NP-MRD: Showing NP-Card for 9-Dehydroxyeurotinone (NP0139201)

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Record Information

Version

1.0

Created at

2022-06-29 19:43:42 UTC

Updated at

2022-06-29 19:43:42 UTC

NP-MRD ID

NP0139201

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-Dehydroxyeurotinone

Description

9-Dehydroxyeurotinone belongs to the class of organic compounds known as dibenzoxepines. Dibenzoxepines are compounds containing a dibenzoxepine moiety, which consists of two benzene connected by an oxazepine ring. It was first documented in 2009 (PMID: 19652514). Based on a literature review very few articles have been published on 9-Dehydroxyeurotinone.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    4.3629   -1.2725    0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763   -0.4864    0.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3059    0.8777    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204    1.6331   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166    3.0077   -0.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0035    0.9951   -0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8446   -0.3658   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649   -1.1020    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3411   -1.2250   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6176   -0.6400   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456   -1.5957    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6934   -1.2806    0.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5521   -2.1931    1.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1110    0.0289    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342    1.0024    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    2.3024    0.1355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0710    0.6559   -0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4036    1.7436   -0.7511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187    1.9623   -0.8209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879    3.0679   -1.2573 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798   -0.8243    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4255   -1.1868    1.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2873   -2.3360    0.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2682    1.3130    0.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1816    3.4707   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8324   -2.1733    0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -2.1834    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3755   -1.5422   -1.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0795   -2.6035    0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551   -2.3629    2.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1071    0.3061    1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858    3.0065   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  8  2  0
  8  7  1  0
  7  6  2  0
  6  4  1  0
  4  5  1  0
  4  3  2  0
  6 19  1  0
 19 20  2  0
 19 18  1  0
 18 17  1  0
 17 10  2  0
 10  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  3  2  1  0
 15 17  1  0
  9  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  8 26  1  0
  5 25  1  0
  3 24  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
M  END


  Mrv1652306292221432D          

 20 22  0  0  0  0            999 V2000
    6.5448    2.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7025   -0.5145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -0.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -0.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -0.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9049   -0.5145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    2.2164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0139201

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC2=C(C(O)=C1)C(=O)OC1=C(C2)C=C(O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O5/c1-7-2-8-4-9-5-10(16)6-12(18)14(9)20-15(19)13(8)11(17)3-7/h2-3,5-6,16-18H,4H2,1H3

> <INCHI_KEY>
JVEWVOQVOXHEQA-UHFFFAOYSA-N

> <FORMULA>
C15H12O5

> <MOLECULAR_WEIGHT>
272.256

> <EXACT_MASS>
272.068473486

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.271339257240346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7,12-trihydroxy-14-methyl-9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
4.455954864

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.974759108832963

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.340787613490503

> <JCHEM_PKA_STRONGEST_BASIC>
-4.063846073947471

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
72.52400000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7,12-trihydroxy-14-methyl-9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      12.217   4.137   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.088   3.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.617   3.544   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.488   2.496   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.830   0.995   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.302   0.541   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.431   1.588   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.645  -0.960   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.870  -0.209   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.538  -1.597   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.330  -0.209   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.370   0.995   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.713   2.496   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.100   3.165   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.584   3.544   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.112   3.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.770   1.588   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.898   0.541   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.556  -0.960   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.983   4.137   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6                                                            
CONECT    9    5   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    4                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   12   19                                                  
CONECT   19   18                                                            
CONECT   20   16                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂O₅

Average Mass

272.2560 Da

Monoisotopic Mass

272.06847 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1=CC2=C(C(O)=C1)C(=O)OC1=C(C2)C=C(O)C=C1O

InChI Identifier

InChI=1S/C15H12O5/c1-7-2-8-4-9-5-10(16)6-12(18)14(9)20-15(19)13(8)11(17)3-7/h2-3,5-6,16-18H,4H2,1H3

InChI Key

JVEWVOQVOXHEQA-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 dibenzoxepines. Dibenzoxepines are compounds containing a dibenzoxepine moiety, which consists of two benzene connected by an oxazepine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Dibenzoxepines

Direct Parent

Dibenzoxepines

Alternative Parents

Substituents

Dibenzoxepine
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Vinylogous acid
Carboxylic acid ester
Lactone
Polyol
Carboxylic acid derivative
Oxacycle
Organic oxide
Organooxygen 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

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

28289428

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56837424

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li DL, Li XM, Wang BG: Natural anthraquinone derivatives from a marine mangrove plant-derived endophytic fungus Eurotium rubrum: structural elucidation and DPPH radical scavenging activity. J Microbiol Biotechnol. 2009 Jul;19(7):675-80. [PubMed:19652514 ]

Showing NP-Card for 9-Dehydroxyeurotinone (NP0139201)

MOL for NP0139201 (9-Dehydroxyeurotinone)

3D MOL for NP0139201 (9-Dehydroxyeurotinone)

3D SDF for NP0139201 (9-Dehydroxyeurotinone)

3D-SDF for NP0139201 (9-Dehydroxyeurotinone)

PDB for NP0139201 (9-Dehydroxyeurotinone)

3D PDB for NP0139201 (9-Dehydroxyeurotinone)

SMILES for NP0139201 (9-Dehydroxyeurotinone)

INCHI for NP0139201 (9-Dehydroxyeurotinone)

Structure for NP0139201 (9-Dehydroxyeurotinone)

3D Structure for NP0139201 (9-Dehydroxyeurotinone)