Glycerol monostearate
Athanor · official
C21H42O4 · 358.6 g/mol
IUPAC name: 2,3-dihydroxypropyl octadecanoate
Also called GMS, monostearin, E471
Names and identifiers
- IUPAC name
- 2,3-dihydroxypropyl octadecanoate
- Synonyms
- GMS, monostearin, E471
+ 39 more
Glyceryl monostearate, Monostearin, Glycerin 1-monostearate, Glycerin 1-stearate, Stearin, 1-mono-, Stearic acid 1-monoglyceride, 1-Glyceryl stearate, alpha-Monostearin, Glyceryl 1-monostearate, Stearoylglycerol, Glycerin monostearate, 3-Stearoyloxy-1,2-propanediol, Glycerol alpha-monostearate, Cerasynt SD, Monoglyceryl stearate, Cefatin, Dermagine, Monelgin, Sedetine, Admul, Orbon, Citomulgan M, Drewmulse V, Cerasynt S, Drewmulse TP, Tegin 515, Cerasynt SE, Cerasynt WM, Cyclochem GMS, Drumulse AA, Protachem GMS, Witconol MS, Witconol MST, FEMA No. 2527, Monostearate (glyceride), Stearin, mono-, Unimate GMS, Glyceryl monooctadecanoate, Ogeen M
- Molecular formula
- C21H42O4
- Empirical formula
- C21H42O4
- Molecular weight
- 358.6 g/mol
- Exact mass
- 358.30831
- CAS number
- 31566-31-1
- PubChem CID
- 24699
- Canonical SMILES
- CCCCCCCCCCCCCCCCCC(=O)OCC(CO)O
- Isomeric SMILES
- CCCCCCCCCCCCCCCCCC(=O)OCC(CO)O
- InChI
- InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,22-23H,2-19H2,1H3
- InChIKey
- VBICKXHEKHSIBG-UHFFFAOYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Physical properties
- Appearance
- Large Crystals[1]
2 values
From EPA Chemical Data Reporting (CDR), the most authoritative source here.
Value As written Source – Dry Powder; Liquid; Other Solid; Dry Powder; Large Crystals; CBI; Large Crystals; Other Solid; Dry Powder [1] EPA Chemical Data Reporting (CDR) –shown Large Crystals [1] EPA Chemical Data Reporting (CDR) - Density
- 0.97 @25 °C[2]
Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.
Calculated
- Heavy atoms
- 25
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.95
- H-bond donors
- 2
- H-bond acceptors
- 4
- Rotatable bonds
- 19 computed here · PubChem 20
- TPSA (Ų)
- 66.8
- Formal charge
- 0
- XLogP3
- 7.4 PubChem
- Complexity
- 281 PubChem
- Stereocenters
- 0 defined, 1 undefinedCIP: C22: undefined
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C70.34%
- H11.81%
- O17.85%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 5.14 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -4.05 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.54 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 358.56
- log P ≤ 5 (Crippen): 5.14
- H-bond donors ≤ 5: 2
- H-bond acceptors ≤ 10: 4
Breaks 1 of the four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
This chemical does not meet GHS hazard criteria for 99.6% (708 of 711) of all reports.[3]
Safety data sheets on the supplier’s page: CD Formulation, Sinfoo Biotech, Alfa Chemistry.
Always read the supplier’s safety data sheet before working with it.
Spectra
- NMRNMRShiftDB
- 1H NMRSpectraBase (Varian A-60)
- 13C NMRSpectraBase
- GC-MSMassBank of North America (MoNA) (Leco Pegasus IV · GC-EI-TOF · positive) · MassBank of North America (MoNA) (HITACHI M-80 · EI-B · positive) · NIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · SpectraBase (GC/MS)
- MS-MSNIST Mass Spectrometry Data Center (IT/ion trap)
- LC-MSMassBank Europe (Agilent 6560 QTOF · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Agilent 6560 QTOF · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Agilent 6560 QTOF · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (Agilent 6560 QTOF · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (Agilent 6560 QTOF · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (TripleTOF 5600+, AB Sciex · LC-ESI-QTOF · POSITIVE)
- Other MSMassBank Europe (HITACHI M-80 · EI-B · POSITIVE) · MassBank of North America (MoNA) (positive) · MassBank of North America (MoNA) (ESI-Orbitrap · positive) · MassBank of North America (MoNA) (ESI-Orbitrap · positive) · MassBank of North America (MoNA) (ESI-Orbitrap · positive)
- FTIRSpectraBase (MELT (CRYSTALLINE PHASE))
- ATR-IRSpectraBase (Bio-Rad FTS · ATR-Neat (DurasamplIR II))
- Vapor Phase IRSpectraBase (DIGILAB FTS-14 · Vapor Phase)
- RamanSpectraBase
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]EPA Chemical Data Reporting (CDR) · Public domain (US EPA) · via PubChem · retrieved 2026-10-14
- [2]PAC Chemical Database, U.S. Department of Energy · Public domain (US DOE) · via PubChem · retrieved 2026-10-14
- [3]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [4]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
- [5]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [7]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- [8]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.