(1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile

C9H8BrNO3 — CID 177486043

IUPAC(1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile
SMILESC[C@@]1(C#N)C[C@H]2C=C(Br)[C@]1(O)C(=O)O2
InChIInChI=1S/C9H8BrNO3/c1-8(4-11)3-5-2-6(10)9(8,13)7(12)14-5/h2,5,13H,3H2,1H3/t5-,8+,9+/m1/s1
InChIKeyOTXYTBCYMGDDDS-YRZRMSQOSA-N
MW258.07 g/mol
LogP0.86
Rot. Bonds

About (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile

(1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile (PubChem CID 177486043) has the molecular formula C9H8BrNO3 and a molecular weight of 258.07 g/mol. Its IUPAC name is (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile.

Molecular Properties

Compound Name(1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile
PubChem CID177486043
Molecular FormulaC9H8BrNO3
Molecular Weight258.07 g/mol
Exact Mass256.97
IUPAC Name(1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile
SMILESC[C@@]1(C#N)C[C@H]2C=C(Br)[C@]1(O)C(=O)O2
InChIInChI=1S/C9H8BrNO3/c1-8(4-11)3-5-2-6(10)9(8,13)7(12)14-5/h2,5,13H,3H2,1H3/t5-,8+,9+/m1/s1
InChIKeyOTXYTBCYMGDDDS-YRZRMSQOSA-N
XLogP0.86
TPSA70.32 Ų
H-Bond Donors1
H-Bond Acceptors4
Rotatable Bonds
Heavy Atoms14
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500258.07
LogP ≤ 50.86
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 104

Analyze (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile with MolForge

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Related Compounds

(4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile
CID 134857213
methyl (1R,6R,7S)-7-cyano-7-methyl-3-oxo-2-oxabicyclo[4.2.0]oct-4-ene-6-carboxylate
CID 10262930
(1S,4R,5R)-4-bromo-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbaldehyde
CID 15669178
2,2-dimethyl-5-oxo-4-oxatricyclo[4.2.1.03,7]nonane-6-carbonitrile
CID 59380735
1,2,9-trimethyl-5-oxo-4-oxatricyclo[4.2.1.03,7]nonane-6-carbonitrile
CID 59380732
[4,4-dicyano-4-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-2-methylidenebutyl] acetate
CID 134348194
(5S)-5-(4-bromophenyl)-3,3-dimethyloxolan-2-one
CID 155935062
2,2-dibromo-1-methylcyclopropane-1-carbonitrile
CID 594146
(8S)-8-bromo-3-methyl-9-oxo-2-oxatricyclo[3.3.1.03,7]nonane-5-carbonitrile
CID 58130631
1-ethyl-5-methyl-3-oxo-4,5,6,8a-tetrahydro-1H-cyclohepta[c]furan-3a-carbonitrile
CID 129159414
[(1S,4S)-4-[(1E,3E)-4-cyano-3-methylbuta-1,3-dienyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-en-1-yl] acetate
CID 14631307
(3R,4R,5R)-3,4,5-trihydroxy-3-methyloxan-2-one
CID 22887091

Frequently Asked Questions

What is the IUPAC name of (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile?
The IUPAC name of (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile (CID 177486043) is (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile.
What is the SMILES notation for (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile?
The canonical SMILES for (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile is C[C@@]1(C#N)C[C@H]2C=C(Br)[C@]1(O)C(=O)O2.
What is the InChIKey of (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile?
The InChIKey is OTXYTBCYMGDDDS-YRZRMSQOSA-N. The full InChI is InChI=1S/C9H8BrNO3/c1-8(4-11)3-5-2-6(10)9(8,13)7(12)14-5/h2,5,13H,3H2,1H3/t5-,8+,9+/m1/s1.
What are the key properties of (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile?
(1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile has a molecular weight of 258.07 g/mol, XLogP of 0.86, 0 rotatable bonds, 1 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile is sourced from PubChem (CID 177486043), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).