Bilirubin
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Identifiers
CAS number
635-65-4Molecular formula
C33H36N4O6SMILES
CC1=C(NC(=C1CCC(=O)O)CC2=C(C(=C(N2)/C=C\3/C(=C(C(=O)N3)C)C=C)C)CCC(=O)O)/C=C\4/C(=C(C(=O)N4)C=C)C
Safety labels
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Odor profile
Fragrance Odorless 56.8% Savory 27.14% Roasted 26.14% Burnt 23.21% Cooked 23.08% Meaty 21.47% Milky 17.69% Bitter 16.94% Nutty 16.52% Fruity 16.18% Flavor Bitter 81.55% Odorless 40.04% Bland 21.59% Nitrile 20.14% Very mild 20.1% Taco 19.53% Sweet-like 19.49% Bread crust 19.26% Cedarleaf 18.88% Roasted peanuts 18.54% Odor impact est.
Odorless -
Properties
XLogP3-AA
2.9pKa est.
4.45 (weak acid)Molecular weight
584.7 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowBoiling point est.
1060°CFlash point
- 340.0 ˚C est.
Solubility expt.
- 0.009 mg/mL at 25 °C
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Synonyms
- bilirubin
- 635-65-4
- Hematoidin
- Hemetoidin
- Bilirubin IX-alpha
- Cholerythrin
- Bilirubin IXalpha
- Bilirubin IX alpha
- Bilirubin test
- 3-[2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
- RFM9X3LJ49
- 2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid
- DTXSID8060905
- NSC-26685
- 21H-Biline-8,12-dipropanoic acid, 2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-
- CHEBI:16990
- 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinylbiline-8,12-dipropionic acid
- delta Bilirubin
- 3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid
- 3-(2-{[3-(2-carboxyethyl)-5-{[(2Z)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methyl}-5-{[(2Z)-3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid
- Bilirubinate, Calcium
- Calcium Salt Bilirubin
- Disodium Salt Bilirubin
- Salt Bilirubin, Calcium
- Monosodium Salt Bilirubin
- NSC26685
- 3-(2-((3-(2-carboxyethyl)-5-(((2Z)-3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl)-4-methyl-1H-pyrrol-2-yl)methyl)-5-(((2Z)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl)-4-methyl-1H-pyrrol-3-yl)propanoic acid
- 3-(2-((3-(2-carboxyethyl)-5-(((2Z)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl)-4-methyl-1H-pyrrol-2-yl)methyl)-5-(((2Z)-3-ethenyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene)methyl)-4-methyl-1H-pyrrol-3-yl)propanoic acid
- 3-(2-((3-(2-carboxyethyl)-5-((Z)-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl)-4-methyl-1H-pyrrol-2-yl)methyl)-5-((Z)-(4-ethenyl-3-methyl-5-oxopyrrol-2-ylidene)methyl)-4-methyl-1H-pyrrol-3-yl)propanoic acid
- RefChem:568345
- DTXCID40162318
- 211-239-7
- (4z,15z)-bilirubin ixalpha
- MFCD00005499
- Bilirubin IX.alpha.
- 93891-87-3
- Bilibubin
- (4z,15z)-bilirubin ix.alpha.
