NP-MRD: Showing NP-Card for 4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one (NP0270045)

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Record Information

Version

2.0

Created at

2022-09-08 15:43:10 UTC

Updated at

2022-09-08 15:43:11 UTC

NP-MRD ID

NP0270045

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one

Description

Annonacin, also known as howiicin a, belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. The LD50 of annonacin is 0.018 μM to dopaminergic neurons, and it is the damage done to these neurons that results in the neurodegenerative effects of the toxin. Annonacin has been linked to the abnormally high incidence of progressive supranuclear palsy as well as atypical Parkinsonism in the Caribbean island of Guadeloupe where consumption of fruits such as the soursop (Annona muricata) is common. Use of annonacin products in Guadeloupe often lasts from early childhood through old age, and daily consumption is not uncommon.It was discovered in Guadeloupe that atypical Parkinsonism was predominant in elderly males, who regularly consume annonacin-containing herbal teas. Annonacin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Annonacin has been detected, but not quantified in, fruits. This could make annonacin a potential biomarker for the consumption of these foods. Annonacin is a potentially lethal neurotoxin. Based on basic polyketide synthesis, the biosynthesis of annonacin is likely accomplished by a modular polyketide synthase (PKS). An average-sized soursop fruit contains 15 mg of annonacin, while a can of commercial nectar contains 36 mg and a cup of infusion, 140 μg. 4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one is found in Annona muricata. These include the acyl carrier protein (ACP), acetyl transferase (AT), ketosynthase (KS), malonyl transferase (MT; which can come carrying a variety of functionalities), ketoreductase (KR), dehydratase (DH), and enoyl reductase (ER).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312442D          

 42 43  0  0  0  0            999 V2000
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  3  1  1  0  0  0  0
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M  END

     RDKit          3D

106107  0  0  0  0  0  0  0  0999 V2000
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  7 57  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
 10 62  1  0
 10 63  1  0
 11 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 13 68  1  1
 14 69  1  0
 15 70  1  6
 16 71  1  0
 16 72  1  0
 17 73  1  0
 17 74  1  0
 18 75  1  1
 19 76  1  1
 20 77  1  0
 21 78  1  0
 21 79  1  0
 22 80  1  0
 22 81  1  0
 23 82  1  0
 23 83  1  0
 24 84  1  0
 24 85  1  0
 25 86  1  1
 26 87  1  0
 27 88  1  0
 27 89  1  0
 28 90  1  0
 28 91  1  0
 29 92  1  0
 29 93  1  0
 30 94  1  0
 30 95  1  0
 31 96  1  0
 31 97  1  0
 32 98  1  6
 33 99  1  0
 34100  1  0
 34101  1  0
 37102  1  0
 37103  1  0
 37104  1  0
 38105  1  0
 38106  1  0
M  END


  Mrv0541 05061312442D          

 42 43  0  0  0  0            999 V2000
   -1.1535    0.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7329    5.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    0.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1519    1.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723    1.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4573    1.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2778    1.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7627    2.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5832    2.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0681    2.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886    2.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2353    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5208    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9498    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3735    3.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6630    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9485    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8064    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3774    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6643    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1940    3.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2340    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9119    3.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7188    3.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0932    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1134    4.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5613    4.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0919    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3787    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8077    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6789    4.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5195    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4994    4.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8051    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8939    3.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0919    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3787    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3433    4.8492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5195    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2808    2.9143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7009    3.2948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0514    4.6224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 17 16  1  0  0  0  0
 18 13  1  0  0  0  0
 19 16  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 17  1  0  0  0  0
 24 23  1  0  0  0  0
 27  2  1  0  0  0  0
 27 26  1  0  0  0  0
 28 18  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
 29 25  1  0  0  0  0
 30 25  1  0  0  0  0
 30 27  2  0  0  0  0
 31 21  1  0  0  0  0
 32 22  1  0  0  0  0
 33 23  1  0  0  0  0
 33 31  1  0  0  0  0
 34 24  1  0  0  0  0
 34 32  1  0  0  0  0
 35 30  1  0  0  0  0
 36 28  1  0  0  0  0
 37 29  1  0  0  0  0
 38 31  1  0  0  0  0
 39 32  1  0  0  0  0
 40 35  2  0  0  0  0
 41 26  1  0  0  0  0
 41 35  1  0  0  0  0
 42 33  1  0  0  0  0
 42 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0270045

