NP-MRD: Showing NP-Card for Phorbaketal E (NP0043953)

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Record Information

Version

1.0

Created at

2021-06-22 17:42:33 UTC

Updated at

2021-06-22 17:42:33 UTC

NP-MRD ID

NP0043953

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phorbaketal E

Description

(2S,4aR,6'S,8aR)-6'-(2,6-dimethyl-5-oxohept-1-en-1-yl)-4-(hydroxymethyl)-4',7-dimethyl-4a,5,5',6,6',8a-hexahydrospiro[chromene-2,2'-pyran]-6-one belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals. Phorbaketal E is found in Monanchora QM G331990. It was first documented in 2013 (PMID: 23360104). Based on a literature review very few articles have been published on (2S,4aR,6'S,8aR)-6'-(2,6-dimethyl-5-oxohept-1-en-1-yl)-4-(hydroxymethyl)-4',7-dimethyl-4a,5,5',6,6',8a-hexahydrospiro[chromene-2,2'-pyran]-6-one.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306222119422D          

 32 34  0  0  1  0            999 V2000
   -3.5724   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  4 10  1  0  0  0  0
  6 11  1  6  0  0  0
 11 12  2  0  0  0  0
 12 13  1  4  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
  2 32  1  0  0  0  0
M  END

NP0043953
     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
    2.7668    1.9245   -0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951    0.6248   -0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1513    0.0506   -0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2401    0.6636   -1.7592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2459    1.9729   -1.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6752    2.2616   -1.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1292    3.6797   -1.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5095    1.2473   -1.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -0.1144   -1.5727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8092   -0.4761   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5239   -1.4138    0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226   -1.7455    1.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528   -3.0863    1.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5592   -2.1924   -0.2771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7661   -2.3095    0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3614   -0.9670    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5881   -0.3978    1.8954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7066   -0.2659   -0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8200    0.7221   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9879   -0.5504   -1.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8692   -1.5092   -1.5646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7510   -1.0657   -2.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7097   -0.2444   -2.1708 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1745   -0.0315    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240   -0.3462    0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3162   -0.9981    1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892   -2.1491    1.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3602   -0.2452    1.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4262    0.2315    0.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0194   -1.1428    2.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    2.0102   -2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8547    2.0570   -0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2427    2.7220   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9308   -0.9068   -0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8980    0.8248   -2.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3705    2.7911   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0947    2.1628   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2321    4.2649   -2.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581    3.7760   -2.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478    4.0765   -0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5313    1.4537   -1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869    0.0386    0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4626   -1.1580    2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1832   -1.4779    2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276   -3.2119    1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -3.2466   -0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4605   -2.7632    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5109   -2.9659    0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6558    1.3972    0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6608    1.3412   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8065    0.2449   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2731   -0.0296   -2.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391   -2.3698   -2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944   -0.9461    1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156    0.6887    1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775   -1.0261   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516    0.5417   -0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9508    0.6756    2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4366   -0.4255   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1424    1.2369    0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3946    0.2062    1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1746   -0.5434    3.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3979   -2.0426    3.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
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  9 10  1  0
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 12 13  1  0
 11 14  1  0
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 16 17  2  0
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 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
  9 23  1  6
  2 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
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 28 29  1  0
 28 30  1  0
 23  4  1  0
 22  9  1  0
 21 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  6
  5 36  1  0
  5 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
 10 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 15 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  6
 24 54  1  0
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 25 56  1  0
 25 57  1  0
 28 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
M  END


  Mrv1652306222119422D          

 32 34  0  0  1  0            999 V2000
   -3.5724   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
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  4 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
  2 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043953

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12O[C@]3(O[C@@H](CC(C)=C3)C=C(C)CCC(=O)C(C)C)C=C(CO)[C@@]1([H])CC(=O)C(C)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O5/c1-15(2)22(27)7-6-16(3)8-20-9-17(4)12-25(29-20)13-19(14-26)21-11-23(28)18(5)10-24(21)30-25/h8,10,12-13,15,20-21,24,26H,6-7,9,11,14H2,1-5H3/t20-,21-,24-,25+/m1/s1

