PhytoHub: Showing entry for Solanine (alpha-)

Solanine (alpha-)

Identification

PhytoHub ID

PHUB000852

Name

Solanine (alpha-)

Systematic Name

Not Available

Synonyms

Solatunine

CAS Number

20562-02-1

Average Mass

868.071

Monoisotopic Mass

867.498020655

Chemical Formula

C₄₅H₇₃NO₁₅

IUPAC Name

(2S,3R,4S,5S,6R)-2-{[(2R,3S,4S,5R,6R)-3-hydroxy-2-(hydroxymethyl)-6-{[(1S,2S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{15,23}.0^{17,22}]tetracos-4-en-7-yl]oxy}-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Key

ZGVSETXHNHBTRK-WWELWOLRSA-N

InChI Identifier

InChI=1S/C45H73NO15/c1-19-6-9-27-20(2)31-28(46(27)16-19)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)57-43-40(61-41-37(54)35(52)32(49)21(3)56-41)39(34(51)30(18-48)59-43)60-42-38(55)36(53)33(50)29(17-47)58-42/h7,19-21,23-43,47-55H,6,8-18H2,1-5H3/t19-,20+,21-,23?,24+,25-,26-,27+,28-,29+,30+,31-,32-,33+,34-,35+,36-,37+,38+,39-,40+,41+,42-,43+,44-,45-/m0/s1

SMILES

C[C@@H]1[C@H]2CC[C@H](C)CN2[C@H]2C[C@H]3[C@@H]4CC=C5CC(CC[C@]5(C)[C@H]4CC[C@]3(C)[C@@H]12)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 6.19e-01 g/l
LogS (ALOGPS): -3.15
LogP (ALOGPS): 1.29
Hydrogen Acceptors: 16
Hydrogen Donors: 9
Rotatable Bond Count: 8
Polar Surface Area: 240.68999999999997
Refractivity: 216.55360000000005
Polarizability: 95.04274571140039
Formal Charge: 0
Physiological Charge: 1
pKa (strongest basic): 11.784741339747352
pKa (strongest acidic): 12.220431599446616
Number of Rings: 9
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

PubChem: 6537493
ChEBI: CHEBI:9188
FooDB (Foods): FDB012500
Chemistry Dashboard: DTXSID9030707
PeakForestCompound: 000652

Taxonomy as Food Phytochemical

Family: N-containing compounds
Class: Alkaloids
Sub-class: Steroid alkaloids

Taxonomy as Metabolite

Metabolite Family: N-containing compound metabolites
Metabolite Class: Alkaloid metabolites
Metabolite Sub-class: Steroid alkaloids (parent, host and microbial metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Solanine (alpha-)	N-containing compounds	Alkaloids	Steroid alkaloids	Show Food Phytochemical