- Disodium bilirubinate IXalpha
- PHEOPHYTIN
- 3-(2-((3-(2-carboxyethyl)-4-methyl-5-((Z)-(3-methyl-5-oxo-4-vinyl-1H-pyrrol-2(5H)-ylidene)methyl)-1H-pyrrol-2-yl)methyl)-4-methyl-5-((Z)-(4-methyl-5-oxo-3-vinyl-1H-pyrrol-2(5H)-ylidene)methyl)-1H-pyrrol-3-yl)propanoic acid
- Biline-8,12-dipropionic acid, 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-
- Bilirubin (>90%)
- 21H-Biline-8,12-dipropanoic acid,2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-
- Calcium bilirubinate
- Basinite
- EINECS 211-239-7
- 3-(2-((3-(2-carboxyethyl)-4-methyl-5-((Z)-(3-methyl-5-oxo-4-vinyl-1H-pyrrol-2(5H)-ylidene)methyl)-1H-pyrrol-2-yl)methyl)-4-methyl-5-((Z)-(4-methyl-5-oxo-3-vinyl-1H-pyrrol-2(5H)-ylidene)methyl)-1H-pyrr
- 3-[5-[(Z)-(4-Ethenyl-3-Methyl-5-Oxidanylidene-Pyrrol-2-Ylidene)methyl]-2-[[5-[(Z)-(3-Ethenyl-4-Methyl-5-Oxidanylidene-Pyrrol-2-Ylidene)methyl]-3-(3-Hydroxy-3-Oxopropyl)-4-Methyl-1h-Pyrrol-2-Yl]methyl]-4-Methyl-1h-Pyrrol-3-Yl]propanoic Acid
- NSC 26685
- UNII-RFM9X3LJ49
- BRN 0074376
- AI3-23078
- CCRIS 9347
- bilirubin-IXalpha
- bilirubin(Z,Z)
- EINECS 299-468-9
- Bilirubin, 98%
- (Z,Z)-Bilirubin IXa
- Bilirubin - unconjugated
- BILIRUBIN [MI]
- Spectrum5_000410
- bmse000627
- BILIRUBIN [WHO-DD]
- SCHEMBL19065
- (4Z,15Z)-Bilirubin IXa
- BSPBio_002531
- 5-26-15-00523 (Beilstein Handbook Reference)
- SPECTRUM1500857
- BILIRUBIN TEST [VANDF]
- CHEMBL501680
- GTPL4577
- orb1304828
- SCHEMBL27308256
- MSK2819
- S00334a
- ALBB-030171
- HY-N0323
- BDBM50442897
- CCG-38548
- HSCI1_000394
- s5116
- STL564421
- AKOS015895627
- Bilirubin, purum, >=95.0% (UV)
- EBC-616133
- FB01719
- FB01720
- SDCCGMLS-0066651.P001
- NCGC00095645-01
- 18422-02-1
- 3-{2-({3-(2-Carboxyethyl)-4-methyl-5-[(Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-1H-pyrrol-2-yl}methyl)-4-methyl-5-[(Z)-(4-methyl-5-ox
- AC-20194
- AC-34137
- Disodium 1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-2,17-divinyl-21H-biline-8,12-dipropionate
- SY076603
- CS-0008888
- NS00014797
- C00486
- 635B654
- Bilirubin, >=98% (EmM/453 = 60), powder
- F814174
- Q104219
- SR-05000002757
- SR-05000002757-1
- 1,3,6,7-TETRAMETHYL-4,5-DICARBOXYETHYL-2,8-DIVINYL-(B-13)-DIHYDROBILENONE
- 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-Biline-8,12-dipropionate
- 1,10,19,22,23,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-Biline-8,12-dipropionic acid
- 2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-21H-Biline-8,12-dipropanoate
- 2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid
- 21H-Biline-8,12-dipropanoic acid, 2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-, calcium salt
- 21H-Biline-8,12-dipropanoic acid, 2,17-diethenyl-1,10,19,22,23,24-hexahydro-3,7,13,18-tetramethyl-1,19-dioxo-, disodium salt
- 3,18-diethenyl-2,7,13,17-tetramethyl-1,19-dioxo-1,10,19,22,23,24-hexahydro-21H-biline-8,12-dipropanoic acid
- 3-(2-((3-(2-carboxyethyl)-4-methyl-5-((3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-1H-pyrrol-2-yl)methyl)-4-methyl-5-((4-methyl-5-oxo-3-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-1H-pyrrol-3-yl)propanoate
- 3-(2-((3-(2-carboxyethyl)-4-methyl-5-((3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-1H-pyrrol-2-yl)methyl)-4-methyl-5-((4-methyl-5-oxo-3-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-1H-pyrrol-3-yl)propanoic acid
- 3-(2-((3-(2-carboxyethyl)-4-methyl-5-((Z)-(3-methyl-5-oxo-4-vinyl-1H-pyrrol-2(5H)-ylidene)methyl)-1H-pyrrol-2-yl)methyl)-4-methyl-5-((Z)-(4-methyl-5-oxo-3-vinyl-1H-pyrrol-2(5H)-ylidene)methyl)-1H-pyrrol-3-yl)propanoicacid
- 3-(2-((3-(2-Carboxyethyl)-4-methyl-5-[(Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-1H-pyrrol-2-yl)methyl)-4-methyl-5-[(Z)-(4-methyl-5-oxo-3-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene
