Identification

PhytoHub ID
PHUB000427
Name
Lampranthin II
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
(1E,2S)-1-{2-[(2S,4E)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene}-6-hydroxy-5-{[(2S,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-1λ⁵-indol-1-ylium-2-carboxylate
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=CC(\C=C\C(=O)OC[C@H]2O[C@@H](OC3=CC4=C(C=C3O)\[N+](=C\C=C3/C[C@H](NC(=C3)C(O)=O)C(O)=O)[C@@H](C4)C([O-])=O)[C@H](O)[C@@H](O)[C@@H]2O)=CC=C1O
Structure

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
284.9099999999999
Refractivity
197.71759999999998
Polarizability
71.89496268648472
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.6789670204752705
pKa (strongest acidic)
1.4554041625717349
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Taxonomy

Family
N-containing compounds
Class
Alkaloids
Sub-class
Betalains

Spectra

Record IDSourceDescriptionView
PM008508ReSpectN/A Spectrum - n.d., [M+H]+View Spectra
PM008509ReSpectN/A Spectrum - n.d., [M+H]+View Spectra

Food Sources

NameGroup
Swiss chardVegetables, Leaf vegetables PublicationsShow

Metabolism

No metabolism information available

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