NP-MRD: Showing NP-Card for olympicin B (NP0036523)

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Record Information

Version

2.0

Created at

2021-06-20 19:40:29 UTC

Updated at

2021-06-30 00:08:13 UTC

NP-MRD ID

NP0036523

Secondary Accession Numbers

None

Natural Product Identification

Common Name

olympicin B

Provided By

JEOL Database JEOL Logo

Description

Olympicin B belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. olympicin B is found in Hypericum olympicum. olympicin B was first documented in 2012 (Shiu, W. K. P., et al.). Based on a literature review very few articles have been published on Olympicin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121403D          

 56 56  0  0  0  0            999 V2000
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   -3.3364   -0.8374   -1.4753 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.7701   -2.1560   -0.7015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3085   -1.3174    1.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306202121403D          

 56 56  0  0  0  0            999 V2000
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   -1.2907   -3.5781    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336   -3.6585    3.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678   -2.5186    5.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837    0.5719    4.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5921    1.5844    3.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4142    2.6411    1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890   -0.1154    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403    3.1664   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2845    3.1192   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220    2.3480   -1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2378    0.9392   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -0.2357    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5703   -0.1086   -2.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591   -2.3600   -0.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0510   -4.7000   -3.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2520   -3.3963   -3.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8349   -4.4011   -1.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4213   -1.7874   -4.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710   -3.1389   -4.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8529   -1.6750   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832   -3.0511   -1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0  0  0  0
  7 14  2  0  0  0  0
 23 24  1  0  0  0  0
 14 13  1  0  0  0  0
 13 11  2  0  0  0  0
 14 15  1  0  0  0  0
 23 25  1  0  0  0  0
 11 12  1  0  0  0  0
 21 22  2  0  0  0  0
  8  9  1  0  0  0  0
 18 20  1  0  0  0  0
  7  5  1  0  0  0  0
 22 23  1  0  0  0  0
  5  3  1  0  0  0  0
 11 10  1  0  0  0  0
  3  2  1  0  0  0  0
 17 18  2  0  0  0  0
  2  1  1  0  0  0  0
 10  8  2  0  0  0  0
  5  6  2  0  0  0  0
 15 16  1  0  0  0  0
 18 19  1  0  0  0  0
  3  4  1  0  0  0  0
 16 17  1  0  0  0  0
  8  7  1  0  0  0  0
 23 26  1  1  0  0  0
 17 42  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
 21 48  1  0  0  0  0
 22 49  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 19 45  1  0  0  0  0
 24 50  1  0  0  0  0
 24 51  1  0  0  0  0
 24 52  1  0  0  0  0
 25 53  1  0  0  0  0
 25 54  1  0  0  0  0
 25 55  1  0  0  0  0
 16 40  1  0  0  0  0
 16 41  1  0  0  0  0
 10 37  1  0  0  0  0
 13 39  1  0  0  0  0
 12 38  1  0  0  0  0
  9 36  1  0  0  0  0
  3 32  1  1  0  0  0
  2 30  1  0  0  0  0
  2 31  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
 26 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036523

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C(\[H])=C(/[H])C(O[H])(C([H])([H])[H])C([H])([H])[H])=C(C(=O)[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])C(O[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O5/c1-6-15(3)20(24)19-17(23)12-16(22)13-18(19)26-11-9-14(2)8-7-10-21(4,5)25/h7,9-10,12-13,15,22-23,25H,6,8,11H2,1-5H3/b10-7+,14-9+/t15-/m0/s1

> <INCHI_KEY>
YQCPAHSZPXSDHS-PVKPBJJJSA-N

> <FORMULA>
C21H30O5

> <MOLECULAR_WEIGHT>
362.466

> <EXACT_MASS>
362.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
40.21858160219823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-1-(2,4-dihydroxy-6-{[(2E,5E)-7-hydroxy-3,7-dimethylocta-2,5-dien-1-yl]oxy}phenyl)-2-methylbutan-1-one

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
4.853593180333332

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.878668708045302

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.907273448532581

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5476718991140115

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
105.55770000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
olympicin B

