NP-MRD: Showing NP-Card for 3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione (NP0222054)

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Record Information

Version

2.0

Created at

2022-09-05 23:47:07 UTC

Updated at

2022-09-05 23:47:07 UTC

NP-MRD ID

NP0222054

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione

Description

3,15-Dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]Nonadeca-1(18),2,4,13-tetraene-7,17-dione belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. 3,15-Dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]Nonadeca-1(18),2,4,13-tetraene-7,17-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161514222D          

 24 26  0  0  0  0            999 V2000
    7.6414    2.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0543    1.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4888    0.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5759    0.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2984   -0.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7113   -1.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9309   -1.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1117   -1.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9835   -2.3035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -0.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3863   -0.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9285    0.5356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5767    0.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3092    0.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7590    1.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5394    2.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4523    2.9210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3586    2.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4996    1.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9575    0.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1479    0.5480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2250   -0.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346   -0.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021   -1.3300    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  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  2 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222054

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCCC=CC2(O)CC(=O)C3=C(CC(=O)O1)C=C(O)C=C3O2

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O6/c1-11-5-3-2-4-6-18(22)10-14(20)17-12(8-16(21)23-11)7-13(19)9-15(17)24-18/h4,6-7,9,11,19,22H,2-3,5,8,10H2,1H3

> <INCHI_KEY>
NXIOMVOFGLOKLL-UHFFFAOYSA-N

> <FORMULA>
C18H20O6

> <MOLECULAR_WEIGHT>
332.352

> <EXACT_MASS>
332.125988364

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
32.93691985953831

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.6117881696666663

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.285658780629506

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.671600133126612

> <JCHEM_PKA_STRONGEST_BASIC>
-4.432389821129427

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
86.98479999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      14.264   3.993   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.168   2.911   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.979   1.602   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.142   0.071   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.624  -1.380   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.528  -2.462   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.071  -2.961   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.542  -2.779   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.303  -4.300   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.554  -1.618   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.055  -0.161   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.066   1.000   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.543   0.135   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.044   1.592   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.883   3.422   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.340   3.921   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.178   5.453   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      11.869   3.739   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.533   1.888   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.521   0.727   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.009   1.023   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.020  -0.730   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.531  -1.026   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.031  -2.483   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   24                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   23                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    2                                                       
CONECT   19   14   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   13   24                                                  
CONECT   24   23    8                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀O₆

Average Mass

332.3520 Da

Monoisotopic Mass

332.12599 Da

IUPAC Name

3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione

Traditional Name

3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione

CAS Registry Number

Not Available

SMILES

CC1CCCC=CC2(O)CC(=O)C3=C(CC(=O)O1)C=C(O)C=C3O2

InChI Identifier

InChI=1S/C18H20O6/c1-11-5-3-2-4-6-18(22)10-14(20)17-12(8-16(21)23-11)7-13(19)9-15(17)24-18/h4,6-7,9,11,19,22H,2-3,5,8,10H2,1H3

InChI Key

NXIOMVOFGLOKLL-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 chromones. Chromones are compounds containing a benzopyran-4-one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromones

Alternative Parents

Substituents

Chromone
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Carboxylic acid ester
Hemiacetal
Ketone
Lactone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
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	2.16	ALOGPS
logP	2.61	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	7.67	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.98 m³·mol⁻¹	ChemAxon
Polarizability	32.94 Å³	ChemAxon
Number of Rings	3	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

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 3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione (NP0222054)

MOL for NP0222054 (3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione)

3D MOL for NP0222054 (3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione)

3D SDF for NP0222054 (3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione)

3D-SDF for NP0222054 (3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione)

PDB for NP0222054 (3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione)

3D PDB for NP0222054 (3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione)

SMILES for NP0222054 (3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione)

INCHI for NP0222054 (3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione)

Structure for NP0222054 (3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione)

3D Structure for NP0222054 (3,15-dihydroxy-9-methyl-8,19-dioxatricyclo[13.3.1.0⁵,¹⁸]nonadeca-1,3,5(18),13-tetraene-7,17-dione)