Obacunone
precursor
Showing entry for Obacunone
Identification
- PhytoHub ID
- PHUB000180
- Name
- Obacunone
- Systematic Name
- Not Available
- Synonyms
- Casimirolide
- CAS Number
- Not Available
- Average Mass
- 454.519
- Monoisotopic Mass
- 454.199153306
- Chemical Formula
- C26H30O7
- IUPAC Name
- (1R,2R,4S,7S,8S,11R,12R,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icos-13-ene-5,15,20-trione
- InChI Key
- MAYJEFRPIKEYBL-OASIGRBWSA-N
- InChI Identifier
InChI=1S/C26H30O7/c1-22(2)16-12-17(27)25(5)15(23(16,3)9-7-18(28)32-22)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)33-20/h7-9,11,13,15-16,19-20H,6,10,12H2,1-5H3/t15-,16+,19+,20-,23-,24+,25+,26-/m1/s1
- SMILES
C[C@@]12CC[C@@H]3[C@@]4(C)C=CC(=O)OC(C)(C)[C@@H]4CC(=O)[C@@]3(C)[C@]11O[C@@H]1C(=O)O[C@H]2C1=COC=C1
- Structure
Structure for Obacunone
Calculated Properties
- Solubility (ALOGPS)
- 2.37e-02 g/l
- LogS (ALOGPS)
- -4.28
- LogP (ALOGPS)
- 3.76
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 0
- Rotatable Bond Count
- 1
- Polar Surface Area
- 95.34
- Refractivity
- 116.18639999999999
- Polarizability
- 47.04394128321587
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -2.8727490624590906
- pKa (strongest acidic)
- 19.63172958869265
- Number of Rings
- 6
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Food Phytochemical
- Family
- Terpenoids
- Class
- Triterpenoids
- Sub-class
- Limonoids
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Prenol lipids
- Super-class
- Lipids and lipid-like molecules
- Sub-class
- Triterpenoids
- Direct Parent Name
- Limonoids
- Alternative Parent Names
- ["1,4-dioxepanes", "Delta valerolactones", "Dialkyl ethers", "Dicarboxylic acids and derivatives", "Enoate esters", "Epoxides", "Furans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Ketones", "Naphthalenes", "Naphthopyrans", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Pyrans"]
- External Descriptor Annotations
- ["Limonoids", "limonoid"]
- Substituent Names
- ["1,4-dioxepane", "Alpha,beta-unsaturated carboxylic ester", "Aromatic heteropolycyclic compound", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Delta valerolactone", "Delta_valerolactone", "Dialkyl ether", "Dicarboxylic acid or derivatives", "Dioxepane", "Enoate ester", "Ether", "Furan", "Heteroaromatic compound", "Hydrocarbon derivative", "Ketone", "Lactone", "Limonoid skeleton", "Naphthalene", "Naphthopyran", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Oxirane", "Pyran"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (97.0289544,0.9603213243);(167.1072047,0.468973924);(235.1334195,0.3476463428);(249.1490695,0.289148419);(261.112684,0.2598929288);(289.1075986,0.2601269316);(341.1752843,0.3100674496);(343.1545488,0.2723634478);(343.1909343,0.4689173475);(355.1545488,0.2765628412);(367.1545488,0.6527723233);(369.1701989,1.299443789);(385.1651135,0.8592975778);(387.1807636,4.950219927);(391.1909343,0.7563541251);(393.2065844,0.6215159355);(395.1494635,0.2640517711);(395.185849,10.9094316);(401.1964136,0.7676729921);(407.185849,1.59777952);(409.201499,1.64360578);(409.201499,4.512410487);(411.1807636,0.4746438282);(411.2171491,6.045713961);(419.185849,0.3827437104);(425.1964136,0.7410958584);(437.1964136,11.81199919);(437.1964136,4.458934801);(437.1964136,2.841759442);(439.1756782,1.23850793);(455.2069783,39.25602449) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (97.0289544,2.61063225);(167.1072047,2.186276869);(191.0344337,1.697052213);(233.1177694,3.625571153);(235.1334195,3.448881986);(245.1177694,1.735415091);(247.1334195,2.364980124);(249.1490695,2.442590769);(303.1232487,2.060596985);(341.1388988,1.864232882);(343.1909343,2.941245481);(355.1545488,1.69390038);(359.185849,2.374836757);(365.1388988,2.364487359);(367.1545488,4.56194385);(369.1701989,2.7211057);(387.1807636,6.162898265);(395.1494635,2.03990375);(395.185849,3.008215406);(401.1964136,1.663060287);(407.185849,1.713480824);(409.201499