NP-MRD: Showing NP-Card for yunngnin B (NP0028068)

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Record Information

Version

2.0

Created at

2021-06-19 20:03:25 UTC

Updated at

2021-06-29 23:54:36 UTC

NP-MRD ID

NP0028068

Secondary Accession Numbers

None

Natural Product Identification

Common Name

yunngnin B

Provided By

JEOL Database JEOL Logo

Description

yunngnin B is found in Heracleum yunngningense. yunngnin B was first documented in 2005 (Taniguchi, M., et al.). Based on a literature review very few articles have been published on 7-hydroxy-5-methoxy-2-oxo-2H-chromene-8-carbaldehyde.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122033D          

 24 25  0  0  0  0            999 V2000
    2.7166    3.5721    0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3880    2.2089    0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1883    1.7496    0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2722    2.5327    1.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9273    1.9805    1.9374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7592    2.8250    2.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356    0.6405    1.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026    0.0573    2.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053    0.7465    2.7947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200   -0.1387    0.9803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6376   -1.4944    0.7336 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110   -2.3437    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0676   -3.5168   -0.1749 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4722   -1.7616   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7943   -0.4841   -0.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8885    0.3964    0.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9948    4.2430    0.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7978    3.7728    1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959    3.7639    0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4580    3.5791    1.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5637    2.3209    2.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7047   -1.0041    1.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1289   -2.4305   -0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7341   -0.0810   -0.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 10  1  0  0  0  0
 12 13  2  0  0  0  0
  3  2  1  0  0  0  0
  5  7  1  0  0  0  0
  2  1  1  0  0  0  0
  7 10  2  0  0  0  0
  5  6  1  0  0  0  0
  4  5  2  0  0  0  0
  7  8  1  0  0  0  0
 16  3  2  0  0  0  0
  8 22  1  0  0  0  0
  3  4  1  0  0  0  0
  8  9  2  0  0  0  0
  4 20  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  6 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028068

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC([H])([H])[H])=C2C([H])=C([H])C(=O)OC2=C1C([H])=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H8O5/c1-15-9-4-8(13)7(5-12)11-6(9)2-3-10(14)16-11/h2-5,13H,1H3

> <INCHI_KEY>
QFBNQPHBEVEYDK-UHFFFAOYSA-N

> <FORMULA>
C11H8O5

> <MOLECULAR_WEIGHT>
220.18

> <EXACT_MASS>
220.037173358

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
20.658151911060333

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-5-methoxy-2-oxo-2H-chromene-8-carbaldehyde

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
1.6846253726666667

> <ALOGPS_LOGS>
-2.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.8943701445886445

> <JCHEM_PKA_STRONGEST_BASIC>
-4.868734891422643

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
56.57670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-5-methoxy-2-oxochromene-8-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       2.717   3.572   0.533  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.388   2.209   0.290  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.188   1.750   0.772  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.272   2.533   1.484  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.927   1.980   1.937  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.759   2.825   2.624  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.236   0.641   1.691  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.503   0.057   2.170  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.305   0.747   2.795  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.320  -0.139   0.980  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.638  -1.494   0.734  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.211  -2.344   0.037  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.068  -3.517  -0.175  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.472  -1.762  -0.440  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.794  -0.484  -0.219  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.889   0.396   0.517  0.00  0.00           C+0
HETATM   17  H   UNK     0       1.995   4.243   0.056  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.798   3.773   1.606  0.00  0.00           H+0
HETATM   19  H   UNK     0       3.696   3.764   0.084  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.458   3.579   1.705  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.564   2.321   2.888  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.705  -1.004   1.953  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.129  -2.430  -0.983  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.734  -0.081  -0.584  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    3    1                                                       
CONECT    3    2   16    4                                                  
CONECT    4    5    3   20                                                  
CONECT    5    7    6    4                                                  
CONECT    6    5   21                                                       
CONECT    7    5   10    8                                                  
CONECT    8    7   22    9                                                  
CONECT    9    8                                                            
CONECT   10   11   16    7                                                  
CONECT   11   10   12                                                       
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   12   15   23                                                  
CONECT   15   16   14   24                                                  
CONECT   16   15   10    3                                                  
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    4                                                            
CONECT   21    6                                                            
CONECT   22    8                                                            
CONECT   23   14                                                            
CONECT   24   15                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₈O₅

Average Mass

220.1800 Da

Monoisotopic Mass

220.03717 Da

IUPAC Name

7-hydroxy-5-methoxy-2-oxo-2H-chromene-8-carbaldehyde

Traditional Name

7-hydroxy-5-methoxy-2-oxochromene-8-carbaldehyde

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(OC([H])([H])[H])=C2C([H])=C([H])C(=O)OC2=C1C([H])=O

InChI Identifier

InChI=1S/C11H8O5/c1-15-9-4-8(13)7(5-12)11-6(9)2-3-10(14)16-11/h2-5,13H,1H3

InChI Key

QFBNQPHBEVEYDK-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Heracleum yungningense	KNApSAcK Database	22123792
Heracleum yunngningense	JEOL database	Taniguchi, M., et al, Chem. Pharm. Bull. 53, 701 (2005)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

7-hydroxycoumarin
Benzopyran
1-benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Aryl-aldehyde
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxygen compound
Aldehyde
Organooxygen compound
Organic oxide
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	1.68	ALOGPS
logP	1.68	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	6.89	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	56.58 m³·mol⁻¹	ChemAxon
Polarizability	20.66 Å³	ChemAxon
Number of Rings	2	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

C00031439

Chemspider ID

9622176

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11447323

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Taniguchi, M., et al. (2005). Taniguchi, M., et al, Chem. Pharm. Bull. 53, 701 (2005). Chem. Pharm. Bull..

Showing NP-Card for yunngnin B (NP0028068)

MOL for NP0028068 (yunngnin B)

3D MOL for NP0028068 (yunngnin B)

3D SDF for NP0028068 (yunngnin B)

3D-SDF for NP0028068 (yunngnin B)

PDB for NP0028068 (yunngnin B)

3D PDB for NP0028068 (yunngnin B)

SMILES for NP0028068 (yunngnin B)

INCHI for NP0028068 (yunngnin B)

Structure for NP0028068 (yunngnin B)

3D Structure for NP0028068 (yunngnin B)