NP-MRD: Showing NP-Card for 18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione (NP0264756)

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Record Information

Version

2.0

Created at

2022-09-08 08:28:40 UTC

Updated at

2022-09-08 08:28:40 UTC

NP-MRD ID

NP0264756

Secondary Accession Numbers

None

Natural Product Identification

Common Name

18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione

Description

18-(Furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]Henicosa-1,3(11),12-triene-6,16-dione belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring. 18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione is found in Xylocarpus granatum. 18-(Furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]Henicosa-1,3(11),12-triene-6,16-dione is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191522092D          

 33 38  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1533004191522092D          

 33 38  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0264756

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12OC(=O)CC1C(C)(C)C(O)C1=CC3=C(CCC4(C)C3CC(=O)OC4C3=COC=C3)N=C21

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO6/c1-24(2)18-11-20(29)33-26(18,4)21-15(22(24)30)9-14-16-10-19(28)32-23(13-6-8-31-12-13)25(16,3)7-5-17(14)27-21/h6,8-9,12,16,18,22-23,30H,5,7,10-11H2,1-4H3

> <INCHI_KEY>
YLSUPZOCEGYMQL-UHFFFAOYSA-N

> <FORMULA>
C26H29NO6

> <MOLECULAR_WEIGHT>
451.519

> <EXACT_MASS>
451.199487658

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
47.95458059207997

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
2.942145038333333

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.736121312250098

> <JCHEM_PKA_STRONGEST_BASIC>
3.469736453201778

> <JCHEM_POLAR_SURFACE_AREA>
98.86000000000001

> <JCHEM_REFRACTIVITY>
116.7718

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       2.705  -4.162   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.461  -5.683   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.006  -5.178   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.659   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.750  -4.314   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.791  -6.981   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.331  -6.958   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.121  -8.280   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.661  -8.256   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.410  -6.911   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.950  -6.888   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.700  -5.542   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      11.740  -8.209   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.991  -9.555   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.781 -10.876   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.315 -11.014   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.658 -12.515   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.336 -13.306   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.176 -12.293   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.451  -9.578   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.241 -10.900   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.701 -10.923   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.162 -10.947   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.371  -9.625   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       4.832  -9.648   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       4.041  -8.327   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.502  -8.350   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.149  -9.747   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.489  -9.510   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.072  -8.905   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.249  -9.695   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.210  -7.371   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.711  -7.028   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   33                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   26                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   24                                                  
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15                                                       
CONECT   20   14    9   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    8   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25    6   27                                                  
CONECT   27   26   28   29   33                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32    2   27                                                  
MASTER        0    0    0    0    0    0    0    0   33    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₉NO₆

Average Mass

451.5190 Da

Monoisotopic Mass

451.19949 Da

IUPAC Name

18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione

Traditional Name

18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione

CAS Registry Number

Not Available

SMILES

CC12OC(=O)CC1C(C)(C)C(O)C1=CC3=C(CCC4(C)C3CC(=O)OC4C3=COC=C3)N=C21

InChI Identifier

InChI=1S/C26H29NO6/c1-24(2)18-11-20(29)33-26(18,4)21-15(22(24)30)9-14-16-10-19(28)32-23(13-6-8-31-12-13)25(16,3)7-5-17(14)27-21/h6,8-9,12,16,18,22-23,30H,5,7,10-11H2,1-4H3

InChI Key

YLSUPZOCEGYMQL-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

Species Name	Source	Reference
Xylocarpus granatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridines

Alternative Parents

Substituents

Acridine
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Gamma butyrolactone
Pyridine
Oxane
Furan
Heteroaromatic compound
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Azacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen 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	4.1	ALOGPS
logP	2.94	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	13.74	ChemAxon
pKa (Strongest Basic)	3.47	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	98.86 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	116.77 m³·mol⁻¹	ChemAxon
Polarizability	47.95 Å³	ChemAxon
Number of Rings	6	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 18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione (NP0264756)

MOL for NP0264756 (18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione)

3D MOL for NP0264756 (18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione)

3D SDF for NP0264756 (18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione)

3D-SDF for NP0264756 (18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione)

PDB for NP0264756 (18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione)

3D PDB for NP0264756 (18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione)

SMILES for NP0264756 (18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione)

INCHI for NP0264756 (18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione)

Structure for NP0264756 (18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione)

3D Structure for NP0264756 (18-(furan-3-yl)-10-hydroxy-4,9,9,19-tetramethyl-5,17-dioxa-2-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,11-triene-6,16-dione)