PhytoHub: Showing entry for Aspalathin

Aspalathin

Identification

PhytoHub ID

PHUB002004

Name

Aspalathin

Systematic Name

Not Available

Synonyms

(1S)-1,5-anhydro-1-{3-[3-(3,4-dihydroxyphenyl)propanoyl]-2,4,6-trihydroxyphenyl}-D-glucitol
1-(3-C-beta-D-glucopyranosyl-2,4,6-trihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-1-propanone
3-(3,4-dihydroxyphenyl)-3'-beta-D-glucopyranosyl-2',4',6'-trihydroxypropiophenone

CAS Number

Not Available

Average Mass

452.412

Monoisotopic Mass

452.131861593

Chemical Formula

C₂₁H₂₄O₁₁

IUPAC Name

3-(3,4-dihydroxyphenyl)-1-{2,4,6-trihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}propan-1-one

InChI Key

VCPUQYKWJRESOC-VJXVFPJBSA-N

InChI Identifier

InChI=1S/C21H24O11/c22-7-14-17(28)19(30)20(31)21(32-14)16-13(27)6-12(26)15(18(16)29)10(24)4-2-8-1-3-9(23)11(25)5-8/h1,3,5-6,14,17,19-23,25-31H,2,4,7H2/t14-,17-,19+,20-,21+/m1/s1

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C(C(=O)CCC2=CC=C(O)C(O)=C2)=C(O)C=C1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.49e+00 g/l
LogS (ALOGPS): -2.26
LogP (ALOGPS): 0.03
Hydrogen Acceptors: 11
Hydrogen Donors: 9
Rotatable Bond Count: 6
Polar Surface Area: 208.36999999999998
Refractivity: 108.8065
Polarizability: 43.6187857499225
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -3.644730891777995
pKa (strongest acidic): 7.538555145957981
Number of Rings: 3
Rule of Five: No
Bioavailability: No
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: Yes

External Links

HMDB: HMDB0030851
ChEBI: CHEBI:79078
PubChem: 11282394

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Flavonoids
Sub-class: Dihydrochalcones

Taxonomy as Metabolite

Metabolite Family: (Poly)phenol metabolites
Metabolite Class: Flavonoid metabolites
Metabolite Sub-class: Dihydrochalcones metabolites

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Aspalathin	Polyphenols	Flavonoids	Dihydrochalcones	Show Food Phytochemical

