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(4S,6R,7S,8R,9S,13R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-16,18-diene-6,2'-oxane]

PubChem CID: 157010021

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Compound Synonyms Spirosta-3,5-diene
Topological Polar Surface Area 18.5
Hydrogen Bond Donor Count 0.0
Inchi Key YEQBGJNMHDZXRG-SXPVLPHSSA-N
Rotatable Bond Count 0.0
Synonyms SPIROSTA-3-5-DIENE
Heavy Atom Count 29.0
Compound Name (4S,6R,7S,8R,9S,13R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-16,18-diene-6,2'-oxane]
Description Spirosta-3,5-diene is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Spirosta-3,5-diene can be found in fenugreek, which makes spirosta-3,5-diene a potential biomarker for the consumption of this food product.
Exact Mass 396.303
Formal Charge 0.0
Monoisotopic Mass 396.303
Isotope Atom Count 0.0
Molecular Complexity 754.0
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 396.6
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 6.0
Iupac Name (4S,6R,7S,8R,9S,13R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-16,18-diene-6,2'-oxane]
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Inchi InChI=1S/C27H40O2/c1-17-10-14-27(28-16-17)18(2)24-23(29-27)15-22-20-9-8-19-7-5-6-12-25(19,3)21(20)11-13-26(22,24)4/h5,7-8,17-18,20-24H,6,9-16H2,1-4H3/t17?,18-,20?,21?,22?,23-,24-,25-,26-,27+/m0/s1
Smiles C[C@H]1[C@H]2[C@H](CC3[C@@]2(CCC4C3CC=C5[C@@]4(CCC=C5)C)C)O[C@]16CCC(CO6)C
Xlogp 6.9
Defined Bond Stereocenter Count 0.0
Molecular Formula C27H40O2