NP-MRD: Showing NP-Card for (1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one (NP0251304)

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Record Information

Version

2.0

Created at

2022-09-07 14:27:48 UTC

Updated at

2022-09-07 14:27:48 UTC

NP-MRD ID

NP0251304

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one

Description

(1R,2S,3S,5R,6R,7S,9R,10R,12S,16R,18S,20R,22R,23S,25R)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2,5-dihydrofuran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]Hexacos-14-en-4-one belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. (1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one is found in Anodendron affine. Based on a literature review very few articles have been published on (1R,2S,3S,5R,6R,7S,9R,10R,12S,16R,18S,20R,22R,23S,25R)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2,5-dihydrofuran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]Hexacos-14-en-4-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072216272D          

 42 49  0  0  1  0            999 V2000
    7.4945    4.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8732    4.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0326    3.5699    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8133    3.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9728    2.4938    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7535    2.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3515    1.9510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5708    2.2177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9495    1.6749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1687    1.9415    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5474    1.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667    1.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1454    1.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3647    1.3893    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5840    1.6560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    2.1988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8266    2.7415    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6672    3.5510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2885    4.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8865    3.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271    4.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2652    3.2749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0220    4.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4461    3.3734    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0443    4.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7748    4.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342    5.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6827    5.3488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136    5.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7102    2.4654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4246    2.4654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2410    1.6611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6073    2.4749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4479    3.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286    3.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0093    2.7510    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6306    3.2938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4113    3.0271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2519    3.8366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
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 11 12  2  0  0  0  0
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 29 30  1  0  0  0  0
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 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 16 34  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  6  0  0  0
 17 36  1  0  0  0  0
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 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
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 39 40  1  1  0  0  0
 40 41  1  0  0  0  0
  8 41  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  6  0  0  0
M  END

     RDKit          3D

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   -7.0656   -0.4502    0.2186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4982   -0.0139   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2366    0.2694   -0.6062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9055   -0.1851   -0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1405    0.7680   -1.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8226    0.8124   -0.7818 C   0  0  2  0  0  0  0  0  0  0  0  0
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    4.3437    1.8355    1.0825 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2048    2.6537    0.3749 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9815    1.9602    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1887    1.0198   -0.7517 C   0  0  2  0  0  0  0  0  0  0  0  0
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 37 74  1  0
 37 75  1  0
 37 76  1  0
 38 77  1  0
 38 78  1  0
 39 79  1  6
 42 80  1  0
M  END


  Mrv1652309072216272D          

 42 49  0  0  1  0            999 V2000
    7.4945    4.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8732    4.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0326    3.5699    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8133    3.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9728    2.4938    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7535    2.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3515    1.9510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5708    2.2177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9495    1.6749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1687    1.9415    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5474    1.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667    1.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1454    1.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3647    1.3893    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5840    1.6560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    2.1988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8266    2.7415    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6672    3.5510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2885    4.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8865    3.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271    4.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2652    3.2749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0220    4.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4461    3.3734    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0443    4.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7748    4.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342    5.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6827    5.3488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136    5.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911    4.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0993    2.6248    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7102    2.4654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040    2.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4246    2.4654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2410    1.6611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6073    2.4749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4479    3.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286    3.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0093    2.7510    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6306    3.2938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4113    3.0271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2519    3.8366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 16 15  1  6  0  0  0
 14 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 16 34  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  6  0  0  0
 17 36  1  0  0  0  0
 12 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 10 39  1  0  0  0  0
 39 40  1  1  0  0  0
 40 41  1  0  0  0  0
  8 41  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0251304

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1C[C@@H](C)O[C@H]2O[C@@H]3C=C4C[C@@H]5O[C@]55[C@H]([C@H](O)C(=O)[C@]6(C)[C@H]([C@@H](O)C[C@]56O)C5=CC(=O)OC5)[C@@]4(C)C[C@H]3O[C@@]12O

> <INCHI_IDENTIFIER>
InChI=1S/C30H38O12/c1-12-5-19(37-4)30(36)25(39-12)40-16-7-14-8-18-29(42-18)23(26(14,2)10-17(16)41-30)22(33)24(34)27(3)21(13-6-20(32)38-11-13)15(31)9-28(27,29)35/h6-7,12,15-19,21-23,25,31,33,35-36H,5,8-11H2,1-4H3/t12-,15+,16-,17-,18+,19-,21+,22+,23-,25+,26+,27+,28-,29+,30+/m1/s1

> <INCHI_KEY>
KZONZNOOEZPVDS-HZAMGOCESA-N

> <FORMULA>
C30H38O12

> <MOLECULAR_WEIGHT>
590.622

> <EXACT_MASS>
590.236326664

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
60.401952227166085

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3S,5R,6R,7S,9R,10R,12S,16R,18S,20R,22R,23S,25R)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2,5-dihydrofuran-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0^{2,10}.0^{5,9}.0^{10,12}.0^{16,25}.0^{18,23}]hexacos-14-en-4-one

