NP-MRD: Showing NP-Card for Spongiadioxin B (NP0025480)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 17:35:47 UTC

Updated at

2021-06-29 23:50:28 UTC

NP-MRD ID

NP0025480

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Spongiadioxin B

Provided By

JEOL Database JEOL Logo

Description

Spongiadioxin B is found in Dysidea dendyi. Spongiadioxin B was first documented in 2001 (Utkina, N. K., et al.). Based on a literature review very few articles have been published on 2,3,6,8-tetrabromooxanthren-1-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119353D          

 23 25  0  0  0  0            999 V2000
    0.9376   -1.9751    3.3359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3002   -1.7442    2.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2897   -1.0862    3.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893   -0.5198    5.3096 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5466   -0.8637    2.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9721    0.0155    3.8517 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8032   -1.2950    1.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8089   -1.9472    0.9173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608   -2.1726    1.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4448   -2.8117    0.8034 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1370   -3.2121   -0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1401   -3.8641   -1.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8820   -4.2920   -2.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2364   -5.1764   -3.4702 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640   -4.0749   -3.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629   -3.4210   -2.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0449   -3.1437   -3.1860 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1164   -2.9867   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1159   -2.3467   -0.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746   -2.4383    2.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7743   -1.1266    1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -4.0334   -0.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5558   -4.4125   -4.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  9  8  2  0  0  0  0
 11 18  2  0  0  0  0
  8  7  1  0  0  0  0
  7  5  2  0  0  0  0
 15 16  2  0  0  0  0
  5  3  1  0  0  0  0
 16 18  1  0  0  0  0
  3  2  2  0  0  0  0
  2  9  1  0  0  0  0
 13 15  1  0  0  0  0
 13 14  1  0  0  0  0
 11 10  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
  5  6  1  0  0  0  0
 19  8  1  0  0  0  0
  2  1  1  0  0  0  0
  9 10  1  0  0  0  0
  3  4  1  0  0  0  0
 15 23  1  0  0  0  0
 12 22  1  0  0  0  0
  7 21  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025480

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(Br)C(Br)=C([H])C2=C1OC1=C(O2)C(Br)=C([H])C(Br)=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H4Br4O3/c13-4-1-6(15)11-7(2-4)19-12-8(18-11)3-5(14)9(16)10(12)17/h1-3,17H

> <INCHI_KEY>
OKZDDAYLOUDZAH-UHFFFAOYSA-N

> <FORMULA>
C12H4Br4O3

> <MOLECULAR_WEIGHT>
515.777

> <EXACT_MASS>
511.689396

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
34.62388658261587

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,6,8-tetrabromooxanthren-1-ol

> <ALOGPS_LOGP>
6.02

> <JCHEM_LOGP>
5.772019545666667

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.106744697515849

> <JCHEM_PKA_STRONGEST_BASIC>
-3.525478963143573

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
84.95370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3,6,8-tetrabromooxanthren-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0       0.938  -1.975   3.336  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.300  -1.744   2.790  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.290  -1.086   3.535  0.00  0.00           C+0
HETATM    4 Br   UNK     0      -0.889  -0.520   5.310  0.00  0.00          Br+0
HETATM    5  C   UNK     0      -2.547  -0.864   2.951  0.00  0.00           C+0
HETATM    6 Br   UNK     0      -3.972   0.016   3.852  0.00  0.00          Br+0
HETATM    7  C   UNK     0      -2.803  -1.295   1.643  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.809  -1.947   0.917  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.561  -2.173   1.486  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.445  -2.812   0.803  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.137  -3.212  -0.474  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.140  -3.864  -1.191  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.882  -4.292  -2.492  0.00  0.00           C+0
HETATM   14 Br   UNK     0       2.236  -5.176  -3.470  0.00  0.00          Br+0
HETATM   15  C   UNK     0      -0.364  -4.075  -3.079  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.363  -3.421  -2.353  0.00  0.00           C+0
HETATM   17 Br   UNK     0      -3.045  -3.144  -3.186  0.00  0.00          Br+0
HETATM   18  C   UNK     0      -1.116  -2.987  -1.047  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.116  -2.347  -0.357  0.00  0.00           O+0
HETATM   20  H   UNK     0       1.475  -2.438   2.667  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.774  -1.127   1.183  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.111  -4.033  -0.734  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.556  -4.412  -4.095  0.00  0.00           H+0
CONECT    1    2   20                                                       
CONECT    2    3    9    1                                                  
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    7    3    6                                                  
CONECT    6    5                                                            
CONECT    7    8    5   21                                                  
CONECT    8    9    7   19                                                  
CONECT    9    8    2   10                                                  
CONECT   10   11    9                                                       
CONECT   11   12   18   10                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   15   14                                                  
CONECT   14   13                                                            
CONECT   15   16   13   23                                                  
CONECT   16   15   18   17                                                  
CONECT   17   16                                                            
CONECT   18   11   16   19                                                  
CONECT   19   18    8                                                       
CONECT   20    1                                                            
CONECT   21    7                                                            
CONECT   22   12                                                            
CONECT   23   15                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₄Br₄O₃

Average Mass

515.7770 Da

Monoisotopic Mass

511.68940 Da

IUPAC Name

2,3,6,8-tetrabromooxanthren-1-ol

Traditional Name

2,3,6,8-tetrabromooxanthren-1-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(Br)C(Br)=C([H])C2=C1OC1=C(O2)C(Br)=C([H])C(Br)=C1[H]

InChI Identifier

InChI=1S/C12H4Br4O3/c13-4-1-6(15)11-7(2-4)19-12-8(18-11)3-5(14)9(16)10(12)17/h1-3,17H

InChI Key

OKZDDAYLOUDZAH-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Dysidea dendyi	JEOL database	Utkina, N. K., et al, J. Nat. Prod. 64, 154 (2001)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as dibenzo-p-dioxins. These are compounds containing a dibenzo-p-dioxin moiety, which consists of two benzene connected by a para-dioxin ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxins

Sub Class

Benzo-p-dioxins

Direct Parent

Dibenzo-p-dioxins

Alternative Parents

Substituents

Dibenzo-p-dioxin
Diaryl ether
3-halophenol
2-halophenol
3-bromophenol
2-bromophenol
1-hydroxy-4-unsubstituted benzenoid
Phenol
Aryl halide
Aryl bromide
Benzenoid
Ether
Oxacycle
Organooxygen compound
Organobromide
Organohalogen compound
Organic oxygen compound
Hydrocarbon derivative
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	6.02	ALOGPS
logP	5.77	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	6.11	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.95 m³·mol⁻¹	ChemAxon
Polarizability	34.62 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

C00045407

Chemspider ID

8634591

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10459177

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Utkina, N. K., et al. (2001). Utkina, N. K., et al, J. Nat. Prod. 64, 154 (2001). J. Nat. Prod..

Showing NP-Card for Spongiadioxin B (NP0025480)

MOL for NP0025480 (Spongiadioxin B)

3D MOL for NP0025480 (Spongiadioxin B)

3D SDF for NP0025480 (Spongiadioxin B)

3D-SDF for NP0025480 (Spongiadioxin B)

PDB for NP0025480 (Spongiadioxin B)

3D PDB for NP0025480 (Spongiadioxin B)

SMILES for NP0025480 (Spongiadioxin B)

INCHI for NP0025480 (Spongiadioxin B)

Structure for NP0025480 (Spongiadioxin B)

3D Structure for NP0025480 (Spongiadioxin B)