NP-MRD: Showing NP-Card for Koaburaside monomethyl ether (NP0138517)

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Record Information

Version

1.0

Created at

2022-06-29 17:33:12 UTC

Updated at

2022-06-29 17:33:12 UTC

NP-MRD ID

NP0138517

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Koaburaside monomethyl ether

Description

Koaburaside monomethyl ether is found in Acer saccharum, Annona cherimola, Betula pendula, Bruguiera rhynchopetala, Chaenomeles sinensis, Cladogynos orientalis, Dracaena angustifolia, Joannesia princeps, Lindera praecox, Miliusa balansae, Quillaja saponaria, Smilax glabra, Taxodium distichum and Walsura robusta.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 46 47  0  0  0  0  0  0  0  0999 V2000
    2.2757    0.2550   -3.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1480    0.0573   -2.5532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -0.0708   -1.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3912   -0.0086   -0.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0004   -0.1359    0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2982   -0.0835    0.7872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4598    0.0967    0.0336 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0660    1.2936    0.3930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2335    1.4183   -0.3105 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7295    2.8203   -0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894    3.4556    0.7280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2455    0.5097    0.3685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5263    0.7230   -0.0687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789   -0.8977    0.0806 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4788   -1.8147    0.8989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   -1.1048    0.2224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9284   -2.0561   -0.7469 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9687   -0.3303    1.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919   -0.3890    1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2541   -0.5819    2.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8704   -0.7178    3.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6898   -0.2611   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0427   -0.3268   -0.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801   -1.5996   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876    0.3419   -4.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7273    1.1921   -3.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5865   -0.5992   -3.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6788    0.1421   -1.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1865    0.2049   -1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0681    1.0138   -1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6798    2.7758   -1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9987    3.3824   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7005    4.4028    0.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558    0.6387    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8986    1.4846    0.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1416   -1.1296   -0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8979   -2.1005    1.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -1.5976    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3412   -1.8482   -1.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6861   -0.4344    2.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2044    0.1381    3.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140   -1.6767    3.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7643   -0.7271    4.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8370   -2.2287   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4996   -1.5003   -1.4683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8114   -2.1257    0.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  1  0
 22  3  1  0
 16  7  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  6
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  1
 13 35  1  0
 14 36  1  6
 15 37  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 24 44  1  0
 24 45  1  0
 24 46  1  0
M  END


  Mrv1652306292219332D          

 24 25  0  0  1  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    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
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 17 22  1  6  0  0  0
 16 23  1  1  0  0  0
 15 24  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0138517

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O9/c1-20-8-4-7(5-9(21-2)14(8)22-3)23-15-13(19)12(18)11(17)10(6-16)24-15/h4-5,10-13,15-19H,6H2,1-3H3/t10-,11-,12+,13-,15-/m1/s1

> <INCHI_KEY>
NBLLRWANAFOKON-ZHZXCYKASA-N

> <FORMULA>
C15H22O9

> <MOLECULAR_WEIGHT>
346.332

> <EXACT_MASS>
346.126382288

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
33.63200329577248

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.37

> <JCHEM_LOGP>
-1.0714013960000002

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.196090123440953

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.200138239156503

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923437587418

> <JCHEM_POLAR_SURFACE_AREA>
127.07000000000002

> <JCHEM_REFRACTIVITY>
79.5729

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    7   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   17                                                            
CONECT   23   16                                                            
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

C₁₅H₂₂O₉

Average Mass

346.3320 Da

Monoisotopic Mass

346.12638 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

41514-64-1

SMILES

COC1=CC(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C15H22O9/c1-20-8-4-7(5-9(21-2)14(8)22-3)23-15-13(19)12(18)11(17)10(6-16)24-15/h4-5,10-13,15-19H,6H2,1-3H3/t10-,11-,12+,13-,15-/m1/s1

InChI Key

NBLLRWANAFOKON-ZHZXCYKASA-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

Species Name	Source	Reference
Acer saccharum	LOTUS Database	35616633
Annona cherimola	LOTUS Database	35616633
Betula pendula	LOTUS Database	35616633
Bruguiera x rhynchopetala	LOTUS Database	35616633
Chaenomeles sinensis	LOTUS Database	35616633
Cladogynos orientalis	LOTUS Database	35616633
Dracaena angustifolia	LOTUS Database	35616633
Joannesia princeps	LOTUS Database	35616633
Lindera praecox	LOTUS Database	35616633
Miliusa balansae	LOTUS Database	35616633
Quillaja saponaria	LOTUS Database	35616633
Smilax glabra	LOTUS Database	35616633
Taxodium distichum	LOTUS Database	35616633
Walsura robusta	LOTUS Database	35616633

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

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Koaburaside monomethyl ether (NP0138517)

MOL for NP0138517 (Koaburaside monomethyl ether)

3D MOL for NP0138517 (Koaburaside monomethyl ether)

3D SDF for NP0138517 (Koaburaside monomethyl ether)

3D-SDF for NP0138517 (Koaburaside monomethyl ether)

PDB for NP0138517 (Koaburaside monomethyl ether)

3D PDB for NP0138517 (Koaburaside monomethyl ether)

SMILES for NP0138517 (Koaburaside monomethyl ether)

INCHI for NP0138517 (Koaburaside monomethyl ether)

Structure for NP0138517 (Koaburaside monomethyl ether)

3D Structure for NP0138517 (Koaburaside monomethyl ether)