| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:52:10 UTC |
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| Update Date | 2020-05-11 20:23:12 UTC |
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| BMDB ID | BMDB0002178 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | 3a,7a,12a-Trihydroxy-5b-cholestanoyl-CoA |
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| Description | 3a,7a,12a-Trihydroxy-5b-cholestanoyl-CoA, also known as 3,7,12-trihydroxycoprostanoyl-CoA or thca-CoA, belongs to the class of organic compounds known as 2,3,4-saturated fatty acyl coas. These are acyl-CoAs carrying a 2,3,4-saturated fatty acyl chain. 3a,7a,12a-Trihydroxy-5b-cholestanoyl-CoA is a strong basic compound (based on its pKa). |
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| Structure | |
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| Synonyms | | Value | Source |
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| 3,7,12-Trihydroxy-5beta-cholestanoyl-CoA | ChEBI | | 3,7,12-Trihydroxycholestan-26-oyl-CoA | ChEBI | | 3,7,12-Trihydroxycoprostanoyl-CoA | ChEBI | | 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-26-oyl-coenzyme A | ChEBI | | 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-CoA | ChEBI | | 3alpha,7alpha,12alpha-Trihydroxycoprostanoyl-CoA | ChEBI | | S-(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholestane-26-thioate | ChEBI | | S-(3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl)-coenzyme A | ChEBI | | THCA-CoA | ChEBI | | Trihydroxycoprostanoyl-CoA | ChEBI | | 3,7,12-Trihydroxy-5b-cholestanoyl-CoA | Generator | | 3,7,12-Trihydroxy-5β-cholestanoyl-CoA | Generator | | 3a,7a,12a-Trihydroxy-5b-cholestan-26-oyl-coenzyme A | Generator | | 3Α,7α,12α-trihydroxy-5β-cholestan-26-oyl-coenzyme A | Generator | | 3Α,7α,12α-trihydroxy-5β-cholestanoyl-CoA | Generator | | 3a,7a,12a-Trihydroxycoprostanoyl-CoA | Generator | | 3Α,7α,12α-trihydroxycoprostanoyl-CoA | Generator | | S-(3a,5b,7a,12a)-3,7,12-Trihydroxycholestane-26-thioate | Generator | | S-(3a,5b,7a,12a)-3,7,12-Trihydroxycholestane-26-thioic acid | Generator | | S-(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholestane-26-thioic acid | Generator | | S-(3Α,5β,7α,12α)-3,7,12-trihydroxycholestane-26-thioate | Generator | | S-(3Α,5β,7α,12α)-3,7,12-trihydroxycholestane-26-thioic acid | Generator | | S-(3a,7a,12a-Trihydroxy-5b-cholestanoyl)-coenzyme A | Generator | | S-(3Α,7α,12α-trihydroxy-5β-cholestanoyl)-coenzyme A | Generator | | (25R)-3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta-cholestan-26-oyl-CoA | HMDB | | (25R)-3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta-cholestan-26-oyl-coenzyme A | HMDB | | (25R)-3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta-cholestanoyl-CoA | HMDB | | (25R)-3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta-cholestanoyl-coenzyme A | HMDB | | 25(S)-3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-26-oyl-CoA | HMDB | | 25(S)-3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-26-oyl-coenzyme A | HMDB | | 25(S)-3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-CoA | HMDB | | 25(S)-3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-coenzyme A | HMDB | | 25(S)-5beta-Cholestane-3alpha,7alpha,12alpha-triol-26-oyl-CoA | HMDB | | 25(S)-5beta-Cholestane-3alpha,7alpha,12alpha-triol-26-oyl-coenzyme A | HMDB | | 25(S)-Trihydroxycoprostanoyl-CoA | HMDB | | 25(S)-Trihydroxycoprostanoyl-coenzyme A | HMDB | | 3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta- cholanoyl-CoA | HMDB | | 3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta- cholanoyl-coenzyme A | HMDB | | 3a,7a,12a-Trihydroxy-5b-cholestan-26-oyl-CoA | HMDB | | 3a,7a,12a-Trihydroxy-5b-cholestanoate | HMDB | | 3a,7a,12a-Trihydroxy-5b-cholestanoic acid | HMDB | | 3a,7a,12a-Trihydroxy-5b-cholestanoic acid coenzyme A ester | HMDB | | 3a,7a,12a-Trihydroxy-5b-cholestanoyl CoA | HMDB | | 3a,7a,12a-Trihydroxy-5b-cholestanoyl coenzyme A | HMDB | | 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-CoA(S) | HMDB | | 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-coenzyme A | HMDB | | 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-coenzyme A(S) | HMDB | | S-(3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl)-coenzyme | HMDB | | S-TrHCCoA | HMDB | | S-TRHCcoenzyme A | HMDB | | 3alpha,7alpha,12alpha-Trihydroxy-5 beta-cholestan-26-oyl-coenzyme A | HMDB | | 3Α,7α,12α-trihydroxy-5β-cholestan-26-oyl-CoA | HMDB | | 3a,7a,12a-Trihydroxy-5b-cholestanoyl-CoA | Generator |
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| Chemical Formula | C48H80N7O20P3S |
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| Average Molecular Weight | 1200.17 |
