PhytoHub: Showing entry for 11beta,13-dihydrolactucopicrin

11beta,13-dihydrolactucopicrin

Identification

PhytoHub ID

PHUB002316

Name

11beta,13-dihydrolactucopicrin

Systematic Name

Not Available

Synonyms

11,13-dihydrolactucopicrin
11β,13-dihydrolactucopicrin

CAS Number

125519-47-3

Average Mass

412.438

Monoisotopic Mass

412.152203113

Chemical Formula

C₂₃H₂₄O₇

IUPAC Name

(3S,3aR,4S,9aS,9bR)-9-(hydroxymethyl)-3,6-dimethyl-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl 2-(4-hydroxyphenyl)acetate

InChI Key

ICJJPTZLMALYBH-ZUQDHHQASA-N

InChI Identifier

InChI=1S/C23H24O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9,12,17,20-22,24-25H,7-8,10H2,1-2H3/t12-,17-,20+,21-,22-/m0/s1

SMILES

[H][C@@]1(C)C(=O)O[C@]2([H])[C@@]3([H])C(CO)=CC(=O)C3=C(C)C[C@]([H])(OC(=O)CC3=CC=C(O)C=C3)[C@@]12[H]

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 4.83e-02 g/l
LogS (ALOGPS): -3.93
LogP (ALOGPS): 1.86
Hydrogen Acceptors: 5
Hydrogen Donors: 2
Rotatable Bond Count: 5
Polar Surface Area: 110.13
Refractivity: 107.91599999999997
Polarizability: 42.557918087197244
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -2.7605588287085547
pKa (strongest acidic): 9.496422208076886
Number of Rings: 4
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 14565842
ChEBI: 90283

Taxonomy as Food Phytochemical

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

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Phenols
Super-class: Benzenoids
Sub-class: 1-hydroxy-2-unsubstituted benzenoids
Direct Parent Name: 1-hydroxy-2-unsubstituted benzenoids
Alternative Parent Names: ["Benzene and substituted derivatives", "Carboxylic acid esters", "Dicarboxylic acids and derivatives", "Gamma butyrolactones", "Hydrocarbon derivatives", "Ketones", "Organic oxides", "Oxacyclic compounds", "Primary alcohols", "Tetrahydrofurans"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "Alcohol", "Aromatic heteropolycyclic compound", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Dicarboxylic acid or derivatives", "Gamma butyrolactone", "Hydrocarbon derivative", "Ketone", "Lactone", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Primary alcohol", "Tetrahydrofuran"]

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

	Name	Group
	Lettuce	Vegetables, Leaf vegetables	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
11beta,13-dihydrolactucopicrin	Dihydrolactucopicrin-sulfate	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₂₃H₂₄O₁₀S		Detailed Intervention Studies
11beta,13-dihydrolactucopicrin	Dihydrolactucopicrin-glucuronide	in vitro (human)	gut microbiota	gut microbiota metabolite	Not Available	Not Available	Not Available	C₂₉H₃₂O₁₃		Detailed Intervention Studies	Publications
11beta,13-dihydrolactucopicrin	11beta,13-dihydrolactucopicrin	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₂₃H₂₄O₇	412.152203113	Detailed Intervention Studies
11beta,13-dihydrolactucopicrin	Tetrahydrolactucopicrin	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₂₃H₂₆O₇		Detailed Intervention Studies
11beta,13-dihydrolactucopicrin	Tetrahydrolactucopicrin glucuronide	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₂₉H₃₄O₁₃		Detailed Intervention Studies

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for 11beta,13-dihydrolactucopicrin