Uteroverdine

Base Information

• Chemical Name: Uteroverdine
• CAS No.: 114-25-0
• Molecular Formula: C33H34 N4 O6
• Molecular Weight: 582.656
• European Community (EC) Number: 204-042-2
• Wikipedia: Biliverdin
• Wikidata: Q104396064
• Mol file: 114-25-0.mol

Synonyms:alpha, Biliverdin IX;Biliverdin;Biliverdin IX;Biliverdin IX alpha;Biliverdine;Dehydrobilirubin;IX alpha, Biliverdin;IX, Biliverdin;Ooecyan;Uteroverdine

Chemical Property of Uteroverdine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >2000C (dec)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 4.46±0.10(Predicted)
• Flash Point: °C
• PSA: 160.95000
• Density: 1.3g/cm³
• LogP: 4.89970
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 582.24783482
• Heavy Atom Count: 43
• Complexity: 1530

Purity/Quality:

98%,99%, ^*data from raw suppliers

Biliverdine(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC2=C(C(=C(N2)C=C3C(=C(C(=O)N3)C)C=C)C)CCC(=O)O)NC1=CC4=NC(=O)C(=C4C)C=C)CCC(=O)O
• Uses: Precursor of Bilirubin. Formed in the body from hemoglobin Biliverdineis a precursor of Bilirubin. Biliverdine is formed in the body from hemoglobin. The bile of amphibia and of birds contains Biliverdine only. Biliverdine is a precursor of Bilirubin. Biliverdine is formed in the body from hemoglobin. The bile of amphibians and of birds contains Biliverdine only. It is also an inhibitor for hepatitis C virus.

Technology Process of Uteroverdine

There total 11 articles about Uteroverdine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

α-biliverdin-IX dimethyl ester (10035-62-8) → 3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid (114-25-0,493-89-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; for 4h; Ambient temperature;

Reference yield:

bilirubin dimethylester (19792-68-8) → biliverdin-XIIIα (28022-06-2) + biliverdin-XIIIα (28022-07-3) + 3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid (114-25-0,493-89-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dimethyl sulfoxide; at 20 ℃; for 0.0166667h; Title compound not separated from byproducts;

DOI:10.1007/BF00810844

Reference yield:

carbonylverdohaemochrome → 3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid (114-25-0,493-89-0)

Guidance literature:

Multi-step reaction with 4 steps

2: chloroform

3: oxygen / chloroform

4: acid / chloroform

With oxygen; acid; In chloroform;

upstream raw materials:

α-biliverdin-IX dimethyl ester

bilirubin

bilirubin dimethylester

bilirubin

Downstream raw materials:

C₅₃H₅₆N₆O₈

biliverdin-IXα bis<(S)-proline benzyl ester>

C₅₁H₅₆N₆O₄

biliverdin-IXα bis<(S)-phenylalanine t-butyl ester>

Refernces

• 1、 -. "Bilirubin oxidase from Magnaporthe oryzae and applications thereof". Page/Page column 11-12. . Retrieved 2016/03/13.
• 2、 Acero, C.,Ribo, J. M.,Sole, R.,Trull, F. R.. "Reactivity of Pyrrole Pigments, Part 15: On the Oxidation of Bilirubins and Biliverdins". . p. 401 - 418. Retrieved 2007/10/02.