7-(1,2-Dihydroxyethyl)-1,4a,7,9-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-yl hexopyranoside
Basic information
- CAS
59219-65-7- Standard SMILES
CC1C[C@H]2C(C)C(OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC[C@]2(C)[C@@H]2CC[C@](C)([C@@H](O)CO)C=C12- InChIKey
OJRJAOXVGPMJAP-XOQGPCJVSA-N- Molecular formula
- C26H44O8
- Average molar mass
- 484.6 g/mol
- Monoisotopic mass
- 484.30361836
Overview
darutoside has been reported in Sigesbeckia orientalis and Indocypraea montana with data available.
Names & identifiers
- Preferred name
- 7-(1,2-Dihydroxyethyl)-1,4a,7,9-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-yl hexopyranoside
- IUPAC
- (3R,4S,5S,6R)-2-[[(4aS,4bS,7S,10aS)-7-[(1R)-1,2-dihydroxyethyl]-1,4a,7,9-tetramethyl-1,2,3,4,4b,5,6,9,10,10a-decahydrophenanthren-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
- English name
- DARUTOSIDE
- Molecular formula
- C26H44O8
- Molecular weight
- 484.62
Names & synonyms
DTXSID70974648(3R,4S,5S,6R)-2-[[(4aS,4bS,7S,10aS)-7-[(1R)-1,2-dihydroxyethyl]-1,4a,7,9-tetramethyl-1,2,3,4,4b,5,6,9,10,10a-decahydrophenanthren-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol7-(1,2-Dihydroxyethyl)-1,4a,7,9-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-yl hexopyranoside(3R,4S,5S,6R)-2-(((4aS,4bS,7S,10aS)-7-((1R)-1,2-dihydroxyethyl)-1,4a,7,9-tetramethyl-1,2,3,4,4b,5,6,9,10,10a-decahydrophenanthren-2-yl)oxy)-6-(hydroxymethyl)oxane-3,4,5-triolRefChem:310052DTXCID301402072SCHEMBL4402267AKOS032948563NS00124078E80773(4aS,4bS,7S,10aS)-7-[(1R)-1,2-Dihydroxyethyl]-1,4a,7,9-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-yl D-glucopyranosideDarutin
Show more names
DARUTOSIDEDarutoside, 10 mM in DMSOβ-D-Glucopyranoside, 7-[(1R)-1,2-dihydroxyethyl]-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,1,4a,7-tetramethyl-2-phenanthrenyl, (2R,4aS,4bR,7S,10aS)-(2R,3R,4S,5S,6R)-2-(((2R,4aS,4bR,7S,10aS)-7-((R)-1,2-Dihydroxyethyl)-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 140 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 5
- Heavy atoms
- 34
- Formal charge
- 0
- Complexity
- 759
Physicochemical properties
- Melting point
- 234 °C · 234 °C
- Boiling point
- 667 · 667.0±55.0 °C(Predicted)
- Density
- 1.29 · 1.29±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C(protect from light)
- solubility
- Soluble in methanol and DMSO
- form
- powder
- pka
- 12.91 · 12.91±0.70(Predicted)
- color
- White
- Cosmetics Ingredients Functions
- SKIN CONDITIONING
- InChIKey
- QWWPCQGHWWNGET-LCVVDEIYSA-N
- SMILES
- O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]2CC[C@]3(C)[C@@](CCC4=C[C@]([C@@H](O)CO)(C)CC[C@]43[H])([H])C2(C)C
- LogP
- 1.78 · 1.780 (est)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 8 ODI0780 · EG8ODI0780
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesDarutoside is a diterpenoid isolated from Siegesbeckia[1].
Upstream & downstream products
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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