NP-MRD: Showing NP-Card for scolopenoline G (NP0332665)

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Record Information

Version

2.0

Created at

2024-03-17 15:00:52 UTC

Updated at

2024-11-01 01:38:56 UTC

NP-MRD ID

NP0332665

Natural Product DOI

https://doi.org/10.57994/1925

Secondary Accession Numbers

None

Natural Product Identification

Common Name

scolopenoline G

Description

Scolopenoline G belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene. scolopenoline G was first documented in 2024 (PMID: 38600744). Based on a literature review very few articles have been published on scolopenoline G.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03172415002D          

 17 19  0  0  1  0            999 V2000
   -0.2203   -0.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6049   -1.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865   -1.0485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9440    0.1607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    0.0000 C   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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  1  0  0  0
 10 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 15  2  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  2 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332665

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(O)OC2=C3N=CC(O)=CC3=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H9NO4/c1-12(16)11(15)8-3-2-6-4-7(14)5-13-9(6)10(8)17-12/h2-5,14,16H,1H3/t12-/m0/s1

> <INCHI_KEY>
RZXKOXLROURUEA-LBPRGKRZSA-N

> <FORMULA>
C12H9NO4

> <MOLECULAR_WEIGHT>
231.207

> <EXACT_MASS>
231.053157774

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
22.507999866413805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2,7-dihydroxy-2-methyl-2H,3H-furo[3,2-h]quinolin-3-one

> <JCHEM_LOGP>
1.1168576446666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.190078138428074

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.422908046625496

> <JCHEM_PKA_STRONGEST_BASIC>
0.8906242851023445

> <JCHEM_POLAR_SURFACE_AREA>
79.64999999999999

> <JCHEM_REFRACTIVITY>
58.469

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2,7-dihydroxy-2-methylfuro[3,2-h]quinolin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-MAR-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAR-24         0                                  
HETATM    1  O   UNK     0      -0.411  -1.444   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.128  -1.492   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.939  -0.183   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.479  -0.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.290   1.078   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.829   1.030   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.557  -0.327   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.746  -1.636   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.740  -2.812   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.166  -2.230   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.596  -3.709   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.681  -1.957   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.053  -0.694   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.229   0.300   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.207  -1.588   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       3.395  -2.897   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.856  -2.849   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10    7   14                                                  
CONECT   14   13                                                            
CONECT   15    8    4   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16    2                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₉NO₄

Average Mass

231.2070 Da

Monoisotopic Mass

231.05316 Da

IUPAC Name

(2S)-2,7-dihydroxy-2-methyl-2H,3H-furo[3,2-h]quinolin-3-one

Traditional Name

(2S)-2,7-dihydroxy-2-methylfuro[3,2-h]quinolin-3-one

CAS Registry Number

Not Available

SMILES

C[C@]1(O)OC2=C3N=CC(O)=CC3=CC=C2C1=O

InChI Identifier

InChI=1S/C12H9NO4/c1-12(16)11(15)8-3-2-6-4-7(14)5-13-9(6)10(8)17-12/h2-5,14,16H,1H3/t12-/m0/s1

InChI Key

RZXKOXLROURUEA-LBPRGKRZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum
1D_ NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum
1D_ NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	hubinyuan2018@163.com	Shenzhen University	Hu Bin-Yuan	2024-03-17	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as quinolines and derivatives. These are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Not Available

Direct Parent

Quinolines and derivatives

Alternative Parents

Substituents

Quinoline
Coumaran
Benzofuran
Aryl alkyl ketone
Aryl ketone
Methylpyridine
Hydroxypyridine
Alpha-branched alpha,beta-unsaturated-ketone
Benzenoid
Pyridine
Hemiketal
3-furanone
Acyloin
Heteroaromatic compound
Alpha,beta-unsaturated ketone
Tetrahydrofuran
Enone
Alpha-hydroxy ketone
Acryloyl-group
Ketone
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Aldimine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
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	1.12	ChemAxon
pKa (Strongest Acidic)	8.42	ChemAxon
pKa (Strongest Basic)	0.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.65 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	58.47 m³·mol⁻¹	ChemAxon
Polarizability	22.51 Å³	ChemAxon
Number of Rings	3	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hu BY, Sun WM, Tao CT, Li SH, Gao Q, Yan YM, Cheng YX: Structurally Diverse Alkaloids with Anti-Renal-Fibrosis Activity from the Centipede Scolopendra subspinipes mutilans. J Nat Prod. 2024 Apr 26;87(4):1103-1115. doi: 10.1021/acs.jnatprod.4c00044. Epub 2024 Apr 10. [PubMed:38600744 ]

Showing NP-Card for scolopenoline G (NP0332665)

MOL for NP0332665 (scolopenoline G)

3D MOL for NP0332665 (scolopenoline G)

3D SDF for NP0332665 (scolopenoline G)

3D-SDF for NP0332665 (scolopenoline G)

PDB for NP0332665 (scolopenoline G)

3D PDB for NP0332665 (scolopenoline G)

SMILES for NP0332665 (scolopenoline G)

INCHI for NP0332665 (scolopenoline G)

Structure for NP0332665 (scolopenoline G)

3D Structure for NP0332665 (scolopenoline G)