NP-MRD: Showing NP-Card for 7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one (NP0303680)

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Record Information

Version

2.0

Created at

2022-09-10 18:14:49 UTC

Updated at

2022-09-10 18:14:49 UTC

NP-MRD ID

NP0303680

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one

Description

7-(2-Phenylethenyl)-2,6-dioxabicyclo[3.3.1] Nonan-3-one belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. 7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one is found in Cryptocarya wyliei. 7-(2-Phenylethenyl)-2,6-dioxabicyclo[3.3.1] Nonan-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241504392D          

 18 20  0  0  0  0            999 V2000
   -0.8706    0.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0456    0.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701   -0.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0323   -0.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7628    0.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0323    1.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7945    0.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1102    0.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7945   -0.5329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9352    0.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477    0.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727    0.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5852    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4102    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8227    0.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4102    0.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5852    0.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    0.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
 10  8  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  6 18  1  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303680

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1CC2CC(CC(O2)C=CC2=CC=CC=C2)O1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O3/c16-15-10-14-9-13(18-15)8-12(17-14)7-6-11-4-2-1-3-5-11/h1-7,12-14H,8-10H2

> <INCHI_KEY>
YFBYLKAKTMYKNB-UHFFFAOYSA-N

> <FORMULA>
C15H16O3

> <MOLECULAR_WEIGHT>
244.29

> <EXACT_MASS>
244.109944375

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.385236581165945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.2759991276666662

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1982863698624815

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
68.30020000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  O   UNK     0      -1.625   0.428   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.085   0.428   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.504  -0.995   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.927  -1.584   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.424   0.428   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.927   2.440   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.350   1.851   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.939   0.428   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.350  -0.995   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.479   0.428   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.249   1.762   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.789   1.762   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.559   3.095   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.099   3.095   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.869   1.762   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.099   0.428   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.559   0.428   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.504   1.851   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    6    2                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₆O₃

Average Mass

244.2900 Da

Monoisotopic Mass

244.10994 Da

IUPAC Name

7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one

Traditional Name

7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one

CAS Registry Number

Not Available

SMILES

O=C1CC2CC(CC(O2)C=CC2=CC=CC=C2)O1

InChI Identifier

InChI=1S/C15H16O3/c16-15-10-14-9-13(18-15)8-12(17-14)7-6-11-4-2-1-3-5-11/h1-7,12-14H,8-10H2

InChI Key

YFBYLKAKTMYKNB-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cryptocarya wyliei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
Delta valerolactone
Delta_valerolactone
Oxane
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.86	ALOGPS
logP	2.28	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	68.3 m³·mol⁻¹	ChemAxon
Polarizability	26.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129684414

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one (NP0303680)

MOL for NP0303680 (7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one)

3D MOL for NP0303680 (7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one)

3D SDF for NP0303680 (7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one)

3D-SDF for NP0303680 (7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one)

PDB for NP0303680 (7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one)

3D PDB for NP0303680 (7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one)

SMILES for NP0303680 (7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one)

INCHI for NP0303680 (7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one)

Structure for NP0303680 (7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one)

3D Structure for NP0303680 (7-(2-phenylethenyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one)