Identification

PhytoHub ID
PHUB002048
Name
Caffarolide C
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
586.854
Monoisotopic Mass
586.423339588
Chemical Formula
C36H58O6
IUPAC Name
16-{[(1S,4S,9R,12S,17R)-9,17-dihydroxy-7-oxo-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadec-5-en-17-yl]methoxy}heptadecanal
InChI Key
XLKFUMHNYWPWRE-ZAPSMSBRSA-N
InChI Identifier
InChI=1S/C36H58O6/c1-27(15-13-11-9-7-5-3-2-4-6-8-10-12-14-22-37)41-26-35(39)25-34-20-18-30-29(31(34)17-16-28(35)24-34)19-21-36(40)32(30)23-33(38)42-36/h22-23,27-31,39-40H,2-21,24-26H2,1H3/t27?,28?,29-,30+,31?,34+,35+,36-/m1/s1
SMILES
[H]C1C[C@@]2(O)OC(=O)C=C2[C@@]2([H])CC[C@@]34CC(CCC3[C@]12[H])[C@@](O)(COC(C)CCCCCCCCCCCCCCC=O)C4
Structure

Calculated Properties

Solubility (ALOGPS)
1.62e-04 g/l
LogS (ALOGPS)
-6.56
LogP (ALOGPS)
7.13
Hydrogen Acceptors
5
Hydrogen Donors
2
Rotatable Bond Count
18
Polar Surface Area
93.06
Refractivity
165.8342
Polarizability
71.60117059245047
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-3.3340597557293203
pKa (strongest acidic)
11.270145327266114
Number of Rings
5
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Terpenoids
Class
Diterpenoids
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Steroids and steroid derivatives
Super-class
Lipids and lipid-like molecules
Sub-class
Oxasteroids and derivatives
Direct Parent Name
Oxasteroids and derivatives
Alternative Parent Names
["Alpha-hydrogen aldehydes", "Butenolides", "Cyclic alcohols and derivatives", "Dialkyl ethers", "Enoate esters", "Hemiacetals", "Hydrocarbon derivatives", "Lactones", "Monocarboxylic acids and derivatives", "Organic oxides", "Oxacyclic compounds", "Tertiary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["17-oxasteroid", "2-furanone", "Alcohol", "Aldehyde", "Aliphatic heteropolycyclic compound", "Alpha,beta-unsaturated carboxylic ester", "Alpha-hydrogen aldehyde", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Cyclic alcohol", "Dialkyl ether", "Dihydrofuran", "Enoate ester", "Ether", "Hemiacetal", "Hydrocarbon derivative", "Lactone", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Tertiary alcohol"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
Green 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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