NP-MRD: Showing NP-Card for (1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione (NP0154056)

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Record Information

Version

2.0

Created at

2022-09-02 10:48:36 UTC

Updated at

2022-09-02 10:48:37 UTC

NP-MRD ID

NP0154056

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione

Description

(1S,2S,15R,17S)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]Nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. (1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione is found in Citrus hassaku. Based on a literature review very few articles have been published on (1S,2S,15R,17S)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]Nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022212482D          

 57 63  0  0  1  0            999 V2000
    8.9728    2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1659    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9109    1.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1263    2.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6956    1.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6560    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8490    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7871    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2351    0.6825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -0.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0842   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8912   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4432   -1.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0563   -1.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8301   -2.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4703   -1.6713    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.2243   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6723   -1.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1203   -2.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0503    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0932   -2.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
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 17 18  2  0  0  0  0
 13 19  2  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  1  0  0  0
 11 28  1  0  0  0  0
 28 29  1  6  0  0  0
 30 29  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
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 39 40  1  0  0  0  0
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M  END

     RDKit          3D

113119  0  0  0  0  0  0  0  0999 V2000
    7.7200    5.3523    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4613    5.0749    0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745    4.6035   -0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957    4.9458   -1.8483 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012    5.4211   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068    3.1628   -0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9103    2.7215   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7247    1.3730    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4519    0.9248    0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3335    1.6904    0.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2710   -0.4548    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -1.3079    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6290   -0.8623    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7874   -1.7860    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5682   -2.8204   -0.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9766   -2.5432    1.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0325   -1.0638   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4863   -1.0333   -1.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8060    0.5210    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0247    0.9522   -0.2367 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2094    2.2256   -0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0358   -2.6483    0.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0683    0.3221   -0.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5798    1.8760   -0.6155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5892    2.5435    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0781    3.9528    0.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3526    3.9785    1.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0856    4.8501    1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5276    6.4927   -0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5460   -3.2922   -1.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1349   -2.4233   -1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9482   -3.6323   -0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9045   -3.1442    1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0380   -1.8451    2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1640   -3.2452    1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6048   -0.5519    0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4008   -0.5193   -1.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9997   -1.2990    2.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.9806   -1.2289   -1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309022212482D          

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 54 57  1  0  0  0  0
 57 27  1  6  0  0  0
 30 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154056

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(C=C)C1=CC2=C(O)C3=C(OC(C)(C)[C@@H]4[C@@H]3O[C@@H]3[C@H]4C(C)(C)OC4=C3C(O)=C3C=C(C(=O)OC3=C4C(C)(C)C=C)C(C)(C)C=C)C(=C2OC1=O)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C48H56O9/c1-17-43(5,6)25-21-23-33(49)27-37-29(47(13,14)56-39(27)31(45(9,10)19-3)35(23)54-41(25)51)30-38(53-37)28-34(50)24-22-26(44(7,8)18-2)42(52)55-36(24)32(46(11,12)20-4)40(28)57-48(30,15)16/h17-22,29-30,37-38,49-50H,1-4H2,5-16H3/t29-,30-,37-,38+/m0/s1

> <INCHI_KEY>
BKNKOKVCINRTRH-XMOPVLLLSA-N

> <FORMULA>
C48H56O9

> <MOLECULAR_WEIGHT>
776.967

> <EXACT_MASS>
776.392433383

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
113

> <JCHEM_AVERAGE_POLARIZABILITY>
87.84467746675196

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,15R,17S)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0^{2,15}.0^{5,14}.0^{7,12}.0^{18,27}.0^{20,25}]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione

> <ALOGPS_LOGP>
7.66

> <JCHEM_LOGP>
9.674547094333336

> <ALOGPS_LOGS>
-6.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.371337685267818

