NP-MRD: Showing NP-Card for subereaphenol D (NP0036111)

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Record Information

Version

2.0

Created at

2021-06-20 19:22:19 UTC

Updated at

2021-06-30 00:07:35 UTC

NP-MRD ID

NP0036111

Secondary Accession Numbers

None

Natural Product Identification

Common Name

subereaphenol D

Provided By

JEOL Database JEOL Logo

Description

Subereaphenol D belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. subereaphenol D is found in Suberea mollis. subereaphenol D was first documented in 2011 (PMID: 21542602). Based on a literature review very few articles have been published on Subereaphenol D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121223D          

 24 24  0  0  0  0            999 V2000
   -1.8187    0.4217   -7.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1812    0.8038   -6.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -0.1260   -5.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5646   -1.4235   -5.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738   -2.3148   -4.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8503   -1.9135   -3.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7775   -2.8707   -2.3837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2850   -0.6050   -3.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6029   -0.2034   -1.6716 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9055   -0.8110   -1.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9621    0.0389   -1.0879 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -2.0120   -0.9614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4036    0.2776   -4.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0877    2.0507   -3.9420 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7546    0.1710   -7.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952    1.2796   -8.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4429   -0.4037   -8.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2673   -1.7809   -6.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1230   -3.3305   -4.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5614   -2.7865   -1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127    0.8787   -1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8068   -0.5633   -1.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8515   -0.3410   -0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9138    1.0181   -1.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
 13 14  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13  8  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
 13  3  1  0  0  0  0
 10 12  2  0  0  0  0
  5 19  1  0  0  0  0
  4 18  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
 11 23  1  0  0  0  0
 11 24  1  0  0  0  0
  7 20  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036111

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(OC([H])([H])[H])C(Br)=C1C([H])([H])C(=O)N([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C9H10BrNO3/c1-14-7-3-2-6(12)5(9(7)10)4-8(11)13/h2-3,12H,4H2,1H3,(H2,11,13)

> <INCHI_KEY>
MPLYVLNQUBGCNX-UHFFFAOYSA-N

> <FORMULA>
C9H10BrNO3

> <MOLECULAR_WEIGHT>
260.087

> <EXACT_MASS>
258.984406

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
21.44076548881467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-bromo-6-hydroxy-3-methoxyphenyl)acetamide

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
1.1115675296666667

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.394809381418863

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.065525338471398

> <JCHEM_PKA_STRONGEST_BASIC>
-2.801915838383556

> <JCHEM_POLAR_SURFACE_AREA>
72.55000000000001

> <JCHEM_REFRACTIVITY>
55.25470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-bromo-6-hydroxy-3-methoxyphenyl)acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.819   0.422  -7.816  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.181   0.804  -6.495  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.040  -0.126  -5.496  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.565  -1.424  -5.702  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.474  -2.315  -4.635  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.850  -1.914  -3.359  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.778  -2.871  -2.384  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.285  -0.605  -3.094  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.603  -0.203  -1.672  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.906  -0.811  -1.201  0.00  0.00           C+0
HETATM   11  N   UNK     0      -4.962   0.039  -1.088  0.00  0.00           N+0
HETATM   12  O   UNK     0      -4.015  -2.012  -0.961  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.404   0.278  -4.190  0.00  0.00           C+0
HETATM   14 Br   UNK     0      -3.088   2.051  -3.942  0.00  0.00          Br+0
HETATM   15  H   UNK     0      -0.755   0.171  -7.876  0.00  0.00           H+0
HETATM   16  H   UNK     0      -1.995   1.280  -8.472  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.443  -0.404  -8.173  0.00  0.00           H+0
HETATM   18  H   UNK     0      -1.267  -1.781  -6.682  0.00  0.00           H+0
HETATM   19  H   UNK     0      -1.123  -3.330  -4.800  0.00  0.00           H+0
HETATM   20  H   UNK     0      -2.561  -2.787  -1.798  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.613   0.879  -1.521  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.807  -0.563  -1.006  0.00  0.00           H+0
HETATM   23  H   UNK     0      -5.851  -0.341  -0.790  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.914   1.018  -1.337  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    3    1                                                       
CONECT    3    4    2   13                                                  
CONECT    4    3    5   18                                                  
CONECT    5    6    4   19                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   20                                                       
CONECT    8    9   13    6                                                  
CONECT    9    8   10   21   22                                             
CONECT   10    9   11   12                                                  
CONECT   11   10   23   24                                                  
CONECT   12   10                                                            
CONECT   13   14    8    3                                                  
CONECT   14   13                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    4                                                            
CONECT   19    5                                                            
CONECT   20    7                                                            
CONECT   21    9                                                            
CONECT   22    9                                                            
CONECT   23   11                                                            
CONECT   24   11                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₀BrNO₃

Average Mass

260.0870 Da

Monoisotopic Mass

258.98441 Da

IUPAC Name

2-(2-bromo-6-hydroxy-3-methoxyphenyl)acetamide

Traditional Name

2-(2-bromo-6-hydroxy-3-methoxyphenyl)acetamide

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(OC([H])([H])[H])C(Br)=C1C([H])([H])C(=O)N([H])[H]

InChI Identifier

InChI=1S/C9H10BrNO3/c1-14-7-3-2-6(12)5(9(7)10)4-8(11)13/h2-3,12H,4H2,1H3,(H2,11,13)

InChI Key

MPLYVLNQUBGCNX-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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
Suberea mollis	JEOL database	Shaala, L. A., et al, J. Nat. Prod. 74, 1517 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenylacetamide
4-alkoxyphenol
3-halophenol
3-bromophenol
Phenol ether
Phenoxy compound
Methoxybenzene
Anisole
Alkyl aryl ether
Halobenzene
Bromobenzene
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Aryl halide
Aryl bromide
Primary carboxylic acid amide
Carboxamide group
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organohalogen compound
Organobromide
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:69836 )
methoxybenzene (CHEBI:69836 )

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	2.15	ALOGPS
logP	1.11	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	9.07	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.55 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	55.25 m³·mol⁻¹	ChemAxon
Polarizability	21.44 Å³	ChemAxon
Number of Rings	1	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

26628587

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53344603

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shaala LA, Bamane FH, Badr JM, Youssef DT: Brominated arginine-derived alkaloids from the red sea sponge Suberea mollis. J Nat Prod. 2011 Jun 24;74(6):1517-20. doi: 10.1021/np200120d. Epub 2011 May 4. [PubMed:21542602 ]
Shaala, L. A., et al. (2011). Shaala, L. A., et al, J. Nat. Prod. 74, 1517 (2011). J. Nat. Prod..

Showing NP-Card for subereaphenol D (NP0036111)

MOL for NP0036111 (subereaphenol D)

3D MOL for NP0036111 (subereaphenol D)

3D SDF for NP0036111 (subereaphenol D)

3D-SDF for NP0036111 (subereaphenol D)

PDB for NP0036111 (subereaphenol D)

3D PDB for NP0036111 (subereaphenol D)

SMILES for NP0036111 (subereaphenol D)

INCHI for NP0036111 (subereaphenol D)

Structure for NP0036111 (subereaphenol D)

3D Structure for NP0036111 (subereaphenol D)