> <INCHI_KEY>
ADVQUGFWSPNWGG-YENTXNKWSA-N

> <FORMULA>
C25H34O5

> <MOLECULAR_WEIGHT>
414.542

> <EXACT_MASS>
414.240624195

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
46.26113262051969

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,4aR,6'S,8aR)-6'-(2,6-dimethyl-5-oxohept-1-en-1-yl)-4-(hydroxymethyl)-4',7-dimethyl-4a,5,5',6,6',8a-hexahydrospiro[chromene-2,2'-pyran]-6-one

> <ALOGPS_LOGP>
2.93

> <JCHEM_LOGP>
4.350447318333332

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.17801494187475

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.117092813291311

> <JCHEM_PKA_STRONGEST_BASIC>
-2.747259735702114

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
120.0084

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4aR,6'S,8aR)-6'-(2,6-dimethyl-5-oxohept-1-en-1-yl)-4-(hydroxymethyl)-4',7-dimethyl-5,5',6',8a-tetrahydro-4aH-spiro[chromene-2,2'-pyran]-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043953
     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
    2.7668    1.9245   -0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951    0.6248   -0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1513    0.0506   -0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2401    0.6636   -1.7592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2459    1.9729   -1.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6752    2.2616   -1.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1292    3.6797   -1.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5095    1.2473   -1.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -0.1144   -1.5727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8092   -0.4761   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5239   -1.4138    0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226   -1.7455    1.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528   -3.0863    1.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5592   -2.1924   -0.2771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7661   -2.3095    0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3614   -0.9670    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5881   -0.3978    1.8954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7066   -0.2659   -0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8200    0.7221   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9879   -0.5504   -1.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8692   -1.5092   -1.5646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7510   -1.0657   -2.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7097   -0.2444   -2.1708 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1745   -0.0315    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240   -0.3462    0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3162   -0.9981    1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892   -2.1491    1.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3602   -0.2452    1.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4262    0.2315    0.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0194   -1.1428    2.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    2.0102   -2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8547    2.0570   -0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2427    2.7220   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9308   -0.9068   -0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8980    0.8248   -2.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3705    2.7911   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0947    2.1628   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2321    4.2649   -2.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581    3.7760   -2.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478    4.0765   -0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5313    1.4537   -1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869    0.0386    0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4626   -1.1580    2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1832   -1.4779    2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276   -3.2119    1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -3.2466   -0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4605   -2.7632    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5109   -2.9659    0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6558    1.3972    0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6608    1.3412   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8065    0.2449   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2731   -0.0296   -2.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391   -2.3698   -2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944   -0.9461    1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156    0.6887    1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775   -1.0261   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516    0.5417   -0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9508    0.6756    2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4366   -0.4255   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1424    1.2369    0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3946    0.2062    1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9812   -1.5238    2.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1746   -0.5434    3.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3979   -2.0426    3.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
  9 23  1  6
  2 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 23  4  1  0
 22  9  1  0
 21 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  6
  5 36  1  0
  5 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
 10 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 15 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  6
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 28 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  H   UNK     0      -6.668  -6.930   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.001  -8.470   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335 -10.780   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.002 -10.780   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      -5.335  -9.240   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.335  -6.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   25   32                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   10   21                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    4                                                       
