Dehydrotomatine
precursor
Showing entry for Dehydrotomatine
Identification
- PhytoHub ID
- PHUB000847
- Name
- Dehydrotomatine
- Systematic Name
- Not Available
- Synonyms
- Tomatidenol 3-lycotetraoside
- CAS Number
- Not Available
- Average Mass
- 1032.184
- Monoisotopic Mass
- 1031.530108632
- Chemical Formula
- C50H81NO21
- IUPAC Name
- (2S,3R,4S,5S,6R)-2-{[(2S,3R,4S,5R,6R)-2-{[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(5'S,6S,7S,9S,13R,16S)-5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane-6,2'-piperidin]-18-eneoxy]oxan-3-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
- InChI Key
- BYMOGFTUZUEFHY-IMSFCOTOSA-N
- InChI Identifier
InChI=1S/C50H81NO21/c1-20-7-12-50(51-15-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(63)37(60)41(31(18-54)68-45)69-47-43(71-46-39(62)36(59)34(57)29(16-52)66-46)42(35(58)30(17-53)67-47)70-44-38(61)33(56)27(55)19-64-44/h5,20-21,23-47,51-63H,6-19H2,1-4H3/t20-,21-,23-,24?,25?,26?,27+,28?,29+,30+,31+,32?,33-,34+,35+,36-,37+,38+,39+,40+,41-,42-,43+,44-,45+,46-,47-,48-,49-,50-/m0/s1
- SMILES
C[C@H]1C2C(CC3C4CC=C5C[C@H](CC[C@]5(C)C4CC[C@]23C)O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)O[C@@]11CC[C@H](C)CN1
- Structure
Structure for Dehydrotomatine
Calculated Properties
- Solubility (ALOGPS)
- 1.82e+00 g/l
- LogS (ALOGPS)
- -2.75
- LogP (ALOGPS)
- -0.09
- Hydrogen Acceptors
- 22
- Hydrogen Donors
- 13
- Rotatable Bond Count
- 11
- Polar Surface Area
- 337.85999999999996
- Refractivity
- 245.6375
- Polarizability
- 107.8807837439411
- Formal Charge
- 0
- Physiological Charge
- 1
- pKa (strongest basic)
- 9.5391330235987
- pKa (strongest acidic)
- 11.779276536240427
- Number of Rings
- 10
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- Yes
External Links
- ChEBI
- 131494
- MetaboLights
- MTBLC131494
Taxonomy as Food Phytochemical
- Family
- N-containing compounds
- Class
- Alkaloids
- Sub-class
- Steroid alkaloids
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Steroids and steroid derivatives
- Super-class
- Lipids and lipid-like molecules
- Sub-class
- Steroidal glycosides
- Direct Parent Name
- Steroidal saponins
- Alternative Parent Names
- ["Acetals", "Alkaloids and derivatives", "Azacyclic compounds", "Azaspirodecane derivatives", "Azasteroids and derivatives", "Delta-5-steroids", "Dialkylamines", "Diterpene glycosides", "Diterpenoids", "Hemiaminals", "Hydrocarbon derivatives", "O-glycosyl compounds", "Oligosaccharides", "Organopnictogen compounds", "Oxacyclic compounds", "Oxanes", "Piperidines", "Polyols", "Primary alcohols", "Secondary alcohols", "Spirosolanes and derivatives", "Tetrahydrofurans"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Alkaloid or derivatives", "Amine", "Azacycle", "Azaspirodecane", "Azasteroid", "Delta-5-steroid", "Diterpene glycoside", "Diterpenoid", "Glycosyl compound", "Hemiaminal", "Hydrocarbon derivative", "O-glycosyl compound", "Oligosaccharide", "Organic nitrogen compound", "Organic oxygen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Oxacycle", "Oxane", "Piperidine", "Polyol", "Primary alcohol", "Secondary alcohol", "Secondary aliphatic amine", "Secondary amine", "Spirosolane skeleton", "Steroidal alkaloid", "Steroidal saponin", "Terpene glycoside", "Tetrahydrofuran"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (133.0495352,1.117238499);(163.0600999,1.942978771);(181.0706646,1.1079914);(342.2427557,0.4741688659);(346.2740558,0.4762191347);(382.3104413,0.4968122734);(384.3260914,0.5499259614);(396.3260914,7.463173608);(414.3366561,12.95099645);(457.155182,0.6241947443);(529.1763114,0.4365472623);(558.3789148,5.469442204);(576.3894795,8.085254296);(720.4317382,2.251000867);(736.4266528,2.5625047);(852.473997,7.945079538);(854.489647,0.5661609218);(870.4845616,3.339956752);(882.4845616,6.43998072);(900.4951263,3.508480506);(962.4591347,0.4893342608);(1014.52682,8.813377377);(1032.537385,2.920477168) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (133.0495352,1.533433812);(145.0495352,0.7943347541);(163.0600999,1.996651118);(181.0706646,0.8091699108);(253.1950772,1.026398901);(271.2056419,0.4654713954);(273.221292,1.23843787);(295.1023586,0.5618629888);(301.2525921,0.8048386591);(317.2475067,0.8409233991);(325.1129233,0.557333678);(340.2