Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 18:09:28 UTC |
---|
Update Date | 2022-03-07 02:53:42 UTC |
---|
HMDB ID | HMDB0033425 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Tsugaric acid A 21-glucosyl ester |
---|
Description | Tsugaric acid A 21-glucosyl ester belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Tsugaric acid A 21-glucosyl ester is an extremely weak basic (essentially neutral) compound (based on its pKa). |
---|
Structure | CC(C)=CCCC(C1CCC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3)C(=O)OC1OC(CO)C(O)C(O)C1O InChI=1S/C38H60O9/c1-21(2)10-9-11-23(33(44)47-34-32(43)31(42)30(41)27(20-39)46-34)24-14-18-38(8)26-12-13-28-35(4,5)29(45-22(3)40)16-17-36(28,6)25(26)15-19-37(24,38)7/h10,23-24,27-32,34,39,41-43H,9,11-20H2,1-8H3 |
---|
Synonyms | Value | Source |
---|
Tsugarate a 21-glucosyl ester | Generator | 3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-[5-(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-6-methylhept-5-enoic acid | Generator |
|
---|
Chemical Formula | C38H60O9 |
---|
Average Molecular Weight | 660.8776 |
---|
Monoisotopic Molecular Weight | 660.423733518 |
---|
IUPAC Name | 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-[5-(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-6-methylhept-5-enoate |
---|
Traditional Name | 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-[5-(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-6-methylhept-5-enoate |
---|
CAS Registry Number | 205119-13-7 |
---|
SMILES | CC(C)=CCCC(C1CCC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3)C(=O)OC1OC(CO)C(O)C(O)C1O |
---|
InChI Identifier | InChI=1S/C38H60O9/c1-21(2)10-9-11-23(33(44)47-34-32(43)31(42)30(41)27(20-39)46-34)24-14-18-38(8)26-12-13-28-35(4,5)29(45-22(3)40)16-17-36(28,6)25(26)15-19-37(24,38)7/h10,23-24,27-32,34,39,41-43H,9,11-20H2,1-8H3 |
---|
InChI Key | LVGXQNCCBAHXHL-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Triterpenoids |
---|
Direct Parent | Triterpenoids |
---|
Alternative Parents | Not Available |
---|
Substituents | Not Available |
---|
Molecular Framework | Aliphatic heteropolycyclic 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 | 188 - 190 °C | 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 |
---|
Tsugaric acid A 21-glucosyl ester,1TMS,isomer #1 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C1(C)CC3 | 4770.1 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,1TMS,isomer #2 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C1(C)CC3 | 4756.3 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,1TMS,isomer #3 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C1(C)CC3 | 4750.2 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,1TMS,isomer #4 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C1(C)CC3 | 4743.5 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TMS,isomer #1 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C1(C)CC3 | 4689.3 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TMS,isomer #2 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C1(C)CC3 | 4694.0 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TMS,isomer #3 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C1(C)CC3 | 4687.3 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TMS,isomer #4 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C1(C)CC3 | 4668.9 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TMS,isomer #5 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C1(C)CC3 | 4665.4 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TMS,isomer #6 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1(C)CC3 | 4671.0 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,3TMS,isomer #1 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C1(C)CC3 | 4643.8 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,3TMS,isomer #2 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C1(C)CC3 | 4626.3 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,3TMS,isomer #3 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1(C)CC3 | 4626.7 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,3TMS,isomer #4 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1(C)CC3 | 4616.2 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,1TBDMS,isomer #1 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C1(C)CC3 | 4983.0 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,1TBDMS,isomer #2 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C1(C)CC3 | 4999.8 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,1TBDMS,isomer #3 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C1(C)CC3 | 4986.6 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,1TBDMS,isomer #4 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C1(C)CC3 | 4989.0 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TBDMS,isomer #1 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C1(C)CC3 | 5140.1 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TBDMS,isomer #2 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C1(C)CC3 | 5144.9 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TBDMS,isomer #3 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C1(C)CC3 | 5135.3 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TBDMS,isomer #4 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C1(C)CC3 | 5139.4 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TBDMS,isomer #5 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C1(C)CC3 | 5140.6 | Semi standard non polar | 33892256 | Tsugaric acid A 21-glucosyl ester,2TBDMS,isomer #6 | CC(=O)OC1CCC2(C)C3=C(CCC2C1(C)C)C1(C)CCC(C(CCC=C(C)C)C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C1(C)CC3 | 5141.9 | Semi standard non polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (Non-derivatized) - 70eV, Positive | splash10-0mwd-9401328000-330b6911305c23c4fcd6 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_1_4) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_2_1) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_2_2) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_2_3) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_2_4) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_2_5) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_2_6) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_3_1) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_3_2) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_3_3) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TMS_3_4) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TBDMS_1_4) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TBDMS_2_2) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TBDMS_2_3) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TBDMS_2_4) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TBDMS_2_5) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tsugaric acid A 21-glucosyl ester GC-MS (TBDMS_2_6) - 70eV, Positive | Not Available | 2021-10-17 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 10V, Positive-QTOF | splash10-03ea-0200905000-318d7dc0db6970c495d0 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 20V, Positive-QTOF | splash10-053s-1201902000-e140be95d4b6d02120cd | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 40V, Positive-QTOF | splash10-000b-2202901000-393628f6b81587451583 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 10V, Negative-QTOF | splash10-054k-2100916000-c4bd952e987837d0392f | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 20V, Negative-QTOF | splash10-0002-5500912000-f243f3a640954effa8ec | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 40V, Negative-QTOF | splash10-052g-9200710000-986e6a0ab342532d0df9 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 10V, Positive-QTOF | splash10-0il0-0001498000-c603339f918d8ba1a5da | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 20V, Positive-QTOF | splash10-052e-9853414000-a85a3eaa3a2c34a3f0bf | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 40V, Positive-QTOF | splash10-0005-6729000000-45ad97095808cca28eff | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 10V, Negative-QTOF | splash10-0a4i-9400107000-c3bcc42fc5cbbec19469 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 20V, Negative-QTOF | splash10-0a4i-9000111000-62763b954fb29246d539 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tsugaric acid A 21-glucosyl ester 40V, Negative-QTOF | splash10-0a4i-9300600000-704c201d5cb836eb148d | 2021-09-25 | Wishart Lab | View Spectrum |
|
---|