ChemFOnt: Showing chemical card for (11S,13)-Dihydro-8-deoxylactucin (CFc000282658)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:13 UTC

Chemfont ID

CFc000282658

Molecule Identification

Common Name

(11S,13)-Dihydro-8-deoxylactucin

Definition

(11s,13)-dihydro-8-deoxylactucin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (11s,13)-dihydro-8-deoxylactucin can be found in chicory, which makes (11s,13)-dihydro-8-deoxylactucin a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈O₄

Average Molecular Weight

262.301

Monoisotopic Molecular Weight

262.120509064

IUPAC Name

(9aS,9bS)-9-(hydroxymethyl)-3,6-dimethyl-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

Traditional Name

(9aS,9bS)-9-(hydroxymethyl)-3,6-dimethyl-3H,3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

CAS Registry Number

None

SMILES

[H]C1CC(C)=C2C(=O)C=C(CO)[C@]2([H])[C@H]2OC(=O)C(C)C12

InChI Identifier

InChI=1S/C15H18O4/c1-7-3-4-10-8(2)15(18)19-14(10)13-9(6-16)5-11(17)12(7)13/h5,8,10,13-14,16H,3-4,6H2,1-2H3/t8?,10?,13-,14-/m0/s1

InChI Key

SNIFBMIPCYBVSS-IGPXNYDSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Ketone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303142)

Food

Vegetable

Root vegetable

Chicory (FooDB: FOOD00049)

Process

Not Available

Role

Biological role

Bitter (HMDB: HMDB0303142)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.52 g/L	ALOGPS
logP	1.17	ALOGPS
logP	1.19	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	13.66	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.49 m³·mol⁻¹	ChemAxon
Polarizability	27.7 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0303142

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007935

KNApSAcK ID

Not Available

Chemspider ID

59696454

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (11S,13)-Dihydro-8-deoxylactucin (CFc000282658)

MOL for CFc000282658 ((11S,13)-Dihydro-8-deoxylactucin)

3D MOL for CFc000282658 ((11S,13)-Dihydro-8-deoxylactucin)

3D SDF for CFc000282658 ((11S,13)-Dihydro-8-deoxylactucin)

3D-SDF for CFc000282658 ((11S,13)-Dihydro-8-deoxylactucin)

PDB for CFc000282658 ((11S,13)-Dihydro-8-deoxylactucin)

3D PDB for CFc000282658 ((11S,13)-Dihydro-8-deoxylactucin)

SMILES for CFc000282658 ((11S,13)-Dihydro-8-deoxylactucin)

INCHI for CFc000282658 ((11S,13)-Dihydro-8-deoxylactucin)

Structure for CFc000282658 ((11S,13)-Dihydro-8-deoxylactucin)

3D Structure for CFc000282658 ((11S,13)-Dihydro-8-deoxylactucin)