(1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

C14H18O5 — CID 11817970

IUPAC(1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one
SMILESC/C=C/CCC(=O)[C@@]12O[C@@H]1[C@](C)(O)C(O)=C(C)C2=O
InChIInChI=1S/C14H18O5/c1-4-5-6-7-9(15)14-11(17)8(2)10(16)13(3,18)12(14)19-14/h4-5,12,16,18H,6-7H2,1-3H3/b5-4+/t12-,13-,14+/m1/s1
InChIKeyDKCUQULQOYTPMC-KMOUYIMBSA-N
MW266.29 g/mol
LogP1.22
Rot. Bonds4

About (1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one (PubChem CID 11817970) has the molecular formula C14H18O5 and a molecular weight of 266.29 g/mol. Its IUPAC name is (1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one.

Molecular Properties

Compound Name(1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one
PubChem CID11817970
Molecular FormulaC14H18O5
Molecular Weight266.29 g/mol
Exact Mass266.12
IUPAC Name(1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one
SMILESC/C=C/CCC(=O)[C@@]12O[C@@H]1[C@](C)(O)C(O)=C(C)C2=O
InChIInChI=1S/C14H18O5/c1-4-5-6-7-9(15)14-11(17)8(2)10(16)13(3,18)12(14)19-14/h4-5,12,16,18H,6-7H2,1-3H3/b5-4+/t12-,13-,14+/m1/s1
InChIKeyDKCUQULQOYTPMC-KMOUYIMBSA-N
XLogP1.22
TPSA87.13 Ų
H-Bond Donors2
H-Bond Acceptors5
Rotatable Bonds4
Heavy Atoms19
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500266.29
LogP ≤ 51.22
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'beta-keto/anhydride', 'substructure': 'N/A'}, {'alert_name': 'isolated_alkene', 'substructure': 'N/A'}, {'alert_name': 'Three-membered_heterocycle', 'substructure': 'N/A'}

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Related Compounds

(1s,5r,6s)-4-[(1e)-1-Hepten-1-yl]-5-hydroxy-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one
CID 11414080
(1S,5S,6S)-5-hydroxy-4-methoxy-6-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one
CID 5275343
Epoxysorbicillinol
CID 10491836
Hydroxy-jesterone
CID 636983
Jesterone
CID 10515747
(1R,5S,6R)-3-[(E)-hex-1-enyl]-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one
CID 44348289
(1R,5R,6R)-4-ethyl-5-hydroxy-1-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-7-oxabicyclo[4.1.0]hept-3-en-2-one
CID 44566894
Penicyclone D
CID 127038026
Penicyclone E
CID 127038027
(-)-Jesterone
CID 6917381
1a-Methyl-6a-oxidanyl-4,5,6,6b-tetrahydroindeno[4,5-b]oxiren-2-one
CID 24761747
(1S,5R,6S)-5-hydroxy-1-[(1S)-1-hydroxy-3-methylbut-2-enyl]-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one
CID 166629334

Frequently Asked Questions

What is the IUPAC name of (1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one?
The IUPAC name of (1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one (CID 11817970) is (1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one.
What is the SMILES notation for (1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one?
The canonical SMILES for (1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one is C/C=C/CCC(=O)[C@@]12O[C@@H]1[C@](C)(O)C(O)=C(C)C2=O.
What is the InChIKey of (1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one?
The InChIKey is DKCUQULQOYTPMC-KMOUYIMBSA-N. The full InChI is InChI=1S/C14H18O5/c1-4-5-6-7-9(15)14-11(17)8(2)10(16)13(3,18)12(14)19-14/h4-5,12,16,18H,6-7H2,1-3H3/b5-4+/t12-,13-,14+/m1/s1.
What are the key properties of (1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one?
(1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one has a molecular weight of 266.29 g/mol, XLogP of 1.22, 4 rotatable bonds, 2 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for (1S,5S,6R)-1-[(E)-hex-4-enoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one is sourced from PubChem (CID 11817970), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).