- 3-(2-((3-(2-Carboxyethyl)-4-methyl-5-[(Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-1H-pyrrol-2-yl)methyl)-4-methyl-5-[(Z)-(4-methyl-5-oxo-3-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene #
- 3-[2-[[3-(2-carboxyethyl)-5-[(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoate
- 3-[2-[[3-(2-carboxyethyl)-5-[(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
- 3-[2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoate
- 3-[2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxo-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
- 3-[2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(4-ethenyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoicacid
- 3-[2-[3-(2-Carboxy-ethyl)-4-methyl-5-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-pyrrol-2-ylidenemethyl)-1H-pyrrol-2-ylmethyl]-4-methyl-5-(4-methyl-5-oxo-3-vinyl-1,5-dihydro-pyrrol-2-ylidenemethyl)-1H-pyrrol-
- 3-{2-({3-(2-Carboxyethyl)-5-[(Z)-(4-ethenyl-3-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl}methyl)-5-[(Z)-(3-ethenyl-4-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl}propanoic acid
- 3Q9
- 8,12-bis(2-carboxyethyl)-2,7,13,17-tetramethyl-3,18-divinylbiladiene-ac-1,19(21H,24H)-dione
- 635-65-4
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Applications
Bilirubin (CAS 635-65-4) is a natural bile pigment primarily used in clinical chemistry and laboratory work as an analytical reference; bilirubin standards and solutions are used to calibrate colorimetric assays for total and direct bilirubin in blood, serum, plasma, and urine. In research, bilirubin serves as a reference colorant and a model compound for studying the oxidation and photodegradation of heme-derived pigments. It is also used as a model pigment for spectroscopy method development and pigment chemistry related to the bilirubin/heme catabolic pathway. Due to instability and limited industrial applicability, much of bilirubin’s use is confined to laboratory and research settings and is subject to formulation and regulatory constraints.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 0.5 methanol 1.43 isopropanol 0.26 water 0.01 ethyl acetate 0.33 n-propanol 0.5 acetone 0.69 n-butanol 0.33 acetonitrile 0.13 DMF 15.35 toluene 0.06 isobutanol 0.22 1,4-dioxane 1.64 methyl acetate 0.67 THF 3.78 2-butanone 1.27 n-pentanol 0.26 sec-butanol 0.33 n-hexane 0.01 ethylene glycol 0.34 NMP 17.86 cyclohexane 0.0 DMSO 3.76 n-butyl acetate 0.16 n-octanol 0.08 chloroform 1.08 n-propyl acetate 0.28 acetic acid 1.69 dichloromethane 0.78 cyclohexanone 1.05 propylene glycol 0.93 isopropyl acetate 0.17 DMAc 23.0 2-ethoxyethanol 2.57 isopentanol 0.17 n-heptane 0.0 ethyl formate 0.44 1,2-dichloroethane 0.27 n-hexanol 0.08 2-methoxyethanol 5.72 isobutyl acetate 0.13 tetrachloromethane 0.07 n-pentyl acetate 0.23 transcutol 3.6 n-heptanol 0.1 ethylbenzene 0.03 MIBK 0.17 2-propoxyethanol 2.23 tert-butanol 0.16 MTBE 0.19 2-butoxyethanol 1.32 propionic acid 0.82 o-xylene 0.04 formic acid 1.88 diethyl ether 0.22 m-xylene 0.03 p-xylene 0.05 chlorobenzene 0.08 dimethyl carbonate 0.87 n-octane 0.0 formamide 2.22 cyclopentanone 2.66 2-pentanone 0.5 anisole 0.25 cyclopentyl methyl ether 0.37 gamma-butyrolactone 3.43 1-methoxy-2-propanol 3.32 pyridine 1.23 3-pentanone 0.47 furfural 3.76 n-dodecane 0.0 diethylene glycol 1.54 diisopropyl ether 0.02 tert-amyl alcohol 0.23 acetylacetone 0.75 n-hexadecane 0.0 acetophenone 0.38 methyl propionate 0.8 isopentyl acetate 0.14 trichloroethylene 1.4 n-nonanol 0.09 cyclohexanol 0.15 benzyl alcohol 0.33 2-ethylhexanol 0.04 isooctanol 0.07 