Bisdemethoxycurcumin
precursor
Showing entry for Bisdemethoxycurcumin
Identification
- PhytoHub ID
- PHUB001671
- Name
- Bisdemethoxycurcumin
- Systematic Name
- Bisdemethoxycurcumin
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 308.333
- Monoisotopic Mass
- 308.104858995
- Chemical Formula
- C19H16O4
- IUPAC Name
- (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
- InChI Key
- PREBVFJICNPEKM-YDWXAUTNSA-N
- InChI Identifier
InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+
- SMILES
OC1=CC=C(\C=C\C(=O)CC(=O)\C=C\C2=CC=C(O)C=C2)C=C1
- Structure
Structure for Bisdemethoxycurcumin
Calculated Properties
- Solubility (ALOGPS)
- 1.06e-02 g/l
- LogS (ALOGPS)
- -4.46
- LogP (ALOGPS)
- 3.46
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 6
- Polar Surface Area
- 74.60000000000001
- Refractivity
- 90.88420000000002
- Polarizability
- 33.18010683975318
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -4.648276198411537
- pKa (strongest acidic)
- 8.698222489849178
- Number of Rings
- 2
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Miscellaneous polyphenols
- Sub-class
- Not Available
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Diarylheptanoids
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Linear diarylheptanoids
- Direct Parent Name
- Curcuminoids
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "Acryloyl compounds", "Beta-diketones", "Enones", "Hydrocarbon derivatives", "Hydroxycinnamic acids and derivatives", "Ketones", "Organic oxides", "Styrenes"]
- External Descriptor Annotations
- ["beta-diketone", "diarylheptanoid", "enone", "polyphenol"]
- Substituent Names
- ["1,3-dicarbonyl compound", "1,3-diketone", "1-hydroxy-2-unsubstituted benzenoid", "Acryloyl-group", "Alpha,beta-unsaturated ketone", "Aromatic homomonocyclic compound", "Benzenoid", "Bis-desmethoxycurcumin", "Carbonyl group", "Enone", "Hydrocarbon derivative", "Hydroxycinnamic acid or derivatives", "Ketone", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Styrene"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (91.05422362,1.067591476);(94.04131312,1.204388981);(104.0256639,1.008805339);(105.0334885,2.202246572);(106.0413131,2.513206616);(107.0491377,2.305439543);(116.0256639,0.5943423446);(117.0334885,1.90655718);(118.0413131,2.669324615);(119.0491377,4.469672088);(120.0569623,3.347134183);(121.0647869,2.157283339);(122.0726115,0.6194745324);(145.0284026,1.272717226);(146.0362272,1.521948701);(147.0440518,24.33309606);(148.0474435,2.495242555);(148.0518764,0.9182238819);(159.0440518,0.97890187);(160.0518764,0.7859165435);(161.059701,2.17312953);(162.0675256,1.05620797);(163.0753502,0.9043204659);(189.0546151,2.074237218);(250.0624397,0.6126202084);(251.0702643,1.074985474);(279.1015627,1.394529669);(290.0937381,1.203246265);(291.1015627,2.108975119);(308.1043014,4.752857083);(309.1076952,1.029394655) | |
| Predicted GC-MS | GC-MS | Positive | Not Available | View Spectrum | (71.03115062,0.9076972695);(73.04679982,10.37514908);(74.04796012,0.8877624587);(75.06244902,0.7817285106);(163.0573631,0.7371980646);(177.0730123,2.166243054);(178.0808369,0.8194868362);(179.0886615,1.506098576);(189.0730123,0.9416449109);(190.0808369,1.318365772);(191.0886615,6.008482823);(192.0909688,1.059851956);(192.0964861,1.653111045);(193.1043107,1.065450485);(218.075751,0.7500739204);(219.0835756,16.02136736);(220.0859492,3.011399093);(221.0834095,0.8543259932);(233.0992248,1.070380175);(261.0941389,1.690555926);(323.1097881,0.814453051);(351.1410865,1.124093842);(379.1360006,2.151958416);(380.1438252,2.890574639);(381.1465847,0.8729552883);(381.1516498,1.096692693);(435.1806103,0.8052579148);(437.1598752,5.645844249);(438.1622472,2.121554895);(439.1609287,0.8012663952);(452.183349,1.369054556) | |
