| Record Information |
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| Version | 4.0 |
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| Status | Expected but not Quantified |
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| Creation Date | 2013-06-12 17:33:29 UTC |
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| Update Date | 2019-07-23 07:14:34 UTC |
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| HMDB ID | HMDB0060548 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Dihydromorphine |
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| Description | Dihydromorphine, also known as paramorphan or 6α-hydromorphol, belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. Dihydromorphine is a very strong basic compound (based on its pKa). In humans, dihydromorphine is involved in dihydromorphine action pathway. A semisynthetic analgesic used in the study of narcotic receptors. The 7,8-double bond in morphine is reduced to a single bond to get dihydromorphine. Dihydromorphine is a semi-synthetic opioid structurally related to and derived from morphine. Dihydromorphine is a metabolite of Hydromorphone. It has abuse potential. |
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| Structure | |
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| Synonyms | | Value | Source |
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| Paramorphan | HMDB | | Paramorfan | HMDB | | (5alpha,6alpha)-4,5-Epoxy-17-methylmorphinan-3,6-diol | HMDB | | (5Α,6α)-4,5-epoxy-17-methylmorphinan-3,6-diol | HMDB | | 6alpha-7,8-Dihydromorphine | HMDB | | 6alpha-Hydromorphol | HMDB | | 6Α-7,8-dihydromorphine | HMDB | | 6Α-hydromorphol | HMDB | | 7,8-Dihydromorphine | HMDB | | DHM | HMDB | | Hydromorphine | HMDB | | alpha-Dihydromorphine | HMDB | | Α-dihydromorphine | HMDB | | Dihydromorphine | HMDB |
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| Chemical Formula | C17H21NO3 |
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| Average Molecular Weight | 287.3535 |
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| Monoisotopic Molecular Weight | 287.152143543 |
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| IUPAC Name | (1S,5R,13R,14S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,14-diol |
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| Traditional Name | (1S,5R,13R,14S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,14-diol |
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| CAS Registry Number | 509-60-4 |
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| SMILES | [H][C@@]12OC3=C4C(C[C@@]5([H])N(C)CC[C@@]14[C@@]5([H])CC[C@@H]2O)=CC=C3O |
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| InChI Identifier | InChI=1S/C17H21NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2,4,10-11,13,16,19-20H,3,5-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1 |
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| InChI Key | IJVCSMSMFSCRME-KBQPJGBKSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. |
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| Kingdom | Organic compounds |
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| Super Class | Alkaloids and derivatives |
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| Class | Morphinans |
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| Sub Class | Not Available |
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| Direct Parent | Morphinans |
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| Alternative Parents | |
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| Substituents | - Morphinan
- Phenanthrene
- Tetralin
- Coumaran
- Alkyl aryl ether
- 1-hydroxy-2-unsubstituted benzenoid
- Aralkylamine
- Piperidine
- Benzenoid
- Cyclic alcohol
- Secondary alcohol
- Tertiary aliphatic amine
- Tertiary amine
- Ether
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Organic oxygen compound
- Hydrocarbon derivative
- Organopnictogen compound
- Amine
- Alcohol
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Disposition | Source: Biological location: |
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| Process | Naturally occurring process: |
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| Role | Industrial application: Biological role: |
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| Physical Properties |
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| State | Not Available |
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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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| | Spectrum Type | Description | Splash Key | View |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0006-2090000000-64b6783f4c86622fea8f | Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive | splash10-01di-6309700000-61de6f13f6659db9e236 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0090000000-504a9b2ff60a0d7f4411 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0090000000-c3e1bdcbec4cf28275c3 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0kfx-4090000000-27a1656cb074b87c4b26 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0090000000-6acbb360a4571844e9a1 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-0090000000-6757484a2717da0640a0 | Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00bc-0290000000-a1dc3f7fe7b08229191d | Spectrum |
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