NP-MRD: Showing NP-Card for 1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol (NP0227234)

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Record Information

Version

2.0

Created at

2022-09-06 06:29:47 UTC

Updated at

2022-09-06 06:29:47 UTC

NP-MRD ID

NP0227234

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol

Description

1-Methyl-12-oxatricyclo[7.2.1.0²,⁷]Dodeca-2,4,6-trien-5-ol belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. 1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol is found in Bruguiera gymnorhiza. 1-Methyl-12-oxatricyclo[7.2.1.0²,⁷]Dodeca-2,4,6-trien-5-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004151514252D          

 14 16  0  0  0  0            999 V2000
    1.6614    1.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668    0.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7874    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5128   -0.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499   -1.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694   -1.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3544   -0.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1096   -0.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7748   -0.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300   -0.7544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846    0.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9293    0.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642    0.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0399   -0.1146    0.0000 O   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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  2 13  1  0  0  0  0
  7 13  1  0  0  0  0
  5 14  1  0  0  0  0
  2 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0227234

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCC(CC3=CC(O)=CC=C13)O2

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O2/c1-12-5-4-10(14-12)7-8-6-9(13)2-3-11(8)12/h2-3,6,10,13H,4-5,7H2,1H3

> <INCHI_KEY>
ZQFOIAZVGMJWKM-UHFFFAOYSA-N

> <FORMULA>
C12H14O2

> <MOLECULAR_WEIGHT>
190.242

> <EXACT_MASS>
190.099379691

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
20.715457695800712

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
2.3912540119999997

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.512251119059668

> <JCHEM_PKA_STRONGEST_BASIC>
-4.220202479501329

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
54.4352

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       3.101   2.803   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.925   1.274   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.470   0.769   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.957  -0.683   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.773  -1.989   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.303  -2.166   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.395  -1.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.805  -1.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.046  -0.789   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.456  -1.408   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.878   0.742   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.468   1.362   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.227   0.451   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.941  -0.214   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13   14                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    2    7                                                  
CONECT   14    5    2                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄O₂

Average Mass

190.2420 Da

Monoisotopic Mass

190.09938 Da

IUPAC Name

1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol

Traditional Name

1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol

CAS Registry Number

Not Available

SMILES

CC12CCC(CC3=CC(O)=CC=C13)O2

InChI Identifier

InChI=1S/C12H14O2/c1-12-5-4-10(14-12)7-8-6-9(13)2-3-11(8)12/h2-3,6,10,13H,4-5,7H2,1H3

InChI Key

ZQFOIAZVGMJWKM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bruguiera gymnorhiza	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

2-benzopyrans

Direct Parent

2-benzopyrans

Alternative Parents

Substituents

2-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxolane
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	2.54	ALOGPS
logP	2.39	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	9.51	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	54.44 m³·mol⁻¹	ChemAxon
Polarizability	20.72 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

74022401

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol (NP0227234)

MOL for NP0227234 (1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol)

3D MOL for NP0227234 (1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol)

3D SDF for NP0227234 (1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol)

3D-SDF for NP0227234 (1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol)

PDB for NP0227234 (1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol)

3D PDB for NP0227234 (1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol)

SMILES for NP0227234 (1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol)

INCHI for NP0227234 (1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol)

Structure for NP0227234 (1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol)

3D Structure for NP0227234 (1-methyl-12-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-5-ol)