NP-MRD: Showing NP-Card for 8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid (NP0214698)

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Record Information

Version

2.0

Created at

2022-09-05 14:04:36 UTC

Updated at

2022-09-05 14:04:36 UTC

NP-MRD ID

NP0214698

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid

Description

8-[2-(2-Aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-2H,3H,4aH,5H,6H,6aH,7H,8H,9H,10H,10aH-naphtho[2,1-b]pyran-7-carboxylic acid belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton. Based on a literature review very few articles have been published on 8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-2H,3H,4aH,5H,6H,6aH,7H,8H,9H,10H,10aH-naphtho[2,1-b]pyran-7-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052216042D          

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M  END

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  Mrv1652309052216042D          

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 16 27  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 12 32  1  0  0  0  0
  7 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
  5 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0214698

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)C1OC2CCC3(C)C(O)(CCC(CC(=O)C4=CC=CC=C4N)C3(C)C(O)=O)C2=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H35NO7/c1-24(2,33)22-20(30)14-17-21(35-22)10-11-25(3)26(4,23(31)32)15(9-12-27(17,25)34)13-19(29)16-7-5-6-8-18(16)28/h5-8,14-15,21-22,33-34H,9-13,28H2,1-4H3,(H,31,32)

> <INCHI_KEY>
FLJLRZIYKVLJIA-UHFFFAOYSA-N

> <FORMULA>
C27H35NO7

> <MOLECULAR_WEIGHT>
485.577

> <EXACT_MASS>
485.241352471

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
51.95280827979178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-2H,3H,4aH,5H,6H,6aH,7H,8H,9H,10H,10aH-naphtho[2,1-b]pyran-7-carboxylic acid

> <JCHEM_LOGP>
2.588364844850585

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.573528718952197

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.04909403385453

> <JCHEM_PKA_STRONGEST_BASIC>
2.4767322411756894

> <JCHEM_POLAR_SURFACE_AREA>
147.14999999999998

> <JCHEM_REFRACTIVITY>
130.0206

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3H,4aH,5H,6H,8H,9H,10H-naphtho[2,1-b]pyran-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.287  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.747  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.747  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.747   0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.207  -1.540   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.437  -2.874   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.897  -2.874   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.127  -4.207   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.413  -4.207   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.183  -2.874   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.953  -4.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.413  -1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.357  -0.206   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.183  -0.206   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.723  -0.206   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.493  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.033  -1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.803  -0.206   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.033   1.127   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.343  -0.206   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.113   1.127   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.653   1.127   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.423  -0.206   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.653  -1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.113  -1.540   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       7.343  -2.874   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       2.723  -2.874   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.029  -3.690   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.776  -4.413   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.470  -5.229   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.136  -5.136   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.897  -0.206   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.437  -0.206   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -4.207   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6   34                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   32                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   27                                             
CONECT   11   10                                                            
CONECT   12   10   13   14   32                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   26                                                  
CONECT   26   25                                                            
CONECT   27   16   10   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   12    7   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33    5   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Value	Source
8-[2-(2-Aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-2H,3H,4ah,5H,6H,6ah,7H,8H,9H,10H,10ah-naphtho[2,1-b]pyran-7-carboxylate	Generator

Chemical Formula

C₂₇H₃₅NO₇

Average Mass

485.5770 Da

Monoisotopic Mass

485.24135 Da

IUPAC Name

8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-2H,3H,4aH,5H,6H,6aH,7H,8H,9H,10H,10aH-naphtho[2,1-b]pyran-7-carboxylic acid

Traditional Name

8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3H,4aH,5H,6H,8H,9H,10H-naphtho[2,1-b]pyran-7-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)(O)C1OC2CCC3(C)C(O)(CCC(CC(=O)C4=CC=CC=C4N)C3(C)C(O)=O)C2=CC1=O

InChI Identifier

InChI=1S/C27H35NO7/c1-24(2,33)22-20(30)14-17-21(35-22)10-11-25(3)26(4,23(31)32)15(9-12-27(17,25)34)13-19(29)16-7-5-6-8-18(16)28/h5-8,14-15,21-22,33-34H,9-13,28H2,1-4H3,(H,31,32)

InChI Key

FLJLRZIYKVLJIA-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 oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

Oxosteroids

Alternative Parents

Substituents

2-oxosteroid
Oxosteroid
Hydroxysteroid
15-hydroxysteroid
9-hydroxysteroid
Naphthopyran
Alkyl-phenylketone
Naphthalene
Phenylketone
Aniline or substituted anilines
Aryl alkyl ketone
Aryl ketone
Benzoyl
Dihydropyranone
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous amide
Tertiary alcohol
Cyclic alcohol
Amino acid
Cyclic ketone
Ketone
Amino acid or derivatives
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	2.59	ChemAxon
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	2.48	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	147.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.02 m³·mol⁻¹	ChemAxon
Polarizability	51.95 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

162917306

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid (NP0214698)

MOL for NP0214698 (8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid)

3D MOL for NP0214698 (8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid)

3D SDF for NP0214698 (8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid)

3D-SDF for NP0214698 (8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid)

PDB for NP0214698 (8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid)

3D PDB for NP0214698 (8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid)

SMILES for NP0214698 (8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid)

INCHI for NP0214698 (8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid)

Structure for NP0214698 (8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid)

3D Structure for NP0214698 (8-[2-(2-aminophenyl)-2-oxoethyl]-10a-hydroxy-3-(2-hydroxypropan-2-yl)-6a,7-dimethyl-2-oxo-3h,4ah,5h,6h,8h,9h,10h-naphtho[2,1-b]pyran-7-carboxylic acid)