| Predicted GC-MS | GC-MS | Ei | Not Available | View Spectrum | (91.05422362,1.067591476);(94.04131312,1.204388981);(104.0256639,1.008805339);(105.0334885,2.202246572);(106.0413131,2.513206616);(107.0491377,2.305439543);(116.0256639,0.5943423446);(117.0334885,1.90655718);(118.0413131,2.669324615);(119.0491377,4.469672088);(120.0569623,3.347134183);(121.0647869,2.157283339);(122.0726115,0.6194745324);(145.0284026,1.272717226);(146.0362272,1.521948701);(147.0440518,24.33309606);(148.0474435,2.495242555);(148.0518764,0.9182238819);(159.0440518,0.97890187);(160.0518764,0.7859165435);(161.059701,2.17312953);(162.0675256,1.05620797);(163.0753502,0.9043204659);(189.0546151,2.074237218);(250.0624397,0.6126202084);(251.0702643,1.074985474);(279.1015627,1.394529669);(290.0937381,1.203246265);(291.1015627,2.108975119);(308.1043014,4.752857083);(309.1076952,1.029394655) | |
| LC-MS/MS | LC-ESI-ITTOF | negative | Not Available | View Spectrum | (115.0586,1.989171);(117.0357,2.435658);(118.9144,0.965216);(119.0507,18.473657);(120.0594,1.606039);(142.7864,0.956561);(143.0506,100.0);(143.1656,1.651853);(143.2921,2.104457);(143.4302,1.230523);(144.0523,15.278659);(145.0343,16.096392);(146.0313,1.056037);(163.0353,1.242986);(187.0366,69.449605);(187.168,1.281646);(187.2864,1.520757);(187.4573,0.922864);(188.0499,8.25915) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (105.0334912,7.65013429);(107.0491413,4.36392417);(147.0440559,6.04434471);(203.0702706,2.020961198);(291.1015708,8.910268587);(309.1121354,51.5642196) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (53.00219107,1.578997476);(105.0334912,12.85735278);(107.0491413,4.955482707);(119.0491413,5.574633206);(121.0647913,2.181168005);(129.0334912,5.545017474);(131.0491413,1.451155932);(143.0491413,1.347302604);(145.0284058,3.796779295);(147.0440559,16.76564984);(149.0597059,1.299516657);(161.0597059,1.571984982);(183.0440559,1.908715606);(189.0546206,2.076433126);(201.0546206,2.340432502);(215.0702706,1.723137784);(291.1015708,3.295481688);(309.1121354,10.56521874) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (41.00219107,1.961457579);(53.00219107,1.453636594);(67.01784114,1.121413508);(75.02292652,2.79676194);(77.03857658,5.269499546);(79.05422664,2.836859033);(87.02292652,1.362245734);(89.03857658,2.020648325);(91.05422664,3.364176892);(95.04914126,1.102617896);(105.0334912,12.11839709);(107.0491413,3.916819591);(115.0178411,1.074065729);(117.0334912,6.767659284);(119.0491413,9.308510637);(129.0334912,1.646778715);(131.0491413,1.359836039);(141.0334912,1.362979483);(143.0491413,2.882597008);(145.0284058,2.462291687);(145.0647913,1.511536968);(147.0440559,4.097728672);(183.0440559,2.569421572);(185.0597059,1.798441889);(279.1015708,1.413542578);(281.1172208,2.424877288) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (119.0502384,5.087455279);(161.0608031,4.259304072);(187.0400677,2.119805813);(189.0557177,2.493685319);(289.0870179,3.307644004);(307.0975825,76.10789684) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (119.0502384,13.37459691);(145.029503,6.995936497);(147.045153,3.505167046);(161.0608031,10.22399125);(187.0400677,5.276425672);(279.1026679,2.489312218);(289.0870179,2.69066638);(307.0975825,37.47271874) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00328823,5.670228258);(93.03458836,4.228474945);(101.0396737,1.908498437);(105.0345884,3.337446999);(117.0345884,7.28445076);(119.0502384,11.27749743);(131.0502384,2.112865144);(133.0658885,1.470928489);(143.0502384,4.420236028);(145.029503,4.161992143);(159.045153,7.680824558);(161.0608031,10.08731815);(183.045153,1.887778718);(187.0400677,2.37192713);(201.0557177,3.234306967);(265.0870179,1.250784119);(277.0870179,1.826067011);(279.1026679,1.243647558);(289.0870179,3.299600514);(307.0975825,2.140841493) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (119.05024,69.98);(119.05024,69.98);(119.05024,69.98);(119.05024,69.98);(187.04007,58.5);(307.09758,100.0);(307.09758,100.0);(307.09758,100.0);(307.09758,100.0) | |
