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trials · metas · refs
Plus 6,743 TCM formulas connecting herbs together
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⚗️ Ingredient

Bilirubin

Open on HERB 2.0 ↗
3
Clinical Trials
0
Meta-Analyses
7
PubMed References
Top Conditions Studied with Bilirubin
Hepatic Encephalopathy|Acute-On-Chronic Liver Failure 1 Bilirubin-induced Neurologic Dysfunction|Hyperbilirubinemia| 1 Jaundice, Neonatal|Hyperbilirubinemia|Bilirubin-Induced Neur 1
📋 Sample Trials
NCT02612207
Point-of-Care System for Determination of Bilirubin Capacity in Neonates
Completed
NCT02691156
Bilirubin Binding Capacity to Assess Bilirubin Load in Preterm Infants
Completed
NCT05566548
Role of Bilirubin Molecular Species in Hepatic Encephalopathy and Acute-on-chronic Liver Failure
Unknown
📊 Sample Meta-Analyses
None linked yet.
📚 Sample References
PMID 32404366
Bilirubin remodels murine white adipose tissue by reshaping mitochondrial activity and the coregulator profile of peroxisome proliferator-activated receptor α
J Biol Chem · 2020
PMID 32612533
Bilirubin Protects Transplanted Islets by Targeting Ferroptosis
Front Pharmacol · 2020
PMID 32749754
Bilirubin and bile acids in osteocytes and bone tissue. Potential role in the cholestatic-induced osteoporosis
Liver Int · 2020
⚗️ All Ingredient data fields for Bilirubin
⚗️ Identity
Name
Bilirubin
Aliases / Synonyms
635-65-4; Hematoidin; Bilirubin IX-alpha; Hemetoidin; Cholerythrin; Bilirubin IX.alpha.; 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; MFCD00005499; Bilirubin IXalpha
🧪 Chemistry
Molecular Weight
584.6730
LogP
4.5312
Drug-likeness
0.215
H-Bond Acceptors
4
H-Bond Donors
6
Rotatable Bonds
12
🔬 Structures
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=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
InChIKey
BPYKTIZUTYGOLE-IFADSCNNSA-N
InChI
InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-
🔗 External References
HERB DB
HBIN018510 ↗
PubChem CID
5280352 ↗
NPASS
NPC287795
HIT
C1185
SymMap
14473
TCMID
2374
TCM-ID
12522
🔍 Raw view — every non-empty column on this row (31 fields)
name
Bilirubin
common names
635-65-4; Hematoidin; Bilirubin IX-alpha; Hemetoidin; Cholerythrin; Bilirubin IX.alpha.; 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; MFCD00005499; Bilirubin IXalpha
herb ingredient id
HBIN018510
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=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
inchi
InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-
inchikey
BPYKTIZUTYGOLE-IFADSCNNSA-N
mol wt
584.6730
num h acceptors
4
num h donors
6
mol logp
4.5312
num rotatable bonds
12
drug likeness
0.215
symmap mol id
14473
tcmid ingredient id
2374
tcm id ingredient id
12522
pubchem cid
5280352
npass id
NPC287795
hit id
C1185

📋 Clinical Trials

3 · subject of clinical study
NCT02612207 Point-of-Care System for Determination of Bilirubin Capacity in Neonates
→ Jaundice, Neonatal|Hyperbilirubinemia|Bilirubin-In
NCT02691156 Bilirubin Binding Capacity to Assess Bilirubin Load in Preterm Infants
→ Bilirubin-induced Neurologic Dysfunction|Hyperbili
NCT05566548 Role of Bilirubin Molecular Species in Hepatic Encephalopathy and Acute-on-chron
→ Hepatic Encephalopathy|Acute-On-Chronic Liver Fail

📚 PubMed References

7 · cited research
PMID 32404366 Bilirubin remodels murine white adipose tissue by reshaping mitochondrial activi
J Biol Chem
PMID 32612533 Bilirubin Protects Transplanted Islets by Targeting Ferroptosis
Front Pharmacol
PMID 32749754 Bilirubin and bile acids in osteocytes and bone tissue. Potential role in the ch
Liver Int
PMID 33746746 The Effects of Bilirubin and Lumirubin on Metabolic and Oxidative Stress Markers
Front Pharmacol
PMID 34222023 Bilirubin Restrains the Anticancer Effect of Vemurafenib on BRAF-Mutant Melanoma
Front Oncol
PMID 34445367 Hyperbilirubinemia Maintained by Chronic Supplementation of Unconjugated Bilirub
Int J Mol Sci
PMID 34686839 Bilirubin represents a negative regulator of ILC2 in allergic airway inflammatio
Mucosal Immunol
How relationships are computed
  • Clinical Trials / Meta-Analyses / References: direct foreign-key link via subject_entity_id (Phase 2d wireup)
  • Formula ↔ Herbs: text bridge via formulas.herbs_in_pinyin matching herbs.pinyin_name
  • Herb ↔ Ingredient: ACTIVE — direct link via herb_ingredients
  • Ingredient ↔ Target: ACTIVE — direct link via ingredient_targets
  • Target ↔ Disease: ACTIVE — direct link via target_health_topics
  • Herb → Target → Disease (full chemical spine): ACTIVE — joins all three link tables