Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-07-26 09:50:00 UTC
Update Date2020-02-26 21:24:30 UTC
HMDB IDHMDB0003324
Secondary Accession Numbers
  • HMDB03324
Metabolite Identification
Common NameBiotripyrrin-b
DescriptionBiotripyrrin-a and biotripyrrin-b, bilirubin metabolites, are novel tripyrrole biocompounds and belong to a third group of bile pigments following biliverdin and bilirubin. They are regioisomers of each other. -- Yamaguchi T et al., J Biochem (Tokyo). 1994 Aug;116(2):298-303. PMID 7822247 . These metabolites are recognized by an anti-bilirubin monoclonal antibody, 24G7, but are neg. in the diazo reaction. (PubMed ID 9836731 ).
Structure
Data?1582752270
Synonyms
ValueSource
3-(2-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-{[(2E)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoateGenerator
Chemical FormulaC25H27N3O6
Average Molecular Weight465.506
Monoisotopic Molecular Weight465.189985601
IUPAC Name3-(2-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methyl-2H-pyrrol-2-ylidene]methyl}-5-{[(2E)-4-ethenyl-5-hydroxy-3-methyl-2H-pyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid
Traditional Name3-(2-{[(2Z)-3-(2-carboxyethyl)-5-hydroxy-4-methylpyrrol-2-ylidene]methyl}-5-{[(2E)-4-ethenyl-5-hydroxy-3-methylpyrrol-2-ylidene]methyl}-4-methyl-1H-pyrrol-3-yl)propanoic acid
CAS Registry Number158598-18-6
SMILES
[H]\C(C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O)=C1/N=C(O)C(C=C)=C1C
InChI Identifier
InChI=1S/C25H27N3O6/c1-5-15-12(2)19(27-25(15)34)10-18-13(3)16(6-8-22(29)30)20(26-18)11-21-17(7-9-23(31)32)14(4)24(33)28-21/h5,10-11,26H,1,6-9H2,2-4H3,(H,27,34)(H,28,33)(H,29,30)(H,31,32)/b19-10+,21-11-
InChI KeyPMIYFUGIVLGYIZ-YDSWVFJZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipyrrins. Dipyrrins are compounds containing two pyrrole rings fused via a methine (-C=) group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrroles
Sub ClassSubstituted pyrroles
Direct ParentDipyrrins
Alternative Parents
Substituents
  • Dipyrrin
  • Dicarboxylic acid or derivatives
  • Cyclic carboximidic acid
  • Heteroaromatic compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Azacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.029 g/LALOGPS
logP1.61ALOGPS
logP1.38ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)3.37ChemAxon
pKa (Strongest Basic)5.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area155.57 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity130.7 m³·mol⁻¹ChemAxon
Polarizability51.13 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+221.03130932474
DeepCCS[M-H]-218.9430932474
DeepCCS[M-2H]-252.1830932474
DeepCCS[M+Na]+226.94430932474
AllCCS[M+H]+214.632859911
AllCCS[M+H-H2O]+212.432859911
AllCCS[M+NH4]+216.832859911
AllCCS[M+Na]+217.432859911
AllCCS[M-H]-214.832859911
AllCCS[M+Na-2H]-216.132859911
AllCCS[M+HCOO]-217.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Biotripyrrin-b[H]\C(C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O)=C1/N=C(O)C(C=C)=C1C6407.5Standard polar33892256
Biotripyrrin-b[H]\C(C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O)=C1/N=C(O)C(C=C)=C1C3283.8Standard non polar33892256
Biotripyrrin-b[H]\C(C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O)=C1/N=C(O)C(C=C)=C1C4238.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Biotripyrrin-b,1TMS,isomer #1C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O4165.9Semi standard non polar33892256
Biotripyrrin-b,1TMS,isomer #2C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O4139.8Semi standard non polar33892256
Biotripyrrin-b,1TMS,isomer #3C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O4183.6Semi standard non polar33892256
Biotripyrrin-b,1TMS,isomer #4C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C4170.5Semi standard non polar33892256
Biotripyrrin-b,1TMS,isomer #5C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O4282.7Semi standard non polar33892256
Biotripyrrin-b,2TMS,isomer #1C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O4073.8Semi standard non polar33892256
Biotripyrrin-b,2TMS,isomer #10C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O[Si](C)(C)C4242.4Semi standard non polar33892256
Biotripyrrin-b,2TMS,isomer #2C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O4112.0Semi standard non polar33892256
Biotripyrrin-b,2TMS,isomer #3C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C4106.8Semi standard non polar33892256
Biotripyrrin-b,2TMS,isomer #4C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O4236.0Semi standard non polar33892256
Biotripyrrin-b,2TMS,isomer #5C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O4082.0Semi standard non polar33892256
