Identification

PhytoHub ID
PHUB002061
Name
Villanovane I
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
496.597
Monoisotopic Mass
496.267232868
Chemical Formula
C26H40O9
IUPAC Name
(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1S,2R,6R,12R)-12-hydroxy-12-(hydroxymethyl)-2,6-dimethyltetracyclo[11.2.1.0^{1,10}.0^{2,7}]hexadec-9-ene-6-carboxylate
InChI Key
JASMPJFUPMIAFM-PWNYSOLVSA-N
InChI Identifier
InChI=1S/C26H40O9/c1-23(22(32)35-21-20(31)19(30)18(29)16(12-27)34-21)7-3-8-24(2)17(23)5-4-14-11-26(33,13-28)15-6-9-25(14,24)10-15/h4,15-21,27-31,33H,3,5-13H2,1-2H3/t15?,16-,17?,18-,19+,20-,21+,23-,24-,25+,26+/m1/s1
SMILES
C[C@]1(CCC[C@]2(C)C1CC=C1C[C@](O)(CO)C3CC[C@@]21C3)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Structure

Calculated Properties

Solubility (ALOGPS)
8.50e-01 g/l
LogS (ALOGPS)
-2.77
LogP (ALOGPS)
0.37
Hydrogen Acceptors
8
Hydrogen Donors
6
Rotatable Bond Count
5
Polar Surface Area
156.91
Refractivity
124.09309999999995
Polarizability
52.51515826088668
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.9810936801694723
pKa (strongest acidic)
12.180609667462544
Number of Rings
5
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

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", "Cyclic alcohols and derivatives", "Hexoses", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Primary alcohols", "Secondary alcohols", "Stemarane diterpenoids", "Tertiary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Cyclic alcohol", "Diterpene glycoside", "Diterpenoid", "Hexose monosaccharide", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Monosaccharide", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Polyol", "Primary alcohol", "Secondary alcohol", "Stemarane diterpenoid", "Tertiary alcohol", "Villanovane diterpenoid", "Villanovane, atisane, trachylobane or helvifulvane diterpenoid"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
Roasted arabica coffeeCoffee and coffee products 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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