PhytoHub: Showing entry for Cafestol palmitate

Cafestol palmitate

Identification

PhytoHub ID

PHUB002030

Name

Cafestol palmitate

Systematic Name

Not Available

Synonyms

Hexadecanoic acid

CAS Number

Not Available

Average Mass

568.883

Monoisotopic Mass

568.449160412

Chemical Formula

C₃₇H₆₀O₄

IUPAC Name

[(1S,4S,12S,13R,16R,17R)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6-dien-17-yl]methyl heptadecanoate

InChI Key

YKXJCUWHMPOGTD-GCWFXXEKSA-N

InChI Identifier

InChI=1S/C37H60O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-34(38)41-28-37(39)27-36-24-20-31-30-22-25-40-32(30)21-23-35(31,2)33(36)19-18-29(37)26-36/h22,25,29,31,33,39H,3-21,23-24,26-28H2,1-2H3/t29-,31-,33+,35-,36+,37+/m1/s1

SMILES

[H][C@]12CC[C@@]34C[C@@H](CC[C@@]3([H])[C@]1(C)CCC1=C2C=CO1)[C@@](O)(COC(=O)CCCCCCCCCCCCCCCC)C4

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.33e-03 g/l
LogS (ALOGPS): -5.63
LogP (ALOGPS): 8.89
Hydrogen Acceptors: 2
Hydrogen Donors: 1
Rotatable Bond Count: 18
Polar Surface Area: 59.67000000000001
Refractivity: 166.74249999999998
Polarizability: 72.4850545218626
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -2.745392583663205
pKa (strongest acidic): 13.752214944221015
Number of Rings: 5
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

PubChem: 77014447

Taxonomy as Food Phytochemical

Family: Terpenoids
Class: Diterpenoids
Sub-class: Not Available

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Naphthofurans
Super-class: Organoheterocyclic compounds
Sub-class: Not Available
Direct Parent Name: Naphthofurans
Alternative Parent Names: ["Benzofurans", "Carbonyl compounds", "Carboxylic acid esters", "Cyclic alcohols and derivatives", "Fatty acid esters", "Furans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Oxacyclic compounds", "Tertiary alcohols"]
External Descriptor Annotations: Not Available
Substituent Names: ["Alcohol", "Aromatic heteropolycyclic compound", "Benzofuran", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Cyclic alcohol", "Fatty acid ester", "Fatty acyl", "Furan", "Heteroaromatic compound", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Naphthofuran", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxacycle", "Tertiary alcohol"]

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

	Name	Group
	Arabica coffee	Coffee and coffee products	Publications	Show

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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Showing entry for Cafestol palmitate