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCC(O)CCCCCC(O)CC1=C(C)COC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-15-21-31(38)33-23-24-34(42-33)32(39)22-17-16-19-28(36)18-13-12-14-20-29(37)25-30-27(2)26-41-35(30)40/h28-29,31-34,36-39H,3-26H2,1-2H3

> <INCHI_KEY>
FZKCHWNHNWJHIW-UHFFFAOYSA-N

> <FORMULA>
C35H64O7

> <MOLECULAR_WEIGHT>
596.8785

> <EXACT_MASS>
596.465204402

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
74.46725513472742

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
5.99

> <JCHEM_LOGP>
7.533040884999999

> <ALOGPS_LOGS>
-5.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.383754295514748

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.853346121928833

> <JCHEM_PKA_STRONGEST_BASIC>
-1.274309109923975

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
169.2064

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.153   1.135   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.835  10.135   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.622   0.975   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.284   2.220   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.815   2.059   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.720   3.305   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.252   3.144   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.157   4.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.689   4.229   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.594   5.475   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.125   5.314   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.439   8.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.105   8.002   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.773   8.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.031   6.560   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.771   8.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.437   8.772   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.772   8.772   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.104   8.772   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      31.107   8.772   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.562   6.399   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.103   8.002   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.769   6.150   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.275   6.470   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.774   8.772   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      37.545   7.484   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      36.514   8.628   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      24.438   8.002   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.440   8.002   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      35.108   8.002   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.467   7.645   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.770   8.772   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.999   7.484   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.436   8.002   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      35.269   6.470   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      24.438   6.462   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      32.440   6.462   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      11.841   9.052   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      17.770  10.312   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      34.124   5.440   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      36.775   6.150   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      15.029   8.628   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   27                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   15                                                       
CONECT   12   13   14                                                       
CONECT   13   12   18                                                       
CONECT   14   12   20                                                       
CONECT   15   11   21                                                       
CONECT   16   17   19                                                       
CONECT   17   16   22                                                       
CONECT   18   13   28                                                       
CONECT   19   16   28                                                       
CONECT   20   14   29                                                       
CONECT   21   15   31                                                       
CONECT   22   17   32                                                       
CONECT   23   24   33                                                       
CONECT   24   23   34                                                       
CONECT   25   29   30                                                       
CONECT   26   27   41                                                       
CONECT   27    2   26   30                                                  
CONECT   28   18   19   36                                                  
CONECT   29   20   25   37                                                  
CONECT   30   25   27   35                                                  
CONECT   31   21   33   38                                                  
CONECT   32   22   34   39                                                  
CONECT   33   23   31   42                                                  
CONECT   34   24   32   42                                                  
CONECT   35   30   40   41                                                  
CONECT   36   28                                                            
CONECT   37   29                                                            
CONECT   38   31                                                            
CONECT   39   32                                                            
CONECT   40   35                                                            
CONECT   41   26   35                                                       
CONECT   42   33   34                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

View in JSmol

Synonyms

Value	Source
Annonacin 1	HMDB
Howiicin a	HMDB

Chemical Formula

C₃₅H₆₄O₇

Average Mass

596.8785 Da

Monoisotopic Mass

596.46520 Da

IUPAC Name

4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-2,5-dihydrofuran-2-one

Traditional Name

4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCC(O)CCCCCC(O)CC1=C(C)COC1=O

InChI Identifier

InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-15-21-31(38)33-23-24-34(42-33)32(39)22-17-16-19-28(36)18-13-12-14-20-29(37)25-30-27(2)26-41-35(30)40/h28-29,31-34,36-39H,3-26H2,1-2H3

InChI Key

FZKCHWNHNWJHIW-UHFFFAOYSA-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
Annona muricata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
2-furanone
Dihydrofuran
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Lactone
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	5.99	ALOGPS
logP	7.53	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	13.85	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	169.21 m³·mol⁻¹	ChemAxon
Polarizability	74.47 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0033327

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021500

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Annonacin

METLIN ID

Not Available

PubChem Compound

131751411

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one (NP0270045)

MOL for NP0270045 (4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one)

3D MOL for NP0270045 (4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one)

3D SDF for NP0270045 (4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one)

3D-SDF for NP0270045 (4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one)

PDB for NP0270045 (4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one)

3D PDB for NP0270045 (4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one)

SMILES for NP0270045 (4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one)

INCHI for NP0270045 (4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one)

Structure for NP0270045 (4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one)

3D Structure for NP0270045 (4-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5h-furan-2-one)