NP-MRD: Showing NP-Card for 7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one (NP0165030)

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Record Information

Version

2.0

Created at

2022-09-03 00:02:37 UTC

Updated at

2022-09-03 00:02:37 UTC

NP-MRD ID

NP0165030

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one

Description

7A,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,9,10,11,11a,11b,12-dodecahydro-2,5-dioxatetraphen-1-one 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,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,9,10,11,11a,11b,12-dodecahydro-2,5-dioxatetraphen-1-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032202022D          

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M  END

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M  END


  Mrv1652309032202022D          

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 29 31  1  0  0  0  0
 15 31  1  0  0  0  0
 21 31  1  0  0  0  0
 31 32  1  0  0  0  0
 17 33  1  0  0  0  0
  9 33  1  0  0  0  0
  6 34  1  0  0  0  0
 34 35  2  0  0  0  0
  3 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0165030

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O8/c1-23(2)20(28)13-21(29)25(4)26(23,31)11-10-24(3)27(25,32)14-17-19(35-24)12-18(34-22(17)30)15-6-8-16(33-5)9-7-15/h6-9,12,20-21,28-29,31-32H,10-11,13-14H2,1-5H3

> <INCHI_KEY>
GBADVZQQQTVIQG-UHFFFAOYSA-N

> <FORMULA>
C27H34O8

> <MOLECULAR_WEIGHT>
486.561

> <EXACT_MASS>
486.225368055

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
52.43460503074216

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,9,10,11,11a,11b,12-dodecahydro-2,5-dioxatetraphen-1-one

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
0.955461487

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.813690457008796

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.97475080249163

> <JCHEM_PKA_STRONGEST_BASIC>
-2.997032591731931

> <JCHEM_POLAR_SURFACE_AREA>
125.68

> <JCHEM_REFRACTIVITY>
128.61759999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      16.960   0.479   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      15.952  -0.685   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      14.440  -0.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.432  -1.558   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.919  -1.267   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.415   0.188   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.903   0.479   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.895  -0.685   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.879   1.061   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.383   3.680   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       9.399   1.934   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.366   1.352   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.854   1.643   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.366  -2.722   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.854  -2.431   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.342  -2.140   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.830  -1.849   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.326  -0.394   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.302  -1.934   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.195  -0.638   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.691   1.352   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.342   1.934   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.350   3.098   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.977   2.013   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.375  -1.558   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      12.424   1.352   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.936   1.061   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                                                       
CONECT    6    5    7   34                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   33                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7                                                       
CONECT   14   10   15                                                       
CONECT   15   14   16   17   31                                             
CONECT   16   15                                                            
CONECT   17   15   18   19   33                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   31                                             
CONECT   22   21                                                            
CONECT   23   21   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   15   21   32                                             
CONECT   32   31                                                            
CONECT   33   17    9                                                       
CONECT   34    6   35                                                       
CONECT   35   34    3                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₄O₈

Average Mass

486.5610 Da

Monoisotopic Mass

486.22537 Da

IUPAC Name

7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,9,10,11,11a,11b,12-dodecahydro-2,5-dioxatetraphen-1-one

Traditional Name

7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C27H34O8/c1-23(2)20(28)13-21(29)25(4)26(23,31)11-10-24(3)27(25,32)14-17-19(35-24)12-18(34-22(17)30)15-6-8-16(33-5)9-7-15/h6-9,12,20-21,28-29,31-32H,10-11,13-14H2,1-5H3

InChI Key

GBADVZQQQTVIQG-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
Naphthalene
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Pyranone
Alkyl aryl ether
Benzenoid
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous ester
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Lactone
Oxacycle
Polyol
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	1.87	ALOGPS
logP	0.96	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.97	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	128.62 m³·mol⁻¹	ChemAxon
Polarizability	52.43 Å³	ChemAxon
Number of Rings	5	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

162819436

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one (NP0165030)

MOL for NP0165030 (7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one)

3D MOL for NP0165030 (7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one)

3D SDF for NP0165030 (7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one)

3D-SDF for NP0165030 (7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one)

PDB for NP0165030 (7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one)

3D PDB for NP0165030 (7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one)

SMILES for NP0165030 (7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one)

INCHI for NP0165030 (7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one)

Structure for NP0165030 (7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one)

3D Structure for NP0165030 (7a,9,11,11b-tetrahydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,9,10,11,12-hexahydro-2,5-dioxatetraphen-1-one)