,2.611028413);(409.201499,1.648306721);(411.2171491,5.652981202);(413.1964136,1.860626469);(423.1807636,2.059106862);(437.1964136,9.420611997);(437.1964136,3.990952716);(437.1964136,1.670755718);(439.1756782,3.796259347);(455.2069783,12.00806217) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (51.0234751,4.002816988);(57.03403978,1.880845443);(69.03403978,3.035442911);(81.07042529,1.481858726);(83.04968984,5.117801354);(85.06533991,5.648739447);(97.0289544,15.44431175);(99.04460446,4.693937932);(101.0602545,4.13512752);(103.0759046,3.491580158);(109.0653399,3.496767556);(163.1122901,2.00675844);(193.0864693,2.206399578);(195.1021193,1.514031463);(233.1177694,1.736645514);(235.1334195,1.558165138);(245.1177694,1.998125571);(259.1334195,2.457586773);(275.1283341,1.75730209);(299.1283341,2.125249927);(301.1439842,2.939553464);(333.1701989,2.174288511);(339.1596342,4.345273133);(341.1388988,1.732364654);(341.1752843,2.274817052);(343.1909343,5.702337007);(369.1701989,2.470826133);(411.1807636,1.635972375);(419.185849,2.142843204);(437.1964136,2.024380279);(439.1756782,2.767849904) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (41.00273965,0.15413625);(41.03912516,0.1141503329);(67.01838972,2.01248263);(81.03403978,0.4462640587);(95.01330434,0.6564772647);(327.1596342,0.1833654114);(357.1701989,0.0937538048);(361.1803697,0.2532041328);(363.1960197,0.3858706795);(365.2116698,6.46347707);(367.1545488,0.1788975245);(369.1701989,0.09648818);(379.1909343,1.040658737);(391.1909343,0.7301796239);(393.1701989,0.6978151529);(395.1494635,0.3883557887);(399.1807636,0.1399229162);(405.1701989,0.9277380409);(407.185849,2.449688272);(407.185849,0.8808440389);(409.201499,31.89621641);(409.201499,12.09921883);(411.1807636,0.0954253592);(411.1807636,3.486161933);(421.1651135,0.3302003509);(423.1807636,0.8804125302);(435.1807636,1.782633295);(435.1807636,0.3419397236);(435.1807636,1.00461737);(437.1600281,0.3053951978);(453.1913283,29.48400909) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (41.00273965,1.117357341);(67.01838972,4.730512319);(68.99765427,0.6865123684);(95.01330434,1.198826736);(313.1803697,1.59812462);(357.1701989,6.044608157);(365.2116698,2.882120112);(379.1909343,0.8164583307);(385.1651135,1.18762759);(391.1909343,0.7095605615);(391.1909343,0.9968723913);(395.1494635,1.186192202);(397.1651135,1.282431605);(399.1807636,1.047386079);(405.1701989,0.9326202499);(407.1494635,2.118985115);(407.185849,3.643933257);(407.185849,2.092793973);(409.1651135,1.858591048);(409.201499,10.81660864);(409.201499,9.436117187);(411.1807636,0.7830525765);(411.1807636,1.55964017);(421.1651135,1.58376542);(423.1807636,0.9131614343);(423.1807636,2.251402248);(435.1807636,3.050989618);(435.1807636,2.848669308);(435.1807636,8.793188845);(437.1600281,4.496218911);(453.1913283,17.33567159) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00273965,4.103197454);(51.0234751,1.695385981);(53.00273965,4.689055131);(57.03403978,5.236329487);(59.01330434,2.503833031);(65.00273965,3.274958805);(67.01838972,5.318591469);(68.99765427,10.50533715);(85.0289544,1.539455477);(95.01330434,12.59237664);(97.0289544,1.592245292);(147.0446045,1.993767917);(191.0344337,2.12811148);(321.1490695,2.905656463);(323.1283341,1.526418856);(323.1647196,3.570230964);(325.1439842,1.788701188);(327.1596342,1.826332367);(335.1283341,2.604663234);(337.1439842,1.693343899);(355.1909343,1.448973199);(365.2116698,2.109017455);(367.1545488,2.526951646);(367.1909343,1.885803893);(377.1752843,4.893495237);(379.1909343,3.805147435);(383.185849,1.513643413);(393.1701989,3.352865134);(395.1494635,1.421948293);(423.1807636,1.65101121);(437.1600281,2.303150797) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Sour orange | Fruit, Citrus | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
No metabolism information available
Inter-Individual Variations in Metabolism
No data on inter-individual variations available