NP-MRD: Showing NP-Card for sarmentosumin D (NP0036296)

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Record Information

Version

2.0

Created at

2021-06-20 19:30:24 UTC

Updated at

2021-06-30 00:07:52 UTC

NP-MRD ID

NP0036296

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sarmentosumin D

Provided By

JEOL Database JEOL Logo

Description

Sarmentosumin D belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain. sarmentosumin D is found in Piper sarmentosum. sarmentosumin D was first documented in 2011 (Pan, L., et al.). Based on a literature review very few articles have been published on Sarmentosumin D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121303D          

101108  0  0  0  0            999 V2000
    3.6189    0.8393   -2.7846 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493   -0.0806   -1.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0626   -1.4971   -2.4620 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7010   -2.4318   -1.3188 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9116   -3.8904   -1.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007   -4.4252   -1.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3794   -5.7745   -2.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731   -6.6057   -2.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9878   -6.0893   -2.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -4.7400   -1.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5322   -2.1271   -0.1934 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2726   -0.8735    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586   -0.6940    1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270   -1.8861    2.5978 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4683   -2.8650    2.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139   -2.4304    3.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893   -3.2677    3.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630   -2.7336    3.4787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0322   -2.1067    2.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833   -2.9013    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5774   -2.3521    0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4272   -1.0026    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5835   -0.2001    0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8917   -0.7536    2.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0651    0.0365    2.7527 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2347   -4.5745    2.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788   -5.0304    2.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5810   -4.1767    2.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7857   -4.6287    1.7123 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0938    0.5849    2.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1543    0.7243    3.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7769    1.6813    1.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5090    3.0611    1.9525 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0507    3.3311    2.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355    3.9282    1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1163    4.2120    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9618    4.9019    0.4854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9046    3.9860   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4178    3.1992   -1.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2713    2.3727   -2.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7387    1.5084   -3.1932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8339    2.2258   -4.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3637    3.2073   -5.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401    3.8922   -5.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226    3.6056   -5.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3644    2.6343   -5.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366    1.9528   -4.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    1.0026   -3.4150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267    2.3123   -1.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1205    3.0686   -0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617    3.8983    0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7476    4.6421    1.1040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633    3.8666    2.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282    3.2674    3.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4738    3.0067    3.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    2.4110    4.4527 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7102    1.4626   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4189    2.5365   -0.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9458    0.1903   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -1.6884   -3.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1129   -1.5910   -2.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6499   -2.2942   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0760   -3.7929   -1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3834   -6.1763   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4129   -7.6560   -2.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239   -6.7374   -2.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -4.3585   -1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5518   -2.3703    2.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420   -1.5701    3.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1027   -1.4079    3.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8559   -3.5479    3.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452   -2.0137    4.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0054   -3.9582    1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2327   -2.9781   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0430    0.8880    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782   -5.2420    2.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5759   -6.0486    1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6061   -5.2720    1.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5319    1.4293    3.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8824    3.8284    1.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1195    3.2277    2.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    4.1890    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5101    5.7265    0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3115    5.4022   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    3.2393   -1.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5749    1.0912   -3.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391    0.6421   -2.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4239    3.4484   -4.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626    4.6520   -6.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4631    4.1399   -6.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4276    2.4181   -5.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0414    1.0331   -3.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3079    1.6686   -2.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1744    2.9979   -0.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7035    4.4868    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112    4.0744    2.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3236    3.0102    4.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6883    2.2564    5.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4355    2.2399   -1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  1  0  0  0  0
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M  END

     RDKit          3D

101108  0  0  0  0  0  0  0  0999 V2000
    3.6189    0.8393   -2.7846 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493   -0.0806   -1.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0626   -1.4971   -2.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -2.4318   -1.3188 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9116   -3.8904   -1.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007   -4.4252   -1.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3794   -5.7745   -2.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731   -6.6057   -2.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9878   -6.0893   -2.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -4.7400   -1.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5322   -2.1271   -0.1934 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306202121303D          

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M  END
> <DATABASE_ID>
NP0036296

