precursor

Showing entry for Gentiopicrin

Identification

PhytoHub ID
PHUB000041
Name
Gentiopicrin
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
356.327
Monoisotopic Mass
356.110732224
Chemical Formula
C16H20O9
IUPAC Name
(5R,6S)-5-ethenyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,5H,6H-pyrano[3,4-c]pyran-1-one
InChI Key
DUAGQYUORDTXOR-GPQRQXLASA-N
InChI Identifier
InChI=1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1
SMILES
[H][C@@]1(O[C@@H]2OC=C3C(=O)OCC=C3[C@H]2C=C)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.59e+01 g/l
LogS (ALOGPS)
-1.35
LogP (ALOGPS)
-1.01
Hydrogen Acceptors
8
Hydrogen Donors
4
Rotatable Bond Count
4
Polar Surface Area
134.91
Refractivity
82.14399999999999
Polarizability
34.08578995655845
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.9810847629851693
pKa (strongest acidic)
12.206043169361854
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Terpenoids
Class
Miscellaneous terpenoids
Sub-class
Not Available

Spectra from Online Resources

Record IDSourceDescriptionView
TY000060MassBankLC-ESI-ITTOF Spectrum - -, [M+Na]+View Spectra
TY000061MassBankLC-ESI-ITTOF Spectrum - -, [(M+CH3COOH)-H]-View Spectra

Food Sources

NameGroup
GentianBeverages, Alcoholic PublicationsShow

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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