PhytoHub: Showing entry for 3',4-Dimethoxyrosmarinic acid

3',4-Dimethoxyrosmarinic acid

Identification

PhytoHub ID

PHUB002448

Name

3',4-Dimethoxyrosmarinic acid

Systematic Name

3',4-Dimethoxyrosmarinic acid

Synonyms

Not Available

CAS Number

Not Available

Average Mass

388.372

Monoisotopic Mass

388.115817604

Chemical Formula

C₂₀H₂₀O₈

IUPAC Name

(2S)-3-(3-hydroxy-4-methoxyphenyl)-2-{[(2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy}propanoic acid

InChI Key

WVIPLXKSOYZOJL-MOTZXUDYSA-N

InChI Identifier

InChI=1S/C20H20O8/c1-26-16-6-3-12(9-14(16)21)5-8-19(23)28-18(20(24)25)11-13-4-7-17(27-2)15(22)10-13/h3-10,18,21-22H,11H2,1-2H3,(H,24,25)/b8-5+/t18-/m0/s1

SMILES

COC1=C(O)C=C(C[C@H](OC(=O)\C=C\C2=CC(O)=C(OC)C=C2)C(O)=O)C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.97e-02 g/l
LogS (ALOGPS): -4.12
LogP (ALOGPS): 3.03
Hydrogen Acceptors: 7
Hydrogen Donors: 3
Rotatable Bond Count: 9
Polar Surface Area: 122.52000000000001
Refractivity: 99.91470000000001
Polarizability: 38.543940911841794
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -4.5868641309269345
pKa (strongest acidic): 3.194158677999744
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Metabolite

Family: (Poly)phenol metabolites
Class: Phenolic acid metabolites
Sub-class: Cinnamic acids

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Rosemary tea (poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Rosmarinic acid	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Rosmarinic acid	Common oregano	Herbs and Spices	Publications	Show
Rosmarinic acid	Common sage	Herbs and Spices	Publications	Show
Rosmarinic acid	Common thyme	Herbs and Spices	Publications	Show
Rosmarinic acid	Mint	Herbs and Spices	Publications	Show
Rosmarinic acid	Peppermint	Herbs and Spices	Publications	Show
Rosmarinic acid	Rosemary	Herbs and Spices	Publications	Show
Rosmarinic acid	Sweet basil	Herbs and Spices	Publications	Show

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
	Rosemary tea (poly)phenols		3',4-Dimethoxyrosmarinic acid	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₂₀H₂₀O₈	388.115817604	Detailed Intervention Studies
	Rosmarinic acid		3',4-Dimethoxyrosmarinic acid	human	plasma	host metabolism	<1h	50-200 nmol/L	Not Available	C₂₀H₂₀O₈	388.115817604		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for 3',4-Dimethoxyrosmarinic acid