NP-MRD: Showing NP-Card for 5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one (NP0083812)

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Record Information

Version

2.0

Created at

2022-04-29 04:44:29 UTC

Updated at

2022-04-29 04:44:29 UTC

NP-MRD ID

NP0083812

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one

Description

CHEMBL3589049 belongs to the class of organic compounds known as benzoxanthenes. These are organic compounds containing a benzene ring fused to a xanthene ring system. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. 5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one is found in Haemodorum spicatum. Based on a literature review very few articles have been published on CHEMBL3589049.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 36  0  0  0  0  0  0  0  0999 V2000
    3.5927   -3.1604   -0.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3058   -1.9443    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2968   -1.0091    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426    0.3147    0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6446    0.7088    0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591    2.0251    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9417    2.4209    0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6245    3.7776    0.6726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0459    1.4772    0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    1.8421    0.1356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889    1.0069   -0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6063    1.4221   -0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6308    0.5383   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3020   -0.7831   -0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9933   -1.2321   -0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9791   -0.3497   -0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827   -0.7708   -0.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168   -2.0815   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0176   -2.4637   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930   -1.5279   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6513   -0.2056    0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276    0.1611    0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3277   -1.3291    0.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7286    1.0580    0.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0207    2.7927    0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3406    4.0366    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8145    2.4628   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6753    0.8769   -0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1001   -1.4773   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077   -2.2512   -0.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0237   -2.8257   -0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2432   -3.5103   -0.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 16  2  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 16 17  1  0
 17 22  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 20  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
 22  9  1  0
  5 21  1  0
 12 11  1  0
 18 17  1  0
  8 26  1  0
 15 30  1  0
 14 29  1  0
 13 28  1  0
 12 27  1  0
 19 32  1  0
 18 31  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
M  END


  Mrv1652304292206442D          

 22 26  0  0  0  0            999 V2000
   -0.5401    3.2091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2700    2.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8101    1.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401    1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401    0.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -0.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.8446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903    0.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7004    0.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2405    1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9705    1.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106    2.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5908    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604    1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802    2.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903    2.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  2  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083812

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=C2OC3=C(C=CC=C3)C3=C2C2=C(C=C3)C(=O)C=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H10O3/c20-14-8-5-10-9-15(21)19-18-12(6-7-13(14)17(10)18)11-3-1-2-4-16(11)22-19/h1-9,21H

> <INCHI_KEY>
YYEKFUYNJPGGCD-UHFFFAOYSA-N

> <FORMULA>
C19H10O3

> <MOLECULAR_WEIGHT>
286.286

> <EXACT_MASS>
286.062994182

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
29.82587696832099

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-hydroxy-8-oxapentacyclo[10.6.2.0^{2,7}.0^{9,19}.0^{16,20}]icosa-1(19),2(7),3,5,9,11,13,16(20),17-nonaen-15-one

> <ALOGPS_LOGP>
4.12

> <JCHEM_LOGP>
3.777257657

> <ALOGPS_LOGS>
-4.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.540121890429045

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.070421957245376

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7013052701595863

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
84.56909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-hydroxy-8-oxapentacyclo[10.6.2.0^{2,7}.0^{9,19}.0^{16,20}]icosa-1(19),2(7),3,5,9,11,13,16(20),17-nonaen-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0      -1.008   5.990   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.504   4.535   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.512   3.371   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.008   1.916   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.504   1.625   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.008   0.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.520  -0.121   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.024  -1.577   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.529   1.043   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.041   0.752   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.049   1.916   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.545   3.371   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.553   4.535   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.065   4.244   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.569   2.789   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.561   1.625   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.033   3.662   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.024   2.498   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.512   2.789   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.008   4.244   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.016   5.408   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.529   5.117   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   12   18   22                                                  
CONECT   18   17    9   19                                                  
CONECT   19   18    5   20                                                  
CONECT   20   19    2   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₀O₃

Average Mass

286.2860 Da

Monoisotopic Mass

286.06299 Da

IUPAC Name

10-hydroxy-8-oxapentacyclo[10.6.2.0^{2,7}.0^{9,19}.0^{16,20}]icosa-1(19),2(7),3,5,9,11,13,16(20),17-nonaen-15-one

Traditional Name

10-hydroxy-8-oxapentacyclo[10.6.2.0^{2,7}.0^{9,19}.0^{16,20}]icosa-1(19),2(7),3,5,9,11,13,16(20),17-nonaen-15-one

CAS Registry Number

Not Available

SMILES

OC1=C2OC3=C(C=CC=C3)C3=C2C2=C(C=C3)C(=O)C=CC2=C1

InChI Identifier

InChI=1S/C19H10O3/c20-14-8-5-10-9-15(21)19-18-12(6-7-13(14)17(10)18)11-3-1-2-4-16(11)22-19/h1-9,21H

InChI Key

YYEKFUYNJPGGCD-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Haemodorum spicatum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxanthenes. These are organic compounds containing a benzene ring fused to a xanthene ring system. 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

Benzoxanthenes

Alternative Parents

Substituents

Benzoxanthene
Isoflavonoid
Naphthopyran
2-naphthol
2-benzopyran
Naphthalene
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyran
Heteroaromatic compound
Oxacycle
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
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	4.12	ALOGPS
logP	3.78	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.07	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.57 m³·mol⁻¹	ChemAxon
Polarizability	29.83 Å³	ChemAxon
Number of Rings	5	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

C00052736

Chemspider ID

58978971

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122180646

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one (NP0083812)

MOL for NP0083812 (5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one)

3D MOL for NP0083812 (5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one)

3D SDF for NP0083812 (5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one)

3D-SDF for NP0083812 (5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one)

PDB for NP0083812 (5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one)

3D PDB for NP0083812 (5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one)

SMILES for NP0083812 (5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one)

INCHI for NP0083812 (5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one)

Structure for NP0083812 (5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one)

3D Structure for NP0083812 (5-Hydroxy-1H-naphtho[2,1,8-mna]xanthen-1-one)