| Predicted LC-MS/MS | Not Available | Negative | medium | View Spectrum | (71.01385,10.99);(101.03967,5.91);(117.03459,14.51);(117.03459,14.51);(117.03459,14.51);(119.05024,100.0);(119.05024,100.0);(119.05024,100.0);(119.05024,100.0);(145.0295,15.58);(145.0295,15.58);(145.0295,15.58);(161.0608,15.97);(187.04007,6.31);(189.05572,16.81);(201.05572,26.56);(253.08702,14.36);(265.08702,6.21);(289.08702,9.35);(289.08702,9.35);(289.08702,9.35);(289.08702,9.35);(289.08702,9.35);(307.09758,91.7);(307.09758,91.7);(307.09758,91.7);(307.09758,91.7) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (93.03459,12.7);(101.03967,5.3);(117.03459,40.95);(117.03459,40.95);(117.03459,40.95);(119.05024,100.0);(119.05024,100.0);(119.05024,100.0);(119.05024,100.0);(161.0608,5.65);(239.07137,9.82);(253.08702,7.7);(263.07137,8.98);(277.08702,4.59);(289.08702,8.68);(289.08702,8.68);(289.08702,8.68);(289.08702,8.68);(289.08702,8.68) | |
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (147.04406,35.91);(147.04406,35.91);(147.04406,35.91);(147.04406,35.91);(291.10157,10.34);(291.10157,10.34);(291.10157,10.34);(309.11214,100.0);(309.11214,100.0);(309.11214,100.0);(309.11214,100.0) | |
| Predicted LC-MS/MS | Not Available | Positive | medium | View Spectrum | (71.01276,4.83);(95.04914,8.53);(95.04914,8.53);(105.03349,13.0);(105.03349,13.0);(107.04914,5.34);(119.04914,21.92);(119.04914,21.92);(119.04914,21.92);(119.04914,21.92);(129.03349,21.67);(129.03349,21.67);(131.04914,31.77);(131.04914,31.77);(145.02841,6.28);(145.02841,6.28);(145.06479,8.05);(145.06479,8.05);(147.04406,100.0);(147.04406,100.0);(147.04406,100.0);(147.04406,100.0);(149.05971,20.54);(149.05971,20.54);(149.05971,20.54);(149.05971,20.54);(189.05462,7.9);(191.07027,4.62);(291.10157,6.53);(291.10157,6.53);(291.10157,6.53);(309.11214,26.04);(309.11214,26.04);(309.11214,26.04);(309.11214,26.04) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (65.03858,11.11);(77.03858,10.24);(91.05423,17.92);(101.03858,11.0);(103.05423,29.24);(105.03349,12.92);(105.03349,12.92);(107.04914,34.57);(117.03349,35.52);(117.03349,35.52);(117.03349,35.52);(119.04914,100.0);(119.04914,100.0);(119.04914,100.0);(119.04914,100.0);(121.06479,17.93);(121.06479,17.93);(121.06479,17.93);(121.06479,17.93);(123.08044,12.93);(123.08044,12.93);(123.08044,12.93);(129.03349,20.61);(129.03349,20.61);(131.04914,48.03);(131.04914,48.03);(133.06479,11.37);(143.04914,9.84);(143.04914,9.84);(145.06479,40.69);(145.06479,40.69);(147.04406,9.87);(147.04406,9.87);(147.04406,9.87);(147.04406,9.87);(149.05971,8.24);(149.05971,8.24);(149.05971,8.24);(149.05971,8.24);(173.05971,10.64);(173.05971,10.64);(265.08592,16.27);(267.10157,22.51);(279.10157,36.02);(307.09649,10.99) |
Food Sources
No food source information available
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Bisdemethoxycurcumin | Bisdemethoxycurcumin | human | plasma | unchanged | 3h-5h | 20-50 nmol/L | Not Available | C19H16O4 | 308.104858995 | Detailed Intervention Studies | Publications | ||
| Curcuminoids | Bisdemethoxycurcumin | human | serum | gut microbiota metabolite | 1h-3h | <20 nmol/L | Not Available | C19H16O4 | 308.104858995 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Bisdemethoxycurcumin | Bisdemethoxycurcumin | Age | Effect, clusters | Publications | ||
| Bisdemethoxycurcumin | Bisdemethoxycurcumin | Sex | Effect, clusters | Publications |