Variecolin
Basic information
- CAS
133101-16-3- Standard SMILES
C=C(C)[C@H]1CC[C@@]2(C)CC[C@]3(C)C[C@H]4[C@@H](C)CC(=O)[C@H]4/C(C=O)=C\C[C@H]3[C@H]12- InChIKey
XAYQASOMEVLRKN-NOJNFTMQSA-N- Molecular formula
- C25H36O2
- Average molar mass
- 368.6 g/mol
- Monoisotopic mass
- 368.27153039
Overview
Variecolin is a natural product found in several Aspergillus species. It has a role as a chemokine receptor 5 antagonist and an Aspergillus metabolite. It is a carbotetracyclic compound, a sesterterpenoid, a cyclic ketone and an enal.
Names & identifiers
- Preferred name
- Variecolin
- IUPAC
- (1R,3S,4S,7R,8E,11S,12S,13S,16S)-1,4,16-trimethyl-6-oxo-13-prop-1-en-2-yltetracyclo[9.7.0.03,7.012,16]octadec-8-ene-8-carbaldehyde
Names & synonyms
Variecolin133101-16-3RYL8QSN52UDTXSID701045557(1R,3S,4S,7R,8E,11S,12S,13S,16S)-1,4,16-trimethyl-6-oxo-13-prop-1-en-2-yltetracyclo[9.7.0.03,7.012,16]octadec-8-ene-8-carbaldehyde(1R,3S,4S,7R,8E,11S,12S,13S,16S)-1,4,16-trimethyl-6-oxo-13-prop-1-en-2-yltetracyclo(9.7.0.03,7.012,16)octadec-8-ene-8-carbaldehydeRefChem:193742DTXCID701527482CHEMBL519317(-)-VariecolinCyclopenta(4,5)cyclooct(1,2-E)indene-8-carboxaldehyde, 1,2,2a,3,4,5,5a,5b,6,8a,9,10,11,11a,12,12a-hexadecahydro-2a,11,12a-trimethyl-5-(1-methylethenyl)-9-oxo-, (2aS,5S,5aS,5bS,8aR,11S,11aS,12aR)-Cyclopenta[4,5]cyclooct[1,2-e]indene-8-carboxaldehyde, 1,2,2a,3,4,5,5a,5b,6,8a,9,10,11,11a,12,12a-hexadecahydro-2a,11,12a-trimethyl-5-(1-methylethenyl)-9-oxo-, (2aS,5S,5aS,5bS,8aR,11S,11aS,12aR)-
Show more names
SCHEMBL31061447CHEBI:66349BDBM50260106isopropenyl-trimethyl-oxo-[?]carbaldehydeQ15427952(2aS,5S,5aS,5bS,8aR,11S,11aS,12aR)-1,2,2a,3,4,5,5a,5b,6,8a,9,10,11,11a,12,12a-Hexadecahydro-2a,11,12a-trimethyl-5-(1-methylethenyl)-9-oxocyclopenta(4,5)cyclooct(1,2-E)indene-8-carboxaldehydeCyclopenta(4,5)cyclooct(1,2-E)indene-6-carboxaldehyde, 1,2,3,3a,3b,4,6a,7,8,9,9a,10,10a,11,12,12a-hexadecahydro-9,10a,12a-trimethyl-3-(1-methylethenyl)-7-oxo-, (3S,3aS,3bS,6aR,9S,9aS,10aR,12aS)-
Properties
Computed structural properties
- XLogP
- 6.4
- Topological polar surface area
- 34.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 703
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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