NP-MRD: Showing NP-Card for 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol (NP0048573)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 20:58:35 UTC

Updated at

2022-03-17 20:58:35 UTC

NP-MRD ID

NP0048573

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol

Description

2,2,6,7-Tetramethylbicyclo[4.3.0]Nona-1(9),4-diene-7,8-diol, also known as 2,4,5,7a-tetrahydro-1,4,4,7a-tetramethyl-1H-indene-1,2-diol, 9CI, belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). 2,2,6,7-Tetramethylbicyclo[4.3.0]Nona-1(9),4-diene-7,8-diol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2,2,6,7-Tetramethylbicyclo[4.3.0]Nona-1(9),4-diene-7,8-diol has been detected, but not quantified in, fruits and quinces. This could make 2,2,6,7-tetramethylbicyclo[4.3.0]Nona-1(9),4-diene-7,8-diol a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 01101309462D          

 15 16  0  0  0  0            999 V2000
   -4.3607    6.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    5.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    4.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3607    4.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8616    6.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    5.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    4.9696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8616    4.7147    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3767    5.3821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3607    7.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    6.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600    4.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517    5.3821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6067    3.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0647    4.5012    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  2  0  0  0  0
  4  7  1  0  0  0  0
  1  6  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  7 12  1  1  0  0  0
  9 13  1  1  0  0  0
  8 14  1  1  0  0  0
  8 15  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0048573

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(O)[C@H](O)C=C2[C@@]1(C)C=CCC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O2/c1-11(2)6-5-7-12(3)9(11)8-10(14)13(12,4)15/h5,7-8,10,14-15H,6H2,1-4H3/t10-,12-,13+/m1/s1

> <INCHI_KEY>
SKBCVUCDJRKPAH-RTXFEEFZSA-N

> <FORMULA>
C13H20O2

> <MOLECULAR_WEIGHT>
208.2967

> <EXACT_MASS>
208.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.616406457065644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,7aR)-1,4,4,7a-tetramethyl-2,4,5,7a-tetrahydro-1H-indene-1,2-diol

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
1.472674597666666

> <ALOGPS_LOGS>
-2.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.614344168587095

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.217406605431606

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4186716183174415

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
62.3286

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,7aR)-1,4,4,7a-tetramethyl-2,5-dihydroindene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JAN-13         0                                  
HETATM    1  C   UNK     0      -8.140  11.587   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.474  10.817   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.474   9.277   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.140   8.507   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.342  11.292   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.806  10.817   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.806   9.277   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.342   8.801   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.437  10.047   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.140  13.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.474  12.357   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.645   7.745   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.897  10.047   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.866   7.336   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.854   8.402   0.000  0.00  0.00           O+0
CONECT    1    2    6   10   11                                             
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    9                                                       
CONECT    6    1    5    7                                                  
CONECT    7    4    8    6   12                                             
CONECT    8    7    9   14   15                                             
CONECT    9    8    5   13                                                  
CONECT   10    1                                                            
CONECT   11    1                                                            
CONECT   12    7                                                            
CONECT   13    9                                                            
CONECT   14    8                                                            
CONECT   15    8                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Value	Source
2,4,5,7a-Tetrahydro-1,4,4,7a-tetramethyl-1H-indene-1,2-diol, 9ci	HMDB

Chemical Formula

C₁₃H₂₀O₂

Average Mass

208.2967 Da

Monoisotopic Mass

208.14633 Da

IUPAC Name

(1R,2R,7aR)-1,4,4,7a-tetramethyl-2,4,5,7a-tetrahydro-1H-indene-1,2-diol

Traditional Name

(1R,2R,7aR)-1,4,4,7a-tetramethyl-2,5-dihydroindene-1,2-diol

CAS Registry Number

99901-24-3

SMILES

C[C@]1(O)[C@H](O)C=C2[C@@]1(C)C=CCC2(C)C

InChI Identifier

InChI=1S/C13H20O2/c1-11(2)6-5-7-12(3)9(11)8-10(14)13(12,4)15/h5,7-8,10,14-15H,6H2,1-4H3/t10-,12-,13+/m1/s1

InChI Key

SKBCVUCDJRKPAH-RTXFEEFZSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cydonia oblonga	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Substituents

Tertiary alcohol
Secondary alcohol
1,2-diol
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	2.52	ALOGPS
logP	1.47	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	13.22	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	62.33 m³·mol⁻¹	ChemAxon
Polarizability	23.62 Å³	ChemAxon
Number of Rings	2	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

HMDB0036686

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015616

KNApSAcK ID

C00021959

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

131752035

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol (NP0048573)

MOL for NP0048573 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

3D MOL for NP0048573 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

3D SDF for NP0048573 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

3D-SDF for NP0048573 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

PDB for NP0048573 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

3D PDB for NP0048573 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

SMILES for NP0048573 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

INCHI for NP0048573 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

Structure for NP0048573 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)

3D Structure for NP0048573 (2,2,6,7-Tetramethylbicyclo[4.3.0]nona-1(9),4-diene-7,8-diol)