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.769277470353597

> <JCHEM_PKA_STRONGEST_BASIC>
-4.086594062343928

> <JCHEM_POLAR_SURFACE_AREA>
120.75000000000003

> <JCHEM_REFRACTIVITY>
223.05870000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.32e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,15R,17S)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0^{2,15}.0^{5,14}.0^{7,12}.0^{18,27}.0^{20,25}]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      16.749   5.484   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.243   5.164   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.767   3.699   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.302   4.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.232   3.223   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.291   2.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.785   1.914   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.309   0.450   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.803   0.130   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.772   1.274   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.327  -1.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.357  -2.479   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.864  -2.159   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.894  -3.304   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.038  -2.273   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.750  -4.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.924  -4.448   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.449  -5.913   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.339  -0.695   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      14.846  -0.374   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      15.322   1.090   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      16.828   1.410   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.881  -3.944   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.375  -4.264   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.952  -5.692   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.069  -5.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.344  -3.120   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.820  -1.655   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.574  -0.750   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.329  -1.655   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.822  -1.335   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.792  -2.479   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.285  -2.159   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.255  -3.304   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.399  -4.334   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.111  -2.273   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.225  -4.448   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.282  -4.128   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       0.303  -0.374   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -1.679   1.410   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.382   3.699   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.847   4.175   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -1.083   3.223   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -0.094   5.164   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -1.600   5.484   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       4.346   0.130   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       5.377   1.274   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       4.268  -3.944   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       5.774  -4.264   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       5.197  -5.692   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       7.080  -5.080   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       6.804  -3.120   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   28                                                  
CONECT   12   11   13   23                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17                                                            
CONECT   19   13    8   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    6   22                                                  
CONECT   22   21                                                            
CONECT   23   12   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   28   57                                                  
CONECT   28   27   11   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   57                                                  
CONECT   31   30   32   51                                                  
CONECT   32   31   33   53                                                  
CONECT   33   32   34   39                                                  
CONECT   34   33   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   38                                                       
CONECT   38   37                                                            
CONECT   39   33   40   50                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   49                                                  
CONECT   44   43   45   46   47                                             
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   44   48                                                       
CONECT   48   47                                                            
CONECT   49   43   50                                                       
CONECT   50   49   39   51                                                  
CONECT   51   50   31   52                                                  
CONECT   52   51                                                            
CONECT   53   32   54                                                       
CONECT   54   53   55   56   57                                             
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   54   27   30                                                  
MASTER        0    0    0    0    0    0    0    0   57    0  126    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₈H₅₆O₉

Average Mass

776.9670 Da

Monoisotopic Mass

776.39243 Da

IUPAC Name

(1S,2S,15R,17S)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0^{2,15}.0^{5,14}.0^{7,12}.0^{18,27}.0^{20,25}]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)(C=C)C1=CC2=C(O)C3=C(OC(C)(C)[C@@H]4[C@@H]3O[C@@H]3[C@H]4C(C)(C)OC4=C3C(O)=C3C=C(C(=O)OC3=C4C(C)(C)C=C)C(C)(C)C=C)C(=C2OC1=O)C(C)(C)C=C

InChI Identifier

InChI=1S/C48H56O9/c1-17-43(5,6)25-21-23-33(49)27-37-29(47(13,14)56-39(27)31(45(9,10)19-3)35(23)54-41(25)51)30-38(53-37)28-34(50)24-22-26(44(7,8)18-2)42(52)55-36(24)32(46(11,12)20-4)40(28)57-48(30,15)16/h17-22,29-30,37-38,49-50H,1-4H2,5-16H3/t29-,30-,37-,38+/m0/s1

InChI Key

BKNKOKVCINRTRH-XMOPVLLLSA-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
Citrus hassaku	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Linear pyranocoumarins

Alternative Parents

Substituents

Linear pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Alkyl aryl ether
Phenol
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Oxolane
Lactone
Oxacycle
Ether
Dialkyl ether
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	7.66	ALOGPS
logP	9.67	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	6.77	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.75 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	223.06 m³·mol⁻¹	ChemAxon
Polarizability	87.84 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

8570871

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10395431

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione (NP0154056)

MOL for NP0154056 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

3D MOL for NP0154056 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

3D SDF for NP0154056 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

3D-SDF for NP0154056 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

PDB for NP0154056 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

3D PDB for NP0154056 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

SMILES for NP0154056 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

INCHI for NP0154056 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

Structure for NP0154056 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)

3D Structure for NP0154056 ((1s,2s,15r,17s)-13,19-dihydroxy-3,3,29,29-tetramethyl-6,10,22,26-tetrakis(2-methylbut-3-en-2-yl)-4,8,16,24,28-pentaoxaheptacyclo[15.12.0.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁸,²⁷.0²⁰,²⁵]nonacosa-5(14),6,10,12,18(27),19,21,25-octaene-9,23-dione)