Biotripyrrin-b,2TMS,isomer #6C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C4094.5Semi standard non polar33892256
Biotripyrrin-b,2TMS,isomer #7C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O4200.0Semi standard non polar33892256
Biotripyrrin-b,2TMS,isomer #8C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O[Si](C)(C)C4116.2Semi standard non polar33892256
Biotripyrrin-b,2TMS,isomer #9C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O4258.9Semi standard non polar33892256
Biotripyrrin-b,3TMS,isomer #1C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O3998.7Semi standard non polar33892256
Biotripyrrin-b,3TMS,isomer #10C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C4209.9Semi standard non polar33892256
Biotripyrrin-b,3TMS,isomer #2C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C4027.8Semi standard non polar33892256
Biotripyrrin-b,3TMS,isomer #3C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O4149.2Semi standard non polar33892256
Biotripyrrin-b,3TMS,isomer #4C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O[Si](C)(C)C4051.3Semi standard non polar33892256
Biotripyrrin-b,3TMS,isomer #5C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O4201.0Semi standard non polar33892256
Biotripyrrin-b,3TMS,isomer #6C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O[Si](C)(C)C4194.8Semi standard non polar33892256
Biotripyrrin-b,3TMS,isomer #7C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O[Si](C)(C)C4042.0Semi standard non polar33892256
Biotripyrrin-b,3TMS,isomer #8C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O4164.8Semi standard non polar33892256
Biotripyrrin-b,3TMS,isomer #9C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O[Si](C)(C)C4167.9Semi standard non polar33892256
Biotripyrrin-b,4TMS,isomer #1C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)[NH]2)N=C1O[Si](C)(C)C3971.9Semi standard non polar33892256
Biotripyrrin-b,4TMS,isomer #2C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O4085.6Semi standard non polar33892256
Biotripyrrin-b,4TMS,isomer #3C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C)N=C1O[Si](C)(C)C4088.3Semi standard non polar33892256
Biotripyrrin-b,4TMS,isomer #4C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C4132.4Semi standard non polar33892256
Biotripyrrin-b,4TMS,isomer #5C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C4105.3Semi standard non polar33892256
Biotripyrrin-b,5TMS,isomer #1C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C4031.8Semi standard non polar33892256
Biotripyrrin-b,5TMS,isomer #1C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C3567.3Standard non polar33892256
Biotripyrrin-b,5TMS,isomer #1C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C)N2[Si](C)(C)C)N=C1O[Si](C)(C)C5340.2Standard polar33892256
Biotripyrrin-b,1TBDMS,isomer #1C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O4362.0Semi standard non polar33892256
Biotripyrrin-b,1TBDMS,isomer #2C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O4303.3Semi standard non polar33892256
Biotripyrrin-b,1TBDMS,isomer #3C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O4385.1Semi standard non polar33892256
Biotripyrrin-b,1TBDMS,isomer #4C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C(C)(C)C4333.7Semi standard non polar33892256
Biotripyrrin-b,1TBDMS,isomer #5C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O4460.2Semi standard non polar33892256
Biotripyrrin-b,2TBDMS,isomer #1C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O4398.4Semi standard non polar33892256
Biotripyrrin-b,2TBDMS,isomer #10C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O[Si](C)(C)C(C)(C)C4539.8Semi standard non polar33892256
Biotripyrrin-b,2TBDMS,isomer #2C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O4462.7Semi standard non polar33892256
Biotripyrrin-b,2TBDMS,isomer #3C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C(C)(C)C4436.4Semi standard non polar33892256
Biotripyrrin-b,2TBDMS,isomer #4C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O4548.7Semi standard non polar33892256
Biotripyrrin-b,2TBDMS,isomer #5C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O4421.8Semi standard non polar33892256
Biotripyrrin-b,2TBDMS,isomer #6C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C(C)(C)C4416.0Semi standard non polar33892256
Biotripyrrin-b,2TBDMS,isomer #7C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O4513.1Semi standard non polar33892256
Biotripyrrin-b,2TBDMS,isomer #8C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O[Si](C)(C)C(C)(C)C4457.8Semi standard non polar33892256
Biotripyrrin-b,2TBDMS,isomer #9C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)N=C1O4581.7Semi standard non polar33892256
