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Methylmalonic acid

Athanor · official

C4H6O4 · 118.09 g/mol

IUPAC name: 2-methylpropanedioic acid

Also called methylmalonate, MMA, B12 deficiency marker

Metabolites
Open in Athanor
The structure of Methylmalonic acid
Drawn from its SMILES with RDKit
Harmful or irritantWarningCauses skin irritation · Causes serious eye irritation · May cause respiratory irritation

Names and identifiers

IUPAC name
2-methylpropanedioic acid
Synonyms
methylmalonate, MMA, B12 deficiency marker
+ 36 more

2-Methylmalonic acid, 2-Methylpropanedioic acid, Isosuccinic acid, Propanedioic acid, methyl-, 1,1-Ethanedicarboxylic acid, methylpropanedioic acid, Malonic acid, methyl-, CHEBI:30860, 2-methyl-propanedioic acid, DTXSID00199549, 8LL8S712J7, NSC-25201, Acid, Methylmalonic, RefChem:818643, DTXCID10122040, 208-219-5, METHYL MALONIC ACID, MFCD00002656, NSC 25201, Methylpropanedioic acid;Methylmalonate, methylpropanedioate, SMR000857347, alpha-methylmalonic acid, EINECS 208-219-5, BRN 1756084, Isosuccinate, methyl-Malonate, UNII-8LL8S712J7, AI3-19472, 2-Methylmalonate, 2-Methylmalonicacid, DXX, methyl-Malonic acid, methyl-Propanedioate, 2-methyl-malonic acid, methyl-Propanedioic acid

Molecular formula
C4H6O4
Empirical formula
C2H3O2
Molecular weight
118.09 g/mol
Exact mass
118.02661
CAS number
516-05-2
PubChem CID
487
Canonical SMILES
CC(C(=O)O)C(=O)O
Isomeric SMILES
CC(C(=O)O)C(=O)O
InChI
InChI=1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)
InChIKey
ZIYVHBGGAOATLY-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
8
Rings
0
Aromatic rings
0
Fraction sp³ carbons (Fsp3)
0.5
H-bond donors
2
H-bond acceptors
2 computed here · PubChem 4
Rotatable bonds
2
TPSA (Ų)
74.6
Formal charge
0
XLogP3
0.1 PubChem
Complexity
103 PubChem
Stereocenters
None
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

  • C40.68%
  • H5.12%
  • O54.19%

Isotope pattern

100%118.0274.5%119.030120.031

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
-0.21 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-0.31 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.26 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 118.09
  • log P ≤ 5 (Crippen): -0.21
  • H-bond donors ≤ 5: 2
  • H-bond acceptors ≤ 10: 2

Passes all 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

Warning

Most widely reported: 56 company reports to ECHA. Source [1].

  • Harmful or irritant
  • H315Causes skin irritation (94.6% of reports)
  • H319Causes serious eye irritation (94.6% of reports)
  • H335May cause respiratory irritation (92.9% of reports)

Precautionary statements: P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

View all classifications (3)
  • [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 5.4% (3 of 56) of reports.
  • [1] European Chemicals Agency (ECHA) · 56 reports · WarningH315, H319, H335
  • [1] European Chemicals Agency (ECHA) · 39 reports · WarningH315, H319, H335

Safety data sheets on the supplier’s page: Vitas-M Laboratory, LGC Standards, Alfa Chemistry.

Always read the supplier’s safety data sheet before working with it.

Spectra

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. [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  2. [2]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  6. [6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  7. [7]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  8. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  9. ·Literature on PubChem

Data last updated 2026-10-14.