(4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile

C8H6ClNO3 — CID 134857213

IUPAC(4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile
SMILESN#C[C@@]1(Cl)CC2C=C[C@]1(O)C(=O)O2
InChIInChI=1S/C8H6ClNO3/c9-7(4-10)3-5-1-2-8(7,12)6(11)13-5/h1-2,5,12H,3H2/t5?,7-,8-/m0/s1
InChIKeyCETUXWFYLFBQHJ-TWELXNIESA-N
MW199.59 g/mol
LogP0.10
Rot. Bonds

About (4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile

(4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile (PubChem CID 134857213) has the molecular formula C8H6ClNO3 and a molecular weight of 199.59 g/mol. Its IUPAC name is (4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile.

Molecular Properties

Compound Name(4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile
PubChem CID134857213
Molecular FormulaC8H6ClNO3
Molecular Weight199.59 g/mol
Exact Mass199.00
IUPAC Name(4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile
SMILESN#C[C@@]1(Cl)CC2C=C[C@]1(O)C(=O)O2
InChIInChI=1S/C8H6ClNO3/c9-7(4-10)3-5-1-2-8(7,12)6(11)13-5/h1-2,5,12H,3H2/t5?,7-,8-/m0/s1
InChIKeyCETUXWFYLFBQHJ-TWELXNIESA-N
XLogP0.10
TPSA70.32 Ų
H-Bond Donors1
H-Bond Acceptors4
Rotatable Bonds
Heavy Atoms13
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500199.59
LogP ≤ 50.10
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'alkyl_halide', 'substructure': 'N/A'}, {'alert_name': 'isolated_alkene', 'substructure': 'N/A'}

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Related Compounds

(1R,4R,5R)-5-chloro-4-hydroxy-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile
CID 102081882
(1S,4R,5S)-8-bromo-4-hydroxy-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile
CID 177486043
(1S,4R,5R)-4-bromo-5-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbaldehyde
CID 15669178
(1R,7S)-6-oxa-4-azatricyclo[5.2.1.01,4]dec-8-en-5-one
CID 25158909
methyl (1R,4S,6R)-4-chloro-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-6-carboxylate
CID 11252919
1-(3-chloropropyl)-6-oxabicyclo[3.2.1]oct-3-en-7-one
CID 130003533
(1R,4R)-1,4-dihydroxycyclopent-2-ene-1-carbonitrile
CID 15596200
(1R,4S,5S)-4-bromo-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbaldehyde
CID 134891923
(1S,6R,9R,12S)-10-oxatetracyclo[7.3.1.01,6.06,12]tridec-7-en-11-one
CID 98162410
(1R,3aS,4R,6aS)-3-hydroxy-3a,6a-dimethyl-6-oxo-1,2,4,5-tetrahydropentalene-1,3,4-tricarbonitrile
CID 132648228
(1S)-8-methyl-4-(3-oxobutyl)-2-oxabicyclo[2.2.2]oct-5-en-3-one
CID 164680734
(1S,3R,4R,5R)-1,3,4-trihydroxy-6-oxabicyclo[3.2.1]octan-7-one
CID 10125106

Frequently Asked Questions

What is the IUPAC name of (4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile?
The IUPAC name of (4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile (CID 134857213) is (4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile.
What is the SMILES notation for (4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile?
The canonical SMILES for (4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile is N#C[C@@]1(Cl)CC2C=C[C@]1(O)C(=O)O2.
What is the InChIKey of (4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile?
The InChIKey is CETUXWFYLFBQHJ-TWELXNIESA-N. The full InChI is InChI=1S/C8H6ClNO3/c9-7(4-10)3-5-1-2-8(7,12)6(11)13-5/h1-2,5,12H,3H2/t5?,7-,8-/m0/s1.
What are the key properties of (4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile?
(4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile has a molecular weight of 199.59 g/mol, XLogP of 0.10, 0 rotatable bonds, 1 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (4S,5S)-5-chloro-4-hydroxy-3-oxo-2-oxabicyclo[2.2.2]oct-7-ene-5-carbonitrile is sourced from PubChem (CID 134857213), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).