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-STHVTMFSNA-N
InChI Identifier
InChI=1/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+/s2
SMILES
[H][[email protected]@]1(O[[email protected]@H]2OC=C3C(=O)OCC=C3[[email protected]]2C=C)O[[email protected]](CO)[[email protected]@H](O)[[email protected]](O)[[email protected]]1O
Structure

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 Precursor

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

Metabolism

No metabolism information available

Inter-Individual Variations Metabolism

No data on inter-individual variations available

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