NP-MRD: Showing NP-Card for Primulanin (NP0077010)

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Record Information

Version

2.0

Created at

2022-04-28 22:11:10 UTC

Updated at

2022-04-28 22:11:10 UTC

NP-MRD ID

NP0077010

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Primulanin

Description

(1S,2S,4S,5R,8R,10S,13S,14S,17S,18S,20R)-10-{[(2R,3S,4R,5R)-5-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxyoxan-2-yl]oxy}-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]Tetracosane-20-carbaldehyde belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Primulanin is found in Ardisia japonica . Based on a literature review very few articles have been published on (1S,2S,4S,5R,8R,10S,13S,14S,17S,18S,20R)-10-{[(2R,3S,4R,5R)-5-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxyoxan-2-yl]oxy}-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]Tetracosane-20-carbaldehyde.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292200112D          

 63 71  0  0  1  0            999 V2000
    1.2711   -1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1795   -0.5154    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4765   -0.0836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2489   -0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2714   -1.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315   -1.7330    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0245   -2.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8005   -2.4569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7989   -2.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0124    0.6046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8674    0.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2226   -0.2150    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7519   -0.9613    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2429   -1.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0773   -1.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -0.9192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0587   -0.2085    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4648    0.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2897    0.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7087   -0.1935    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3026   -0.9117    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7216   -1.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5466   -1.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9526   -0.8968    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5336   -0.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2293    0.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5550    0.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7775   -0.8893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1965   -1.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0215   -1.5925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4404   -2.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0344   -3.0214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2094   -3.0289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7905   -2.3182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9655   -2.3257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8034   -3.7471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4533   -3.7321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2783   -3.7247    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6843   -3.0065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5093   -2.9990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9282   -3.7097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5222   -4.4279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6973   -4.4354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2912   -5.1536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4663   -5.1610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0603   -5.8792    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2353   -5.8867    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8163   -5.1760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2224   -4.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0473   -4.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9914   -5.1834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8293   -6.6048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4792   -6.5899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9412   -5.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7532   -3.7023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9153   -2.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7403   -2.2734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8966   -1.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402    0.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0032   -1.4601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2908   -0.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1752    0.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6620    1.3514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  6  9  1  1  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 24 28  1  1  0  0  0
 29 28  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  6  0  0  0
 33 36  1  6  0  0  0
 32 37  1  1  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 43  1  0  0  0  0
 43 44  1  1  0  0  0
 45 44  1  1  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 50  1  0  0  0  0
 48 51  1  6  0  0  0
 47 52  1  1  0  0  0
 46 53  1  1  0  0  0
 42 54  1  6  0  0  0
 41 55  1  1  0  0  0
 40 56  1  6  0  0  0
 56 57  1  0  0  0  0
 21 58  1  6  0  0  0
 17 59  1  1  0  0  0
 13 60  1  1  0  0  0
 60 61  1  0  0  0  0
  3 61  1  1  0  0  0
 12 62  1  6  0  0  0
 10 63  1  1  0  0  0
M  END

     RDKit          3D

137145  0  0  0  0  0  0  0  0999 V2000
   -0.4265    1.7251    0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6390    0.5287   -0.7693 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0656    0.8639   -2.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1157   -0.6300   -0.1759 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5087   -0.4097   -0.1240 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232   -1.4410   -0.7304 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9559   -1.0436   -1.8398 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152   -0.3736   -1.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1663   -1.4157   -1.2038 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1662   -0.7660   -0.4918 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3808   -0.7787   -1.1724 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7859    0.5105   -1.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0109    0.4564   -2.1481 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8774    1.1587   -3.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5002    2.4751   -3.3848 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5145   -0.9272   -2.4434 C   0  0  1  0  0  0  0  0  0  0  0  0
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    9.5856   -1.8088   -1.2187 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2606   -3.1219   -1.6000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4579   -1.3692   -0.2870 C   0  0  1  0  0  0  0  0  0  0  0  0
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    8.0958    0.1884    2.4782 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5897    2.8259    3.5680 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3961    0.5770    3.4146 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.7494    0.8491    3.6110 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6342   -3.1654    0.8643 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8557   -0.7465    1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6551   -0.7236    0.1369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6188   -2.2076   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1186   -0.4210    0.3635 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8927   -1.1975   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0806   -0.4331   -1.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9860    1.2098    0.5458 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3811    2.5696   -0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4875    1.0257    0.4243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9648    1.7381    1.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9501    1.1001   -1.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492    0.0731   -0.9812 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.0530    2.5893   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329    1.5276    1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0124   -1.5686   -0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9783    0.2538   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
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   11.3711   -0.5408   -2.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5643   -1.7782   -0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8681   -3.5989   -0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6937    2.1655    2.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304292200112D          