634911,0.4633397632);(354.2791412,0.438594437);(356.2947913,0.4193545088);(396.3260914,6.647461118);(412.321006,0.4867074836);(414.3366561,18.65424289);(435.2741154,0.6539287966);(457.155182,0.6019012101);(487.1657467,0.4455250092);(558.3789148,4.529686562);(576.3894795,8.564093402);(720.4317382,1.397476907);(722.4473883,0.4462326514);(736.4266528,6.344544125);(738.4423029,2.739672418);(852.473997,5.280813039);(870.4845616,1.581821269);(882.4845616,5.319379965);(900.4951263,1.459677851);(1014.52682,1.661941642) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (71.01275576,0.8417288221);(73.02840582,0.9099726381);(87.00767038,0.891670675);(128.143376,1.18347502);(133.0495352,0.7306060072);(145.0495352,1.040853873);(161.0444498,0.7435533867);(163.0600999,2.904853921);(213.1637771,0.6869680209);(295.1023586,0.9679597301);(325.1129233,0.9659345821);(340.2634911,0.8026736822);(354.2791412,0.872139246);(356.2947913,0.6011891542);(382.3104413,2.448752215);(384.3260914,2.57207303);(396.3260914,2.525495337);(412.321006,0.9055910923);(414.3366561,12.1998247);(457.155182,0.8613136377);(459.1708321,0.5848567421);(487.1657467,0.9872117542);(558.3789148,2.028631664);(576.3894795,4.553189205);(720.4317382,1.954670699);(736.4266528,7.678387639);(738.4423029,0.9750762956);(852.473997,2.139915481);(882.4845616,2.206871645);(956.4849556,0.9324058744);(1014.52682,1.974715236) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (56.99820285,1.508869343);(73.02950298,1.00519342);(87.00876754,1.328172721);(101.0244176,0.9361577569);(103.0400677,1.473606207);(131.0349823,1.30442811);(133.0506323,0.9769011062);(149.045547,2.467949145);(161.045547,1.763919817);(179.0561117,4.678070782);(379.1245851,0.77832436);(394.3115385,4.143633547);(412.3221032,8.740660594);(427.1457145,0.7093222115);(455.1406291,1.086904477);(473.1511938,0.9369260252);(545.1723232,0.9582969894);(556.3643619,2.280467363);(559.1879732,0.9293976503);(574.3749266,4.677892665);(589.1985379,0.9564905251);(776.4226646,0.7451125737);(806.4332293,1.389701289);(850.4594441,5.470347936);(868.4700087,2.819570991);(880.4700087,2.075528205);(898.4805734,2.512540284);(956.4860527,1.39587789);(1000.512267,1.196119173);(1012.512267,9.090141656);(1030.522832,6.042208642) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (73.02950298,1.111934314);(89.0244176,1.246817521);(103.0400677,0.7161785456);(131.0349823,2.459440109);(133.0506323,1.378041098);(149.045547,2.841627648);(161.045547,3.394682451);(177.0404616,0.7510891182);(179.0561117,7.039063304);(293.0878057,0.7383303327);(394.3115385,3.053500189);(412.3221032,14.51116616);(455.1406291,1.040942978);(556.3643619,2.608176169);(574.3749266,4.536802742);(600.3905766,0.6822062513);(718.4171853,1.61361964);(720.4328354,0.7929230284);(776.4226646,0.6708094121);(778.4383147,1.80215743);(850.4594441,2.475546038);(852.4750941,0.6712659958);(868.4700087,1.054769579);(880.4700087,2.492033789);(898.4805734,1.073547378);(938.475488,0.6582738611);(942.5067882,0.7090872021);(960.4445818,0.9534640665);(998.4966174,0.8092548404);(1000.512267,1.772831206);(1012.512267,8.016519397) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00328823,1.157994749);(43.0189383,4.797534862);(59.01385292,2.167180681);(71.01385292,0.6383942528);(73.02950298,2.014277405);(101.0244176,0.9948145514);(103.0400677,1.599514143);(124.113173,1.024897614);(131.0349823,1.4181521);(133.0506323,1.081665519);(147.0298969,1.535916774);(149.045547,4.980069979);(161.045547,2.971862286);(179.0561117,8.031107556);(309.0827203,0.7567714785);(339.093285,0.7184758412);(394.3115385,1.421608304);(395.2955541,1.270971154);(396.290803,2.154938286);(410.3064531,0.8122077224);(412.3221032,15.93126219);(452.3170178,0.8102853173);(454.3326678,1.055622847);(574.3749266,5.359710738);(734.4120999,1.715876643);(736.42775,1.152211918);(778.4383147,0.7251289928);(938.475488,0.8968698986);(940.4911381,0.7168047705);(944.5224382,0.6353737116);(998.4966174,0.707640222) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Cherry tomato | Vegetables, Fruit vegetables | Publications | Show | |
| Green tomato | Vegetables, Fruit vegetables | Publications | Show | |
| Tomato | Vegetables, Fruit vegetables | 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