CONECT   11    6   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    4   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22    2   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30    2                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    NP0043953
HETATM    1  C1  UNL     1       2.767   1.924  -0.945  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.295   0.625  -0.395  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.151   0.051  -0.762  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.240   0.664  -1.759  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.246   1.973  -1.293  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.675   2.262  -1.617  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.129   3.680  -1.774  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.510   1.247  -1.752  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.969  -0.114  -1.573  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.809  -0.476  -0.146  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.524  -1.414   0.449  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.323  -1.746   1.900  1.00  0.00           C  
HETATM   13  O1  UNL     1      -1.953  -3.086   1.972  1.00  0.00           O  
HETATM   14  C13 UNL     1      -3.559  -2.192  -0.277  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.766  -2.309   0.636  1.00  0.00           C  
HETATM   16  C15 UNL     1      -5.361  -0.967   0.793  1.00  0.00           C  
HETATM   17  O2  UNL     1      -5.588  -0.398   1.895  1.00  0.00           O  
HETATM   18  C16 UNL     1      -5.707  -0.266  -0.459  1.00  0.00           C  
HETATM   19  C17 UNL     1      -6.820   0.722  -0.480  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.988  -0.550  -1.526  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.869  -1.509  -1.565  1.00  0.00           C  
HETATM   22  O3  UNL     1      -2.751  -1.066  -2.182  1.00  0.00           O  
HETATM   23  O4  UNL     1      -0.710  -0.244  -2.171  1.00  0.00           O  
HETATM   24  C20 UNL     1       3.175  -0.032   0.635  1.00  0.00           C  
HETATM   25  C21 UNL     1       4.524  -0.346   0.033  1.00  0.00           C  
HETATM   26  C22 UNL     1       5.316  -0.998   1.106  1.00  0.00           C  
HETATM   27  O5  UNL     1       5.089  -2.149   1.387  1.00  0.00           O  
HETATM   28  C23 UNL     1       6.360  -0.245   1.810  1.00  0.00           C  
HETATM   29  C24 UNL     1       7.426   0.231   0.844  1.00  0.00           C  
HETATM   30  C25 UNL     1       7.019  -1.143   2.831  1.00  0.00           C  
HETATM   31  H1  UNL     1       2.590   2.010  -2.029  1.00  0.00           H  
HETATM   32  H2  UNL     1       3.855   2.057  -0.747  1.00  0.00           H  
HETATM   33  H3  UNL     1       2.243   2.722  -0.374  1.00  0.00           H  
HETATM   34  H4  UNL     1       0.931  -0.907  -0.286  1.00  0.00           H  
HETATM   35  H5  UNL     1       0.898   0.825  -2.671  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.370   2.791  -1.786  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.095   2.163  -0.203  1.00  0.00           H  
HETATM   38  H8  UNL     1      -1.232   4.265  -2.073  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.858   3.776  -2.608  1.00  0.00           H  
HETATM   40  H10 UNL     1      -2.548   4.076  -0.826  1.00  0.00           H  
HETATM   41  H11 UNL     1      -3.531   1.454  -1.983  1.00  0.00           H  
HETATM   42  H12 UNL     1      -1.087   0.039   0.474  1.00  0.00           H  
HETATM   43  H13 UNL     1      -1.463  -1.158   2.298  1.00  0.00           H  
HETATM   44  H14 UNL     1      -3.183  -1.478   2.501  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.128  -3.212   1.431  1.00  0.00           H  
HETATM   46  H16 UNL     1      -3.180  -3.247  -0.468  1.00  0.00           H  
HETATM   47  H17 UNL     1      -4.460  -2.763   1.597  1.00  0.00           H  
HETATM   48  H18 UNL     1      -5.511  -2.966   0.102  1.00  0.00           H  
HETATM   49  H19 UNL     1      -6.656   1.397   0.393  1.00  0.00           H  
HETATM   50  H20 UNL     1      -6.661   1.341  -1.409  1.00  0.00           H  
HETATM   51  H21 UNL     1      -7.807   0.245  -0.496  1.00  0.00           H  
HETATM   52  H22 UNL     1      -5.273  -0.030  -2.446  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.239  -2.370  -2.249  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.694  -0.946   1.036  1.00  0.00           H  
HETATM   55  H25 UNL     1       3.316   0.689   1.472  1.00  0.00           H  
HETATM   56  H26 UNL     1       4.378  -1.026  -0.837  1.00  0.00           H  
HETATM   57  H27 UNL     1       5.052   0.542  -0.355  1.00  0.00           H  
HETATM   58  H28 UNL     1       5.951   0.676   2.317  1.00  0.00           H  
HETATM   59  H29 UNL     1       7.437  -0.426  -0.055  1.00  0.00           H  
HETATM   60  H30 UNL     1       7.142   1.237   0.496  1.00  0.00           H  
HETATM   61  H31 UNL     1       8.395   0.206   1.370  1.00  0.00           H  
HETATM   62  H32 UNL     1       7.981  -1.524   2.413  1.00  0.00           H  
HETATM   63  H33 UNL     1       7.175  -0.543   3.748  1.00  0.00           H  
HETATM   64  H34 UNL     1       6.398  -2.043   3.052  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   24
CONECT    3    4   34
CONECT    4    5   23   35
CONECT    5    6   36   37
CONECT    6    7    8    8
CONECT    7   38   39   40
CONECT    8    9   41
CONECT    9   10   22   23
CONECT   10   11   11   42
CONECT   11   12   14
CONECT   12   13   43   44
CONECT   13   45
CONECT   14   15   21   46
CONECT   15   16   47   48
CONECT   16   17   17   18
CONECT   18   19   20   20
CONECT   19   49   50   51
CONECT   20   21   52
CONECT   21   22   53
CONECT   24   25   54   55
CONECT   25   26   56   57
CONECT   26   27   27   28
CONECT   28   29   30   58
CONECT   29   59   60   61
CONECT   30   62   63   64
END