> <JCHEM_LOGP>
-0.4706497026666684

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.450851168779296

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.737045523681315

> <JCHEM_PKA_STRONGEST_BASIC>
-2.911378939602921

> <JCHEM_POLAR_SURFACE_AREA>
173.73999999999998

> <JCHEM_REFRACTIVITY>
141.03999999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S,5R,6R,7S,9R,10R,12S,16R,18S,20R,22R,23S,25R)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0^{2,10}.0^{5,9}.0^{10,12}.0^{16,25}.0^{18,23}]hexacos-14-en-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      13.990   9.188   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.830   8.175   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.128   6.664   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.585   6.166   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.882   4.655   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.340   4.157   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.723   3.642   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.265   4.140   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.106   3.126   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.648   3.624   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.489   2.611   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.031   3.109   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.871   2.096   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414   2.593   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.957   3.091   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.117   4.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.276   5.118   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.979   6.629   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.139   7.642   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.521   7.126   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.224   8.637   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.362   6.113   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.908   7.585   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.833   6.297   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.083   7.642   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.446   7.826   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.744   9.337   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.141   9.984   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.399  10.087   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.730   9.039   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.185   4.900   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.326   4.602   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.314   3.852   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.659   4.602   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.317   3.101   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.734   4.620   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.436   6.131   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.893   5.633   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.351   5.135   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      10.511   6.148   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      11.968   5.651   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      11.670   7.162   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   41                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   41                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   39                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   36                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   16                                                       
CONECT   16   15   14   17   34                                             
CONECT   17   16   18   36                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24   34                                             
CONECT   23   22                                                            
CONECT   24   22   25   31                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   25                                                       
CONECT   31   24   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   16   22   35                                             
CONECT   35   34                                                            
CONECT   36   17   12   37   38                                             
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   10   40                                                  
CONECT   40   39   41                                                       
CONECT   41   40    8    3   42                                             
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₈O₁₂

Average Mass

590.6220 Da

Monoisotopic Mass

590.23633 Da

IUPAC Name

Traditional Name

(1R,2S,3S,5R,6R,7S,9R,10R,12S,16R,18S,20R,22R,23S,25R)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0^{2,10}.0^{5,9}.0^{10,12}.0^{16,25}.0^{18,23}]hexacos-14-en-4-one

CAS Registry Number

Not Available

SMILES

CO[C@@H]1C[C@@H](C)O[C@H]2O[C@@H]3C=C4C[C@@H]5O[C@]55[C@H]([C@H](O)C(=O)[C@]6(C)[C@H]([C@@H](O)C[C@]56O)C5=CC(=O)OC5)[C@@]4(C)C[C@H]3O[C@@]12O

InChI Identifier

InChI=1S/C30H38O12/c1-12-5-19(37-4)30(36)25(39-12)40-16-7-14-8-18-29(42-18)23(26(14,2)10-17(16)41-30)22(33)24(34)27(3)21(13-6-20(32)38-11-13)15(31)9-28(27,29)35/h6-7,12,15-19,21-23,25,31,33,35-36H,5,8-11H2,1-4H3/t12-,15+,16-,17-,18+,19-,21+,22+,23-,25+,26+,27+,28-,29+,30+/m1/s1

InChI Key

KZONZNOOEZPVDS-HZAMGOCESA-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
Anodendron affine	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Para-dioxane
2-furanone
Oxane
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Hemiacetal
Ketone
Lactone
Secondary alcohol
Acetal
Ether
Oxirane
Oxacycle
Dialkyl ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-0.47	ChemAxon
pKa (Strongest Acidic)	6.74	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	173.74 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	141.04 m³·mol⁻¹	ChemAxon
Polarizability	60.4 Å³	ChemAxon
Number of Rings	8	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

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

11758139

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one (NP0251304)

MOL for NP0251304 ((1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one)

3D MOL for NP0251304 ((1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one)

3D SDF for NP0251304 ((1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one)

3D-SDF for NP0251304 ((1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one)

PDB for NP0251304 ((1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one)

3D PDB for NP0251304 ((1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one)

SMILES for NP0251304 ((1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one)

INCHI for NP0251304 ((1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one)

Structure for NP0251304 ((1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one)

3D Structure for NP0251304 ((1r,2s,3s,5r,6r,7s,9r,10r,12s,16r,18s,20r,22r,23s,25r)-3,7,9,23-tetrahydroxy-22-methoxy-1,5,20-trimethyl-6-(5-oxo-2h-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacos-14-en-4-one)