NP-MRD: Showing NP-Card for 2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione (NP0209485)

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Record Information

Version

2.0

Created at

2022-09-05 06:54:37 UTC

Updated at

2022-09-05 06:54:37 UTC

NP-MRD ID

NP0209485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione

Description

2,5,21,28-Tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]Nonacosa-1(29),4(9),5,7,17,22,27-heptaene-3,10,26-trione belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. Based on a literature review very few articles have been published on 2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]Nonacosa-1(29),4(9),5,7,17,22,27-heptaene-3,10,26-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052208542D          

 37 43  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309052208542D          

 37 43  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0209485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC2=C(C(O)=N1)C(=O)C1(O)C(CC3OCOC4=C3C1=C(O)C1=C4OC3C(O)C=CCC3C1=O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H21NO10/c1-8-5-10-14(25(33)27-8)24(32)26(34)11(18(10)29)6-13-15-17(26)20(31)16-19(30)9-3-2-4-12(28)21(9)37-23(16)22(15)36-7-35-13/h2,4-5,9,11-13,21,28,31,34H,3,6-7H2,1H3,(H,27,33)

> <INCHI_KEY>
XCOPBLLEMLOWBG-UHFFFAOYSA-N

> <FORMULA>
C26H21NO10

> <MOLECULAR_WEIGHT>
507.451

> <EXACT_MASS>
507.11654588

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
49.725637899507525

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0^{2,11}.0^{4,9}.0^{13,29}.0^{18,27}.0^{20,25}]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione

> <JCHEM_LOGP>
1.7292751349999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.95231273315869

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.99036018359612

> <JCHEM_PKA_STRONGEST_BASIC>
0.25811432341299356

> <JCHEM_POLAR_SURFACE_AREA>
172.70999999999998

> <JCHEM_REFRACTIVITY>
124.76899999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0^{2,11}.0^{4,9}.0^{13,29}.0^{18,27}.0^{20,25}]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione

> <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      -9.728   0.417   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.198   0.593   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.586   2.007   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.056   2.183   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.139   0.947   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.750  -0.467   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.833  -1.703   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      -7.280  -0.643   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -3.609   1.123   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.691  -0.113   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.997   2.537   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.079   1.300   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.467   2.713   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.549   1.477   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.161   0.063   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.981   1.653   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.593   3.066   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.675   4.303   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.855   4.126   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.773   5.363   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.303   5.186   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.915   3.773   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.445   3.596   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.362   4.833   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.161   6.776   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.369   6.953   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.287   5.716   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.123   3.243   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.040   2.007   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.570   2.183   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.182   3.596   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.488   0.947   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.876  -0.467   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.346  -0.643   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.429   0.593   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.899   0.417   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.287  -0.997   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   23                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    2                                                       
CONECT    9    5   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   22                                             
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   36                                                  
CONECT   17   16   18   28                                                  
CONECT   18   17   19   27                                                  
CONECT   19   18   13   20                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   11   23                                                  
CONECT   23   22    4   24                                                  
CONECT   24   23                                                            
CONECT   25   20   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   18                                                       
CONECT   28   17   29                                                       
CONECT   29   28   30   35                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   29   36                                                  
CONECT   36   35   16   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₁NO₁₀

Average Mass

507.4510 Da

Monoisotopic Mass

507.11655 Da

IUPAC Name

2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0^{2,11}.0^{4,9}.0^{13,29}.0^{18,27}.0^{20,25}]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione

Traditional Name

2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0^{2,11}.0^{4,9}.0^{13,29}.0^{18,27}.0^{20,25}]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione

CAS Registry Number

Not Available

SMILES

CC1=CC2=C(C(O)=N1)C(=O)C1(O)C(CC3OCOC4=C3C1=C(O)C1=C4OC3C(O)C=CCC3C1=O)C2=O

InChI Identifier

InChI=1S/C26H21NO10/c1-8-5-10-14(25(33)27-8)24(32)26(34)11(18(10)29)6-13-15-17(26)20(31)16-19(30)9-3-2-4-12(28)21(9)37-23(16)22(15)36-7-35-13/h2,4-5,9,11-13,21,28,31,34H,3,6-7H2,1H3,(H,27,33)

InChI Key

XCOPBLLEMLOWBG-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 xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Phenanthrene
Naphthopyran
Isoquinolone
Chromone
Tetralin
Naphthalene
Aryl alkyl ketone
Aryl ketone
Methylpyridine
Pyridinone
Alkyl aryl ether
Benzenoid
Pyridine
Pyran
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Tertiary alcohol
Secondary alcohol
Lactam
Ketone
Oxacycle
Azacycle
Polyol
Ether
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	1.73	ChemAxon
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	0.26	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	172.71 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	124.77 m³·mol⁻¹	ChemAxon
Polarizability	49.73 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	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

163092984

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione (NP0209485)

MOL for NP0209485 (2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione)

3D MOL for NP0209485 (2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione)

3D SDF for NP0209485 (2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione)

3D-SDF for NP0209485 (2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione)

PDB for NP0209485 (2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione)

3D PDB for NP0209485 (2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione)

SMILES for NP0209485 (2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione)

INCHI for NP0209485 (2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione)

Structure for NP0209485 (2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione)

3D Structure for NP0209485 (2,5,21,28-tetrahydroxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.0²,¹¹.0⁴,⁹.0¹³,²⁹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(28),4(9),5,7,17(29),18(27),22-heptaene-3,10,26-trione)