CAS 22150-76-1|6-Biopterin
| Common Name | 6-Biopterin | ||
|---|---|---|---|
| CAS Number | 22150-76-1 | Molecular Weight | 237.215 |
| Density | 1.9±0.1 g/cm3 | Boiling Point | 563.4±60.0 °C at 760 mmHg |
| Molecular Formula | C9H11N5O3 | Melting Point | >210°C dec. |
| MSDS | ChineseUSA | Flash Point | 294.5±32.9 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | biopterin |
|---|---|
| Synonym | More Synonyms |
6-Biopterin BiologicalActivity
| Description | 6-Biopterin (L-Biopterin), a pterin derivative, is a NO synthase cofactor. |
|---|---|
| Related Catalog | Signaling Pathways >>Immunology/Inflammation >>NO SynthaseNatural Products >>Saccharides and GlycosidesResearch Areas >>CancerResearch Areas >>Neurological Disease |
| Target | Human Endogenous Metabolite |
| In Vitro | 6-biopterin is extremely cytotoxic to human melanocytes under in vitro conditions. Thioredoxin reductase has the capacity to reduce 6-biopterin to q-BH2 where further reduction to 6-BH4 follows via dihydropteridine reductase or reduced glutathione. (6R)5,6,7,8 tetrahydrobiopterin undergoes redox-cycling by its oxidation to quinonoid dihydrobiopterin and to 6-biopterin through consecutive two electron oxidation reactions[1]. |
| References | [1]. Schallreuter KU, et al. Cytotoxicity of 6-biopterin to human melanocytes. Biochem Biophys Res Commun. 1994 Oct 14;204(1):43-8. |
Chemical & Physical Properties
| Density | 1.9±0.1 g/cm3 |
|---|---|
| Boiling Point | 563.4±60.0 °C at 760 mmHg |
| Melting Point | >210°C dec. |
| Molecular Formula | C9H11N5O3 |
| Molecular Weight | 237.215 |
| Flash Point | 294.5±32.9 °C |
| Exact Mass | 237.086182 |
| PSA | 138.01000 |
| LogP | -3.84 |
| Vapour Pressure | 0.0±1.6 mmHg at 25°C |
| Index of Refraction | 1.822 |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD - Lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >3 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 879 mg/kg
- TOXIC EFFECTS :
- Kidney, Ureter, Bladder - changes in bladder weight Endocrine - changes in spleen weight
MUTATION DATA - TEST SYSTEM :
- Insect - Drosophila melanogaster
- DOSE/DURATION :
- 10 ug/L
- REFERENCE :
- MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 128,147,1984
- TEST SYSTEM :
- Insect - Drosophila melanogaster
- DOSE/DURATION :
- 10 ug/L
- REFERENCE :
- MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 128,147,1984
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi:Irritant; |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26-S36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | UO3506000 |
| HS Code | 2933990090 |
Customs
| HS Code | 2933990090 |
|---|---|
| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Articles52
More Articles| Circulating tetrahydrobiopterin as a novel biomarker for abdominal aortic aneurysm. Am. J. Physiol. Heart Circ. Physiol. 307(11) , H1559-64, (2014) Rupture of abdominal aortic aneurysm (AAA) is unpredictable and lethal. A clinically valid biomarker to monitor the disease has not been available. Based on our recent discoveries that uncoupled endot... | |
| Phenylalanine hydroxylase: function, structure, and regulation. IUBMB Life 65(4) , 341-9, (2013) Mammalian phenylalanine hydroxylase (PAH) catalyzes the rate-limiting step in the phenylalanine catabolism, consuming about 75% of the phenylalanine input from the diet and protein catabolism under ph... | |
| Communication between the zinc and tetrahydrobiopterin binding sites in nitric oxide synthase. Biochemistry 53(25) , 4216-23, (2014) The nitric oxide synthase (NOS) dimer is stabilized by a Zn(2+) ion coordinated to four symmetry-related Cys residues exactly along the dimer 2-fold axis. Each of the two essential tetrahydrobiopterin... |
Synonyms
| D-erythro-Biopterin |
| 2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]-4(1H)-pteridinone |
| 4(1H)-Pteridinone, 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]- |
| 2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]pteridin-4(8H)-one |
| biopterin |
| MFCD00036787 |
| 1,2-Propanediol, 1-(1,2-dihydro-4-hydroxy-2-imino-6-pteridinyl)-, (1R,2S)- |
| L-Biopterin |
| Pterin HB2 |
| pterinhb2 |
| (-)-Biopterin |
| L-Erythro-Biopterin |
| 6-BIOPTERIN |
| EINECS 244-807-8 |
| (1R,2S)-1-(4-Hydroxy-2-imino-1,2-dihydro-6-pteridinyl)-1,2-propanediol |
| [S-(R*,S*)]-2-Amino-6-(1,2-dihydroxypropyl)-4(1H)-pteridinone |
| (1'S,2'R)-Biopterin |
| Pterin H B2 |
