NP-MRD: Showing NP-Card for 7-Acetoxy-6-hydroxylimonin. (NP0084799)

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Record Information

Version

2.0

Created at

2022-04-29 05:26:41 UTC

Updated at

2022-04-29 05:26:41 UTC

NP-MRD ID

NP0084799

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Acetoxy-6-hydroxylimonin.

Description

7-Acetoxy-6-hydroxylimonin. is found in Ruta graveolens . Based on a literature review very few articles have been published on (2R,7S,10S,13S,14R,16S,19R,20S)-19-(furan-3-yl)-11-hydroxy-9,9,13,20-tetramethyl-5,17-dioxo-4,8,15,18-tetraoxahexacyclo[11.9.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁶.0¹⁴,²⁰]Docosan-12-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207262D          

 42 48  0  0  1  0            999 V2000
   -2.7314   -3.7245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7654   -0.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 40  1  0  0  0  0
 40 41  1  1  0  0  0
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 39 42  1  6  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652304292207262D          

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    2.6346   -2.2246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4053   -3.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662   -3.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -3.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162   -1.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -2.6083    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3875   -3.2390    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5327   -4.0511    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5753   -3.3842    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  1  0  0  0  0
  4  5  1  6  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  2  0  0  0  0
  5  9  1  0  0  0  0
  4 10  1  6  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 29 32  1  0  0  0  0
 31 33  1  1  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 11 38  1  1  0  0  0
 11 39  1  0  0  0  0
 15 39  1  0  0  0  0
 39 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 39 42  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0084799

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12O[C@@]11[C@@](C)(CCC3[C@@]45COC(=O)C[C@]4([H])OC(C)(C)[C@]5([H])C(O)C(OC(C)=O)[C@@]13C)[C@@]([H])(OC2=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H34O10/c1-13(29)35-21-18(31)19-24(2,3)37-16-10-17(30)34-12-27(16,19)15-6-8-25(4)20(14-7-9-33-11-14)36-23(32)22-28(25,38-22)26(15,21)5/h7,9,11,15-16,18-22,31H,6,8,10,12H2,1-5H3/t15?,16-,18?,19-,20-,21?,22+,25-,26-,27-,28+/m0/s1

> <INCHI_KEY>
LFAMVZIOUNWBKU-RGPJWHKHSA-N

> <FORMULA>
C28H34O10

> <MOLECULAR_WEIGHT>
530.57

> <EXACT_MASS>
530.215197295

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
53.257304981862646

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,7S,10S,13S,14R,16S,19R,20S)-19-(furan-3-yl)-11-hydroxy-9,9,13,20-tetramethyl-5,17-dioxo-4,8,15,18-tetraoxahexacyclo[11.9.0.0^{2,7}.0^{2,10}.0^{14,16}.0^{14,20}]docosan-12-yl acetate

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
1.3014419656666651

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.791900194254119

> <JCHEM_PKA_STRONGEST_BASIC>
-2.852475776744684

> <JCHEM_POLAR_SURFACE_AREA>
134.03

> <JCHEM_REFRACTIVITY>
125.9557

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,7S,10S,13S,14R,16S,19R,20S)-19-(furan-3-yl)-11-hydroxy-9,9,13,20-tetramethyl-5,17-dioxo-4,8,15,18-tetraoxahexacyclo[11.9.0.0^{2,7}.0^{2,10}.0^{14,16}.0^{14,20}]docosan-12-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0      -5.099  -6.952   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.106  -5.775   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.629  -4.327   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.636  -3.149   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.160  -1.701   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.639  -1.273   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.689   0.266   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.241   0.790   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.295  -0.426   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0      -3.113  -4.598   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0      -2.120  -3.420   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.128  -2.243   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.388  -2.514   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.884  -4.179   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.081  -5.140   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.192  -6.676   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.442  -6.588   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.551  -7.766   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.028  -9.214   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.488  -9.485   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.020 -10.391   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.958  -6.859   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.481  -8.308   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.951  -5.682   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       3.622  -7.068   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0       2.427  -4.234   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.001  -3.653   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.790  -2.128   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.006  -1.183   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.795   0.343   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.643  -3.288   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.433  -1.763   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0       4.951  -2.475   0.000  0.00  0.00           H+0
HETATM   34  O   UNK     0       4.918  -4.153   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       4.490  -5.632   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.910  -6.227   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.716  -7.155   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.644  -1.972   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.597  -4.869   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.590  -6.046   0.000  0.00  0.00           C+0
HETATM   41  H   UNK     0      -2.861  -7.562   0.000  0.00  0.00           H+0
HETATM   42  O   UNK     0      -1.074  -6.317   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   40                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10   11                                             
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5                                                       
CONECT   10    4                                                            
CONECT   11    4   12   38   39                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16   17   39                                             
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   35                                             
CONECT   25   24                                                            
CONECT   26   24   14   27   31                                             
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29                                                            
CONECT   31   26   32   33   34                                             
CONECT   32   31   29                                                       
CONECT   33   31                                                            
CONECT   34   31   35                                                       
CONECT   35   34   24   36   37                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   11                                                            
CONECT   39   11   15   40   42                                             
CONECT   40   39    2   41   42                                             
CONECT   41   40                                                            
CONECT   42   40   39                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

