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cis-Aconitic acid

Athanor · official

C6H6O6 · 174.11 g/mol

IUPAC name: (E)-prop-1-ene-1,2,3-tricarboxylic acid

Also called cis-aconitate, aconitic acid

Metabolites
Open in Athanor
The structure of cis-Aconitic 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
(E)-prop-1-ene-1,2,3-tricarboxylic acid
Synonyms
cis-aconitate, aconitic acid, trans-Aconitic acid
+ 38 more

(E)-prop-1-ene-1,2,3-tricarboxylic acid, trans-Aconitate, (1E)-prop-1-ene-1,2,3-tricarboxylic acid, Aconitic acid, (E)-, DTXSID1048706, 1-Propene-1,2,3-tricarboxylic acid, (1E)-, 7DB37960CW, NSC-43980, DTXCID8028632, CHEBI:32806, FEMA NO. 2010, E-, RefChem:1100251, 223-688-6, (E)-1-Propene-1,2,3-tricarboxylic acid, (E)-Aconitic acid, trans Aconitic acid, transaconitic acid, aconitate, ACONITIC ACID, TRANS, MFCD00002721, Aconitic acid, trans-, (1E)-1-propene-1,2,3-tricarboxylic acid, trans-Aconitic acid, 98%, CHEMBL153658, NSC43980, s3090, trans-Propene-1,2,3-tricarboxylic acid, 1-Propene-1,3-tricarboxylic acid, (E)-, trans-1-Propene-1,2,3-tricarboxylic acid, prop-1-ene-1,2,3-tricarboxylic acid, SR-05000002405-1, TRA, CAS-4023-65-8, 1-Propene-1,trans-2,3-tricarboxylic acid, 1-Propene-1,2,3-tricarboxylic acid, (E)-, NSC7616, 1-Propene-1,3-tricarboxylic acid, UNII-7DB37960CW

Molecular formula
C6H6O6
Empirical formula
CHO
Molecular weight
174.11 g/mol
Exact mass
174.01644
CAS number
585-84-2
PubChem CID
444212
Canonical SMILES
C(C(=CC(=O)O)C(=O)O)C(=O)O
Isomeric SMILES
C(/C(=C\C(=O)O)/C(=O)O)C(=O)O
InChI
InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+
InChIKey
GTZCVFVGUGFEME-HNQUOIGGSA-N
Molfile

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

Calculated

Heavy atoms
12
Rings
0
Aromatic rings
0
Fraction sp³ carbons (Fsp3)
0.17
H-bond donors
3
H-bond acceptors
3 computed here · PubChem 6
Rotatable bonds
4
TPSA (Ų)
111.9 computed here · PubChem 112
Formal charge
0
XLogP3
-1 PubChem
Complexity
251 PubChem
Stereocenters
None
Double-bond geometry
C5=C6: E
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C41.39%
  • H3.47%
  • O55.13%

Isotope pattern

100%174.0166.8%175.0201.4%176.021

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
-0.44 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-0.38 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.61 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 174.11
  • log P ≤ 5 (Crippen): -0.44
  • H-bond donors ≤ 5: 3
  • H-bond acceptors ≤ 10: 3

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: 14 company reports to ECHA. Source [1].

  • Harmful or irritant
  • H315Causes skin irritation (50% of reports)
  • H319Causes serious eye irritation (50% of reports)
  • H335May cause respiratory irritation (42.9% 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 (2)
  • [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 50% (7 of 14) of reports.
  • [1] European Chemicals Agency (ECHA) · 14 reports · WarningH315, H319, H335

Safety data sheets on the supplier’s page: Biosynth, eNovation Chemicals, AbaChemScene.

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

Data last updated 2026-10-14.