PhytoHub: Showing entry for Lampranthin II

Lampranthin II

Identification

PhytoHub ID

PHUB000427

Name

Lampranthin II

Systematic Name

Not Available

Synonyms

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

CAS Number

32074-65-0

Average Mass

726.644

Monoisotopic Mass

726.190833023

Chemical Formula

C₃₄H₃₄N₂O₁₆

IUPAC Name

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

InChI Key

BRMDRKOAVZEJCS-WPUGSIMNSA-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+/m0/s1

SMILES

COC1=C([O-])C=CC(C=CC(=O)OC[C@H]2O[C@@H](OC3=C(O)C=C4C(C[C@@H](C(O)=O)[N+]4=CC=C4C[C@H](NC(=C4)C(O)=O)C(O)=O)=C3)[C@H](O)[C@@H](O)[C@@H]2O)=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 4.75e-02 g/l
LogS (ALOGPS): -4.22
LogP (ALOGPS): 1.48
Hydrogen Acceptors: 16
Hydrogen Donors: 8
Rotatable Bond Count: 12
Polar Surface Area: 284.91
Refractivity: 197.43080000000015
Polarizability: 71.3357072671021
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

ChEBI: 6368
ReSpect: 008508
PubChem: 11953909
KEGG: 08552
Chemistry Dashboard: DTXSID10474612
MetaboLights: MTBLC6368

Taxonomy as Food Phytochemical

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

Spectra from Online Resources

Record ID	Source	Description	View
PM008508	ReSpect	N/A Spectrum - n.d., [M+H]+	View Spectra
PM008509	ReSpect	N/A Spectrum - n.d., [M+H]+	View Spectra

Spectra from Phytohub

Spectrum Type	Description	Splash Key	Deposition Date	View

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 Lampranthin II