NP-MRD: Showing NP-Card for 7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione (NP0213700)

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Record Information

Version

2.0

Created at

2022-09-05 12:45:43 UTC

Updated at

2022-09-05 12:45:44 UTC

NP-MRD ID

NP0213700

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione

Description

7A,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,11,11a,11b,12-decahydro-2,5-dioxatetraphene-1,11-dione belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Based on a literature review very few articles have been published on 7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,11,11a,11b,12-decahydro-2,5-dioxatetraphene-1,11-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052214452D          

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M  END

     RDKit          3D

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  Mrv1652309052214452D          

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 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 20 29  1  0  0  0  0
 14 29  1  0  0  0  0
 29 30  1  0  0  0  0
 16 31  1  0  0  0  0
  8 31  1  0  0  0  0
  5 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
  3 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0213700

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(O)=C1OC)C1=CC2=C(CC3(O)C(C)(CCC4(O)C(C)(C)C=CC(=O)C34C)O2)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C28H32O9/c1-24(2)8-7-21(30)26(4)27(24,32)10-9-25(3)28(26,33)14-16-19(37-25)13-18(36-23(16)31)15-11-17(29)22(35-6)20(12-15)34-5/h7-8,11-13,29,32-33H,9-10,14H2,1-6H3

> <INCHI_KEY>
URGMJTWQYIQDDO-UHFFFAOYSA-N

> <FORMULA>
C28H32O9

> <MOLECULAR_WEIGHT>
512.555

> <EXACT_MASS>
512.20463261

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
53.992708387157485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,11,11a,11b,12-decahydro-2,5-dioxatetraphene-1,11-dione

> <JCHEM_LOGP>
2.3591811679999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.890911925841017

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.58068006277084

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3658431139009384

> <JCHEM_POLAR_SURFACE_AREA>
131.75

> <JCHEM_REFRACTIVITY>
135.86079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6H-2,5-dioxatetraphene-1,11-dione

> <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      15.448  -3.304   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.936  -3.013   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.432  -1.558   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.919  -1.267   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.415   0.188   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.903   0.479   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.895  -0.685   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.879   1.061   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.383   3.680   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.399   1.934   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.366   1.352   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.854   1.643   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.366  -2.722   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.854  -2.431   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.342  -2.140   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.830  -1.849   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.326  -0.394   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.302  -1.934   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.195  -0.638   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.342   1.934   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.350   3.098   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.977   2.013   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.375  -1.558   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      12.424   1.352   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.936   1.061   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      14.944   2.225   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      14.440  -0.394   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      15.952  -0.685   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      16.960   0.479   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   35                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   32                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   31                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    6                                                       
CONECT   13    9   14                                                       
CONECT   14   13   15   16   29                                             
CONECT   15   14                                                            
CONECT   16   14   17   18   31                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   29                                             
CONECT   21   20                                                            
CONECT   22   20   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   20   14   30                                             
CONECT   30   29                                                            
CONECT   31   16    8                                                       
CONECT   32    5   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33    3   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₂O₉

Average Mass

512.5550 Da

Monoisotopic Mass

512.20463 Da

IUPAC Name

7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,11,11a,11b,12-decahydro-2,5-dioxatetraphene-1,11-dione

Traditional Name

7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6H-2,5-dioxatetraphene-1,11-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(O)=C1OC)C1=CC2=C(CC3(O)C(C)(CCC4(O)C(C)(C)C=CC(=O)C34C)O2)C(=O)O1

InChI Identifier

InChI=1S/C28H32O9/c1-24(2)8-7-21(30)26(4)27(24,32)10-9-25(3)28(26,33)14-16-19(37-25)13-18(36-23(16)31)15-11-17(29)22(35-6)20(12-15)34-5/h7-8,11-13,29,32-33H,9-10,14H2,1-6H3

InChI Key

URGMJTWQYIQDDO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
O-dimethoxybenzene
Dimethoxybenzene
Naphthalene
Methoxyphenol
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Pyranone
Phenol
Alkyl aryl ether
Benzenoid
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous ester
Tertiary alcohol
Cyclic alcohol
Lactone
Ketone
Oxacycle
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	2.36	ChemAxon
pKa (Strongest Acidic)	9.58	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	131.75 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	135.86 m³·mol⁻¹	ChemAxon
Polarizability	53.99 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

163063951

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione (NP0213700)

MOL for NP0213700 (7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione)

3D MOL for NP0213700 (7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione)

3D SDF for NP0213700 (7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione)

3D-SDF for NP0213700 (7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione)

PDB for NP0213700 (7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione)

3D PDB for NP0213700 (7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione)

SMILES for NP0213700 (7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione)

INCHI for NP0213700 (7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione)

Structure for NP0213700 (7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione)

3D Structure for NP0213700 (7a,11b-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5a,8,8,11a-tetramethyl-7,12-dihydro-6h-2,5-dioxatetraphene-1,11-dione)