ChemFOnt: Showing chemical card for 11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid (CFc000107956)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:26:04 UTC

Chemfont ID

CFc000107956

Molecule Identification

Common Name

11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid

Definition

11-[(2r)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 11-[(2r,3s)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3,7-dihydroxy-4,4,6,8-tetramethyl-5-oxoundecanoic acid. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-secondary-alcohol reaction. This sulfation-of-secondary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
11-[(2R)-3-[2-Amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoate	Generator
11-[(2R)-3-[2-Amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulphooxy)undecanoate	Generator
11-[(2R)-3-[2-Amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulphooxy)undecanoic acid	Generator

Chemical Formula

C₂₇H₄₄N₂O₉S₂

Average Molecular Weight

604.77

Monoisotopic Molecular Weight

604.248823353

IUPAC Name

11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid

Traditional Name

11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid

CAS Registry Number

None

SMILES

[H]C(N)(CC1([H])O[C@]1(C)CCCC([H])(C)C([H])(OS(O)(=O)=O)C([H])(C)C(=O)C(C)(C)C([H])(O)CC(O)=O)C(C)=CC1=CSC(C)=N1

InChI Identifier

InChI=1S/C27H44N2O9S2/c1-15(24(38-40(34,35)36)17(3)25(33)26(5,6)21(30)13-23(31)32)9-8-10-27(7)22(37-27)12-20(28)16(2)11-19-14-39-18(4)29-19/h11,14-15,17,20-22,24,30H,8-10,12-13,28H2,1-7H3,(H,31,32)(H,34,35,36)/t15?,17?,20?,21?,22?,24?,27-/m1/s1

InChI Key

FCNKEOBYUKLRCB-MHYLQRKHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Long-chain fatty acid
Sulfated fatty acid
2,4-disubstituted 1,3-thiazole
Hydroxy fatty acid
Beta-hydroxy acid
Methyl-branched fatty acid
Heterocyclic fatty acid
Branched fatty acid
Epoxy fatty acid
Fatty acyl
Beta-hydroxy ketone
Sulfuric acid ester
Alkyl sulfate
Hydroxy acid
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Azole
Heteroaromatic compound
Thiazole
Amino acid
Amino acid or derivatives
Secondary alcohol
Ketone
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Azacycle
Oxirane
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Amine
Alcohol
Carbonyl group
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0127547)

Source

Endogenous

Endogenous (HMDB: HMDB0127547)

Animal

Animal (HMDB: HMDB0127547)

Exogenous

Food

Food (HMDB: HMDB0127547)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0127547)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0127547)

Lipid metabolism pathway (HMDB: HMDB0127547)

Cellular process

Cell signaling (HMDB: HMDB0127547)

Biochemical process

Lipid transport (HMDB: HMDB0127547)

Role

Biological role

Energy source (HMDB: HMDB0127547)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0049 g/L	ALOGPS
logP	0.14	ALOGPS
logP	2.12	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	-1.4	ChemAxon
pKa (Strongest Basic)	9.68	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	189.64 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	149.9 m³·mol⁻¹	ChemAxon
Polarizability	64.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0127547

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB086408

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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 11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid (CFc000107956)

MOL for CFc000107956 (11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid)

3D MOL for CFc000107956 (11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid)

3D SDF for CFc000107956 (11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid)

3D-SDF for CFc000107956 (11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid)

PDB for CFc000107956 (11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid)

3D PDB for CFc000107956 (11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid)

SMILES for CFc000107956 (11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid)

INCHI for CFc000107956 (11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid)

Structure for CFc000107956 (11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid)

3D Structure for CFc000107956 (11-[(2R)-3-[2-amino-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)but-3-en-1-yl]-2-methyloxiran-2-yl]-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-7-(sulfooxy)undecanoic acid)