NP-MRD: Showing NP-Card for 6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol (NP0217461)

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Record Information

Version

2.0

Created at

2022-09-05 17:49:10 UTC

Updated at

2022-09-05 17:49:10 UTC

NP-MRD ID

NP0217461

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol

Description

6-(Hydroxymethyl)-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-3,4-diol belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. 6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol is found in Eutypella scoparia. Based on a literature review very few articles have been published on 6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-3,4-diol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052219492D          

 16 17  0  0  0  0            999 V2000
    0.4323    0.3627    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
   -0.0980   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   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
    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217461

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC2=CC=C(CO)C=C2C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O4/c1-12(2)11(15)10(14)8-5-7(6-13)3-4-9(8)16-12/h3-5,10-11,13-15H,6H2,1-2H3

> <INCHI_KEY>
ZACBNTNIKUDDES-UHFFFAOYSA-N

> <FORMULA>
C12H16O4

> <MOLECULAR_WEIGHT>
224.256

> <EXACT_MASS>
224.104858995

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
23.624471534688386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-3,4-diol

> <JCHEM_LOGP>
0.23593389333333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.1133484899214

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.704146578664634

> <JCHEM_PKA_STRONGEST_BASIC>
-2.810355659342541

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
58.87370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       0.807   0.677   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      -0.183  -1.037   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   15                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11    5   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    2   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₆O₄

Average Mass

224.2560 Da

Monoisotopic Mass

224.10486 Da

IUPAC Name

6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-3,4-diol

Traditional Name

6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=CC=C(CO)C=C2C(O)C1O

InChI Identifier

InChI=1S/C12H16O4/c1-12(2)11(15)10(14)8-5-7(6-13)3-4-9(8)16-12/h3-5,10-11,13-15H,6H2,1-2H3

InChI Key

ZACBNTNIKUDDES-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Eutypella scoparia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Alkyl aryl ether
Benzenoid
Secondary alcohol
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
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	0.24	ChemAxon
pKa (Strongest Acidic)	12.7	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	58.87 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

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

162889301

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol (NP0217461)

MOL for NP0217461 (6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol)

3D MOL for NP0217461 (6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol)

3D SDF for NP0217461 (6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol)

3D-SDF for NP0217461 (6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol)

PDB for NP0217461 (6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol)

3D PDB for NP0217461 (6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol)

SMILES for NP0217461 (6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol)

INCHI for NP0217461 (6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol)

Structure for NP0217461 (6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol)

3D Structure for NP0217461 (6-(hydroxymethyl)-2,2-dimethyl-3,4-dihydro-1-benzopyran-3,4-diol)