PhytoHub: Showing entry for Petunidin 3-O-arabinoside

Petunidin 3-O-arabinoside

Identification

PhytoHub ID

PHUB001659

Name

Petunidin 3-O-arabinoside

Systematic Name

Not Available

Synonyms

(2S,3R,4S,5S)-2-[2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxyoxane-3,4,5-tri
Petunidin 3-arabinoside

CAS Number

679429-94-8

Average Mass

449.387

Monoisotopic Mass

449.107837916

Chemical Formula

C₂₁H₂₁O₁₁

IUPAC Name

2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-1lambda4-chromen-1-ylium

InChI Key

XYWFSSFJPFAYCA-JRJNMRRASA-O

InChI Identifier

InChI=1S/C21H20O11/c1-29-15-3-8(2-12(24)17(15)26)20-16(32-21-19(28)18(27)13(25)7-30-21)6-10-11(23)4-9(22)5-14(10)31-20/h2-6,13,18-19,21,25,27-28H,7H2,1H3,(H3-,22,23,24,26)/p+1/t13-,18-,19-,21-/m1/s1

SMILES

[H][C@@]1(O)CO[C@]([H])(OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C(OC)=C2)[C@]([H])(O)[C@]1([H])O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 3.38e-01 g/l
LogS (ALOGPS): -3.16
LogP (ALOGPS): 1.42
Hydrogen Acceptors: 11
Hydrogen Donors: 7
Rotatable Bond Count: 4
Polar Surface Area: 182.43999999999997
Refractivity: 116.7582
Polarizability: 43.40009139630338
Formal Charge: 1
Physiological Charge: -1
pKa (strongest basic): -3.5265985690834403
pKa (strongest acidic): 6.394362066685298
Number of Rings: 4
Rule of Five: No
Bioavailability: No
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Flavonoids
Sub-class: Anthocyanins

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Flavonoids
Super-class: Phenylpropanoids and polyketides
Sub-class: Flavonoid glycosides
Direct Parent Name: Flavonoid-3-O-glycosides
Alternative Parent Names: ["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-O-methylated flavonoids", "3'-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Alkyl aryl ethers", "Anisoles", "Anthocyanidins", "Catechols", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Monosaccharides", "O-glycosyl compounds", "Organic cations", "Oxacyclic compounds", "Oxanes", "Phenoxy compounds", "Polyols", "Secondary alcohols"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "3p-methoxyflavonoid-skeleton", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Alkyl aryl ether", "Anisole", "Anthocyanidin", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Catechol", "Ether", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic cation", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenoxy compound", "Polyol", "Secondary alcohol"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(133.0495352,1.93859682);(139.0389705,1.550527347);(299.0550145,8.693715896);(301.0706646,8.304127568);(303.0863146,2.262156238);(315.0499291,8.487747894);(317.0655792,30.91626034);(319.0812292,3.310577773);(431.0972732,6.647990184);(449.1078379,8.619122349)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(123.0440559,2.024565947);(133.0495352,2.905032221);(139.0389705,3.426986673);(287.0550145,5.635831146);(289.0706646,10.43619483);(291.0863146,2.577820348);(299.0550145,4.138620064);(301.0706646,7.622575002);(303.0499291,2.954412079);(315.0499291,2.214033585);(317.0655792,26.01277931);(319.0812292,8.492791852);(431.0972732,1.825975413)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(55.01784114,1.236336789);(71.01275576,0.7741879184);(73.02840582,1.357579813);(115.0389705,0.8860412191);(117.0546206,0.8196411143);(121.0284058,4.579628406);(123.0440559,6.972109079);(133.0495352,0.7886019133);(137.0233204,6.304480211);(139.0389705,4.747843511);(151.0389705,1.586674517);(165.0182351,0.8575741845);(167.0338851,0.8152678831);(179.0338851,0.9290108698);(241.0495352,1.500073288);(243.0287997,2.916234778);(243.0651853,1.147139859);(245.0444498,2.468334186);(257.0444498,4.512427334);(259.0600999,5.808355096);(275.0550145,1.061196426);(285.0393644,1.108977836);(287.0550145,2.663791033);(289.0706646,3.051891102);(297.0393644,1.190892444);(299.0550145,4.375113203);(301.0706646,2.451586429);(303.0499291,0.8880250409);(317.0655792,2.600532787);(387.0710585,0.867241472);(389.0867085,0.8304515208)

Food Sources

	Name	Group
	Blueberry	Fruit, Berries	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
	Petunidin 3-O-arabinoside		Petunidin 3-O-arabinoside	human	plasma, urine	unchanged	1h-3h	<20 nmol/L	<1%	C₂₁H₂₁O₁₁	449.107837916	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

Food Phytochemical	Metabolite	Effect	Value
Petunidin 3-O-arabinoside	Petunidin 3-O-arabinoside	Age	Not studied
Petunidin 3-O-arabinoside	Petunidin 3-O-arabinoside	Bmi	Not studied
Petunidin 3-O-arabinoside	Petunidin 3-O-arabinoside	Ethnicity	Not studied
Petunidin 3-O-arabinoside	Petunidin 3-O-arabinoside	Genotype	Not studied
Petunidin 3-O-arabinoside	Petunidin 3-O-arabinoside	Health_status	Not studied
Petunidin 3-O-arabinoside	Petunidin 3-O-arabinoside	Microbiota	Not studied
Petunidin 3-O-arabinoside	Petunidin 3-O-arabinoside	Sex	Not studied
Petunidin 3-O-arabinoside	Petunidin 3-O-arabinoside	Smoking	Not studied

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Showing entry for Petunidin 3-O-arabinoside