NP-MRD: Showing NP-Card for Lamellarin K (NP0079136)

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Record Information

Version

2.0

Created at

2022-04-29 00:11:27 UTC

Updated at

2022-04-29 00:11:27 UTC

NP-MRD ID

NP0079136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lamellarin K

Description

SCHEMBL13595363 belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond. Lamellarin K is found in Didemnum obscurum. SCHEMBL13595363 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533005011512282D          

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M  END

     RDKit          3D

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M  END


  Mrv1533005011512282D          

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 38 39  1  0  0  0  0
 10 39  2  0  0  0  0
 25 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0079136

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)C1=C2N(CCC3=C(O)C(OC)=C(OC)C=C23)C2=C1C1=CC(OC)=C(O)C=C1OC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H25NO9/c1-35-20-9-13(5-6-17(20)31)23-24-16-11-21(36-2)18(32)12-19(16)39-29(34)26(24)30-8-7-14-15(25(23)30)10-22(37-3)28(38-4)27(14)33/h5-6,9-12,31-33H,7-8H2,1-4H3

> <INCHI_KEY>
CVWRVFSYXZNUEG-UHFFFAOYSA-N

> <FORMULA>
C29H25NO9

> <MOLECULAR_WEIGHT>
531.517

> <EXACT_MASS>
531.152931389

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
54.91208279054237

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7,18-dihydroxy-12-(4-hydroxy-3-methoxyphenyl)-8,16,17-trimethoxy-4-oxa-1-azapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-2(11),5,7,9,12,14,16,18-octaen-3-one

> <ALOGPS_LOGP>
4.57

> <JCHEM_LOGP>
3.861848069666667

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.480385026450842

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.949563393901936

> <JCHEM_PKA_STRONGEST_BASIC>
-4.307764670500428

> <JCHEM_POLAR_SURFACE_AREA>
128.84

> <JCHEM_REFRACTIVITY>
141.72709999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,18-dihydroxy-12-(4-hydroxy-3-methoxyphenyl)-8,16,17-trimethoxy-4-oxa-1-azapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-2(11),5,7,9,12,14,16,18-octaen-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-MAY-15         0                                  
HETATM    1  C   UNK     0       8.260   7.195   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.260   5.655   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.926   4.885   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.926   3.345   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.592   2.575   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.259   3.345   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.259   4.885   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.592   5.655   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.592   7.195   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.592   1.035   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.838   0.130   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.344   0.450   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.820   1.914   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.327   2.235   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.803   3.699   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.309   4.019   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.357   1.090   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.864   1.410   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.881  -0.374   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.375  -0.695   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.899  -2.159   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.393  -2.479   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.917  -3.944   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.362  -1.335   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       4.822  -1.335   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       3.792  -2.479   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.285  -2.159   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.727  -1.519   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.679   1.410   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -2.709   0.266   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.382   3.699   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.412   4.844   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.346   0.130   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   39                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   12   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   11   25                                                  
CONECT   25   24   26   39                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   38                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   38                                                       
CONECT   38   37   28   39                                                  
CONECT   39   38   10   25                                                  
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₂₅NO₉

Average Mass

531.5170 Da

Monoisotopic Mass

531.15293 Da

IUPAC Name

7,18-dihydroxy-12-(4-hydroxy-3-methoxyphenyl)-8,16,17-trimethoxy-4-oxa-1-azapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-2(11),5,7,9,12,14,16,18-octaen-3-one

Traditional Name

7,18-dihydroxy-12-(4-hydroxy-3-methoxyphenyl)-8,16,17-trimethoxy-4-oxa-1-azapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-2(11),5,7,9,12,14,16,18-octaen-3-one

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)C1=C2N(CCC3=C(O)C(OC)=C(OC)C=C23)C2=C1C1=CC(OC)=C(O)C=C1OC2=O

InChI Identifier

InChI=1S/C29H25NO9/c1-35-20-9-13(5-6-17(20)31)23-24-16-11-21(36-2)18(32)12-19(16)39-29(34)26(24)30-8-7-14-15(25(23)30)10-22(37-3)28(38-4)27(14)33/h5-6,9-12,31-33H,7-8H2,1-4H3

InChI Key

CVWRVFSYXZNUEG-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
Didemnum obscurum	Animalia	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Phenylpyrroles

Alternative Parents

Substituents

3-phenylpyrrole
Coumarin
1-benzopyran
Methoxyphenol
Benzopyran
Phenoxy compound
Phenol ether
Methoxybenzene
Anisole
Pyranone
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Oxacycle
Ether
Azacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	4.57	ALOGPS
logP	3.86	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.95	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	141.73 m³·mol⁻¹	ChemAxon
Polarizability	54.91 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

9958686

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lamellarin K (NP0079136)

MOL for NP0079136 (Lamellarin K)

3D MOL for NP0079136 (Lamellarin K)

3D SDF for NP0079136 (Lamellarin K)

3D-SDF for NP0079136 (Lamellarin K)

PDB for NP0079136 (Lamellarin K)

3D PDB for NP0079136 (Lamellarin K)

SMILES for NP0079136 (Lamellarin K)

INCHI for NP0079136 (Lamellarin K)

Structure for NP0079136 (Lamellarin K)

3D Structure for NP0079136 (Lamellarin K)