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1C([H])([H])C1=C([H])C(=C(O[H])C([H])=C1[H])C([H])([H])C1=C(O[H])C(=C2O[C@]([H])(C3=C([H])C([H])=C([H])C([H])=C3[H])C([H])([H])C(=O)C2=C1O[H])C([H])([H])C1=C(O[H])C([H])=C([H])C(=C1[H])C([H])([H])C1=C(O[H])C([H])=C([H])C([H])=C1[H])C([H])([H])C1=C(O[H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C50H42O9/c51-40-12-6-4-10-33(40)20-29-14-17-42(53)35(22-29)23-31-16-19-43(54)36(25-31)26-38-48(57)39(27-37-24-30(15-18-44(37)55)21-34-11-5-7-13-41(34)52)50-47(49(38)58)45(56)28-46(59-50)32-8-2-1-3-9-32/h1-19,22,24-25,46,51-55,57-58H,20-21,23,26-28H2/t46-/m0/s1

> <INCHI_KEY>
ITTFKAGXWJOGGC-DXQCBLCSSA-N

> <FORMULA>
C50H42O9

> <MOLECULAR_WEIGHT>
786.877

> <EXACT_MASS>
786.282882932

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
82.73329272431931

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-5,7-dihydroxy-6-{[2-hydroxy-5-({2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl}methyl)phenyl]methyl}-8-({2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl}methyl)-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
6.36

> <JCHEM_LOGP>
12.079816898666667

> <ALOGPS_LOGS>
-6.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
7.598638791829503

