3-[(3aS,4R,5R,8aR)-4-hydroxy-5,7-dimethyl-3-methylidene-2-oxo-4,5,8,8a-tetrahydro-3aH-cyclohepta[b]furan-6-yl]propyl acetate
Basic information
- CAS
33627-41-7- Standard SMILES
C=C1C(=O)O[C@@H]2CC(C)=C(CCCOC(C)=O)[C@@H](C)[C@@H](O)[C@H]12- InChIKey
QKVABRCMWRXFAF-HMTTWLPMSA-N- Molecular formula
- C17H24O5
- Average molar mass
- 308.4 g/mol
- Monoisotopic mass
- 308.16237387
Overview
Inulicin is a sesquiterpenoid.
Names & identifiers
- Preferred name
- 3-[(3aS,4R,5R,8aR)-4-hydroxy-5,7-dimethyl-3-methylidene-2-oxo-4,5,8,8a-tetrahydro-3aH-cyclohepta[b]furan-6-yl]propyl acetate
- IUPAC
- 3-[(3aS,4R,5R,8aR)-4-hydroxy-5,7-dimethyl-3-methylidene-2-oxo-4,5,8,8a-tetrahydro-3aH-cyclohepta[b]furan-6-yl]propyl acetate
- English name
- inulicin
- Molecular formula
- C17H24O5
- Molecular weight
- 308.37
Names & synonyms
3-[(3aS,4R,5R,8aR)-4-hydroxy-5,7-dimethyl-3-methylidene-2-oxo-4,5,8,8a-tetrahydro-3aH-cyclohepta[b]furan-6-yl]propyl acetateCHEBI:5942SCHEMBL27721687DTXSID00955263GLXC-10952C09483Q271069373-(4-Hydroxy-5,7-dimethyl-3-methylidene-2-oxo-3,3a,4,5,8,8a-hexahydro-2H-cyclohepta[b]furan-6-yl)propyl acetate3-[(3aS,4R,5R,8aR)-4-Hydroxy-5,7-dimethyl-3-methylidene-2-oxo-3,3a,4,5,8,8a-hexahydro-2H-cyclohepta[b]furan-6-yl]propyl acetateBritannilactoneinulicininulicin USP/EP/BP
Show more names
Inulicin, 10 mM in DMSOInulicin（1-O-acetyl Britannilactone）1-O-Acetylbritannilactone (Inulicin)6-(3-acetoxy-propyl)-4-hydroxy-5,7-dimethyl-3-methylene-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one(S)-4-((3aS,4S,7aR)-4-Hydroxy-6-methyl-3-methylene-2-oxo-2,3,3a,4,7,7a-hexahydrobenzofuran-5-yl)pentyl acetate(3aS)-6-(3-Acetoxypropyl)-3,3aα,4,5,8,8aα-hexahydro-4α-hydroxy-5α,7-dimethyl-3-methylene-2H-cyclohepta[b]furan-2-one
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 72.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 519
Physicochemical properties
- Melting point
- 124 · 124.0-126.1 °C
- Boiling point
- 481.7 · 481.7±45.0 °C(Predicted)
- Density
- 1.16 · 1.16
- storage temp.
- 4 °C, · 4°C, protect from light
- solubility
- DMSO: soluble
- form
- A solid
- pka
- 13.71 · 13.71±0.60(Predicted)
- color
- White to off-white
- biological source
- plant
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- InChI
- InChI=1S/C17H24O5/c1-9(6-5-7-21-12(4)18)14-10(2)8-13-15(16(14)19)11(3)17(20)22-13/h9,13,15-16,19H,3,5-8H2,1-2,4H3/t9-,13+,15+,16+/m0/s1
- InChIKey
- QKUFZFLZBUSEHN-CZLJMHDISA-N
- SMILES
- O1[C@]2([H])CC(C)=C([C@@H](C)CCCOC(C)=O)[C@@H](O)[C@]2([H])C(=C)C1=O
- UNSPSC Code
- 12352205 · 12352205
- NACRES
- 25 · NA.25
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
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Applications
UsesInulicin is a natural product derived from plant source th at finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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