 63 71  0  0  1  0            999 V2000
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  3 61  1  1  0  0  0
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 10 63  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0077010

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(CC[C@]23CO[C@@]4(CC[C@H]5[C@]6(C)CC[C@H](O[C@H]7OC[C@@H](O[C@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O[C@@H]8OC[C@@H](O)[C@H](O)[C@@H]8O)[C@H](O)[C@@H]7O)C(C)(C)[C@@H]6CC[C@@]5(C)[C@]4(C)C[C@@H]2O)[C@H]3C1)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C46H74O17/c1-40(2)25-7-11-43(5)26(8-12-46-27-15-41(3,20-48)13-14-45(27,21-59-46)28(50)16-44(43,46)6)42(25,4)10-9-29(40)62-37-35(56)32(53)24(19-58-37)61-39-36(33(54)31(52)23(17-47)60-39)63-38-34(55)30(51)22(49)18-57-38/h20,22-39,47,49-56H,7-19,21H2,1-6H3/t22-,23-,24-,25+,26+,27+,28+,29+,30+,31-,32+,33+,34+,35+,36-,37-,38+,39-,41-,42-,43-,44+,45-,46+/m1/s1

> <INCHI_KEY>
JFAKXPCWZPQXLP-WSEKOLJZSA-N

> <FORMULA>
C46H74O17

> <MOLECULAR_WEIGHT>
899.081

> <EXACT_MASS>
898.492600923

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
137

> <JCHEM_AVERAGE_POLARIZABILITY>
95.85597895165643

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4S,5R,8R,10S,13S,14S,17S,18S,20R)-10-{[(2R,3S,4R,5R)-5-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxyoxan-2-yl]oxy}-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracosane-20-carbaldehyde

