3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside

Identification

PhytoHub ID
PHUB000002
Name
3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
728.829
Monoisotopic Mass
728.361921103
Chemical Formula
C36H56O15
IUPAC Name
(1R,4R,5R,7R,9R,10S,13R,15S)-15-hydroxy-7-{[(3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid
InChI Key
DOYDQNQLCHBFDK-KSEREDHQSA-N
InChI Identifier
InChI=1S/C36H56O15/c1-15(2)9-24(39)50-30-29(51-33-28(43)27(42)25(40)21(13-37)48-33)26(41)22(14-38)49-34(30)47-18-10-19(32(45)46)20-7-8-36-11-17(16(3)31(36)44)5-6-23(36)35(20,4)12-18/h15,17-23,25-31,33-34,37-38,40-44H,3,5-14H2,1-2,4H3,(H,45,46)/t17-,18-,19-,20-,21-,22-,23+,25-,26-,27+,28-,29+,30-,31+,33+,34?,35-,36-/m1/s1
SMILES
[H][[email protected]]12C[[email protected]@]3(CC[[email protected]]4([H])[[email protected]@H](C[[email protected]](C[[email protected]@]4(C)[[email protected]]3([H])CC1)OC1O[[email protected]](CO)[[email protected]@H](O)[[email protected]](O[[email protected]@H]3O[[email protected]](CO)[[email protected]@H](O)[[email protected]](O)[[email protected]]3O)[[email protected]]1OC(=O)CC(C)C)C(O)=O)[[email protected]@H](O)C2=C
Structure

Calculated Properties

Solubility (ALOGPS)
1.16e+00 g/l
LogS (ALOGPS)
-2.80
LogP (ALOGPS)
-0.08
Hydrogen Acceptors
14
Hydrogen Donors
8
Rotatable Bond Count
11
Polar Surface Area
242.12999999999994
Refractivity
173.6482
Polarizability
75.87981266270646
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-0.7380456232170344
pKa (strongest acidic)
4.043988347402118
Number of Rings
6
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy

Family
Terpenoids
Class
Diterpenoids
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Terpene glycosides
Direct Parent Name
Diterpene glycosides
Alternative Parent Names
["Acetals", "Carbonyl compounds", "Carboxylic acid esters", "Carboxylic acids", "Cyclic alcohols and derivatives", "Dicarboxylic acids and derivatives", "Disaccharides", "Fatty acid esters", "Fatty acyl glycosides of mono- and disaccharides", "Hydrocarbon derivatives", "Kaurane diterpenoids", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Primary alcohols", "Saccharolipids", "Secondary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Cyclic alcohol", "Dicarboxylic acid or derivatives", "Disaccharide", "Diterpene glycoside", "Diterpenoid", "Fatty acid ester", "Fatty acyl", "Fatty acyl glycoside", "Fatty acyl glycoside of mono- or disaccharide", "Glycosyl compound", "Hydrocarbon derivative", "Kaurane diterpenoid", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Polyol", "Primary alcohol", "Saccharolipid", "Secondary alcohol"]

Spectra

No spectra information available

Food Sources

NameGroup
CoffeeCoffee and coffee products PublicationsShow

Metabolism

No metabolism information available

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