Identification

PhytoHub ID
PHUB002049
Name
Caffarolide D
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
602.853
Monoisotopic Mass
602.418254208
Chemical Formula
C36H58O7
IUPAC Name
15-{[(1S,4S,9R,11R,12S,17R)-9,17-dihydroxy-11-methoxy-7-oxo-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadec-5-en-17-yl]methoxy}hexadecanal
InChI Key
VGGNNSUAZOODRF-AEEXCMIYSA-N
InChI Identifier
InChI=1S/C36H58O7/c1-26(15-13-11-9-7-5-3-4-6-8-10-12-14-20-37)42-25-35(39)24-34-19-18-28-30-21-32(38)43-36(30,40)23-31(41-2)33(28)29(34)17-16-27(35)22-34/h20-21,26-29,31,33,39-40H,3-19,22-25H2,1-2H3/t26?,27?,28-,29?,31-,33-,34+,35+,36-/m1/s1
SMILES
[H][C@]12CC[C@@]34CC(CCC3[C@]1([H])[C@@H](C[C@@]1(O)OC(=O)C=C21)OC)[C@@](O)(COC(C)CCCCCCCCCCCCCC=O)C4
Structure

Calculated Properties

Solubility (ALOGPS)
2.13e-04 g/l
LogS (ALOGPS)
-6.45
LogP (ALOGPS)
6.15
Hydrogen Acceptors
6
Hydrogen Donors
2
Rotatable Bond Count
18
Polar Surface Area
102.29000000000002
Refractivity
167.00930000000002
Polarizability
72.09760658268277
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-3.3340606055295274
pKa (strongest acidic)
11.185828327862264
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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