| Record Information |
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| Version | 2.0 |
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| Created at | 2022-04-28 17:53:28 UTC |
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| Updated at | 2022-04-28 17:53:28 UTC |
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| NP-MRD ID | NP0072550 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (+)-Vaticaside D |
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| Description | (1R,2R,3S,4R,10R,11R)-4-(3-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3,11-bis(4-hydroxyphenyl)hexacyclo[8.7.6.1²,⁵.0¹²,¹⁷.0¹⁸,²³.0⁹,²⁴]Tetracosa-5(24),6,8,12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. (+)-Vaticaside D is found in Cotylelobium lanceolatum. Based on a literature review very few articles have been published on (1R,2R,3S,4R,10R,11R)-4-(3-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3,11-bis(4-hydroxyphenyl)hexacyclo[8.7.6.1²,⁵.0¹²,¹⁷.0¹⁸,²³.0⁹,²⁴]Tetracosa-5(24),6,8,12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol. |
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| Structure | OC[C@H]1O[C@@H](OC2=CC(O)=CC(=C2)[C@H]2[C@H]([C@@H]3[C@@H]4C5=C(C=C(O)C=C5)[C@H]([C@H](C5=C4C(O)=CC(O)=C5)C4=C3C2=C(O)C=C4O)C2=CC=C(O)C=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C48H42O14/c49-18-34-45(58)46(59)47(60)48(62-34)61-27-12-21(11-25(53)13-27)37-36(20-3-7-23(51)8-4-20)43-39-28-10-9-24(52)14-29(28)35(19-1-5-22(50)6-2-19)40(30-15-26(54)16-31(55)38(30)39)42-33(57)17-32(56)41(37)44(42)43/h1-17,34-37,39-40,43,45-60H,18H2/t34-,35-,36-,37+,39-,40+,43-,45-,46+,47-,48-/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C48H42O14 |
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| Average Mass | 842.8500 Da |
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| Monoisotopic Mass | 842.25746 Da |
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| IUPAC Name | (1R,2R,3S,4R,10R,11R)-4-(3-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3,11-bis(4-hydroxyphenyl)hexacyclo[8.7.6.1^{2,5}.0^{12,17}.0^{18,23}.0^{9,24}]tetracosa-5,7,9(24),12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol |
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| Traditional Name | (1R,2R,3S,4R,10R,11R)-4-(3-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3,11-bis(4-hydroxyphenyl)hexacyclo[8.7.6.1^{2,5}.0^{12,17}.0^{18,23}.0^{9,24}]tetracosa-5,7,9(24),12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol |
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| CAS Registry Number | Not Available |
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| SMILES | OC[C@H]1O[C@@H](OC2=CC(O)=CC(=C2)[C@H]2[C@H]([C@@H]3[C@@H]4C5=C(C=C(O)C=C5)[C@H]([C@H](C5=C4C(O)=CC(O)=C5)C4=C3C2=C(O)C=C4O)C2=CC=C(O)C=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O |
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| InChI Identifier | InChI=1S/C48H42O14/c49-18-34-45(58)46(59)47(60)48(62-34)61-27-12-21(11-25(53)13-27)37-36(20-3-7-23(51)8-4-20)43-39-28-10-9-24(52)14-29(28)35(19-1-5-22(50)6-2-19)40(30-15-26(54)16-31(55)38(30)39)42-33(57)17-32(56)41(37)44(42)43/h1-17,34-37,39-40,43,45-60H,18H2/t34-,35-,36-,37+,39-,40+,43-,45-,46+,47-,48-/m1/s1 |
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| InChI Key | VJNCSOQWERNPTK-PPZBUIQTSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| Not Available | | 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 stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. |
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| Kingdom | Organic compounds |
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| Super Class | Phenylpropanoids and polyketides |
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| Class | Stilbenes |
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| Sub Class | Stilbene glycosides |
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| Direct Parent | Stilbene glycosides |
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| Alternative Parents | |
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| Substituents | - Stilbene glycoside
- Lignan glycoside
- Linear 1,7-diphenylheptane skeleton
- Neolignan skeleton
- Phenolic glycoside
- Dibenzocycloheptene
- Hexose monosaccharide
- O-glycosyl compound
- Glycosyl compound
- Indane
- Phenoxy compound
- Phenol ether
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Benzenoid
- Oxane
- Monosaccharide
- Monocyclic benzene moiety
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Acetal
- Organic oxygen compound
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Alcohol
- 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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