| Record Information |
|---|
| Version | 2.0 |
|---|
| Created at | 2022-09-10 13:25:14 UTC |
|---|
| Updated at | 2022-09-10 13:25:15 UTC |
|---|
| NP-MRD ID | NP0300815 |
|---|
| Secondary Accession Numbers | None |
|---|
| Natural Product Identification |
|---|
| Common Name | (1r)-1-[(1s,3r,4s,9r,13r,14r)-13-hydroxy-3-[(2r,5s)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-7,11-dioxo-2,6,10,17-tetraoxatricyclo[11.3.1.1¹,⁵]octadecan-9-yl]ethyl acetate |
|---|
| Description | Manauealide C belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (1r)-1-[(1s,3r,4s,9r,13r,14r)-13-hydroxy-3-[(2r,5s)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-7,11-dioxo-2,6,10,17-tetraoxatricyclo[11.3.1.1¹,⁵]octadecan-9-yl]ethyl acetate is found in Gracilaria coronopifolia. (1r)-1-[(1s,3r,4s,9r,13r,14r)-13-hydroxy-3-[(2r,5s)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-7,11-dioxo-2,6,10,17-tetraoxatricyclo[11.3.1.1¹,⁵]octadecan-9-yl]ethyl acetate was first documented in 1998 (PMID: 27392593). Based on a literature review very few articles have been published on Manauealide C. |
|---|
| Structure | CO[C@@H](CC[C@@H](C)[C@H]1O[C@@]23CC(OC(=O)C[C@@H](OC(=O)C[C@@](O)(O2)[C@H](C)CC3(C)C)[C@@H](C)OC(C)=O)[C@@H]1C)C1=CC=CC(O)=C1 InChI=1S/C34H50O11/c1-19(12-13-26(40-8)24-10-9-11-25(36)14-24)31-21(3)28-17-34(44-31)32(6,7)16-20(2)33(39,45-34)18-30(38)42-27(15-29(37)43-28)22(4)41-23(5)35/h9-11,14,19-22,26-28,31,36,39H,12-13,15-18H2,1-8H3/t19-,20-,21+,22-,26+,27-,28?,31-,33-,34+/m1/s1 |
|---|
| Synonyms | Not Available |
|---|
| Chemical Formula | C34H50O11 |
|---|
| Average Mass | 634.7630 Da |
|---|
| Monoisotopic Mass | 634.33531 Da |
|---|
| IUPAC Name | (1R)-1-[(1S,3R,4S,9R,13R,14R)-13-hydroxy-3-[(2R,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-7,11-dioxo-2,6,10,17-tetraoxatricyclo[11.3.1.1^{1,5}]octadecan-9-yl]ethyl acetate |
|---|
| Traditional Name | (1R)-1-[(1S,3R,4S,9R,13R,14R)-13-hydroxy-3-[(2R,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-7,11-dioxo-2,6,10,17-tetraoxatricyclo[11.3.1.1^{1,5}]octadecan-9-yl]ethyl acetate |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | CO[C@@H](CC[C@@H](C)[C@H]1O[C@@]23CC(OC(=O)C[C@@H](OC(=O)C[C@@](O)(O2)[C@H](C)CC3(C)C)[C@@H](C)OC(C)=O)[C@@H]1C)C1=CC=CC(O)=C1 |
|---|
| InChI Identifier | InChI=1S/C34H50O11/c1-19(12-13-26(40-8)24-10-9-11-25(36)14-24)31-21(3)28-17-34(44-31)32(6,7)16-20(2)33(39,45-34)18-30(38)42-27(15-29(37)43-28)22(4)41-23(5)35/h9-11,14,19-22,26-28,31,36,39H,12-13,15-18H2,1-8H3/t19-,20-,21+,22-,26+,27-,28?,31-,33-,34+/m1/s1 |
|---|
| InChI Key | TYIVYKUKAGDZDP-IKIQRMHMSA-N |
|---|
| Experimental Spectra |
|---|
|
| Not Available | | Predicted Spectra |
|---|
|
| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
|---|
| 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 |
|---|
|
| Not Available | | Species |
|---|
| Species of Origin | |
|---|
| Chemical Taxonomy |
|---|
| Description | Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Phenylpropanoids and polyketides |
|---|
| Class | Macrolides and analogues |
|---|
| Sub Class | Not Available |
|---|
| Direct Parent | Macrolides and analogues |
|---|
| Alternative Parents | |
|---|
| Substituents | - Macrolide
- Tricarboxylic acid or derivatives
- Benzylether
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Ketal
- Phenol
- Benzenoid
- Oxane
- Monocyclic benzene moiety
- Lactone
- Hemiacetal
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Ether
- Dialkyl ether
- Carboxylic acid derivative
- Acetal
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aromatic heteropolycyclic compound
|
|---|
| Molecular Framework | Aromatic heteropolycyclic compounds |
|---|
| External Descriptors | Not Available |
|---|
| Physical Properties |
|---|
| State | Not Available |
|---|
| Experimental 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 |
|
|---|
| Predicted Properties | |
|---|