NP-MRD: Showing NP-Card for 13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione (NP0182599)

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Record Information

Version

2.0

Created at

2022-09-03 21:20:00 UTC

Updated at

2022-09-03 21:20:00 UTC

NP-MRD ID

NP0182599

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione

Description

13-Hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]Nonadeca-6(11),7-diene-10,15,17-trione belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. 13-Hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]Nonadeca-6(11),7-diene-10,15,17-trione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241514462D          

 37 42  0  0  0  0            999 V2000
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M  END

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M  END


  Mrv1533004241514462D          

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 20 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
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 14 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 24 31  1  0  0  0  0
 20 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 16 34  1  0  0  0  0
 11 34  1  0  0  0  0
 12 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
  9 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0182599

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C1=CC2=C(CC3(O)C4(C)C(=O)C5(OC)C(=O)OC4(CCC3(C)O2)C5(C)C)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C28H30O9/c1-23(2)27-12-11-24(3)26(32,25(27,4)21(30)28(23,34-6)22(31)37-27)14-17-19(36-24)13-18(35-20(17)29)15-7-9-16(33-5)10-8-15/h7-10,13,32H,11-12,14H2,1-6H3

> <INCHI_KEY>
AOFMVUCAUSHJLI-UHFFFAOYSA-N

> <FORMULA>
C28H30O9

> <MOLECULAR_WEIGHT>
510.539

> <EXACT_MASS>
510.188982546

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
52.60815987820562

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione

> <ALOGPS_LOGP>
2.98

> <JCHEM_LOGP>
2.8287844433333342

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.966779754375512

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6881305354361498

> <JCHEM_POLAR_SURFACE_AREA>
117.59000000000002

> <JCHEM_REFRACTIVITY>
130.51909999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      18.492   3.981   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      18.166   2.475   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      16.699   2.005   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.373   0.500   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.907   0.030   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.766   1.065   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.093   2.570   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.559   3.040   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.300   0.595   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.160   1.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.693   1.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.367  -0.345   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.900  -0.815   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.760   0.220   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.521  -1.301   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.086   1.725   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.411   3.231   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.936   2.766   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.508   2.152   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.107   0.504   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.926   1.542   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.698   0.633   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.221   1.067   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.278  -0.902   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.148  -1.948   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.323  -1.491   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.096  -1.758   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.406  -3.266   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.237  -0.470   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.151  -1.709   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.307  -1.150   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.375   0.076   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.950   0.348   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.553   2.195   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      10.507  -1.380   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      10.181  -2.885   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      11.974  -0.910   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   37                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   34                                                  
CONECT   12   11   13   35                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16   29                                             
CONECT   15   14                                                            
CONECT   16   14   17   18   34                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   29   31                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   27   31                                             
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   14   20   30                                             
CONECT   30   29                                                            
CONECT   31   24   20   32   33                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   16   11                                                       
CONECT   35   12   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35    9                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₀O₉

Average Mass

510.5390 Da

Monoisotopic Mass

510.18898 Da

IUPAC Name

13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione

Traditional Name

13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=CC2=C(CC3(O)C4(C)C(=O)C5(OC)C(=O)OC4(CCC3(C)O2)C5(C)C)C(=O)O1

InChI Identifier

InChI=1S/C28H30O9/c1-23(2)27-12-11-24(3)26(32,25(27,4)21(30)28(23,34-6)22(31)37-27)14-17-19(36-24)13-18(35-20(17)29)15-7-9-16(33-5)10-8-15/h7-10,13,32H,11-12,14H2,1-6H3

InChI Key

AOFMVUCAUSHJLI-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 anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Anisole
Methoxybenzene
Alkyl aryl ether
Delta_valerolactone
Delta valerolactone
Pyranone
Monocyclic benzene moiety
Gamma butyrolactone
Oxane
Pyran
Heteroaromatic compound
Cyclic alcohol
Vinylogous ester
Tertiary alcohol
Tetrahydrofuran
Lactone
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
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	2.98	ALOGPS
logP	2.83	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	12.97	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	117.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	130.52 m³·mol⁻¹	ChemAxon
Polarizability	52.61 Å³	ChemAxon
Number of Rings	6	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

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 13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione (NP0182599)

MOL for NP0182599 (13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione)

3D MOL for NP0182599 (13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione)

3D SDF for NP0182599 (13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione)

3D-SDF for NP0182599 (13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione)

PDB for NP0182599 (13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione)

3D PDB for NP0182599 (13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione)

SMILES for NP0182599 (13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione)

INCHI for NP0182599 (13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione)

Structure for NP0182599 (13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione)

3D Structure for NP0182599 (13-hydroxy-16-methoxy-8-(4-methoxyphenyl)-4,14,19,19-tetramethyl-5,9,18-trioxapentacyclo[14.2.1.0¹,¹⁴.0⁴,¹³.0⁶,¹¹]nonadeca-6(11),7-diene-10,15,17-trione)