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(329.0676,0.14514515);(330.0704,0.03003003);(331.0837,0.4004004);(332.0866,0.06606607);(333.0893,0.00700701);(359.0785,0.01601602);(361.0937,0.03003003);(362.0968,0.00600601);(433.1165,0.00600601);(449.1116,0.16916917);(450.1145,0.04304304);(451.1268,1.0);(452.13,0.13613614);(453.1316,0.02202202)
LC-MS/MS	LC-ESI-QTOF	Negative	high	View Spectrum	(109.0298,0.09309309);(121.0297,0.05005005);(123.0451,0.13113113);(125.0247,0.43443443);(135.0455,0.52052052);(137.0247,0.05605606);(137.0605,0.09009009);(151.0034,0.07507508);(165.021,0.06606607);(165.0561,0.07207207);(167.0354,1.0);(168.0388,0.06506507);(179.0358,0.12112112);(193.0142,0.17517518);(197.0451,0.07407407);(209.0457,0.71671672);(210.0493,0.06606607);(221.0462,0.07007007);(223.0255,0.07507508);(239.0567,0.16916917);(331.0839,0.13413413)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(167.0352,0.00800801);(193.0148,0.01401401);(209.0457,0.00700701);(223.024,0.00900901);(239.0556,0.00600601);(289.0733,0.01101101);(313.0716,0.00500501);(329.0678,0.17017017);(330.0706,0.03403403);(331.0838,1.0);(332.0872,0.12512513);(333.0892,0.01601602);(343.0837,0.00600601);(359.0786,0.04004004);(360.0821,0.01001001);(361.0946,0.16616617);(362.0977,0.02602603);(373.0952,0.00800801);(433.1151,0.01601602);(449.1094,0.00900901);(451.1264,0.04004004);(452.1302,0.00900901)
LC-MS/MS	LC-ESI-QTOF	Negative	high	View Spectrum	(109.0299,0.1951952);(121.03,0.10610611);(123.0454,0.36236236);(125.0247,0.58358358);(135.0452,0.88588589);(136.0497,0.07107107);(137.0244,0.13713714);(137.0605,0.21621622);(151.0035,0.08608609);(165.0557,0.08408408);(167.0355,1.0);(179.0348,0.18118118);(193.0149,0.07807808);(209.0461,0.25225225)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(125.0247,0.05405405);(135.0457,0.08908909);(151.0045,0.02302302);(165.056,0.01701702);(167.0353,0.20720721);(179.0359,0.01701702);(193.0144,0.16416416);(194.0184,0.01901902);(197.0451,0.03203203);(209.0459,0.25825826);(210.0488,0.03003003);(221.0457,0.03903904);(223.025,0.07307307);(239.0562,0.13513514);(289.0725,0.06106106);(301.0713,0.01601602);(313.0716,0.03003003);(329.0674,0.08008008);(330.0722,0.02302302);(331.0839,1.0);(332.0871,0.13213213);(333.0886,0.01701702);(343.0818,0.01501502);(359.0811,0.03003003);(361.0948,0.21421421);(362.0981,0.04104104)
LC-MS/MS	LC-ESI-UNKNOWN	Negative	medium	View Spectrum	(193.015,0.014);(289.073,0.011);(329.068,0.17);(330.071,0.034);(331.084,1.0);(332.087,0.125);(333.089,0.016);(359.079,0.04);(360.082,0.01);(361.095,0.166);(362.098,0.026);(433.115,0.016);(451.126,0.04)
LC-MS/MS	LC-ESI-UNKNOWN	Negative	medium	View Spectrum	(125.025,0.054);(135.046,0.089);(151.004,0.023);(165.056,0.017);(167.035,0.207);(179.036,0.017);(193.014,0.164);(194.018,0.019);(197.045,0.032);(209.046,0.258);(210.049,0.03);(221.046,0.039);(223.025,0.073);(239.056,0.135);(289.072,0.061);(301.071,0.016);(313.072,0.03);(329.067,0.08);(330.072,0.023);(331.084,1.0);(332.087,0.132);(333.089,0.017);(343.082,0.015);(359.081,0.03);(361.095,0.214);(362.098,0.041)
LC-MS/MS	LC-ESI-UNKNOWN	Negative	low	View Spectrum	(329.068,0.145);(330.07,0.03);(331.084,0.4);(332.087,0.066);(359.078,0.016);(361.094,0.03);(449.112,0.169);(450.114,0.043);(451.127,1.0);(452.13,0.136);(453.132,0.022)
LC-MS/MS	LC-ESI-UNKNOWN	Negative	high	View Spectrum	(109.03,0.093);(121.03,0.05);(123.045,0.131);(125.025,0.434);(135.046,0.521);(137.025,0.056);(137.06,0.09);(151.003,0.075);(165.021,0.066);(165.056,0.072);(167.035,1.0);(168.039,0.065);(179.036,0.121);(193.014,0.175);(197.045,0.074);(209.046,0.717);(210.049,0.066);(221.046,0.07);(223.026,0.075);(239.057,0.169);(331.084,0.134)
LC-MS/MS	LC-ESI-UNKNOWN	Negative	high	View Spectrum	(109.03,0.195);(121.03,0.106);(123.045,0.362);(125.025,0.584);(135.045,0.886);(136.05,0.071);(137.024,0.137);(137.06,0.216);(151.004,0.086);(165.056,0.084);(167.036,1.0);(179.035,0.181);(193.015,0.078);(209.046,0.252)

Food Sources

	Name	Group
	Rooibos tea	Beverages, Non-alcoholic	Publications	Show

Food Sources of its Food Phytochemical(s)

	Food Phytochemical	Food Source	Food Source Group
	Aspalathin	Rooibos tea	Beverages, Non-alcoholic	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
Aspalathin	Aspalathin	human	plasma, urine	unchanged	1h-3h	<20 nmol/L	No data	C₂₁H₂₄O₁₁	452.131861593	Detailed Intervention Studies	Publications
Aspalathin	3-methoxy-aspalathin	human	plasma, urine	host metabolism	No data	No data	No data	C₂₂H₂₆O₁₁	466.147511657	Detailed Intervention Studies	Publications
Aspalathin	Aspalathin-glucuronide	human pig	urine	host metabolism	No data	No data	<1%	C₂₇H₃₂O₁₇		Detailed Intervention Studies	Publications
Aspalathin	Aspalathin-sulfate	human	urine	host metabolism	No data	No data	<1%	C₂₁H₂₄O₁₄S		Detailed Intervention Studies	Publications
Aspalathin	3-methoxy-aspalathin-glucuronide	human pig	urine	host metabolism	No data	No data	<1%	C₂₈H₃₄O₁₇		Detailed Intervention Studies	Publications
Aspalathin	3-methoxy-aspalathin-sulfate	human	urine	host metabolism	No data	No data	<1%	C₂₂H₂₆O₁₄S		Detailed Intervention Studies	Publications
Aspalathin	Aspalathin aglycone-glucuronide	human pig	urine	host-gut microbiota co-metabolite	No data	No data	No data	C₂₁H₂₂O₁₂		Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Aspalathin