1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one

C11H16O4 — CID 11745930

IUPAC1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one
SMILESCC(C)=CC(=O)[C@@H]1C[C@@H](O)[C@@H]2O[C@@H]2[C@H]1O
InChIInChI=1S/C11H16O4/c1-5(2)3-7(12)6-4-8(13)10-11(15-10)9(6)14/h3,6,8-11,13-14H,4H2,1-2H3/t6-,8+,9-,10-,11+/m0/s1
InChIKeyQAFLUCUTHAQHKS-RPQMDJCFSA-N
MW212.24 g/mol
LogP0.03
Rot. Bonds2

About 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one

1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one (PubChem CID 11745930) has the molecular formula C11H16O4 and a molecular weight of 212.24 g/mol. Its IUPAC name is 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one.

Molecular Properties

Compound Name1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one
PubChem CID11745930
Molecular FormulaC11H16O4
Molecular Weight212.24 g/mol
Exact Mass212.10
IUPAC Name1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one
SMILESCC(C)=CC(=O)[C@@H]1C[C@@H](O)[C@@H]2O[C@@H]2[C@H]1O
InChIInChI=1S/C11H16O4/c1-5(2)3-7(12)6-4-8(13)10-11(15-10)9(6)14/h3,6,8-11,13-14H,4H2,1-2H3/t6-,8+,9-,10-,11+/m0/s1
InChIKeyQAFLUCUTHAQHKS-RPQMDJCFSA-N
XLogP0.03
TPSA70.06 Ų
H-Bond Donors2
H-Bond Acceptors4
Rotatable Bonds2
Heavy Atoms15
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500212.24
LogP ≤ 50.03
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}, {'alert_name': 'Three-membered_heterocycle', 'substructure': 'N/A'}

Analyze 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one with MolForge

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Related Compounds

Pestalofone A
CID 42609854
Bisacurone epoxide
CID 14543235
(6S)-6-[(1S,2R,4S,5R,6S)-4,5-Dihydroxy-5-methyl-7-oxabicyclo[4.1.0]hept-2-yl]-2-methyl-2-hepten-4-one
CID 14543236
2-Cyclohexyl-5,6,7-trihydroxy-4a,5,6,7,8,8a-hexahydrochromen-4-one
CID 44228862
1-(2,5-Dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl)-3-methylbut-2-en-1-one
CID 73083273
5-Hydroxy-1-(3-methylbut-2-enyl)-3-(3-methylbut-2-enylidene)-7-oxabicyclo[4.1.0]heptan-2-one
CID 74819715
(E)-3-(2,4-dimethoxycyclohexyl)-1-(6-hydroxy-2,3,4-trimethoxycyclohexyl)prop-2-en-1-one
CID 140523036
1-[(1R,2S,3R,5S,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one
CID 10488722
1-[(1S,2S,3R,5R,6R)-2,5-bis[[tert-butyl(dimethyl)silyl]oxy]-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one
CID 10599255
1-[(1S,2R,3S,5S,6R)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one
CID 10965823
1-[(1S,2R,3S,5S,6S)-5-[tert-butyl(dimethyl)silyl]oxy-2-hydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one
CID 11427371
1-[(1S,2S,3R,5S,6R)-2,5-bis[[tert-butyl(dimethyl)silyl]oxy]-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one
CID 11797400

Frequently Asked Questions

What is the IUPAC name of 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one?
The IUPAC name of 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one (CID 11745930) is 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one.
What is the SMILES notation for 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one?
The canonical SMILES for 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one is CC(C)=CC(=O)[C@@H]1C[C@@H](O)[C@@H]2O[C@@H]2[C@H]1O.
What is the InChIKey of 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one?
The InChIKey is QAFLUCUTHAQHKS-RPQMDJCFSA-N. The full InChI is InChI=1S/C11H16O4/c1-5(2)3-7(12)6-4-8(13)10-11(15-10)9(6)14/h3,6,8-11,13-14H,4H2,1-2H3/t6-,8+,9-,10-,11+/m0/s1.
What are the key properties of 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one?
1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one has a molecular weight of 212.24 g/mol, XLogP of 0.03, 2 rotatable bonds, 2 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for 1-[(1R,2S,3R,5R,6S)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-3-yl]-3-methylbut-2-en-1-one is sourced from PubChem (CID 11745930), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).