12,17-Dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.01,16.02,14.04,13.05,9.020,24]hexacosa-3,25-diene-7,22-dione
Basic information
- CAS
1362-42-1- Standard SMILES
CC1=CC2C3C4C(=C(C)C3C13C1OC(=O)C(C)C1CCC(C)(O)C23)C1OC(=O)C(C)C1CCC4(C)O- InChIKey
PZHWYURJZAPXAN-UHFFFAOYSA-N- Molecular formula
- C30H40O6
- Average molar mass
- 496.6 g/mol
- Monoisotopic mass
- 496.28248899
Overview
absinthin has been reported in Artemisia rutifolia, Artemisia carvifolia, and other organisms with data available.
Names & identifiers
- Preferred name
- 12,17-Dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.01,16.02,14.04,13.05,9.020,24]hexacosa-3,25-diene-7,22-dione
- IUPAC
- 12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.01,16.02,14.04,13.05,9.020,24]hexacosa-3,25-diene-7,22-dione
- English name
- ABSINTHIN
- Molecular formula
- C30H40O6
- Molecular weight
- 496.64
Names & synonyms
[no name]12,17-Dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.01,16.02,14.04,13.05,9.020,24]hexacosa-3,25-diene-7,22-dioneSbsinthinC30H40O6orb1222732MFCD00272148NSC4073152H-7,2'':6,75'',7']dicyclohepta[1,2-b:1',2'-b']difuran-2,12(11H)-dione, 3,3a,4,5,6,6a,6b,7,7a,8,9,10,10a,13a,13c,14b-hexadecahydro-6,8-dihydroxy-3,6,8,11,14,15-hexamethyl-,[3S-(3.alpha.,3a.alpha.,6.beta.,6a.alpha.,6b.beta.,7.alpha.,7a.beta.,8.alpha.,10a.beta.,11.beta.,13a.alpha.,13b.alpha.,13c.beta.,14b.beta.)]-ABSYNTHINABSINTHINAbsinthiin
Show more names
Absynthine(+)-absinthinAbsinthin 98%ABSINTHII TINCTURAABSINTHIN USP/EP/BPAbsinthin (Standard)
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 93.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 0
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 1,140
Physicochemical properties
- Melting point
- 165 · 165-166℃ (dec.)
- alpha
- 20 · D20 +107.0° (c = 1.9 in CHCl3); D20 +103.5° (c = 1.0 in CHCl3)
- Boiling point
- 700.6 · 700.6±60.0 °C(Predicted)
- Density
- 1.29 · 1.29±0.1 g/cm3 (20 ºC 760 Torr)
- storage temp.
- -20 °C · Amber Vial, -20°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 14.66 · 14.66±0.70(Predicted)
- color
- White to Off-White
- Water Solubility
- insoluble in water
- Stability
- Light Sensitive, Unstable in Acidic Condition
- InChIKey
- PZHWYURJZAPXAN-ILOFNVQHSA-N
- SMILES
- O1[C@@H]2[C@@]43[C@@H]([C@@H]([C@H]5[C@@H]4C(=C6[C@H]7OC(=O)[C@H]([C@@H]7CC[C@@]([C@@H]65)(O)C)C)C)C=C3C)[C@](CC[C@H]2[C@@H](C1=O)C)(O)C
- FDA UNII
- 5992 O64P · OE5992O64P
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
- hs_code
- 29329990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesAbsinthin is an extract from the bitter liquor Absinthe, which owes its taste to substances found in the wormwood plant used in its formulation. Absinthin contributes to this bitter taste through action upon the hTAS2R14 bitter taste receptor.
Additional notes
DefinitionChEBI: A dimeric sesquiterpene lactone that is produced by the plant Artemisia absinthium (Wormwood). The bitter tasting constituent of Absinthe.
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Compound notes
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