ChemFOnt: Showing chemical card for N-Acetyl-S-trans,trans-farnesyl-L-cysteine (CFc000227308)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:52:16 UTC

Chemfont ID

CFc000227308

Molecule Identification

Common Name

N-Acetyl-S-trans,trans-farnesyl-L-cysteine

Definition

2-[(1-hydroxyethylidene)amino]-3-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)sulfanyl]propanoic acid belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on 2-[(1-hydroxyethylidene)amino]-3-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)sulfanyl]propanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[(1-Hydroxyethylidene)amino]-3-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)sulfanyl]propanoate	Generator
2-[(1-Hydroxyethylidene)amino]-3-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)sulphanyl]propanoate	Generator
2-[(1-Hydroxyethylidene)amino]-3-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)sulphanyl]propanoic acid	Generator

Chemical Formula

C₂₀H₃₃NO₃S

Average Molecular Weight

367.55

Monoisotopic Molecular Weight

367.218115101

IUPAC Name

2-acetamido-3-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)sulfanyl]propanoic acid

Traditional Name

2-acetamido-3-[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)sulfanyl]propanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCCC(C)=CCSCC(NC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C20H33NO3S/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-25-14-19(20(23)24)21-18(5)22/h8,10,12,19H,6-7,9,11,13-14H2,1-5H3,(H,21,22)(H,23,24)

InChI Key

XTURYZYJYQRJDO-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
Farsesane sesquiterpenoid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Cysteine or derivatives
Alpha-amino acid or derivatives
Branched fatty acid
Fatty acyl
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Dialkylthioether
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Thioether
Sulfenyl compound
Hydrocarbon derivative
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0032 g/L	ALOGPS
logP	4.49	ALOGPS
logP	4.25	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	109.09 m³·mol⁻¹	ChemAxon
Polarizability	43.53 Å³	ChemAxon
Number of Rings	0	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

HMDB0247773

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1917

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1994

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N-Acetyl-S-trans,trans-farnesyl-L-cysteine (CFc000227308)

MOL for CFc000227308 (N-Acetyl-S-trans,trans-farnesyl-L-cysteine)

3D MOL for CFc000227308 (N-Acetyl-S-trans,trans-farnesyl-L-cysteine)

3D SDF for CFc000227308 (N-Acetyl-S-trans,trans-farnesyl-L-cysteine)

3D-SDF for CFc000227308 (N-Acetyl-S-trans,trans-farnesyl-L-cysteine)

PDB for CFc000227308 (N-Acetyl-S-trans,trans-farnesyl-L-cysteine)

3D PDB for CFc000227308 (N-Acetyl-S-trans,trans-farnesyl-L-cysteine)

SMILES for CFc000227308 (N-Acetyl-S-trans,trans-farnesyl-L-cysteine)

INCHI for CFc000227308 (N-Acetyl-S-trans,trans-farnesyl-L-cysteine)

Structure for CFc000227308 (N-Acetyl-S-trans,trans-farnesyl-L-cysteine)

3D Structure for CFc000227308 (N-Acetyl-S-trans,trans-farnesyl-L-cysteine)