NP-MRD: Showing NP-Card for ailancoumarins O (NP0351412)

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Record Information

Version

2.0

Created at

2025-08-06 08:56:03 UTC

Updated at

2025-12-20 02:38:59 UTC

NP-MRD ID

NP0351412

Natural Product DOI

https://doi.org/10.57994/4453

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ailancoumarins O

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02102302062D          

 31 33  0  0  1  0            999 V2000
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4694   -1.3144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0239   -2.0993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8020   -2.4705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9770   -2.4705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6090   -2.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0215   -1.9275    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4708   -2.6194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8420   -1.8413    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3269   -2.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1474   -2.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9913   -3.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1775   -1.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 13 15  1  1  0  0  0
 13 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  6  0  0  0
 16 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 14  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 22 26  1  1  0  0  0
 10 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
  5 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END


  Mrv2104 02102302062D          

 31 33  0  0  1  0            999 V2000
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4694   -1.3144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0239   -2.0993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8020   -2.4705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9770   -2.4705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6090   -2.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0215   -1.9275    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4708   -2.6194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8420   -1.8413    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3269   -2.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1474   -2.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9913   -3.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1775   -1.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 13 15  1  1  0  0  0
 13 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  6  0  0  0
 16 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 14  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 22 26  1  1  0  0  0
 10 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
  5 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351412

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(C[C@@](C)(O)[C@]([H])(COC2=C(OC)C=C3C=CC(=O)OC3=C2OC)O1)[C@@H](O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O8/c1-11(2)17(23)14-9-21(3,24)15(28-14)10-27-19-13(25-4)8-12-6-7-16(22)29-18(12)20(19)26-5/h6-8,14-15,17,23-24H,1,9-10H2,2-5H3/t14-,15+,17+,21-/m1/s1

> <INCHI_KEY>
INHREAMAZGGCNV-PWAOUJBFSA-N

> <FORMULA>
C21H26O8

> <MOLECULAR_WEIGHT>
406.431

> <EXACT_MASS>
406.162767797

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
41.708095589617244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{[(2S,3R,5R)-3-hydroxy-5-[(1S)-1-hydroxy-2-methylprop-2-en-1-yl]-3-methyloxolan-2-yl]methoxy}-6,8-dimethoxy-2H-chromen-2-one

> <JCHEM_LOGP>
1.2658571250000004

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.089264429885414

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.442629748658492

> <JCHEM_PKA_STRONGEST_BASIC>
-3.283595450742855

> <JCHEM_POLAR_SURFACE_AREA>
103.68000000000002

> <JCHEM_REFRACTIVITY>
104.22639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
7-{[(2S,3R,5R)-3-hydroxy-5-[(1S)-1-hydroxy-2-methylprop-2-en-1-yl]-3-methyloxolan-2-yl]methoxy}-6,8-dimethoxychromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-FEB-23         0                                  
HETATM    1  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      12.076  -2.454   0.000  0.00  0.00           O+0
HETATM   15  H   UNK     0       9.378  -3.919   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0      10.830  -4.612   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.290  -4.612   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.669  -6.143   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.337  -4.932   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.107  -3.598   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0      13.945  -4.890   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0      14.638  -3.437   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.544  -4.683   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.075  -4.522   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.917  -6.090   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      15.265  -2.030   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   30                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   27                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13   20                                                       
CONECT   15   13                                                            
CONECT   16   13   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20                                                       
CONECT   20   19   14   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   26                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   22                                                            
CONECT   27   10   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27    5   31                                                  
CONECT   31   30    2                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆O₈

Average Mass

406.4310 Da

Monoisotopic Mass

406.16277 Da

IUPAC Name

7-{[(2S,3R,5R)-3-hydroxy-5-[(1S)-1-hydroxy-2-methylprop-2-en-1-yl]-3-methyloxolan-2-yl]methoxy}-6,8-dimethoxy-2H-chromen-2-one

Traditional Name

7-{[(2S,3R,5R)-3-hydroxy-5-[(1S)-1-hydroxy-2-methylprop-2-en-1-yl]-3-methyloxolan-2-yl]methoxy}-6,8-dimethoxychromen-2-one

CAS Registry Number

Not Available

SMILES

[H][C@@]1(C[C@@](C)(O)[C@]([H])(COC2=C(OC)C=C3C=CC(=O)OC3=C2OC)O1)[C@@H](O)C(C)=C

InChI Identifier

InChI=1S/C21H26O8/c1-11(2)17(23)14-9-21(3,24)15(28-14)10-27-19-13(25-4)8-12-6-7-16(22)29-18(12)20(19)26-5/h6-8,14-15,17,23-24H,1,9-10H2,2-5H3/t14-,15+,17+,21-/m1/s1

InChI Key

INHREAMAZGGCNV-PWAOUJBFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	guodale@cdutcm.edu.cn	Chengdu University of Traditional Chinese Medicine	dale guo	2025-08-06	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	guodale@cdutcm.edu.cn	Chengdu University of Traditional Chinese Medicine	dale guo	2025-08-06	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	guodale@cdutcm.edu.cn	Chengdu University of Traditional Chinese Medicine	dale guo	2025-08-06	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	guodale@cdutcm.edu.cn	Chengdu University of Traditional Chinese Medicine	dale guo	2025-08-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	guodale@cdutcm.edu.cn	Chengdu University of Traditional Chinese Medicine	dale guo	2025-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	guodale@cdutcm.edu.cn	Chengdu University of Traditional Chinese Medicine	dale guo	2025-08-06	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ailanthus altissima		Not Available

Chemical Taxonomy

Classification

Not classified

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	1.27	ChemAxon
pKa (Strongest Acidic)	13.44	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.68 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	104.23 m³·mol⁻¹	ChemAxon
Polarizability	41.71 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	Yes	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

Showing NP-Card for ailancoumarins O (NP0351412)

MOL for NP0351412 (ailancoumarins O)

3D MOL for NP0351412 (ailancoumarins O)

3D SDF for NP0351412 (ailancoumarins O)

3D-SDF for NP0351412 (ailancoumarins O)

PDB for NP0351412 (ailancoumarins O)

3D PDB for NP0351412 (ailancoumarins O)

SMILES for NP0351412 (ailancoumarins O)

INCHI for NP0351412 (ailancoumarins O)

Structure for NP0351412 (ailancoumarins O)

3D Structure for NP0351412 (ailancoumarins O)