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Bilirubin

Athanor · official

C33H36N4O6 · 584.7 g/mol

IUPAC name: 3-[2-[[3-(2-carboxyethyl)-5-[(4-ethenyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(4-ethenyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid

Also called jaundice, bile pigment, heme breakdown

Metabolites
Open in Athanor
The structure of Bilirubin
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
3-[2-[[3-(2-carboxyethyl)-5-[(4-ethenyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(4-ethenyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
Synonyms
jaundice, bile pigment, heme breakdown
Molecular formula
C33H36N4O6
Empirical formula
C33H36N4O6
Molecular weight
584.7 g/mol
Exact mass
584.26348
CAS number
635-65-4
PubChem CID
59687179
Canonical SMILES
CC1=C(NC(=C1CCC(=O)O)CC2=C(C(=C(N2)C=C3C(=C(C(=O)N3)C=C)C)C)CCC(=O)O)C=C4C(=C(C(=O)N4)C=C)C
Isomeric SMILES
CC1=C(NC(=C1CCC(=O)O)CC2=C(C(=C(N2)C=C3C(=C(C(=O)N3)C=C)C)C)CCC(=O)O)C=C4C(=C(C(=O)N4)C=C)C
InChI
InChI=1S/C33H36N4O6/c1-7-20-16(3)26(36-32(20)42)13-24-18(5)22(9-11-30(38)39)28(34-24)15-29-23(10-12-31(40)41)19(6)25(35-29)14-27-17(4)21(8-2)33(43)37-27/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,42)(H,37,43)(H,38,39)(H,40,41)
InChIKey
OQNSGJHDCGJNHV-UHFFFAOYSA-N
Molfile

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

Calculated

Heavy atoms
43
Rings
4
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0.27
H-bond donors
6
H-bond acceptors
4 computed here · PubChem 6
Rotatable bonds
12
TPSA (Ų)
164.4 computed here · PubChem 164
Formal charge
0
XLogP3
2.9 PubChem
Complexity
1240 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

  • C67.79%
  • H6.21%
  • N9.58%
  • O16.42%

Isotope pattern

100%584.26438%585.2678.2%586.2691.3%587.272588.275

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
4.53 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-5.7 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
3.94 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 584.67
  • log P ≤ 5 (Crippen): 4.53
  • H-bond donors ≤ 5: 6
  • H-bond acceptors ≤ 10: 4

Breaks 2 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

No GHS hazard classification was found in the sources.

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

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  2. ·Literature on PubChem

Data last updated 2026-10-14.