[(4aS,7S,7aS)-7-methyl-1-[(2S,3R,4R,6R)-3,4,5,5,6-pentahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl] acetate
Basic information
- CAS
6926-14-3- Standard SMILES
CC(=O)O[C@@]1(C)CC[C@H]2C=COC(O[C@H]3O[C@](O)(CO)C(O)(O)[C@H](O)[C@H]3O)[C@@H]21- InChIKey
NJJKLOCFAWWZNT-WFGRRWOCSA-N- Molecular formula
- C17H26O11
- Average molar mass
- 406.4 g/mol
- Monoisotopic mass
- 406.14751164
Names & identifiers
- Preferred name
- [(4aS,7S,7aS)-7-methyl-1-[(2S,3R,4R,6R)-3,4,5,5,6-pentahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl] acetate
- IUPAC
- [(4aS,7S,7aS)-7-methyl-1-[(2S,3R,4R,6R)-3,4,5,5,6-pentahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl] acetate
- English name
- 8-O-acetylharpagide
- Molecular formula
- C17H26O11
- Molecular weight
- 406.38
Names & synonyms
[(4aS,7S,7aS)-7-methyl-1-[(2S,3R,4R,6R)-3,4,5,5,6-pentahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl] acetate3-AcetylharpagideHarpagide 7-acetate8-O-acetylharpagide8-Acetylharpagide-RMACETYLHARPAGIDE, 8-O-ACETYLHARPAGIDE, 8-O-(P)8-O-Acetylharpagide (Standard)8-O-Acetylharpagide Acetylharpagi8-O-Acetylharpagide, 10 mM in DMSOAcetylharpagide(8-O-Acetylharpagide)
Database identifiers
- CAS
6926-14-3- PubChem CID
- 160879
Properties
Computed structural properties
- XLogP
- -2.2
- Topological polar surface area
- 175 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 5
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 637
Physicochemical properties
- Melting point
- 227 · 227-229℃
- Boiling point
- 607.2 · 607.2±55.0 °C(Predicted)
- Density
- 1.58 · 1.58
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- Soluble in DMSO and methanol;
- form
- Powder
- pka
- 11.88 · 11.88±0.70(Predicted)
- color
- White to off-white
- Water Solubility
- insoluble in water
- InChIKey
- CAFTUQNGDROXEZ-XBDCZORHSA-N
- SMILES
- CC(=O)O[C@@]1(C)C[C@@H](O)[C@]2(O)C=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]12
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 25 · NA.25
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
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
- 3
- hs_code
- 29389090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Applications
Uses3-Acetylharpagide is an iridoid glycoside displaying antibacterial, antiinflammatory and antiviral effects.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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