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.257871611694562

> <JCHEM_PKA_STRONGEST_BASIC>
-5.037579644350278

> <JCHEM_POLAR_SURFACE_AREA>
167.91

> <JCHEM_REFRACTIVITY>
227.89939999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.31e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-5,7-dihydroxy-6-{[2-hydroxy-5-({2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl}methyl)phenyl]methyl}-8-({2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl}methyl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0       3.619   0.839  -2.785  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.849  -0.081  -1.996  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.063  -1.497  -2.462  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.701  -2.432  -1.319  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.912  -3.890  -1.674  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.201  -4.425  -1.827  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.379  -5.774  -2.136  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.273  -6.606  -2.297  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.988  -6.089  -2.147  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.807  -4.740  -1.838  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.532  -2.127  -0.193  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.273  -0.874   0.302  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.359  -0.694   1.690  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.627  -1.886   2.598  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.468  -2.865   2.640  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.214  -2.430   3.100  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.089  -3.268   3.063  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.263  -2.734   3.479  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.032  -2.107   2.337  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.883  -2.901   1.551  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.577  -2.352   0.472  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.427  -1.003   0.162  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.583  -0.200   0.928  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.892  -0.754   2.005  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.065   0.037   2.753  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.235  -4.574   2.582  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.479  -5.030   2.143  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.581  -4.177   2.172  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.786  -4.629   1.712  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.094   0.585   2.211  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.154   0.724   3.572  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.777   1.681   1.383  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.509   3.061   1.952  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.051   3.331   2.262  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.236   3.928   1.285  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.116   4.212   1.533  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.962   4.902   0.485  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.905   3.986  -0.259  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.418   3.199  -1.317  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.271   2.373  -2.067  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.739   1.508  -3.193  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.834   2.226  -4.170  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.364   3.207  -5.024  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.540   3.892  -5.920  0.00  0.00           C+0
HETATM   45  C   UNK     0       0.823   3.606  -5.974  0.00  0.00           C+0
HETATM   46  C   UNK     0       1.364   2.634  -5.133  0.00  0.00           C+0
HETATM   47  C   UNK     0       0.537   1.953  -4.241  0.00  0.00           C+0
HETATM   48  O   UNK     0       1.065   1.003  -3.415  0.00  0.00           O+0
HETATM   49  C   UNK     0      -3.627   2.312  -1.718  0.00  0.00           C+0
HETATM   50  C   UNK     0      -4.120   3.069  -0.654  0.00  0.00           C+0
HETATM   51  C   UNK     0      -3.262   3.898   0.065  0.00  0.00           C+0
HETATM   52  O   UNK     0      -3.748   4.642   1.104  0.00  0.00           O+0
HETATM   53  C   UNK     0      -0.663   3.867   2.773  0.00  0.00           C+0
HETATM   54  C   UNK     0       0.128   3.267   3.753  0.00  0.00           C+0
HETATM   55  C   UNK     0       1.474   3.007   3.494  0.00  0.00           C+0
HETATM   56  O   UNK     0       2.247   2.411   4.453  0.00  0.00           O+0
HETATM   57  C   UNK     0       3.710   1.463  -0.005  0.00  0.00           C+0
HETATM   58  O   UNK     0       3.419   2.537  -0.809  0.00  0.00           O+0
HETATM   59  C   UNK     0       3.946   0.190  -0.542  0.00  0.00           C+0
HETATM   60  H   UNK     0       3.424  -1.688  -3.331  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.113  -1.591  -2.760  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.650  -2.294  -1.022  0.00  0.00           H+0
HETATM   63  H   UNK     0       6.076  -3.793  -1.688  0.00  0.00           H+0
HETATM   64  H   UNK     0       6.383  -6.176  -2.249  0.00  0.00           H+0
HETATM   65  H   UNK     0       4.413  -7.656  -2.539  0.00  0.00           H+0
HETATM   66  H   UNK     0       2.124  -6.737  -2.272  0.00  0.00           H+0
HETATM   67  H   UNK     0       1.795  -4.359  -1.716  0.00  0.00           H+0
HETATM   68  H   UNK     0       5.552  -2.370   2.261  0.00  0.00           H+0
HETATM   69  H   UNK     0       4.842  -1.570   3.626  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.103  -1.408   3.459  0.00  0.00           H+0
HETATM   71  H   UNK     0      -0.856  -3.548   3.917  0.00  0.00           H+0
HETATM   72  H   UNK     0      -0.145  -2.014   4.299  0.00  0.00           H+0
HETATM   73  H   UNK     0      -2.005  -3.958   1.776  0.00  0.00           H+0
HETATM   74  H   UNK     0      -3.233  -2.978  -0.128  0.00  0.00           H+0
HETATM   75  H   UNK     0      -2.966  -0.574  -0.678  0.00  0.00           H+0
HETATM   76  H   UNK     0      -1.479   0.852   0.677  0.00  0.00           H+0
HETATM   77  H   UNK     0       0.043   0.888   2.291  0.00  0.00           H+0
HETATM   78  H   UNK     0       0.378  -5.242   2.539  0.00  0.00           H+0
HETATM   79  H   UNK     0       2.576  -6.049   1.780  0.00  0.00           H+0
HETATM   80  H   UNK     0       4.606  -5.272   1.004  0.00  0.00           H+0
HETATM   81  H   UNK     0       3.532   1.429   3.846  0.00  0.00           H+0
HETATM   82  H   UNK     0       3.882   3.828   1.260  0.00  0.00           H+0
HETATM   83  H   UNK     0       4.120   3.228   2.850  0.00  0.00           H+0
HETATM   84  H   UNK     0       1.667   4.189   0.319  0.00  0.00           H+0
HETATM   85  H   UNK     0      -1.510   5.726   0.959  0.00  0.00           H+0
HETATM   86  H   UNK     0      -0.312   5.402  -0.246  0.00  0.00           H+0
HETATM   87  H   UNK     0      -0.358   3.239  -1.566  0.00  0.00           H+0
HETATM   88  H   UNK     0      -2.575   1.091  -3.771  0.00  0.00           H+0
HETATM   89  H   UNK     0      -1.239   0.642  -2.744  0.00  0.00           H+0
HETATM   90  H   UNK     0      -2.424   3.448  -4.986  0.00  0.00           H+0
HETATM   91  H   UNK     0      -0.963   4.652  -6.572  0.00  0.00           H+0
HETATM   92  H   UNK     0       1.463   4.140  -6.670  0.00  0.00           H+0
HETATM   93  H   UNK     0       2.428   2.418  -5.185  0.00  0.00           H+0
HETATM   94  H   UNK     0       2.041   1.033  -3.484  0.00  0.00           H+0
HETATM   95  H   UNK     0      -4.308   1.669  -2.270  0.00  0.00           H+0
HETATM   96  H   UNK     0      -5.174   2.998  -0.403  0.00  0.00           H+0
HETATM   97  H   UNK     0      -4.704   4.487   1.177  0.00  0.00           H+0
