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

3,3'-Dimethoxyrosmarinic acid-4-glucuronide

Identification

PhytoHub ID

PHUB002445

Name

3,3'-Dimethoxyrosmarinic acid-4-glucuronide

Systematic Name

3,3'-Dimethoxyrosmarinic acid-4-glucuronide

Synonyms

Not Available

CAS Number

Not Available

Average Mass

564.496

Monoisotopic Mass

564.147905582

Chemical Formula

C₂₆H₂₈O₁₄

IUPAC Name

(2S,3S,4S,5R,6S)-6-{4-[(1E)-3-[(1S)-1-carboxy-2-(3-hydroxy-4-methoxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

InChI Key

QWLCNXJGAYZNNA-WFTSJXPJSA-N

InChI Identifier

InChI=1S/C26H28O14/c1-36-15-6-4-13(9-14(15)27)11-18(24(32)33)38-19(28)8-5-12-3-7-16(17(10-12)37-2)39-26-22(31)20(29)21(30)23(40-26)25(34)35/h3-10,18,20-23,26-27,29-31H,11H2,1-2H3,(H,32,33)(H,34,35)/b8-5+/t18-,20-,21-,22+,23-,26+/m0/s1

SMILES

COC1=C(O)C=C(C[C@H](OC(=O)\C=C\C2=CC(OC)=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C=C2)C(O)=O)C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.42e-01 g/l
LogS (ALOGPS): -3.37
LogP (ALOGPS): 1.56
Hydrogen Acceptors: 13
Hydrogen Donors: 6
Rotatable Bond Count: 12
Polar Surface Area: 218.73999999999998
Refractivity: 131.92649999999998
Polarizability: 54.06169110008062
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): -3.6868279760638365
pKa (strongest acidic): 2.8597672452123315
Number of Rings: 3
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

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		3,3'-Dimethoxyrosmarinic acid-4-glucuronide	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₂₆H₂₈O₁₄	564.147905582	Detailed Intervention Studies
	Rosmarinic acid		3,3'-Dimethoxyrosmarinic acid-4-glucuronide	human	plasma, urine	host metabolism	1h-3h	50-200 nmol/L	<1%	C₂₆H₂₈O₁₄	564.147905582		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for 3,3'-Dimethoxyrosmarinic acid-4-glucuronide