NP-MRD: Showing NP-Card for n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid (NP0288232)

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Record Information

Version

2.0

Created at

2022-09-09 17:51:10 UTC

Updated at

2022-09-09 17:51:11 UTC

NP-MRD ID

NP0288232

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid

Description

N-(6-chloro-4a,5,8a-trihydroxy-3,4,4a,5,6,8a-hexahydro-2H-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Based on a literature review very few articles have been published on N-(6-chloro-4a,5,8a-trihydroxy-3,4,4a,5,6,8a-hexahydro-2H-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092219512D          

 33 34  0  0  0  0            999 V2000
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.0039   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.0052   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.8618   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 20 33  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309092219512D          

 33 34  0  0  0  0            999 V2000
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0288232

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C=CCCCCC=CC=CC=CC(O)=NC1COC2(O)C=CC(Cl)C(O)C2(O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H38ClNO5/c1-3-20(2)14-12-10-8-6-4-5-7-9-11-13-15-23(29)28-21-18-25(31)24(30)22(27)16-17-26(25,32)33-19-21/h5,7,9,11-17,20-22,24,30-32H,3-4,6,8,10,18-19H2,1-2H3,(H,28,29)

> <INCHI_KEY>
FQBWNVBDQZRLFD-UHFFFAOYSA-N

> <FORMULA>
C26H38ClNO5

> <MOLECULAR_WEIGHT>
480.04

> <EXACT_MASS>
479.243851

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
55.04920289632304

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(6-chloro-4a,5,8a-trihydroxy-3,4,4a,5,6,8a-hexahydro-2H-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid

> <JCHEM_LOGP>
5.206353832

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.49361626643096

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.035569530306464

> <JCHEM_PKA_STRONGEST_BASIC>
3.6609136537304807

> <JCHEM_POLAR_SURFACE_AREA>
102.51000000000002

> <JCHEM_REFRACTIVITY>
137.24120000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2H-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.670   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.338  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.005  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.339  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.673  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.006  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.340  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.674  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.007  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.341  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.675  -3.850   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      30.675  -5.390   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      32.008  -3.080   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      33.342  -3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      34.676  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      36.009  -3.850   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      36.009  -5.390   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      37.343  -4.620   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      37.343  -6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      37.343  -7.700   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      36.009  -8.470   0.000  0.00  0.00           C+0
HETATM   28 Cl   UNK     0      36.009 -10.010   0.000  0.00  0.00          Cl+0
HETATM   29  C   UNK     0      34.676  -7.700   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      33.342  -8.470   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      34.676  -6.160   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      33.342  -6.930   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      33.342  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   33                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25   31                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   23   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   20                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

View in JSmol

Synonyms

Value	Source
N-(6-Chloro-4a,5,8a-trihydroxy-3,4,4a,5,6,8a-hexahydro-2H-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidate	Generator

Chemical Formula

C₂₆H₃₈ClNO₅

Average Mass

480.0400 Da

Monoisotopic Mass

479.24385 Da

IUPAC Name

N-(6-chloro-4a,5,8a-trihydroxy-3,4,4a,5,6,8a-hexahydro-2H-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid

Traditional Name

N-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2H-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C=CCCCCC=CC=CC=CC(O)=NC1COC2(O)C=CC(Cl)C(O)C2(O)C1

InChI Identifier

InChI=1S/C26H38ClNO5/c1-3-20(2)14-12-10-8-6-4-5-7-9-11-13-15-23(29)28-21-18-25(31)24(30)22(27)16-17-26(25,32)33-19-21/h5,7,9,11-17,20-22,24,30-32H,3-4,6,8,10,18-19H2,1-2H3,(H,28,29)

InChI Key

FQBWNVBDQZRLFD-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 benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Oxane
N-acyl-amine
Tertiary alcohol
Secondary carboxylic acid amide
Secondary alcohol
Hemiacetal
Halohydrin
Chlorohydrin
Carboxamide group
1,2-diol
Oxacycle
Polyol
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl chloride
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	5.21	ChemAxon
pKa (Strongest Acidic)	6.04	ChemAxon
pKa (Strongest Basic)	3.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	102.51 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	137.24 m³·mol⁻¹	ChemAxon
Polarizability	55.05 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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

163063632

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid (NP0288232)

MOL for NP0288232 (n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid)

3D MOL for NP0288232 (n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid)

3D SDF for NP0288232 (n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid)

3D-SDF for NP0288232 (n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid)

PDB for NP0288232 (n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid)

3D PDB for NP0288232 (n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid)

SMILES for NP0288232 (n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid)

INCHI for NP0288232 (n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid)

Structure for NP0288232 (n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid)

3D Structure for NP0288232 (n-(6-chloro-4a,5,8a-trihydroxy-3,4,5,6-tetrahydro-2h-1-benzopyran-3-yl)-14-methylhexadeca-2,4,6,12-tetraenimidic acid)