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 56 56  0  0  0  0  0  0  0  0999 V2000
   -4.3284    0.1555   -2.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3364   -0.8374   -1.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -0.1636   -0.7704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2513    0.6024   -1.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3275   -1.2488   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701   -2.1560   -0.7015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3085   -1.3174    1.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5009   -2.5664    2.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368   -3.7306    1.3057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5686   -2.6819    3.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4226   -1.5418    4.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944   -1.5992    5.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866   -0.3002    3.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0934   -0.1900    2.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8188    1.0186    1.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4456    1.5870    2.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5721    0.8574    1.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186    1.2455    0.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518    2.5403   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4148    0.3386   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.5842   -1.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8268   -1.9199   -1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3098   -2.9276   -2.1818 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4293   -3.9024   -2.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888   -2.3426   -3.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3017   -3.6823   -1.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8802    0.7390   -2.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1912   -0.3766   -2.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6930    0.8469   -1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804   -1.5039   -2.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8679   -1.4746   -0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5473    0.5347   -0.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    1.4732   -2.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3493    0.9624   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9311   -0.0308   -2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907   -3.5781    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336   -3.6585    3.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678   -2.5186    5.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837    0.5719    4.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5921    1.5844    3.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4142    2.6411    1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890   -0.1154    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403    3.1664   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2845    3.1192   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220    2.3480   -1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2378    0.9392   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -0.2357    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5703   -0.1086   -2.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591   -2.3600   -0.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0510   -4.7000   -3.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2520   -3.3963   -3.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8349   -4.4011   -1.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4213   -1.7874   -4.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710   -3.1389   -4.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8529   -1.6750   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832   -3.0511   -1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
  7 14  2  0
 23 24  1  0
 14 13  1  0
 13 11  2  0
 14 15  1  0
 23 25  1  0
 11 12  1  0
 21 22  2  0
  8  9  1  0
 18 20  1  0
  7  5  1  0
 22 23  1  0
  5  3  1  0
 11 10  1  0
  3  2  1  0
 17 18  2  0
  2  1  1  0
 10  8  2  0
  5  6  2  0
 15 16  1  0
 18 19  1  0
  3  4  1  0
 16 17  1  0
  8  7  1  0
 23 26  1  1
 17 42  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 16 40  1  0
 16 41  1  0
 10 37  1  0
 13 39  1  0
 12 38  1  0
  9 36  1  0
  3 32  1  1
  2 30  1  0
  2 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
 26 56  1  0
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  C   UNK     0      -4.328   0.156  -2.063  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.336  -0.837  -1.475  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.146  -0.164  -0.770  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.251   0.602  -1.740  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.327  -1.249  -0.077  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.770  -2.156  -0.702  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.309  -1.317   1.405  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.501  -2.566   2.016  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.637  -3.731   1.306  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.569  -2.682   3.403  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.423  -1.542   4.183  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.494  -1.599   5.543  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.187  -0.300   3.601  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.093  -0.190   2.210  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.819   1.019   1.624  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.446   1.587   2.004  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.572   0.857   1.329  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.319   1.246   0.274  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.152   2.540  -0.474  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.415   0.339  -0.250  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.898  -0.584  -1.320  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.827  -1.920  -1.182  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.310  -2.928  -2.182  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.429  -3.902  -2.555  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.689  -2.343  -3.454  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.302  -3.682  -1.509  0.00  0.00           O+0
HETATM   27  H   UNK     0      -3.880   0.739  -2.872  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.191  -0.377  -2.477  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.693   0.847  -1.297  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.980  -1.504  -2.271  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.868  -1.475  -0.757  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.547   0.535  -0.030  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.769   1.473  -2.154  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.349   0.962  -1.238  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.931  -0.031  -2.574  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.291  -3.578   0.399  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.734  -3.659   3.847  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.668  -2.519   5.809  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.084   0.572   4.240  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.592   1.584   3.090  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.414   2.641   1.716  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.789  -0.115   1.771  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.040   3.166  -0.342  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.285   3.119  -0.149  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.022   2.348  -1.544  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.238   0.939  -0.656  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.853  -0.236   0.577  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.570  -0.109  -2.240  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.159  -2.360  -0.242  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.051  -4.700  -3.205  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.252  -3.396  -3.072  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.835  -4.401  -1.666  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.421  -1.787  -4.049  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.271  -3.139  -4.081  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.853  -1.675  -3.217  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.583  -3.051  -1.284  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1   30   31                                             
CONECT    3    5    2    4   32                                             
CONECT    4    3   33   34   35                                             
CONECT    5    7    3    6                                                  
CONECT    6    5                                                            
CONECT    7   14    5    8                                                  
CONECT    8    9   10    7                                                  
CONECT    9    8   36                                                       
CONECT   10   11    8   37                                                  
CONECT   11   13   12   10                                                  
CONECT   12   11   38                                                       
CONECT   13   14   11   39                                                  
CONECT   14    7   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   40   41                                             
CONECT   17   18   16   42                                                  
CONECT   18   20   17   19                                                  
CONECT   19   18   43   44   45                                             
CONECT   20   21   18   46   47                                             
CONECT   21   20   22   48                                                  
CONECT   22   21   23   49                                                  
CONECT   23   24   25   22   26                                             
CONECT   24   23   50   51   52                                             
CONECT   25   23   53   54   55                                             
CONECT   26   23   56                                                       
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    2                                                            
CONECT   32    3                                                            
CONECT   33    4                                                            
CONECT   34    4                                                            
CONECT   35    4                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   12                                                            
CONECT   39   13                                                            
CONECT   40   16                                                            
CONECT   41   16                                                            
CONECT   42   17                                                            
CONECT   43   19                                                            
CONECT   44   19                                                            
CONECT   45   19                                                            
CONECT   46   20                                                            
CONECT   47   20                                                            
CONECT   48   21                                                            
CONECT   49   22                                                            
CONECT   50   24                                                            
CONECT   51   24                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   26                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  112    0
END

