ChemFOnt: Showing chemical card for 1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid (CFc000018483)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:58 UTC

Chemfont ID

CFc000018483

Molecule Identification

Common Name

1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid

Definition

1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid is a constituent of Artemisia vulgaris (mugwort).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1a-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-Oate	Generator
1a-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-Oic acid	Generator
1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-Oate	Generator
1Α-1-hydroxy-2,4(18),11(13)-eudesmatrien-12-Oate	Generator
1Α-1-hydroxy-2,4(18),11(13)-eudesmatrien-12-Oic acid	Generator
2-(5-Hydroxy-4a-methyl-8-methylidene-1,2,3,4,4a,5,8,8a-octahydronaphthalen-2-yl)prop-2-enoate	HMDB

Chemical Formula

C₁₅H₂₀O₃

Average Molecular Weight

248.3175

Monoisotopic Molecular Weight

248.141244506

IUPAC Name

2-(5-hydroxy-4a-methyl-8-methylidene-1,2,3,4,4a,5,8,8a-octahydronaphthalen-2-yl)prop-2-enoic acid

Traditional Name

2-(5-hydroxy-4a-methyl-8-methylidene-1,2,3,4,5,8a-hexahydronaphthalen-2-yl)prop-2-enoic acid

CAS Registry Number

135594-81-9

SMILES

CC12CCC(CC1C(=C)C=CC2O)C(=C)C(O)=O

InChI Identifier

InChI=1S/C15H20O3/c1-9-4-5-13(16)15(3)7-6-11(8-12(9)15)10(2)14(17)18/h4-5,11-13,16H,1-2,6-8H2,3H3,(H,17,18)

InChI Key

GQPOONXHFROSAO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037557)

Source

Endogenous

Endogenous (HMDB: HMDB0037557)

Animal

Animal (HMDB: HMDB0037557)

Exogenous

Food

Food (HMDB: HMDB0037557)

Exogenous (HMDB: HMDB0037557)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037557)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037557)

Lipid metabolism pathway (HMDB: HMDB0037557)

Cellular process

Cell signaling (HMDB: HMDB0037557)

Biochemical process

Lipid transport (HMDB: HMDB0037557)

Role

Biological role

Energy source (HMDB: HMDB0037557)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037557)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.48 g/L	ALOGPS
logP	2.44	ALOGPS
logP	2.33	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	4.83	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.58 m³·mol⁻¹	ChemAxon
Polarizability	27.11 Å³	ChemAxon
Number of Rings	2	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

HMDB0037557

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016639

KNApSAcK ID

Not Available

Chemspider ID

35014430

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14864221

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid (CFc000018483)

MOL for CFc000018483 (1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid)

3D MOL for CFc000018483 (1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid)

3D SDF for CFc000018483 (1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid)

3D-SDF for CFc000018483 (1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid)

PDB for CFc000018483 (1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid)

3D PDB for CFc000018483 (1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid)

SMILES for CFc000018483 (1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid)

INCHI for CFc000018483 (1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid)

Structure for CFc000018483 (1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid)

3D Structure for CFc000018483 (1alpha-1-Hydroxy-2,4(18),11(13)-eudesmatrien-12-oic acid)