| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-06 14:36:30 UTC |
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| Updated at | 2022-09-06 14:36:30 UTC |
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| NP-MRD ID | NP0233119 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (2r,7s)-7-{[(2e,4r,5s)-4,5-dihydroxyhex-2-enoyl]oxy}-4-oxo-2-[(1s,2s,5s,6r,7e,11s,15s,16s,19s,22e,24r,25s)-6,16,24-trihydroxy-5,11,19,25-tetramethyl-3,9,14,21,27,28-hexaoxo-4,10,20,26-tetraoxatricyclo[14.11.1.0²,¹⁵]octacosa-7,22-dien-1-yl]octanoic acid |
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| Description | Acaulin B belongs to the class of organic compounds known as hexacarboxylic acids and derivatives. These are carboxylic acids containing exactly six carboxyl groups. (2r,7s)-7-{[(2e,4r,5s)-4,5-dihydroxyhex-2-enoyl]oxy}-4-oxo-2-[(1s,2s,5s,6r,7e,11s,15s,16s,19s,22e,24r,25s)-6,16,24-trihydroxy-5,11,19,25-tetramethyl-3,9,14,21,27,28-hexaoxo-4,10,20,26-tetraoxatricyclo[14.11.1.0²,¹⁵]octacosa-7,22-dien-1-yl]octanoic acid was first documented in 2018 (PMID: 29624065). Based on a literature review very few articles have been published on Acaulin B. |
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| Structure | C[C@@H](CCC(=O)C[C@@H](C(O)=O)[C@@]12[C@@H]3[C@H](C(=O)CC[C@H](C)OC(=O)\C=C\[C@@H](O)[C@H](C)OC3=O)[C@@](O)(CC[C@H](C)OC(=O)\C=C\[C@@H](O)[C@H](C)OC1=O)C2=O)OC(=O)\C=C\[C@@H](O)[C@H](C)O InChI=1S/C42H56O20/c1-20(58-32(49)14-11-28(45)23(4)43)7-9-26(44)19-27(37(52)53)42-36-35(31(48)10-8-21(2)59-33(50)15-12-29(46)24(5)61-38(36)54)41(57,39(42)55)18-17-22(3)60-34(51)16-13-30(47)25(6)62-40(42)56/h11-16,20-25,27-30,35-36,43,45-47,57H,7-10,17-19H2,1-6H3,(H,52,53)/b14-11+,15-12+,16-13+/t20-,21-,22-,23-,24-,25-,27-,28+,29+,30+,35-,36+,41-,42-/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C42H56O20 |
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| Average Mass | 880.8900 Da |
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| Monoisotopic Mass | 880.33649 Da |
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| IUPAC Name | (2R,7S)-7-{[(2E,4R,5S)-4,5-dihydroxyhex-2-enoyl]oxy}-4-oxo-2-[(1S,2S,5S,6R,7E,11S,15S,16S,19S,22E,24R,25S)-6,16,24-trihydroxy-5,11,19,25-tetramethyl-3,9,14,21,27,28-hexaoxo-4,10,20,26-tetraoxatricyclo[14.11.1.0^{2,15}]octacosa-7,22-dien-1-yl]octanoic acid |
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| Traditional Name | (2R,7S)-7-{[(2E,4R,5S)-4,5-dihydroxyhex-2-enoyl]oxy}-4-oxo-2-[(1S,2S,5S,6R,7E,11S,15S,16S,19S,22E,24R,25S)-6,16,24-trihydroxy-5,11,19,25-tetramethyl-3,9,14,21,27,28-hexaoxo-4,10,20,26-tetraoxatricyclo[14.11.1.0^{2,15}]octacosa-7,22-dien-1-yl]octanoic acid |
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| CAS Registry Number | Not Available |
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| SMILES | C[C@@H](CCC(=O)C[C@@H](C(O)=O)[C@@]12[C@@H]3[C@H](C(=O)CC[C@H](C)OC(=O)\C=C\[C@@H](O)[C@H](C)OC3=O)[C@@](O)(CC[C@H](C)OC(=O)\C=C\[C@@H](O)[C@H](C)OC1=O)C2=O)OC(=O)\C=C\[C@@H](O)[C@H](C)O |
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| InChI Identifier | InChI=1S/C42H56O20/c1-20(58-32(49)14-11-28(45)23(4)43)7-9-26(44)19-27(37(52)53)42-36-35(31(48)10-8-21(2)59-33(50)15-12-29(46)24(5)61-38(36)54)41(57,39(42)55)18-17-22(3)60-34(51)16-13-30(47)25(6)62-40(42)56/h11-16,20-25,27-30,35-36,43,45-47,57H,7-10,17-19H2,1-6H3,(H,52,53)/b14-11+,15-12+,16-13+/t20-,21-,22-,23-,24-,25-,27-,28+,29+,30+,35-,36+,41-,42-/m0/s1 |
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| InChI Key | LTVAKGJIXKXNFK-GLBGUGPRSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | Not Available |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as hexacarboxylic acids and derivatives. These are carboxylic acids containing exactly six carboxyl groups. |
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| Kingdom | Organic compounds |
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| Super Class | Organic acids and derivatives |
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| Class | Carboxylic acids and derivatives |
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| Sub Class | Hexacarboxylic acids and derivatives |
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| Direct Parent | Hexacarboxylic acids and derivatives |
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| Alternative Parents | |
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| Substituents | - Hexacarboxylic acid or derivatives
- Macrolide
- Gamma-keto acid
- Fatty acid ester
- Fatty acyl
- Keto acid
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Tertiary alcohol
- Cyclic alcohol
- Secondary alcohol
- Lactone
- Ketone
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Carboxylic acid
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic heteropolycyclic compounds |
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| External Descriptors | Not Available |
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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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