.14
kJ/mol
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Boiling Point: |
497.4
°C at 760 mmHg
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Vapour Pressure: |
5.62E-12
mmHg at 25°C
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