PhytoHub: Showing entry for Artepillin C

Artepillin C

Identification

PhytoHub ID

PHUB002647

Name

Artepillin C

Systematic Name

3, 5-diprenyl-4-hydroxycinnamic acid

Synonyms

3, 5-diprenyl-4-hydroxycinnamic acid
ArtC

CAS Number

Not Available

Average Mass

300.398

Monoisotopic Mass

300.172544633

Chemical Formula

C₁₉H₂₄O₃

IUPAC Name

(2E)-3-[4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid

InChI Key

KABCFARPAMSXCC-JXMROGBWSA-N

InChI Identifier

InChI=1S/C19H24O3/c1-13(2)5-8-16-11-15(7-10-18(20)21)12-17(19(16)22)9-6-14(3)4/h5-7,10-12,22H,8-9H2,1-4H3,(H,20,21)/b10-7+

SMILES

CC(C)=CCC1=CC(\C=C\C(O)=O)=CC(CC=C(C)C)=C1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 3.40e-03 g/l
LogS (ALOGPS): -4.95
LogP (ALOGPS): 4.70
Hydrogen Acceptors: 3
Hydrogen Donors: 2
Rotatable Bond Count: 6
Polar Surface Area: 57.53
Refractivity: 93.52639999999998
Polarizability: 34.51880662631494
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -6.058100762250739
pKa (strongest acidic): 3.7410680842046586
Number of Rings: 1
Rule of Five: No
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Phenolic acids
Sub-class: Hydroxycinnamic acids

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food Phytochemical	Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
Artepillin C	artepillin C-4-O-β-D-glucuronide	human	plasma	host metabolism	1h-3h	0.5-2µmol/L	Not Available			Detailed Intervention Studies
Artepillin C	Artepillin C	human	plasma	unchanged	1h-3h	50-200 nmol/L	Not Available	C₁₉H₂₄O₃	300.172544633		Publications
Artepillin	Artepillin C	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₁₉H₂₄O₃	300.172544633	Detailed Intervention Studies

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Artepillin C