Stearic acid

SFA18:0

  Overview

Stats

SFA
Type
18
Carbons
0
Double bonds
0
Bis-allylic sites
284.5
Weight · g/mol
69.3 °C
Melting point
C18H36O2
Formula

Also known as

IUPAC octadecanoic acid

  At a Glance

Key Points

A prevalent natural fatty acid (higher in animal than vegetable fat); melts at ~69 °C. Its triglyceride is called stearin.

Source

Primarily from plant oils, dairy and ruminant fat.

Type

Long-chain saturated fatty acid with 18 carbons and no double bonds.

Identification

  Synonyms

Common Name Stearic acid
IUPAC Name octadecanoic acid
Traditional Name —
Other Synonyms No other synonyms recorded.

  External IDs

General References
Wikipedia Stearic_acid
Lipids
Lipid Maps LMFA01010018
Lipid Bank DFA0018
Swiss Lipids 000000826
PlantFA ID —
Food & Nutrition
FooDB FDB002941
INFOODS —
Chemistry / Compounds
PubChem CID 5281
CAS 57-11-4
ChEBI 28842
ChEMBL CHEMBL46403
ChemSpider 5091
InChIKey —
ZINC ID ZINC000004978673
NIKKAJI ID J1.379J
PDBe STE
UCI (UniChem) 580448
SureChEMBL 659
CCDC STARAC
NMRShiftDB 10016909
Metabolites & Pathways
HMDB HMDB0000827
METLIN 189
RefMet ID —
RefMet Name —
MetaboLights ID MTBLS1015
BioCyc/MetaCyc STEARIC_ACID
MetaNetX ID MNXM236
BiGG ID 37799
KEGG C01530
KNApSAcK C00001238
Reactome ID —
Drugs & Pharmacology
DrugBank DB03193
DrugCentral 4611
BindingDB 50240485
Guide to Pharm 3377
Probes & Drugs PD007733
Clinical & Medical
SNOMED-CT —
MeSH C031183
NCIt Code C68426
Regulatory
NIH UNII (USA) 4ELV7Z65AP
FDA SRS (USA) 4ELV7Z65AP
NHPID (Canada) —
DTXSID (USA) DTXSID8021642
TGA Ing ID (Australia) —
Commercial Suppliers
MolPort Molport-002-317-291
eMolecules 477279, 26756663
Mcule MCULE-5127577640
ChemicalBook CB4853859
MedChemExpress HY-B2219

Chemical Properties

Name(s):
Common Name Stearic acid
Simple Notation 18:0
Notation 18:0
IUPAC Name octadecanoic acid
Structure:
Molecular C18H36O2
Structure CH3(CH2)16COOH
SMILES CCCCCCCCCCCCCCCCCC(=O)O
Physical:
Weight 284.5 g/mol
Melting Point 69.3 °C
Reactivity
Double Bonds 0
Bis-Allylic Carbons 0
Beta-Oxidation
Beta Oxidation Cycles 8
ATP Yield (Net) 120 ATP