precursor

Showing entry for Limonin (17-beta-D-glucoside-)

Identification

PhytoHub ID
PHUB000173
Name
Limonin (17-beta-D-glucoside-)
Systematic Name
Not Available
Synonyms
  • Glucosyl-limonin
CAS Number
Not Available
Average Mass
650.674
Monoisotopic Mass
650.257456032
Chemical Formula
C32H42O14
IUPAC Name
(1'R,2R,2'R,3S,5'S,7'R,10'R,13'S)-5'-[(S)-(furan-3-yl)({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-5',7',11',11'-tetramethyl-8',15'-dioxo-12',16'-dioxaspiro[oxirane-2,6'-tetracyclo[8.7.0.0^{1,13}.0^{2,7}]heptadecane]-3-carboxylic acid
InChI Key
FYIKIBQJAJRKQM-IHWASPKPNA-N
InChI Identifier
InChI=1/C32H42O14/c1-28(2)17-9-18(34)30(4)16(31(17)13-42-20(35)10-19(31)45-28)5-7-29(3,32(30)25(46-32)26(39)40)24(14-6-8-41-12-14)44-27-23(38)22(37)21(36)15(11-33)43-27/h6,8,12,15-17,19,21-25,27,33,36-38H,5,7,9-11,13H2,1-4H3,(H,39,40)/t15-,16+,17+,19+,21-,22+,23-,24+,25-,27+,29+,30+,31-,32-/s2
SMILES
CC1(C)O[C@H]2CC(=O)OC[C@@]22[C@H]1CC(=O)[C@]1(C)[C@@H]2CC[C@@](C)([C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C2=COC=C2)[C@@]11O[C@@H]1C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.01e+00 g/l
LogS (ALOGPS)
-2.81
LogP (ALOGPS)
1.07
Hydrogen Acceptors
12
Hydrogen Donors
5
Rotatable Bond Count
6
Polar Surface Area
214.94999999999996
Refractivity
150.62470000000002
Polarizability
64.2595235636455
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-2.888674246588524
pKa (strongest acidic)
3.9670950902981823
Number of Rings
7
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Terpenoids
Class
Triterpenoids
Sub-class
Limonoids

Spectra from Online Resources

No spectra information available

Food Sources

No food source information available

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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