> <ALOGPS_LOGP>
0.69

> <JCHEM_LOGP>
0.3587349230000007

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.374804343742493

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.8894494904816

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810837892566706

> <JCHEM_POLAR_SURFACE_AREA>
263.74999999999994

> <JCHEM_REFRACTIVITY>
218.3952000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.83e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5R,8R,10S,13S,14S,17S,18S,20R)-10-{[(2R,3S,4R,5R)-5-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxyoxan-2-yl]oxy}-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracosane-20-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       2.373  -2.456   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.202  -0.962   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.889  -0.156   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.465  -0.889   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.507  -2.429   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.806  -3.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.046  -4.574   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.494  -4.586   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.491  -4.614   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.890   1.129   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.486   1.078   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.149  -0.401   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.270  -1.794   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.187  -3.095   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.744  -3.071   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.492  -1.716   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.710  -0.389   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.468   0.951   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.007   0.965   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.790  -0.361   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.032  -1.702   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.814  -3.028   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.354  -3.015   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.111  -1.674   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.329  -0.347   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.628   0.481   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.369   1.192   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.651  -1.660   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      13.433  -2.987   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      14.973  -2.973   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      15.755  -4.299   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.998  -5.640   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.458  -5.654   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.676  -4.327   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      11.136  -4.341   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      12.700  -6.995   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      15.780  -6.967   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      17.320  -6.953   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      18.077  -5.612   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      19.617  -5.598   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      20.399  -6.925   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      19.641  -8.265   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.102  -8.279   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      17.344  -9.620   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      15.804  -9.634   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      15.046 -10.975   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      13.506 -10.988   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      12.724  -9.662   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      13.482  -8.321   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      15.022  -8.307   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      11.184  -9.676   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      12.748 -12.329   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      15.828 -12.301   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      20.424  -9.592   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      21.939  -6.911   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      20.375  -4.258   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      21.915  -4.244   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       7.274  -3.042   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       4.928   0.938   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0       1.873  -2.726   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       0.543  -1.781   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       4.060   1.136   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0       1.236   2.523   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2    4   10   61                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7    9                                             
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6                                                            
CONECT   10    3   11   63                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17   62                                             
CONECT   13   12    2   14   60                                             
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   12   18   59                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   16   22   58                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24   20   26   27                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   24   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34   36                                                  
CONECT   34   33   29   35                                                  
CONECT   35   34                                                            
CONECT   36   33                                                            
CONECT   37   32   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   56                                                  
CONECT   41   40   42   55                                                  
CONECT   42   41   43   54                                                  
CONECT   43   42   38   44                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   50                                                  
CONECT   46   45   47   53                                                  
CONECT   47   46   48   52                                                  
CONECT   48   47   49   51                                                  
CONECT   49   48   50                                                       
CONECT   50   49   45                                                       
CONECT   51   48                                                            
CONECT   52   47                                                            
CONECT   53   46                                                            
CONECT   54   42                                                            
CONECT   55   41                                                            
CONECT   56   40   57                                                       
CONECT   57   56                                                            
CONECT   58   21                                                            
CONECT   59   17                                                            
CONECT   60   13   61                                                       
CONECT   61   60    3                                                       
CONECT   62   12                                                            
CONECT   63   10                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  142    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₆H₇₄O₁₇

Average Mass

899.0810 Da

Monoisotopic Mass

898.49260 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@]1(CC[C@]23CO[C@@]4(CC[C@H]5[C@]6(C)CC[C@H](O[C@H]7OC[C@@H](O[C@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O[C@@H]8OC[C@@H](O)[C@H](O)[C@@H]8O)[C@H](O)[C@@H]7O)C(C)(C)[C@@H]6CC[C@@]5(C)[C@]4(C)C[C@@H]2O)[C@H]3C1)C=O

InChI Identifier

InChI=1S/C46H74O17/c1-40(2)25-7-11-43(5)26(8-12-46-27-15-41(3,20-48)13-14-45(27,21-59-46)28(50)16-44(43,46)6)42(25,4)10-9-29(40)62-37-35(56)32(53)24(19-58-37)61-39-36(33(54)31(52)23(17-47)60-39)63-38-34(55)30(51)22(49)18-57-38/h20,22-39,47,49-56H,7-19,21H2,1-6H3/t22-,23-,24-,25+,26+,27+,28+,29+,30+,31-,32+,33+,34+,35+,36-,37-,38+,39-,41-,42-,43-,44+,45-,46+/m1/s1

InChI Key

JFAKXPCWZPQXLP-WSEKOLJZSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Ardisia japonica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Oligosaccharide
O-glycosyl compound
Glycosyl compound
Oxepane
Oxane
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.69	ALOGPS
logP	0.36	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	11.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	263.75 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	218.4 m³·mol⁻¹	ChemAxon
Polarizability	95.86 Å³	ChemAxon
Number of Rings	9	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163047508

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Primulanin (NP0077010)

MOL for NP0077010 (Primulanin)

3D MOL for NP0077010 (Primulanin)

3D SDF for NP0077010 (Primulanin)

3D-SDF for NP0077010 (Primulanin)

PDB for NP0077010 (Primulanin)

3D PDB for NP0077010 (Primulanin)

SMILES for NP0077010 (Primulanin)

INCHI for NP0077010 (Primulanin)

Structure for NP0077010 (Primulanin)

3D Structure for NP0077010 (Primulanin)