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", "Azasteroids and derivatives", "Delta-5-steroids", "Diterpene glycosides", "Diterpenoids", "Hydrocarbon derivatives", "Indolizidines", "N-alkylpyrrolidines", "O-glycosyl compounds", "Oligosaccharides", "Organopnictogen compounds", "Oxacyclic compounds", "Oxanes", "Piperidines", "Polyols", "Primary alcohols", "Secondary alcohols", "Solanidines and derivatives", "Trialkylamines"]
External Descriptor Annotations: Not Available
Substituent Names: ["Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Alkaloid or derivatives", "Amine", "Azacycle", "Azasteroid", "Delta-5-steroid", "Diterpene glycoside", "Diterpenoid", "Glycosyl compound", "Hydrocarbon derivative", "Indolizidine", "N-alkylpyrrolidine", "O-glycosyl compound", "Oligosaccharide", "Organic nitrogen compound", "Organic oxygen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Oxacycle", "Oxane", "Piperidine", "Polyol", "Primary alcohol", "Pyrrolidine", "Secondary alcohol", "Solanidane skeleton", "Steroidal alkaloid", "Steroidal saponin", "Terpene glycoside", "Tertiary aliphatic amine", "Tertiary amine"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(27.0234751,0.4575245112);(87.04460446,0.4007779643);(103.0395191,0.5970637294);(145.0500838,0.4322244527);(147.0657338,2.533097349);(163.0606485,1.633579556);(165.0762985,1.918222757);(181.0712131,0.4566822794);(309.1185573,0.5741636798);(325.1134719,0.4573387917);(366.3160753,0.7193270106);(368.3317253,0.8021985213);(380.3317253,12.0276231);(382.3473754,0.5252158223);(398.34229,17.15458568);(471.1713807,0.6054520351);(526.3896341,0.6532407857);(540.3688987,0.6559680507);(542.3845488,4.096929847);(544.4001988,0.5935923195);(558.3794634,5.355913444);(560.3951134,0.6988253388);(686.4268075,0.7972953551);(688.4424576,6.942095592);(690.4581076,0.3779161941);(704.4373722,7.225629876);(704.4373722,2.682114595);(706.4530222,7.143964297);(722.4479369,6.194023817);(850.495281,9.829478057);(868.5058457,5.457935184)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(129.0551691,0.6254425611);(145.0500838,1.457301731);(147.0657338,2.994255669);(163.0606485,2.122928746);(165.0762985,0.557105517);(220.2065248,0.5282228683);(274.253475,0.5282228683);(284.237825,0.5626029242);(309.1185573,1.106111475);(324.2691251,0.7225008914);(325.1134719,0.992877182);(326.2847752,0.6845868062);(327.1291219,0.8840352625);(338.2847752,0.8179309326);(340.3004252,0.5592741899);(343.1240366,0.5031347343);(352.3004252,0.7256364056);(380.3317253,13.3268147);(396.32664,0.5981365657);(398.34229,23.90414557);(489.1819454,0.4707656941);(542.3845488,2.91866538);(544.4001988,0.9812989621);(558.3794634,13.22598147);(560.3951134,6.108803838);(688.4424576,5.004665428);(704.4373722,3.155039273);(704.4373722,4.757624399);(706.4530222,4.059691175);(722.4479369,2.748383589);(850.495281,2.367813194)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01838972,1.342027223);(87.00821896,1.885895215);(87.04460446,1.223251547);(103.0395191,1.140257097);(145.0500838,2.014824754);(147.0657338,4.056038089);(162.1282745,3.741318553);(163.0606485,1.884073424);(168.1752247,1.005932816);(309.1185573,2.7593995);(324.2691251,1.399005409);(325.1134719,2.62107806);(338.2847752,1.871727862);(352.3004252,1.212870915);(366.3160753,4.234427725);(368.3317253,5.026254566);(378.3160753,1.104996979);(380.3317253,4.772780525);(396.32664,1.30993071);(398.34229,12.96933538);(542.3845488,6.507623671);(558.3794634,18.5277495);(560.3951134,2.635083183);(648.4111574,1.206349075);(688.4424576,2.689310763);(704.4373722,1.837693564);(704.4373722,2.05239627);(792.4534162,1.082912533);(794.4690662,1.331767191);(796.4847163,1.01014996);(850.495281,3.543537945)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(56.99765427,2.972557841);(73.0289544,1.766855373);(87.00821896,2.408429036);(87.04460446,1.340165224);(103.0395191,1.828680467);(117.0551691,0.9726477183);(133.0500838,1.829765039);(145.0500838,1.944750484);(161.0449984,1.66694953);(163.0606485,6.163962637);(179.0555631,2.234186972);(378.3160753,6.304460148);(396.32664,14.25700589);(441.160816,1.122522587);(582.3794634,1.924057525);(598.374378,2.573487884);(612.3900281,2.760470581);(628.3849427,2.375957229);(686.4268075,2.254801794);(702.4217221,5.853746305);(702.4217221,1.331830844);(704.4373722,5.399533305);(720.4322868,4.940575169);(744.4322868,1.110951904);(762.4428515,1.264316548);(774.4428515,1.04246069);(778.4377661,0.9991594213);(792.4534162,1.333247225);(836.4796309,1.247131675);(848.4796309,5.433167855);(866.4901956,11.3421651)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(43.01838972,1.090013563);(59.01330434,1.24616218);(73.0289544,1.822758205);(87.00821896,0.9407064874);(89.02386902,2.533898161);(103.0395191,1.105234505);(133.0500838,1.383772019);(145.0500838,5.579835961);(161.0449984,3.494901494);(163.0606485,9.283445006);(179.0555631,3.887475042);(323.0978218,1.693128809);(378.3160753,4.563540302);(380.2953398,1.111290089);(396.32664,23.33991204);(422.34229,2.097476266);(540.3688987,3.414278533);(542.3845488,1.671285397);(630.4005928,4.139704537);(686.4268075,3.628726816);(688.4424576,1.25928478);(702.4217221,2.965435469);(702.4217221,1.119150812);(704.4373722,4.070146879);(720.4322868,2.88702848);(760.4635869,1.278844368);(776.4585016,1.083919643);(792.4534162,1.063752692);(834.4639809,0.9599886259);(836.4796309,1.8773157);(848.4796309,3.407587138)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,1.739160617);(43.01838972,5.137589968);(45.03403978,1.02394412);(55.01838972,1.245803357);(56.99765427,1.476032112);(57.03403978,2.588731259);(59.01330434,2.456495149);(71.01330434,1.004300328);(73.0289544,5.097077236);(85.0289544,0.8531921305);(89.02386902,1.473329821);(94.06567426,0.9682231285);(96.08132432,1.782528289);(101.023869,0.9851947088);(103.0395191,2.425895411);(145.0500838,3.031061877);(147.0293483,2.546317727);(161.0449984,2.150281132);(163.0606485,11.672048);(179.0555631,7.246206817);(279.1079926,1.127748875);(323.0978218,0.9076826119);(328.2640397,1.431729909);(380.2953398,6.617554691);(394.3109899,1.418990549);(396.32664,20.71372693);(556.3638133,3.913065277);(558.3794634,2.62762505);(600.3900281,2.60781376);(630.4005928,0.8738891224);(688.4060721,0.8567600325)

Food Sources

	Name	Group
	Eggplant	Vegetables, Fruit vegetables	Publications	Show
	Potato	Vegetables, Tubers	Publications	Show

Food Sources of its Food Phytochemical(s)

	Food Phytochemical	Food Source	Food Source Group
	Solanine (alpha-)	Eggplant	Vegetables, Fruit vegetables	Publications	Show
	Solanine (alpha-)	Potato	Vegetables, Tubers	Publications	Show

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
	Solanine (alpha-)		Solanine (alpha-)	human	serum	unchanged	5h-8h	<20 nmol/L	Not Available	C₄₅H₇₃NO₁₅	867.498020655		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Solanine (alpha-)