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| Monoisotopic Molecular Weight | 1199.439168261 |
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| IUPAC Name | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(6R)-2-methyl-6-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]heptanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid |
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| Traditional Name | trihydroxycoprostanoyl-coa |
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| CAS Registry Number | 57458-60-3 |
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| SMILES | [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12 |
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| InChI Identifier | InChI=1S/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26?,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 |
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| InChI Key | MNYDLIUNNOCPHG-TUTZYBGQSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as 2,3,4-saturated fatty acyl coas. These are acyl-CoAs carrying a 2,3,4-saturated fatty acyl chain. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Fatty Acyls |
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| Sub Class | Fatty acyl thioesters |
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| Direct Parent | 2,3,4-saturated fatty acyl CoAs |
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| Alternative Parents | |
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| Substituents | - Coenzyme a or derivatives
- Steroidal glycoside
- Purine ribonucleoside diphosphate
- Purine ribonucleoside bisphosphate
- Purine ribonucleoside 3',5'-bisphosphate
- Trihydroxy bile acid, alcohol, or derivatives
- Hydroxy bile acid, alcohol, or derivatives
- Cholane-skeleton
- Bile acid, alcohol, or derivatives
- 7-hydroxysteroid
- 12-hydroxysteroid
- 3-alpha-hydroxysteroid
- 3-hydroxysteroid
- Hydroxysteroid
- Steroid
- Pentose-5-phosphate
- Ribonucleoside 3'-phosphate
- Pentose phosphate
- Beta amino acid or derivatives
- Glycosyl compound
- N-glycosyl compound
- Monosaccharide phosphate
- Organic pyrophosphate
- 6-aminopurine
- Pentose monosaccharide
- Imidazopyrimidine
- Purine
- Monoalkyl phosphate
- Aminopyrimidine
- Pyrimidine
- Monosaccharide
- N-acyl-amine
- N-substituted imidazole
- Organic phosphoric acid derivative
- Alkyl phosphate
- Fatty amide
- Phosphoric acid ester
- Imidolactam
- Tetrahydrofuran
- Imidazole
- Cyclic alcohol
- Azole
- Heteroaromatic compound
- Carboxamide group
- Secondary carboxylic acid amide
- Secondary alcohol
- Carbothioic s-ester
- Amino acid or derivatives
- Thiocarboxylic acid ester
- Sulfenyl compound
- Organoheterocyclic compound
- Thiocarboxylic acid or derivatives
- Polyol
- Azacycle
- Oxacycle
- Carboxylic acid derivative
- Amine
- Carbonyl group
- Organic oxygen compound
- Organic nitrogen compound
- Primary amine
- Organopnictogen compound
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Alcohol
- Organic oxide
- Hydrocarbon derivative
- 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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| 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
- Endoplasmic reticulum
- Membrane
- Mitochondria
- Peroxisome
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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 | | Spectrum Type | Description | Splash Key | |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-01p9-1900012000-306bbd9daf9f3318488f | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0900225000-5921e3d880e90914438a | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-000i-1900011000-2ed71fabf2f55178e416 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-2900431400-f45d721b96129ae4c7d2 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-001i-3900121010-72e4566fdab381ea4026 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-057i-5900100000-e150ebc7a1e6891987bf | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0ue9-0690000000-9511f86a77e29df0eab8 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0hh9-0930101412-831129ba600b9e4cdde6 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-0000119000-703112fba47fc9c4cae0 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0900000000-ff1027fae88dfc628fbb | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000t-2900401100-77c6c146b20b0be5989c | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0171-6705703900-142e3b567367b3ed6035 | View in MoNA |
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| 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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