| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-10-03 18:04:15 UTC |
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| Update Date | 2020-05-11 20:42:05 UTC |
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| BMDB ID | BMDB0010318 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Pregnanediol-3-glucuronide |
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| Description | Pregnanediol 3-O-glucuronide belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Pregnanediol 3-O-glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | |
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| Synonyms | | Value | Source |
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| 5 beta-Pregnane-3 alpha, 20 alpha-diol-3 alpha-glucuronide | HMDB | | Pregnanediol-3 alpha-glucuronide, (3alpha,5alpha,20S)-isomer | HMDB | | 20 alpha-Hydroxy-5 beta-pregnan-3 alpha-yl-beta-D-glucopyranosiduronic acid | HMDB | | Pregnanediol-3 alpha-glucuronide | HMDB | | (2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-{[(1S,2S,5R,7R,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylate | HMDB | | Pregnanediol-3-glucuronide | HMDB | | (3alpha,5beta,20S)-20-Hydroxypregnan-3-yl beta-D-glucopyranosiduronic acid | HMDB | | (3Α,5β,20S)-20-hydroxypregnan-3-yl β-D-glucopyranosiduronic acid | HMDB | | 5beta-Pregnane-3alpha,20alpha-diol glucuronide | HMDB | | 5Β-pregnane-3α,20α-diol glucuronide | HMDB | | Pregnanediol 3-glucuronide | HMDB | | Pregnanediol 3alpha-monoglucuronide | HMDB | | Pregnanediol 3α-monoglucuronide | HMDB | | Pregnanediol-3alpha-glucuronide | HMDB | | Pregnanediol-3alpha-glucuronoside | HMDB | | Pregnanediol-3α-glucuronide | HMDB | | Pregnanediol-3α-glucuronoside | HMDB | | Pregnanediol 3-O-glucuronide | HMDB |
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| Chemical Formula | C27H44O8 |
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| Average Molecular Weight | 496.6335 |
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| Monoisotopic Molecular Weight | 496.303618384 |
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| IUPAC Name | (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,2S,5R,7R,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}oxane-2-carboxylic acid |
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| Traditional Name | (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,2S,5R,7R,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}oxane-2-carboxylic acid |
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| CAS Registry Number | Not Available |
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| SMILES | [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@]1([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)[C@H](C)O |
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| InChI Identifier | InChI=1S/C27H44O8/c1-13(28)17-6-7-18-16-5-4-14-12-15(8-10-26(14,2)19(16)9-11-27(17,18)3)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h13-23,25,28-31H,4-12H2,1-3H3,(H,32,33)/t13-,14+,15+,16-,17+,18-,19-,20-,21-,22+,23-,25+,26-,27+/m0/s1 |
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| InChI Key | ZFFFJLDTCLJDHL-JQYCEVDMSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Steroids and steroid derivatives |
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| Sub Class | Steroidal glycosides |
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| Direct Parent | Steroid glucuronide conjugates |
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| Alternative Parents | |
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| Substituents | - Steroid-glucuronide-skeleton
- 20-hydroxysteroid
- Pregnane-skeleton
- Hydroxysteroid
- 1-o-glucuronide
- O-glucuronide
- Glucuronic acid or derivatives
- Glycosyl compound
- O-glycosyl compound
- Beta-hydroxy acid
- Pyran
- Oxane
- Hydroxy acid
- Monosaccharide
- Secondary alcohol
- Organoheterocyclic compound
- Polyol
- Carboxylic acid derivative
- Carboxylic acid
- Acetal
- Oxacycle
- Monocarboxylic acid or derivatives
- Carbonyl group
- Organooxygen compound
- Organic oxygen compound
- Organic oxide
- Alcohol
- Hydrocarbon derivative
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic heteropolycyclic compounds |
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| External Descriptors | Not Available |
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| Ontology |
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| Status | Expected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | - Cell membrane
- Cytoplasm
- Membrane
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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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| Spectra |
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| Spectra | |
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