RDKit          3D

56 56  0  0  0  0  0  0  0  0999 V2000
   -4.3284    0.1555   -2.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3364   -0.8374   -1.4753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -0.1636   -0.7704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2513    0.6024   -1.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3275   -1.2488   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701   -2.1560   -0.7015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3085   -1.3174    1.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5009   -2.5664    2.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368   -3.7306    1.3057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5686   -2.6819    3.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4226   -1.5418    4.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944   -1.5992    5.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866   -0.3002    3.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0934   -0.1900    2.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8188    1.0186    1.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4456    1.5870    2.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5721    0.8574    1.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186    1.2455    0.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518    2.5403   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4148    0.3386   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.5842   -1.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8268   -1.9199   -1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3098   -2.9276   -2.1818 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4293   -3.9024   -2.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888   -2.3426   -3.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3017   -3.6823   -1.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8802    0.7390   -2.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1912   -0.3766   -2.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6930    0.8469   -1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804   -1.5039   -2.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8679   -1.4746   -0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5473    0.5347   -0.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    1.4732   -2.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3493    0.9624   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9311   -0.0308   -2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907   -3.5781    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336   -3.6585    3.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678   -2.5186    5.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837    0.5719    4.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5921    1.5844    3.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4142    2.6411    1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890   -0.1154    1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0403    3.1664   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2845    3.1192   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220    2.3480   -1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2378    0.9392   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526   -0.2357    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5703   -0.1086   -2.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591   -2.3600   -0.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0510   -4.7000   -3.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2520   -3.3963   -3.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8349   -4.4011   -1.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4213   -1.7874   -4.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710   -3.1389   -4.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8529   -1.6750   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832   -3.0511   -1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
  7 14  2  0
 23 24  1  0
 14 13  1  0
 13 11  2  0
 14 15  1  0
 23 25  1  0
 11 12  1  0
 21 22  2  0
  8  9  1  0
 18 20  1  0
  7  5  1  0
 22 23  1  0
  5  3  1  0
 11 10  1  0
  3  2  1  0
 17 18  2  0
  2  1  1  0
 10  8  2  0
  5  6  2  0
 15 16  1  0
 18 19  1  0
  3  4  1  0
 16 17  1  0
  8  7  1  0
 23 26  1  1
 17 42  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 16 40  1  0
 16 41  1  0
 10 37  1  0
 13 39  1  0
 12 38  1  0
  9 36  1  0
  3 32  1  1
  2 30  1  0
  2 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
 26 56  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₅

Average Mass

362.4660 Da

Monoisotopic Mass

362.20932 Da

IUPAC Name

(2S)-1-(2,4-dihydroxy-6-{[(2E,5E)-7-hydroxy-3,7-dimethylocta-2,5-dien-1-yl]oxy}phenyl)-2-methylbutan-1-one

Traditional Name

olympicin B

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(OC([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C(\[H])=C(/[H])C(O[H])(C([H])([H])[H])C([H])([H])[H])=C(C(=O)[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])C(O[H])=C1[H]

InChI Identifier

InChI=1S/C21H30O5/c1-6-15(3)20(24)19-17(23)12-16(22)13-18(19)26-11-9-14(2)8-7-10-21(4,5)25/h7,9-10,12-13,15,22-23,25H,6,8,11H2,1-5H3/b10-7+,14-9+/t15-/m0/s1

InChI Key

YQCPAHSZPXSDHS-PVKPBJJJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Hypericum olympicum	JEOL database	Shiu, W. K. P., et al, J. Nat. Prod. 75, 336 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Phenylpropane
Benzoyl
Phenoxy compound
Phenol ether
Resorcinol
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Vinylogous acid
Ether
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	4.21	ALOGPS
logP	4.85	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.91	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	105.56 m³·mol⁻¹	ChemAxon
Polarizability	40.22 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

28524623

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57379192

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shiu, W. K. P., et al. (2012). Shiu, W. K. P., et al, J. Nat. Prod. 75, 336 (2012). J. Nat. Prod..

Showing NP-Card for olympicin B (NP0036523)

MOL for NP0036523 (olympicin B)

3D MOL for NP0036523 (olympicin B)

3D SDF for NP0036523 (olympicin B)

3D-SDF for NP0036523 (olympicin B)

PDB for NP0036523 (olympicin B)

3D PDB for NP0036523 (olympicin B)

SMILES for NP0036523 (olympicin B)

INCHI for NP0036523 (olympicin B)

Structure for NP0036523 (olympicin B)

3D Structure for NP0036523 (olympicin B)