NP-MRD: Showing NP-Card for 4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione (NP0155480)

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Record Information

Version

2.0

Created at

2022-09-02 12:32:56 UTC

Updated at

2022-09-02 12:32:57 UTC

NP-MRD ID

NP0155480

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione

Description

4,6,6A,7,8-pentahydroxy-3-methyl-1,2,3,4,5,6,6a,7,12,12a-decahydrotetraphene-1,12-dione belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane. 4,6,6A,7,8-pentahydroxy-3-methyl-1,2,3,4,5,6,6a,7,12,12a-decahydrotetraphene-1,12-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004191521422D          

 26 29  0  0  0  0            999 V2000
    1.9521   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3023   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9226   -0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1926    0.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -0.1916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   -0.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   -0.0357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8129   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6230   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   -0.5034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0829   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -3.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1926   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -0.8152    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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  6 24  1  0  0  0  0
 11 24  1  0  0  0  0
  7 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END


  Mrv1533004191521422D          

 26 29  0  0  0  0            999 V2000
    1.9521   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3023   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9226   -0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1926    0.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -0.1916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   -0.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   -0.0357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8129   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6230   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   -0.5034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0829   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -3.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1926   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -0.8152    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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  6 24  1  0  0  0  0
 11 24  1  0  0  0  0
  7 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0155480

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC(=O)C2=C(CC(O)C3(O)C(O)C4=C(O)C=CC=C4C(=O)C23)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O7/c1-7-5-11(21)13-9(16(7)23)6-12(22)19(26)15(13)17(24)8-3-2-4-10(20)14(8)18(19)25/h2-4,7,12,15-16,18,20,22-23,25-26H,5-6H2,1H3

> <INCHI_KEY>
IRQGVRMONXBOEN-UHFFFAOYSA-N

> <FORMULA>
C19H20O7

> <MOLECULAR_WEIGHT>
360.362

> <EXACT_MASS>
360.120902984

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.61734964539523

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,6,6a,7,8-pentahydroxy-3-methyl-1,2,3,4,5,6,6a,7,12,12a-decahydrotetraphene-1,12-dione

> <ALOGPS_LOGP>
0.14

> <JCHEM_LOGP>
-0.903132658333333

> <ALOGPS_LOGS>
-1.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.504215939106286

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.762290426243196

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1129468288218183

> <JCHEM_POLAR_SURFACE_AREA>
135.29

> <JCHEM_REFRACTIVITY>
90.68829999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2H-tetraphene-1,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       3.644  -4.432   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.156  -4.141   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.164  -5.305   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.677  -5.014   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.685  -6.178   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.181  -3.559   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.172  -2.395   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.677  -0.940   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.189  -0.649   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.693   0.807   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.197  -1.813   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.701  -0.358   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.709  -1.522   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      12.213  -0.067   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.717  -2.686   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.230  -2.395   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      14.734  -0.940   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      15.238  -3.559   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.734  -5.014   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.221  -5.305   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.213  -4.141   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.701  -4.432   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.197  -5.887   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.693  -3.268   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.660  -2.686   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.652  -1.522   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   24                                                  
CONECT    7    6    8   25                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   24                                             
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   15   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    6   11                                                  
CONECT   25    7    2   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₇

Average Mass

360.3620 Da

Monoisotopic Mass

360.12090 Da

IUPAC Name

4,6,6a,7,8-pentahydroxy-3-methyl-1,2,3,4,5,6,6a,7,12,12a-decahydrotetraphene-1,12-dione

Traditional Name

4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2H-tetraphene-1,12-dione

CAS Registry Number

Not Available

SMILES

CC1CC(=O)C2=C(CC(O)C3(O)C(O)C4=C(O)C=CC=C4C(=O)C23)C1O

InChI Identifier

InChI=1S/C19H20O7/c1-7-5-11(21)13-9(16(7)23)6-12(22)19(26)15(13)17(24)8-3-2-4-10(20)14(8)18(19)25/h2-4,7,12,15-16,18,20,22-23,25-26H,5-6H2,1H3

InChI Key

IRQGVRMONXBOEN-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Tertiary alcohol
Secondary alcohol
Ketone
Polyol
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	0.14	ALOGPS
logP	-0.9	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	7.76	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	135.29 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	90.69 m³·mol⁻¹	ChemAxon
Polarizability	35.62 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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 4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione (NP0155480)

MOL for NP0155480 (4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione)

3D MOL for NP0155480 (4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione)

3D SDF for NP0155480 (4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione)

3D-SDF for NP0155480 (4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione)

PDB for NP0155480 (4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione)

3D PDB for NP0155480 (4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione)

SMILES for NP0155480 (4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione)

INCHI for NP0155480 (4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione)

Structure for NP0155480 (4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione)

3D Structure for NP0155480 (4,6,6a,7,8-pentahydroxy-3-methyl-3,4,5,6,7,12a-hexahydro-2h-tetraphene-1,12-dione)