PhytoHub: Showing entry for Lactuside A

Lactuside A

Identification

PhytoHub ID

PHUB002321

Name

Lactuside A

Systematic Name

(3S,3aS,6E,9S,10E,11aS)-3,10-dimethyl-2-oxo-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-6-carbaldehyde

Synonyms

Not Available

CAS Number

Not Available

Average Mass

426.462

Monoisotopic Mass

426.188982546

Chemical Formula

C₂₁H₃₀O₉

IUPAC Name

(3S,3aS,9S,11aS)-3,10-dimethyl-2-oxo-9-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carbaldehyde

InChI Key

TZXUUTQEICXCOH-RYGBUWAXSA-N

InChI Identifier

InChI=1S/C21H30O9/c1-10-7-15-13(11(2)20(27)28-15)5-3-12(8-22)4-6-14(10)29-21-19(26)18(25)17(24)16(9-23)30-21/h4,7-8,11,13-19,21,23-26H,3,5-6,9H2,1-2H3/b10-7+,12-4+/t11-,13-,14-,15+,16+,17+,18-,19+,21+/m0/s1

SMILES

[H]\C1=C(\CC[C@@]2([H])[C@]([H])(C)C(=O)O[C@]2([H])\C([H])=C(C)\[C@]([H])(C1)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.72e+00 g/l
LogS (ALOGPS): -2.20
LogP (ALOGPS): -0.17
Hydrogen Acceptors: 8
Hydrogen Donors: 4
Rotatable Bond Count: 4
Polar Surface Area: 142.75
Refractivity: 104.86359999999996
Polarizability: 43.431084821463884
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -2.9810836857239975
pKa (strongest acidic): 12.210081691261337
Number of Rings: 3
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 13893665

Taxonomy as Food Phytochemical

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

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Prenol lipids
Super-class: Lipids and lipid-like molecules
Sub-class: Terpene lactones
Direct Parent Name: Germacranolides and derivatives
Alternative Parent Names: ["Acetals", "Aldehydes", "Carboxylic acid esters", "Gamma butyrolactones", "Germacrane sesquiterpenoids", "Hexoses", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Oxolanes", "Polyols", "Primary alcohols", "Secondary alcohols", "Terpene glycosides"]
External Descriptor Annotations: Not Available
Substituent Names: ["Acetal", "Alcohol", "Aldehyde", "Aliphatic heteropolycyclic compound", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Gamma butyrolactone", "Germacrane sesquiterpenoid", "Germacranolide", "Glycosyl compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Lactone", "Monocarboxylic acid or derivatives", "Monosaccharide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Oxolane", "Polyol", "Primary alcohol", "Secondary alcohol", "Sesquiterpenoid", "Terpene glycoside"]

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

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for Lactuside A