NP-MRD: Showing NP-Card for 2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate (NP0217888)

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Record Information

Version

2.0

Created at

2022-09-05 18:22:43 UTC

Updated at

2022-09-05 18:22:43 UTC

NP-MRD ID

NP0217888

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate

Description

2-{1B-dimethyl-3-oxo-H,H,H,1bH,2H,3H,5bH-naphtho[1,8a-b]oxiren-2-yl}prop-1-en-1-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241516362D          

 21 23  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 13 19  1  0  0  0  0
 12 20  1  0  0  0  0
  2 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217888

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2OC22C=CC(=O)C(C(C)=COC(C)=O)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O4/c1-10(9-20-12(3)18)15-13(19)7-8-17-14(21-17)6-5-11(2)16(15,17)4/h7-9,11,14-15H,5-6H2,1-4H3

> <INCHI_KEY>
QKGMLVZVDHLJMV-UHFFFAOYSA-N

> <FORMULA>
C17H22O4

> <MOLECULAR_WEIGHT>
290.359

> <EXACT_MASS>
290.151809188

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
30.64422243436895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
2.4032833046666666

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.61582778790136

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2558400709110575

> <JCHEM_POLAR_SURFACE_AREA>
55.9

> <JCHEM_REFRACTIVITY>
78.7177

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.95e-02 g/l

> <JCHEM_VEBER_RULE>
0

$$$$

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  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.667   3.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    7                                                       
CONECT    7    6    5    8   20                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   20                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   13                                                            
CONECT   20   12    2    7   21                                             
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
2-{1b-dimethyl-3-oxo-H,H,H,1BH,2H,3H,5BH-naphtho[1,8a-b]oxiren-2-yl}prop-1-en-1-yl acetic acid	Generator

Chemical Formula

C₁₇H₂₂O₄

Average Mass

290.3590 Da

Monoisotopic Mass

290.15181 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1CCC2OC22C=CC(=O)C(C(C)=COC(C)=O)C12C

InChI Identifier

InChI=1S/C17H22O4/c1-10(9-20-12(3)18)15-13(19)7-8-17-14(21-17)6-5-11(2)16(15,17)4/h7-9,11,14-15H,5-6H2,1-4H3

InChI Key

QKGMLVZVDHLJMV-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	2.29	ALOGPS
logP	2.4	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	14.62	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.72 m³·mol⁻¹	ChemAxon
Polarizability	30.64 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate (NP0217888)

MOL for NP0217888 (2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate)

3D MOL for NP0217888 (2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate)

3D SDF for NP0217888 (2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate)

3D-SDF for NP0217888 (2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate)

PDB for NP0217888 (2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate)

3D PDB for NP0217888 (2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate)

SMILES for NP0217888 (2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate)

INCHI for NP0217888 (2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate)

Structure for NP0217888 (2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate)

3D Structure for NP0217888 (2-{4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl}prop-1-en-1-yl acetate)