3-[5-(aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid

• ChemBase编号: 2021
• 分子式: C10H14N2O4
• 平均质量: 226.22916
• 单一同位素质量: 226.09535694
• SMILES: NCc1[nH]cc(CCC(=O)O)c1CC(=O)O
• Canonical SMILES: NCc1[nH]cc(c1CC(=O)O)CCC(=O)O
• InChI: InChI=1S/C10H14N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5,12H,1-4,11H2,(H,13,14)(H,15,16)
• InChIKey: QSHWIQZFGQKFMA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-[5-(aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid
• IUPAC传统名: porphobilinogen
• 别名: 紫质胆素原; 5-(Aminomethyl)-4-(carboxymethyl)-1H-pyrrole-3-propanoic acid; Porphobilinogen; 2-aminomethylpyrrol-3-acetic acid 4-propionic acid; 5-(Aminomethyl)-4-(carboxymethyl)-1H-pyrrole-3-propionic acid; PBG; Porphobilinogen; 5-[Aminomethyl]-4-[carboxymethyl]-1H-pyrrole-3-propanoic acid

登记号

• CAS号: 487-90-1
• EC号: 207-666-3
• MDL号: MFCD00005224
• Beilstein号: 220051
• PubChem SID: 46505854; 24898159; 160965476
• PubChem CID: 1021
• DrugBank ID: DB02272
• 医学主题词(MeSH): Porphobilinogen
• 维基百科标题: Porphobilinogen

理论计算性质

JChem

• Acid pKa: 3.6647267
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -3.5743368
• LogD (pH = 7.4): -5.3416476
• Log P: -2.6799998
• 摩尔折射率: 56.3839 cm^3
• 极化性: 21.7231 Å^3
• 极化表面积: 116.41 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -2.4
• LOG S: -1.92
• 溶解度: 2.72e+00 g/l

分子性质

理化性质

• 外观: powder

安全信息

• 保存条件: 0°C
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C10H14N2O4

详细说明

MP Biomedicals - 02156336

Pink crystals.

DrugBank - DB02272

• Drug Groups: experimental
• Description: Porphobilinogen is a pyrrole involved in porphyrin metabolism. It is generated by the enzyme ALA dehydratase, and converted into hydroxymethyl bilane by the enzyme porphobilinogen deaminase.
• External Links: Wikipedia

Sigma Aldrich - P1134

Biochem/physiol Actions
Intermediate in the biosynthesis of heme.
Preparation Note
Enzymatically prepared.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P1134.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 81480

Other Notes
Substrate for determining porphobilinogen deaminase activities in human erythrocytes, brain, liver etc.1

Toronto Research Chemicals - P689500

An intermediate in the biosynthesis of Heme, found in the urine of patients with acute porphyria.

参考文献

• Westall, et al.: Nature, 170, 614 (1952)
• Cookson, R., et al.: Biochem, J., 57, 476 (1952)
• MacDonald, J., Can. J. Chem., 35, 715 (1952)