Biotripyrrin-b,3TBDMS,isomer #1C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O4487.7Semi standard non polar33892256
Biotripyrrin-b,3TBDMS,isomer #10C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)N=C1O[Si](C)(C)C(C)(C)C4633.7Semi standard non polar33892256
Biotripyrrin-b,3TBDMS,isomer #2C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)[NH]2)N=C1O[Si](C)(C)C(C)(C)C4481.4Semi standard non polar33892256
Biotripyrrin-b,3TBDMS,isomer #3C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O4581.5Semi standard non polar33892256
Biotripyrrin-b,3TBDMS,isomer #4C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O[Si](C)(C)C(C)(C)C4532.4Semi standard non polar33892256
Biotripyrrin-b,3TBDMS,isomer #5C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)N=C1O4647.3Semi standard non polar33892256
Biotripyrrin-b,3TBDMS,isomer #6C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(/C=C3\N=C(O)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O[Si](C)(C)C(C)(C)C4609.8Semi standard non polar33892256
Biotripyrrin-b,3TBDMS,isomer #7C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)[NH]2)N=C1O[Si](C)(C)C(C)(C)C4503.7Semi standard non polar33892256
Biotripyrrin-b,3TBDMS,isomer #8C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)N=C1O4600.1Semi standard non polar33892256
Biotripyrrin-b,3TBDMS,isomer #9C=CC1=C(C)/C(=C\C2=C(C)C(CCC(=O)O)=C(/C=C3\N=C(O[Si](C)(C)C(C)(C)C)C(C)=C3CCC(=O)O)N2[Si](C)(C)C(C)(C)C)N=C1O[Si](C)(C)C(C)(C)C4587.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Biotripyrrin-b GC-MS (Non-derivatized) - 70eV, Positivesplash10-05fs-1101900000-daa980a0c938fb4cb6832017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Biotripyrrin-b GC-MS (3 TMS) - 70eV, Positivesplash10-014i-4000089000-40408d789d1d180c48aa2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Biotripyrrin-b GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 10V, Positive-QTOFsplash10-0002-0000900000-5e80fb254cbaf83442862017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 20V, Positive-QTOFsplash10-00dj-0104900000-176df8158ba5be1589572017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 40V, Positive-QTOFsplash10-0200-2938400000-cb8a899917a3bc0262132017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 10V, Negative-QTOFsplash10-03dj-0000900000-cbc81b481d5b63227aff2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 20V, Negative-QTOFsplash10-0gvk-1000900000-cfee32983a52516212fc2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 40V, Negative-QTOFsplash10-052f-9111300000-7470247fc7b58a28209c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 10V, Positive-QTOFsplash10-00kb-0000900000-7bcc33eefe4e1afd19f02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 20V, Positive-QTOFsplash10-0w90-0107900000-8ec823c438652d0ba4cf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 40V, Positive-QTOFsplash10-0umi-0309700000-c889b9e40f77166ce88f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 10V, Negative-QTOFsplash10-03di-0001900000-2c1dbc370e9cbbd658412021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 20V, Negative-QTOFsplash10-0fk9-0007900000-4b3d779ab9df1ccaa0b72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Biotripyrrin-b 40V, Negative-QTOFsplash10-00di-0009000000-4a4ad2287a6d4545b3bb2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023139
KNApSAcK IDNot Available
Chemspider ID59696712
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131750328
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Yamaguchi T, Shioji I, Sugimoto A, Komoda Y, Nakajima H: Chemical structure of a new family of bile pigments from human urine. J Biochem. 1994 Aug;116(2):298-303. [PubMed:7822247 ]
  2. Yamaguchi T, Hashizume T, Tanaka M, Nakayama M, Sugimoto A, Ikeda S, Nakajima H, Horio F: Bilirubin oxidation provoked by endotoxin treatment is suppressed by feeding ascorbic acid in a rat mutant unable to synthesize ascorbic acid. Eur J Biochem. 1997 Apr 15;245(2):233-40. [PubMed:9151948 ]
  3. Shimoharada K, Inoue S, Nakahara M, Kanzaki N, Shimizu S, Kang D, Hamasaki N, Kinoshita S: Urine concentration of biopyrrins: a new marker for oxidative stress in vivo. Clin Chem. 1998 Dec;44(12):2554-5. [PubMed:9836731 ]
  4. Yamaguchi T, Terakado M, Horio F, Aoki K, Tanaka M, Nakajima H: Role of bilirubin as an antioxidant in an ischemia-reperfusion of rat liver and induction of heme oxygenase. Biochem Biophys Res Commun. 1996 Jun 5;223(1):129-35. [PubMed:8660358 ]
  5. Yamaguchi T, Horio F, Hashizume T, Tanaka M, Ikeda S, Kakinuma A, Nakajima H: Bilirubin is oxidized in rats treated with endotoxin and acts as a physiological antioxidant synergistically with ascorbic acid in vivo. Biochem Biophys Res Commun. 1995 Sep 5;214(1):11-9. [PubMed:7669030 ]