Record Information |
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Version | 1.0 |
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Created at | 2022-04-28 15:04:45 UTC |
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Updated at | 2022-04-28 15:04:45 UTC |
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NP-MRD ID | NP0069725 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Clavosine C |
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Description | (2E,4E,6Z,8E,10R,11R,12S,13S,15S)-15-[(2R,3R,5S,7S,8S,9S)-7-[(2E)-3-{2-[(2S,4R)-4-{[(2S,3S,4S)-4-(dimethylamino)-1,2,3-trihydroxy-5-methoxypentylidene]amino}pentan-2-yl]-1,3-oxazol-4-yl}prop-2-en-1-yl]-4,4,8-trimethyl-3-(phosphonooxy)-9-{[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1,6-dioxaspiro[4.5]Decan-2-yl]-11,13-dihydroxy-15-methoxy-3,7,8,10,12-pentamethylpentadeca-2,4,6,8-tetraenimidic acid belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Clavosine C is found in Myriastra clavosa and Stelletta clavosa. Based on a literature review very few articles have been published on (2E,4E,6Z,8E,10R,11R,12S,13S,15S)-15-[(2R,3R,5S,7S,8S,9S)-7-[(2E)-3-{2-[(2S,4R)-4-{[(2S,3S,4S)-4-(dimethylamino)-1,2,3-trihydroxy-5-methoxypentylidene]amino}pentan-2-yl]-1,3-oxazol-4-yl}prop-2-en-1-yl]-4,4,8-trimethyl-3-(phosphonooxy)-9-{[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1,6-dioxaspiro[4.5]Decan-2-yl]-11,13-dihydroxy-15-methoxy-3,7,8,10,12-pentamethylpentadeca-2,4,6,8-tetraenimidic acid. |
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Structure | COC[C@@H]([C@H](O)[C@H](O)C(=O)N[C@H](C)C[C@H](C)C1=NC(\C=C\C[C@@H]2O[C@@]3(C[C@H](O[C@@H]4O[C@@H](C)[C@H](OC)[C@@H](OC)[C@H]4OC)[C@@H]2C)O[C@H]([C@H](C[C@H](O)[C@H](C)[C@H](O)[C@H](C)\C=C(/C)\C(\C)=C/C=C/C(/C)=C/C(N)=O)OC)[C@H](OP(O)(O)=O)C3(C)C)=CO1)N(C)C InChI=1S/C60H101N4O20P/c1-32(25-47(61)66)21-19-22-33(2)34(3)26-35(4)48(67)38(7)43(65)28-45(75-15)52-55(84-85(71,72)73)59(10,11)60(83-52)29-46(81-58-54(78-18)53(77-17)51(76-16)40(9)80-58)39(8)44(82-60)24-20-23-41-30-79-57(63-41)36(5)27-37(6)62-56(70)50(69)49(68)42(31-74-14)64(12)13/h19-23,25-26,30,35-40,42-46,48-55,58,65,67-69H,24,27-29,31H2,1-18H3,(H2,61,66)(H,62,70)(H2,71,72,73)/b21-19+,23-20+,32-25+,33-22-,34-26+/t35-,36+,37-,38+,39-,40+,42+,43+,44+,45+,46+,48-,49+,50+,51+,52-,53-,54-,55+,58+,60+/m1/s1 |
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Synonyms | Value | Source |
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(2E,4E,6Z,8E,10R,11R,12S,13S,15S)-15-[(2R,3R,5S,7S,8S,9S)-7-[(2E)-3-{2-[(2S,4R)-4-{[(2S,3S,4S)-4-(dimethylamino)-1,2,3-trihydroxy-5-methoxypentylidene]amino}pentan-2-yl]-1,3-oxazol-4-yl}prop-2-en-1-yl]-4,4,8-trimethyl-3-(phosphonooxy)-9-{[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1,6-dioxaspiro[4.5]decan-2-yl]-11,13-dihydroxy-15-methoxy-3,7,8,10,12-pentamethylpentadeca-2,4,6,8-tetraenimidate | Generator |
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Chemical Formula | C60H101N4O20P |
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Average Mass | 1229.4500 Da |
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Monoisotopic Mass | 1228.67468 Da |
