Record Information |
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Version | 1.0 |
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Created at | 2020-04-17 18:41:16 UTC |
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Updated at | 2020-12-07 19:11:03 UTC |
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CannabisDB ID | CDB004831 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | Porphobilinogen |
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Description | Porphobilinogen, also known as PBG, belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Porphobilinogen is a very strong basic compound (based on its pKa). Porphobilinogen exists in all living species, ranging from bacteria to humans. porphobilinogen can be biosynthesized from 5-aminolevulinic acid through its interaction with the enzyme Delta-aminolevulinic acid dehydratase. A dicarboxylic acid that is pyrole bearing aminomethyl, carboxymethyl and 2-carboxyethyl substituents at positions 2, 3 and 4 respectively. In humans, porphobilinogen is involved in the metabolic disorder called congenital erythropoietic porphyria (cep) or gunther disease pathway. Outside of the human body, Porphobilinogen has been detected, but not quantified in, several different foods, such as endives, acerola, muscadine grapes, asian pears, and hard wheats. This could make porphobilinogen a potential biomarker for the consumption of these foods. Porphobilinogen is a potentially toxic compound. Porphobilinogen is expected to be in Cannabis as all living plants are known to produce and metabolize it. |
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Structure | |
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Synonyms | Value | Source |
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5-(Aminomethyl)-4-(carboxymethyl)-pyrrole-3-propionate | HMDB | 5-(Aminomethyl)-4-(carboxymethyl)-pyrrole-3-propionic acid | HMDB | PBG | HMDB | Porphobilinogen | HMDB |
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Chemical Formula | C10H14N2O4 |
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Average Molecular Weight | 226.23 |
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Monoisotopic Molecular Weight | 226.0954 |
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IUPAC Name | 3-[5-(aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid |
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Traditional Name | porphobilinogen |
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CAS Registry Number | 487-90-1 |
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SMILES | NCC1=C(CC(O)=O)C(CCC(O)=O)=CN1 |
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InChI Identifier | 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) |
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InChI Key | QSHWIQZFGQKFMA-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. |
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Kingdom | Organic compounds |
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Super Class | Organic nitrogen compounds |
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Class | Organonitrogen compounds |
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Sub Class | Amines |
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Direct Parent | Aralkylamines |
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Alternative Parents | |
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Substituents | - Aralkylamine
- Dicarboxylic acid or derivatives
- Substituted pyrrole
- Heteroaromatic compound
- Pyrrole
- Amino acid
- Amino acid or derivatives
- Carboxylic acid derivative
- Azacycle
- Carboxylic acid
- Organoheterocyclic compound
- Organopnictogen compound
- Primary amine
- Organooxygen compound
- Primary aliphatic amine
- Organic oxygen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Indirect biological role: Biological role: Industrial application: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | logP | Not Available | Not Available |
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Predicted Properties | [] |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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GC-MS | Porphobilinogen, 4 TMS, GC-MS Spectrum | splash10-001j-1923000000-70c31b91868484322655 | Spectrum | GC-MS | Porphobilinogen, non-derivatized, GC-MS Spectrum | splash10-001j-1923000000-70c31b91868484322655 | Spectrum | Predicted GC-MS | Porphobilinogen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-001i-3920000000-d4006159f28f6672d3a5 | Spectrum | Predicted GC-MS | Porphobilinogen, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0080-9071000000-ad88926555e7416fedb3 | Spectrum | Predicted GC-MS | Porphobilinogen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TBDMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Porphobilinogen, TBDMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-0a4i-0090000000-912aa953bdd13d6d18ca | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-00dl-1900000000-8a87960bb63c4915db22 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-006x-9500000000-c934217374e64d6edee3 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0udi-1910000000-4a59655d524261d288a0 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative | splash10-0a4i-9000000000-5a7fed67c4a8909b6d89 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 15V, negative | splash10-00xr-0910000000-79d39f97cef0385e0978 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 0V, negative | splash10-0fb9-0790000000-a3976589df77175b4e7b | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, negative | splash10-0fb9-0890000000-8659c76eb4cd3bbc050a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, negative | splash10-0ui0-0970000000-ace836f5bc7c40d838f3 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 4V, negative | splash10-0ufr-0970000000-34b54c13783e56f913ed | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 6V, negative | splash10-0udi-0920000000-ab742bdbcc6ad44ca7ad | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 8V, negative | splash10-0udi-0900000000-d9086599996dff3ecc2b | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 9V, negative | splash10-0udi-1900000000-ca027f0ab39ba0260c42 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 10V, negative | splash10-0zfr-4900000000-c5f999c0aa9c0e985528 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 13V, negative | splash10-0a4i-9700000000-c39abc4f07f6ba584489 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 14V, negative | splash10-0a4i-9400000000-6eece2186d7d8e426696 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 18V, negative | splash10-0a4i-9200000000-4b1d1515941d17b58cd8 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 15V, negative | splash10-0udi-0900000000-4211fc4d53d78720f632 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 15V, negative | splash10-0a4i-0900000000-3b3b751b5b26d5ba4273 | 2020-07-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4l-0980000000-423d28b762ba4c07586b | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03dl-0910000000-31575764ba8bd8d50279 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-074r-0900000000-9d96bd59f1a4371a8df4 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0059-0790000000-2cc911a67c1aa8e35d99 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-06ur-0940000000-2c3da60da6ab9523fbf3 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0bt9-4900000000-cf52dffb4284f9eeaa5d | 2015-05-27 | View Spectrum |
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