View in JSmol

Synonyms

Value	Source
(2R,7S,10S,13S,14R,16S,19R,20S)-19-(Furan-3-yl)-11-hydroxy-9,9,13,20-tetramethyl-5,17-dioxo-4,8,15,18-tetraoxahexacyclo[11.9.0.0,.0,.0,.0,]docosan-12-yl acetic acid	Generator

Chemical Formula

C₂₈H₃₄O₁₀

Average Mass

530.5700 Da

Monoisotopic Mass

530.21520 Da

IUPAC Name

(2R,7S,10S,13S,14R,16S,19R,20S)-19-(furan-3-yl)-11-hydroxy-9,9,13,20-tetramethyl-5,17-dioxo-4,8,15,18-tetraoxahexacyclo[11.9.0.0^{2,7}.0^{2,10}.0^{14,16}.0^{14,20}]docosan-12-yl acetate

Traditional Name

(2R,7S,10S,13S,14R,16S,19R,20S)-19-(furan-3-yl)-11-hydroxy-9,9,13,20-tetramethyl-5,17-dioxo-4,8,15,18-tetraoxahexacyclo[11.9.0.0^{2,7}.0^{2,10}.0^{14,16}.0^{14,20}]docosan-12-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@]12O[C@@]11[C@@](C)(CCC3[C@@]45COC(=O)C[C@]4([H])OC(C)(C)[C@]5([H])C(O)C(OC(C)=O)[C@@]13C)[C@@]([H])(OC2=O)C1=COC=C1

InChI Identifier

InChI=1S/C28H34O10/c1-13(29)35-21-18(31)19-24(2,3)37-16-10-17(30)34-12-27(16,19)15-6-8-25(4)20(14-7-9-33-11-14)36-23(32)22-28(25,38-22)26(15,21)5/h7,9,11,15-16,18-22,31H,6,8,10,12H2,1-5H3/t15?,16-,18?,19-,20-,21?,22+,25-,26-,27-,28+/m0/s1

InChI Key

LFAMVZIOUNWBKU-RGPJWHKHSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Ruta graveolens	Plant	KNApSAcK

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	3.09	ALOGPS
logP	1.3	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.79	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	134.03 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	125.96 m³·mol⁻¹	ChemAxon
Polarizability	53.26 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

C00054393

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

163184162

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7-Acetoxy-6-hydroxylimonin. (NP0084799)

MOL for NP0084799 (7-Acetoxy-6-hydroxylimonin.)

3D MOL for NP0084799 (7-Acetoxy-6-hydroxylimonin.)

3D SDF for NP0084799 (7-Acetoxy-6-hydroxylimonin.)

3D-SDF for NP0084799 (7-Acetoxy-6-hydroxylimonin.)

PDB for NP0084799 (7-Acetoxy-6-hydroxylimonin.)

3D PDB for NP0084799 (7-Acetoxy-6-hydroxylimonin.)

SMILES for NP0084799 (7-Acetoxy-6-hydroxylimonin.)

INCHI for NP0084799 (7-Acetoxy-6-hydroxylimonin.)

Structure for NP0084799 (7-Acetoxy-6-hydroxylimonin.)

3D Structure for NP0084799 (7-Acetoxy-6-hydroxylimonin.)