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IUPAC Name | {[(2R,3R,5S,7S,8S,9S)-2-[(1S,3S,4S,5R,6R,7E,9Z,11E,13E)-14-carbamoyl-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyltetradeca-7,9,11,13-tetraen-1-yl]-7-[(2E)-3-{2-[(2S,4R)-4-[(2S,3S,4S)-4-(dimethylamino)-2,3-dihydroxy-5-methoxypentanamido]pentan-2-yl]-1,3-oxazol-4-yl}prop-2-en-1-yl]-4,4,8-trimethyl-9-{[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1,6-dioxaspiro[4.5]decan-3-yl]oxy}phosphonic acid |
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Traditional Name | [(2R,3R,5S,7S,8S,9S)-2-[(1S,3S,4S,5R,6R,7E,9Z,11E,13E)-14-carbamoyl-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyltetradeca-7,9,11,13-tetraen-1-yl]-7-[(2E)-3-{2-[(2S,4R)-4-[(2S,3S,4S)-4-(dimethylamino)-2,3-dihydroxy-5-methoxypentanamido]pentan-2-yl]-1,3-oxazol-4-yl}prop-2-en-1-yl]-4,4,8-trimethyl-9-{[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1,6-dioxaspiro[4.5]decan-3-yl]oxyphosphonic acid |
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CAS Registry Number | Not Available |
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SMILES | COC[C@@H]([C@H](O)[C@H](O)C(=O)N[C@H](C)C[C@H](C)C1=NC(\C=C\C[C@@H]2O[C@@]3(C[C@H](O[C@@H]4O[C@@H](C)[C@H](OC)[C@@H](OC)[C@H]4OC)[C@@H]2C)O[C@H]([C@H](C[C@H](O)[C@H](C)[C@H](O)[C@H](C)\C=C(/C)\C(\C)=C/C=C/C(/C)=C/C(N)=O)OC)[C@H](OP(O)(O)=O)C3(C)C)=CO1)N(C)C |
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InChI Identifier | InChI=1S/C60H101N4O20P/c1-32(25-47(61)66)21-19-22-33(2)34(3)26-35(4)48(67)38(7)43(65)28-45(75-15)52-55(84-85(71,72)73)59(10,11)60(83-52)29-46(81-58-54(78-18)53(77-17)51(76-16)40(9)80-58)39(8)44(82-60)24-20-23-41-30-79-57(63-41)36(5)27-37(6)62-56(70)50(69)49(68)42(31-74-14)64(12)13/h19-23,25-26,30,35-40,42-46,48-55,58,65,67-69H,24,27-29,31H2,1-18H3,(H2,61,66)(H,62,70)(H2,71,72,73)/b21-19+,23-20+,32-25+,33-22-,34-26+/t35-,36+,37-,38+,39-,40+,42+,43+,44+,45+,46+,48-,49+,50+,51+,52-,53-,54-,55+,58+,60+/m1/s1 |
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InChI Key | YTSZONUMWPRLEY-RJIDSUKNSA-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, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, 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 | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Terpene glycosides |
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Direct Parent | Terpene glycosides |
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Alternative Parents | |
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Substituents | - Terpene glycoside
- O-glycosyl compound
- Glycosyl compound
- Monoterpenoid
- Aromatic monoterpenoid
- Monoalkyl phosphate
- 2,4-disubstituted 1,3-oxazole
- Ketal
- Fatty amide
- Phosphoric acid ester
- Monosaccharide
- Fatty acyl
- Alkyl phosphate
- N-acyl-amine
- Organic phosphoric acid derivative
- Oxane
- Heteroaromatic compound
- Oxolane
- 1,3-aminoalcohol
- Oxazole
- Azole
- 1,2-aminoalcohol
- Amino acid or derivatives
- Carboxamide group
- Tertiary aliphatic amine
- Tertiary amine
- Secondary carboxylic acid amide
- Secondary alcohol
- Primary carboxylic acid amide
- Azacycle
- Oxacycle
- Acetal
- Ether
- Dialkyl ether
- Carboxylic acid derivative
- Organoheterocyclic compound
- Organic nitrogen compound
- Carbonyl group
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Hydrocarbon derivative
- Alcohol
- Amine
- Organonitrogen compound
- Organooxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic 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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