HETATM   98  H   UNK     0      -1.711   4.074   2.983  0.00  0.00           H+0
HETATM   99  H   UNK     0      -0.324   3.010   4.707  0.00  0.00           H+0
HETATM  100  H   UNK     0       1.688   2.256   5.237  0.00  0.00           H+0
HETATM  101  H   UNK     0       3.436   2.240  -1.744  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   59    3    1                                                  
CONECT    3    2    4   60   61                                             
CONECT    4    3   11    5   62                                             
CONECT    5    6   10    4                                                  
CONECT    6    5    7   63                                                  
CONECT    7    6    8   64                                                  
CONECT    8    7    9   65                                                  
CONECT    9    8   10   66                                                  
CONECT   10    9    5   67                                                  
CONECT   11   12    4                                                       
CONECT   12   13   59   11                                                  
CONECT   13   14   12   30                                                  
CONECT   14   13   15   68   69                                             
CONECT   15   14   28   16                                                  
CONECT   16   17   15   70                                                  
CONECT   17   26   16   18                                                  
CONECT   18   17   19   71   72                                             
CONECT   19   18   24   20                                                  
CONECT   20   21   19   73                                                  
CONECT   21   22   20   74                                                  
CONECT   22   23   21   75                                                  
CONECT   23   24   22   76                                                  
CONECT   24   19   23   25                                                  
CONECT   25   24   77                                                       
CONECT   26   27   17   78                                                  
CONECT   27   28   26   79                                                  
CONECT   28   15   27   29                                                  
CONECT   29   28   80                                                       
CONECT   30   32   31   13                                                  
CONECT   31   30   81                                                       
CONECT   32   33   30   57                                                  
CONECT   33   32   34   82   83                                             
CONECT   34   33   55   35                                                  
CONECT   35   36   34   84                                                  
CONECT   36   53   35   37                                                  
CONECT   37   38   36   85   86                                             
CONECT   38   39   37   51                                                  
CONECT   39   38   40   87                                                  
CONECT   40   41   39   49                                                  
CONECT   41   40   42   88   89                                             
CONECT   42   41   47   43                                                  
CONECT   43   44   42   90                                                  
CONECT   44   45   43   91                                                  
CONECT   45   46   44   92                                                  
CONECT   46   47   45   93                                                  
CONECT   47   48   42   46                                                  
CONECT   48   47   94                                                       
CONECT   49   40   50   95                                                  
CONECT   50   51   49   96                                                  
CONECT   51   50   52   38                                                  
CONECT   52   51   97                                                       
CONECT   53   54   36   98                                                  
CONECT   54   55   53   99                                                  
CONECT   55   34   54   56                                                  
CONECT   56   55  100                                                       
CONECT   57   58   32   59                                                  
CONECT   58   57  101                                                       
CONECT   59   57   12    2                                                  
CONECT   60    3                                                            
CONECT   61    3                                                            
CONECT   62    4                                                            
CONECT   63    6                                                            
CONECT   64    7                                                            
CONECT   65    8                                                            
CONECT   66    9                                                            
CONECT   67   10                                                            
CONECT   68   14                                                            
CONECT   69   14                                                            
CONECT   70   16                                                            
CONECT   71   18                                                            
CONECT   72   18                                                            
CONECT   73   20                                                            
CONECT   74   21                                                            
CONECT   75   22                                                            
CONECT   76   23                                                            
CONECT   77   25                                                            
CONECT   78   26                                                            
CONECT   79   27                                                            
CONECT   80   29                                                            
CONECT   81   31                                                            
CONECT   82   33                                                            
CONECT   83   33                                                            
CONECT   84   35                                                            
CONECT   85   37                                                            
CONECT   86   37                                                            
CONECT   87   39                                                            
CONECT   88   41                                                            
CONECT   89   41                                                            
CONECT   90   43                                                            
CONECT   91   44                                                            
CONECT   92   45                                                            
CONECT   93   46                                                            
CONECT   94   48                                                            
CONECT   95   49                                                            
CONECT   96   50                                                            
CONECT   97   52                                                            
CONECT   98   53                                                            
CONECT   99   54                                                            
CONECT  100   56                                                            
CONECT  101   58                                                            
MASTER        0    0    0    0    0    0    0    0  101    0  216    0
END