dipropyl ether 0.14 1,2-dichlorobenzene 0.09 ethyl lactate 0.45 propylene carbonate 0.79 n-methylformamide 3.35 2-pentanol 0.14 n-pentane 0.01 1-propoxy-2-propanol 1.05 1-methoxy-2-propyl acetate 0.53 2-(2-methoxypropoxy) propanol 1.13 mesitylene 0.01 ε-caprolactone 1.29 p-cymene 0.01 epichlorohydrin 3.37 1,1,1-trichloroethane 0.15 2-aminoethanol 0.78 morpholine-4-carbaldehyde 12.68 sulfolane 5.82 2,2,4-trimethylpentane 0.0 2-methyltetrahydrofuran 0.83 n-hexyl acetate 0.23 isooctane 0.0 2-(2-butoxyethoxy)ethanol 1.59 sec-butyl acetate 0.16 tert-butyl acetate 0.17 decalin 0.0 glycerin 2.72 diglyme 3.88 acrylic acid 1.25 isopropyl myristate 0.06 n-butyric acid 0.65 acetyl acetate 0.2 di(2-ethylhexyl) phthalate 0.15 ethyl propionate 0.31 nitromethane 3.77 1,2-diethoxyethane 0.44 benzonitrile 0.13 trioctyl phosphate 0.07 1-bromopropane 0.11 gamma-valerolactone 10.33 n-decanol 0.05 triethyl phosphate 0.15 4-methyl-2-pentanol 0.06 propionitrile 0.17 vinylene carbonate 0.94 1,1,2-trichlorotrifluoroethane 6.96 DMS 0.38 cumene 0.02 2-octanol 0.06 2-hexanone 0.39 octyl acetate 0.11 limonene 0.02 1,2-dimethoxyethane 3.7 ethyl orthosilicate 0.14 tributyl phosphate 0.09 diacetone alcohol 0.61 N,N-dimethylaniline 0.17 acrylonitrile 0.36 aniline 0.18 1,3-propanediol 1.15 bromobenzene 0.06 dibromomethane 0.25 1,1,2,2-tetrachloroethane 1.15 2-methyl-cyclohexyl acetate 0.12 tetrabutyl urea 0.22 diisobutyl methanol 0.02 2-phenylethanol 0.16 styrene 0.04 dioctyl adipate 0.15 dimethyl sulfate 2.38 ethyl butyrate 0.19 methyl lactate 1.31 butyl lactate 0.46 diethyl carbonate 0.11 propanediol butyl ether 1.33 triethyl orthoformate 0.26 p-tert-butyltoluene 0.01 methyl 4-tert-butylbenzoate 0.48 morpholine 2.88 tert-butylamine 0.04 n-dodecanol 0.03 dimethoxymethane 3.66 ethylene carbonate 0.51 cyrene 2.21 2-ethoxyethyl acetate 0.73 2-ethylhexyl acetate 0.11 1,2,4-trichlorobenzene 0.19 4-methylpyridine 0.71 dibutyl ether 0.09 2,6-dimethyl-4-heptanol 0.02 DEF 1.47 dimethyl isosorbide 1.4 tetrachloroethylene 0.56 eugenol 0.66 triacetin 0.54 span 80 0.79 1,4-butanediol 0.42 1,1-dichloroethane 0.21 2-methyl-1-pentanol 0.17 methyl formate 1.93 2-methyl-1-butanol 0.24 n-decane 0.0 butyronitrile 0.14 3,7-dimethyl-1-octanol 0.04 1-chlorooctane 0.02 1-chlorotetradecane 0.01 n-nonane 0.0 undecane 0.0 tert-butylcyclohexane 0.0 cyclooctane 0.0 cyclopentanol 0.34 tetrahydropyran 0.51 tert-amyl methyl ether 0.21 2,5,8-trioxanonane 2.03 1-hexene 0.04 2-isopropoxyethanol 1.02 2,2,2-trifluoroethanol 0.75 methyl butyrate 0.48 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
|
Category 1
Products applied to the lips
|
No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
|
No restriction |
|
Category 2
Products applied to the axillae
|
No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
|
No restriction |
|
Category 3
Products applied to the face/body using fingertips
|
No restriction |
Category 8
Products with significant anogenital exposure
|
No restriction |
|
Category 4
Products related to fine fragrance
|
No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
|
No restriction |
|
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
|
No restriction |
Category 10A
Household care products with mostly hand contact
|
No restriction |
|
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
|
No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
|
No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
|
No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
|
No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
|
No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
|
No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |