(1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one

C16H20O4 — CID 146682647

IUPAC(1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one
SMILESC/C=C/C=C/[C@@H]1C=C[C@@H]2OC(=O)[C@@]1([C@@H](C)C(C)=O)[C@H]2O
InChIInChI=1S/C16H20O4/c1-4-5-6-7-12-8-9-13-14(18)16(12,15(19)20-13)10(2)11(3)17/h4-10,12-14,18H,1-3H3/b5-4+,7-6+/t10-,12+,13-,14-,16+/m0/s1
InChIKeyXUVKTFLRSCIJEP-VZMLLMINSA-N
MW276.33 g/mol
LogP1.80
Rot. Bonds4

About (1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one

(1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one (PubChem CID 146682647) has the molecular formula C16H20O4 and a molecular weight of 276.33 g/mol. Its IUPAC name is (1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one.

Molecular Properties

Compound Name(1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one
PubChem CID146682647
Molecular FormulaC16H20O4
Molecular Weight276.33 g/mol
Exact Mass276.14
IUPAC Name(1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one
SMILESC/C=C/C=C/[C@@H]1C=C[C@@H]2OC(=O)[C@@]1([C@@H](C)C(C)=O)[C@H]2O
InChIInChI=1S/C16H20O4/c1-4-5-6-7-12-8-9-13-14(18)16(12,15(19)20-13)10(2)11(3)17/h4-10,12-14,18H,1-3H3/b5-4+,7-6+/t10-,12+,13-,14-,16+/m0/s1
InChIKeyXUVKTFLRSCIJEP-VZMLLMINSA-N
XLogP1.80
TPSA63.60 Ų
H-Bond Donors1
H-Bond Acceptors4
Rotatable Bonds4
Heavy Atoms20
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500276.33
LogP ≤ 51.80
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

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

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Frequently Asked Questions

What is the IUPAC name of (1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one?
The IUPAC name of (1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one (CID 146682647) is (1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one.
What is the SMILES notation for (1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one?
The canonical SMILES for (1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one is C/C=C/C=C/[C@@H]1C=C[C@@H]2OC(=O)[C@@]1([C@@H](C)C(C)=O)[C@H]2O.
What is the InChIKey of (1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one?
The InChIKey is XUVKTFLRSCIJEP-VZMLLMINSA-N. The full InChI is InChI=1S/C16H20O4/c1-4-5-6-7-12-8-9-13-14(18)16(12,15(19)20-13)10(2)11(3)17/h4-10,12-14,18H,1-3H3/b5-4+,7-6+/t10-,12+,13-,14-,16+/m0/s1.
What are the key properties of (1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one?
(1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one has a molecular weight of 276.33 g/mol, XLogP of 1.80, 4 rotatable bonds, 1 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (1S,2R,5S,8R)-8-hydroxy-1-[(2R)-3-oxobutan-2-yl]-2-[(1E,3E)-penta-1,3-dienyl]-6-oxabicyclo[3.2.1]oct-3-en-7-one is sourced from PubChem (CID 146682647), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).