RDKit          3D

101108  0  0  0  0  0  0  0  0999 V2000
    3.6189    0.8393   -2.7846 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493   -0.0806   -1.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0626   -1.4971   -2.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7010   -2.4318   -1.3188 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9116   -3.8904   -1.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007   -4.4252   -1.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3794   -5.7745   -2.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731   -6.6057   -2.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9878   -6.0893   -2.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -4.7400   -1.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5322   -2.1271   -0.1934 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2726   -0.8735    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586   -0.6940    1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270   -1.8861    2.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683   -2.8650    2.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139   -2.4304    3.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893   -3.2677    3.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630   -2.7336    3.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0322   -2.1067    2.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833   -2.9013    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5774   -2.3521    0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4272   -1.0026    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5835   -0.2001    0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8917   -0.7536    2.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0651    0.0365    2.7527 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2347   -4.5745    2.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788   -5.0304    2.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5810   -4.1767    2.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7857   -4.6287    1.7123 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0938    0.5849    2.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1543    0.7243    3.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7769    1.6813    1.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5090    3.0611    1.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0507    3.3311    2.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355    3.9282    1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1163    4.2120    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9618    4.9019    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9046    3.9860   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4178    3.1992   -1.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2713    2.3727   -2.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7387    1.5084   -3.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339    2.2258   -4.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3637    3.2073   -5.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401    3.8922   -5.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226    3.6056   -5.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3644    2.6343   -5.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366    1.9528   -4.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    1.0026   -3.4150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267    2.3123   -1.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1205    3.0686   -0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617    3.8983    0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7476    4.6421    1.1040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633    3.8666    2.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282    3.2674    3.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4738    3.0067    3.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    2.4110    4.4527 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7102    1.4626   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4189    2.5365   -0.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9458    0.1903   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -1.6884   -3.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1129   -1.5910   -2.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6499   -2.2942   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0760   -3.7929   -1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3834   -6.1763   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4129   -7.6560   -2.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239   -6.7374   -2.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -4.3585   -1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₀H₄₂O₉

Average Mass

786.8770 Da

Monoisotopic Mass

786.28288 Da

IUPAC Name

(2S)-5,7-dihydroxy-6-{[2-hydroxy-5-({2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl}methyl)phenyl]methyl}-8-({2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl}methyl)-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2S)-5,7-dihydroxy-6-{[2-hydroxy-5-({2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl}methyl)phenyl]methyl}-8-({2-hydroxy-5-[(2-hydroxyphenyl)methyl]phenyl}methyl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1C([H])([H])C1=C([H])C(=C(O[H])C([H])=C1[H])C([H])([H])C1=C(O[H])C(=C2O[C@]([H])(C3=C([H])C([H])=C([H])C([H])=C3[H])C([H])([H])C(=O)C2=C1O[H])C([H])([H])C1=C(O[H])C([H])=C([H])C(=C1[H])C([H])([H])C1=C(O[H])C([H])=C([H])C([H])=C1[H])C([H])([H])C1=C(O[H])C([H])=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C50H42O9/c51-40-12-6-4-10-33(40)20-29-14-17-42(53)35(22-29)23-31-16-19-43(54)36(25-31)26-38-48(57)39(27-37-24-30(15-18-44(37)55)21-34-11-5-7-13-41(34)52)50-47(49(38)58)45(56)28-46(59-50)32-8-2-1-3-9-32/h1-19,22,24-25,46,51-55,57-58H,20-21,23,26-28H2/t46-/m0/s1

InChI Key

ITTFKAGXWJOGGC-DXQCBLCSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Piper sarmentosum	JEOL database	Pan, L., et al, J. Nat. Prod. 74, 2193 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Diphenylmethane
Chromone
1-benzopyran
Benzopyran
Chromane
Aryl alkyl ketone
Aryl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

diarylheptanoid (CHEBI:69678 )

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	6.36	ALOGPS
logP	12.08	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	6.26	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	167.91 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	227.9 m³·mol⁻¹	ChemAxon
Polarizability	82.73 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	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

26615543

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56600677

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pan, L., et al. (2011). Pan, L., et al, J. Nat. Prod. 74, 2193 (2011). J. Nat. Prod..

Showing NP-Card for sarmentosumin D (NP0036296)

MOL for NP0036296 (sarmentosumin D)

3D MOL for NP0036296 (sarmentosumin D)

3D SDF for NP0036296 (sarmentosumin D)

3D-SDF for NP0036296 (sarmentosumin D)

PDB for NP0036296 (sarmentosumin D)

3D PDB for NP0036296 (sarmentosumin D)

SMILES for NP0036296 (sarmentosumin D)

INCHI for NP0036296 (sarmentosumin D)

Structure for NP0036296 (sarmentosumin D)

3D Structure for NP0036296 (sarmentosumin D)