Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2009-07-25 00:10:16 UTC |
---|
Update Date | 2022-03-07 02:51:27 UTC |
---|
HMDB ID | HMDB0012941 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Estrone-2,3-quinone |
---|
Description | Estrogen 2,3- and 3,4-quinones are reactive species toward nucleophiles and Michael acceptors. As such, they can bind to DNA and induce cellular damages.Tumors may arise in cells covalently damaged by the free radicals or by the quinones and stimulated to proliferate by hormone receptor-mediated. processes. This hypothesis is supported by the correlation between quinone formation, 8-hydroxylation of guanine bases of DNA and tumor incidence of 4- versus 2-hydroxylated estrogen metabolites. Moreover, estrone-3,4-quinone, but not. estrone-2,3-quinone, induced liver tumors in mice. |
---|
Structure | C[C@]12CCC3C(CCC4=CC(=O)C(=O)C=C34)C1CCC2=O InChI=1S/C18H20O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14H,2-7H2,1H3/t11?,12?,14?,18-/m0/s1 |
---|
Synonyms | Value | Source |
---|
Catecholestrogen quinone | HMDB |
|
---|
Chemical Formula | C18H20O3 |
---|
Average Molecular Weight | 284.3496 |
---|
Monoisotopic Molecular Weight | 284.141244506 |
---|
IUPAC Name | (15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,6-diene-4,5,14-trione |
---|
Traditional Name | (15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,6-diene-4,5,14-trione |
---|
CAS Registry Number | 40551-33-5 |
---|
SMILES | C[C@]12CCC3C(CCC4=CC(=O)C(=O)C=C34)C1CCC2=O |
---|
InChI Identifier | InChI=1S/C18H20O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14H,2-7H2,1H3/t11?,12?,14?,18-/m0/s1 |
---|
InChI Key | WFPLOQDPWXNOST-PEDDLLMLSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Steroids and steroid derivatives |
---|
Sub Class | Estrane steroids |
---|
Direct Parent | Estrogens and derivatives |
---|
Alternative Parents | |
---|
Substituents | - Estrogen-skeleton
- 2-oxosteroid
- Oxosteroid
- 17-oxosteroid
- 3-oxosteroid
- Cyclic ketone
- Ketone
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic homopolycyclic compound
|
---|
Molecular Framework | Aliphatic homopolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | |
---|
Role | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Estrone-2,3-quinone,1TMS,isomer #1 | C[C@]12CCC3C4=CC(=O)C(=O)C=C4CCC3C1CC=C2O[Si](C)(C)C | 2797.2 | Semi standard non polar | 33892256 | Estrone-2,3-quinone,1TMS,isomer #1 | C[C@]12CCC3C4=CC(=O)C(=O)C=C4CCC3C1CC=C2O[Si](C)(C)C | 2521.1 | Standard non polar | 33892256 | Estrone-2,3-quinone,1TMS,isomer #1 | C[C@]12CCC3C4=CC(=O)C(=O)C=C4CCC3C1CC=C2O[Si](C)(C)C | 3303.1 | Standard polar | 33892256 | Estrone-2,3-quinone,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CCC2C3CCC4=CC(=O)C(=O)C=C4C3CC[C@]12C | 3024.8 | Semi standard non polar | 33892256 | Estrone-2,3-quinone,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CCC2C3CCC4=CC(=O)C(=O)C=C4C3CC[C@]12C | 2722.4 | Standard non polar | 33892256 | Estrone-2,3-quinone,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CCC2C3CCC4=CC(=O)C(=O)C=C4C3CC[C@]12C | 3501.4 | Standard polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Estrone-2,3-quinone GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4l-0590000000-8c8c122e6d9b125e2f7f | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Estrone-2,3-quinone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Estrone-2,3-quinone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 10V, Negative-QTOF | splash10-001i-0090000000-b52ab2d316b4a1905ea3 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 20V, Negative-QTOF | splash10-001i-0090000000-875af10e53aa400e62ab | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 40V, Negative-QTOF | splash10-0lg0-0090000000-11e6d40e9af6a5876328 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 10V, Negative-QTOF | splash10-001i-0090000000-78a425e25a58a7330ede | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 20V, Negative-QTOF | splash10-001i-0090000000-1cce43a24f2838cc9557 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 40V, Negative-QTOF | splash10-0fai-0190000000-a9d81c8838a462df3bcc | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 10V, Positive-QTOF | splash10-000i-0090000000-3640f8d8cf7d72931785 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 20V, Positive-QTOF | splash10-05n0-0290000000-ac6ebae2649658cc06a1 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 40V, Positive-QTOF | splash10-0udi-5590000000-bf0202392e0921e34265 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 10V, Positive-QTOF | splash10-000i-0090000000-8cb5c211dee4a6b288ac | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 20V, Positive-QTOF | splash10-02t9-1590000000-ed6a18c605a9e5c85c55 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Estrone-2,3-quinone 40V, Positive-QTOF | splash10-004r-3920000000-f3aa5a90c960a060e7b0 | 2021-09-24 | Wishart Lab | View Spectrum |
|
---|