Undecylic acid

SFA11:0

  Overview

Stats

SFA
Type
11
Carbons
0
Double bonds
0
Bis-allylic sites
186.295
Weight · g/mol
28.6 °C
Melting point
C11H22O2
Formula

Also known as

IUPAC undecanoic acid

  At a Glance

Key Points

Used as an antifungal to treat ringworm and athlete's foot.

Source

Found in dairy. Also made by gut microbes.

Type

Medium-chain saturated fatty acid with 11 carbons and no double bonds.

Identification

  Synonyms

Common Name Undecylic acid
IUPAC Name undecanoic acid
Traditional Name —
Other Synonyms No other synonyms recorded.

  External IDs

General References
Wikipedia Undecylic_acid
Lipids
Lipid Maps LMFA01010011
Lipid Bank DFA0011
Swiss Lipids 000389946
PlantFA ID —
Food & Nutrition
FooDB FDB000700
INFOODS —
Chemistry / Compounds
PubChem CID 8180
CAS 112-37-8
ChEBI 32368
ChEMBL CHEMBL108030
ChemSpider 7888
InChIKey —
ZINC ID ZINC000001586297
NIKKAJI ID J1.993C
PDBe 11A
UCI (UniChem) 415779
SureChEMBL 9266
CCDC ZZZNYY
NMRShiftDB 60018536
Metabolites & Pathways
HMDB HMDB0000947
METLIN 5894
RefMet ID —
RefMet Name —
MetaboLights ID MTBLS10965
BioCyc/MetaCyc CPD-23301
MetaNetX ID —
BiGG ID —
KEGG C17715
KNApSAcK C00007421
Reactome ID —
Drugs & Pharmacology
DrugBank DB16857
DrugCentral —
BindingDB 50511006
Guide to Pharm 5533
Probes & Drugs PD048355
Clinical & Medical
SNOMED-CT —
MeSH C016173
NCIt Code C152801
Regulatory
NIH UNII (USA) 138ON3IIQG
FDA SRS (USA) 138ON3IIQG
NHPID (Canada) —
DTXSID (USA) DTXSID8021690
TGA Ing ID (Australia) —
Commercial Suppliers
MolPort Molport-000-881-069
eMolecules 485127
Mcule MCULE-5110587542
ChemicalBook CB1290921
MedChemExpress HY-W004282

Chemical Properties

Name(s):
Common Name Undecylic acid
Simple Notation 11:0
Notation 11:0
IUPAC Name undecanoic acid
Structure:
Molecular C11H22O2
Structure CH3(CH2)9COOH
SMILES CCCCCCCCCCC(=O)O
Physical:
Weight 186.295 g/mol
Melting Point 28.6 °C
Reactivity
Double Bonds 0
Bis-Allylic Carbons 0
Beta-Oxidation
Beta Oxidation Cycles 4
ATP Yield (Net) 58 ATP