PhytoHub: Showing entry for Isolampranthin II

Isolampranthin II

Identification

PhytoHub ID

PHUB000428

Name

Isolampranthin II

Systematic Name

Not Available

Synonyms

isobetanidin 5-O-(6'-O-feruloyl)-beta-glucoside

CAS Number

33594-55-7

Average Mass

726.644

Monoisotopic Mass

726.190833023

Chemical Formula

C₃₄H₃₄N₂O₁₆

IUPAC Name

(1E,2S)-1-{2-[(2R,4E)-2,6-dicarboxy-1,2,3,4-tetrahydropyridin-4-ylidene]ethylidene}-6-hydroxy-5-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-2,3-dihydro-1H-1lambda5-indol-1-ylium-2-carboxylate

InChI Key

BRMDRKOAVZEJCS-YCVPHGRYSA-N

InChI Identifier

InChI=1S/C34H34N2O16/c1-49-24-10-15(2-4-22(24)37)3-5-27(39)50-14-26-28(40)29(41)30(42)34(52-26)51-25-12-17-11-21(33(47)48)36(20(17)13-23(25)38)7-6-16-8-18(31(43)44)35-19(9-16)32(45)46/h2-8,10,12-13,19,21,26,28-30,34,40-42H,9,11,14H2,1H3,(H5,37,38,39,43,44,45,46,47,48)/t19-,21+,26-,28-,29+,30-,34?/m1/s1

SMILES

[H]N1[C@H](C\C(C=C1C(O)=O)=C(\[H])/C=[N+]1\[C@@H](CC2=CC(OC3O[C@H](COC(=O)\C=C\C4=CC=C(O)C(OC)=C4)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C12)C([O-])=O)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 5.13e-02 g/l
LogS (ALOGPS): -4.18
LogP (ALOGPS): 1.46
Hydrogen Acceptors: 16
Hydrogen Donors: 8
Rotatable Bond Count: 12
Polar Surface Area: 284.90999999999997
Refractivity: 197.71760000000006
Polarizability: 70.96963034734259
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.678967020475271
pKa (strongest acidic): 2.402326183809894
Number of Rings: 5
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

ReSpect: 008509

Taxonomy as Food Phytochemical

Family: N-containing compounds
Class: Alkaloids
Sub-class: Betalains

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Betalains
Super-class: Alkaloids and derivatives
Sub-class: Betacyanins and derivatives
Direct Parent Name: Betacyanins and derivatives
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "Acetals", "Alkyl aryl ethers", "Amino acids", "Anisoles", "Azacyclic compounds", "Carbonyl compounds", "Carboxylic acid salts", "Carboxylic acids", "Cinnamic acid esters", "Coumaric acids and derivatives", "D-alpha-amino acids", "Dialkylamines", "Enamines", "Enoate esters", "Fatty acid esters", "Hydrocarbon derivatives", "Indolecarboxylic acids", "L-alpha-amino acids", "Methoxybenzenes", "Methoxyphenols", "Monosaccharides", "O-glycosyl compounds", "Organic oxides", "Organic salts", "Organic zwitterions", "Organopnictogen compounds", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Phenoxy compounds", "Polyols", "Propargyl-type 1,3-dipolar organic compounds", "Secondary alcohols", "Shiff bases", "Styrenes", "Tetracarboxylic acids and derivatives", "Tetrahydropyridines"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "Acetal", "Alcohol", "Alkyl aryl ether", "Alpha,beta-unsaturated carboxylic ester", "Alpha-amino acid", "Alpha-amino acid or derivatives", "Amine", "Amino acid", "Amino acid or derivatives", "Anisole", "Aromatic heteropolycyclic compound", "Azacycle", "Benzenoid", "Betacyanin", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Carboxylic acid salt", "Cinnamic acid ester", "Cinnamic acid or derivatives", "Coumaric acid or derivatives", "D-alpha-amino acid", "Enamine", "Enoate ester", "Ether", "Fatty acid ester", "Fatty acyl", "Glycosyl compound", "Hydrocarbon derivative", "Hydropyridine", "Hydroxycinnamic acid or derivatives", "Indole or derivatives", "Indolecarboxylic acid", "Indolecarboxylic acid derivative", "L-alpha-amino acid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic 1,3-dipolar compound", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organic salt", "Organic zwitterion", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenolic glycoside", "Phenoxy compound", "Polyol", "Propargyl-type 1,3-dipolar organic compound", "Secondary alcohol", "Secondary aliphatic amine", "Secondary amine", "Shiff base", "Styrene", "Tetracarboxylic acid or derivatives", "Tetrahydropyridine"]

Spectra from Online Resources

No spectra information available

Food Sources

	Name	Group
	Swiss chard	Vegetables, Leaf 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

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Showing entry for Isolampranthin II