NP0043953
     RDKit          3D

64 66  0  0  0  0  0  0  0  0999 V2000
    2.7668    1.9245   -0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951    0.6248   -0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1513    0.0506   -0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2401    0.6636   -1.7592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2459    1.9729   -1.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6752    2.2616   -1.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1292    3.6797   -1.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5095    1.2473   -1.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -0.1144   -1.5727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8092   -0.4761   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5239   -1.4138    0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3226   -1.7455    1.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528   -3.0863    1.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5592   -2.1924   -0.2771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7661   -2.3095    0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3614   -0.9670    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5881   -0.3978    1.8954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7066   -0.2659   -0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8200    0.7221   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9879   -0.5504   -1.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8692   -1.5092   -1.5646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7510   -1.0657   -2.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7097   -0.2444   -2.1708 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1745   -0.0315    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240   -0.3462    0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3162   -0.9981    1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892   -2.1491    1.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3602   -0.2452    1.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4262    0.2315    0.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0194   -1.1428    2.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    2.0102   -2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8547    2.0570   -0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2427    2.7220   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9308   -0.9068   -0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8980    0.8248   -2.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3705    2.7911   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0947    2.1628   -0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2321    4.2649   -2.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581    3.7760   -2.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478    4.0765   -0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5313    1.4537   -1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869    0.0386    0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4626   -1.1580    2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1832   -1.4779    2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276   -3.2119    1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -3.2466   -0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4605   -2.7632    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5109   -2.9659    0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6558    1.3972    0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6608    1.3412   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8065    0.2449   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2731   -0.0296   -2.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391   -2.3698   -2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944   -0.9461    1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3156    0.6887    1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775   -1.0261   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516    0.5417   -0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9508    0.6756    2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4366   -0.4255   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1424    1.2369    0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3946    0.2062    1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9812   -1.5238    2.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1746   -0.5434    3.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3979   -2.0426    3.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
  9 23  1  6
  2 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 23  4  1  0
 22  9  1  0
 21 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  6
  5 36  1  0
  5 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
 10 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 15 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  6
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 28 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₄O₅

Average Mass

414.5420 Da

Monoisotopic Mass

414.24062 Da

IUPAC Name

(2S,4aR,6'S,8aR)-6'-(2,6-dimethyl-5-oxohept-1-en-1-yl)-4-(hydroxymethyl)-4',7-dimethyl-4a,5,5',6,6',8a-hexahydrospiro[chromene-2,2'-pyran]-6-one

Traditional Name

(2S,4aR,6'S,8aR)-6'-(2,6-dimethyl-5-oxohept-1-en-1-yl)-4-(hydroxymethyl)-4',7-dimethyl-5,5',6',8a-tetrahydro-4aH-spiro[chromene-2,2'-pyran]-6-one

CAS Registry Number

Not Available

SMILES

[H][C@]12O[C@]3(O[C@@H](CC(C)=C3)C=C(C)CCC(=O)C(C)C)C=C(CO)[C@@]1([H])CC(=O)C(C)=C2

InChI Identifier

InChI=1S/C25H34O5/c1-15(2)22(27)7-6-16(3)8-20-9-17(4)12-25(29-20)13-19(14-26)21-11-23(28)18(5)10-24(21)30-25/h8,10,12-13,15,20-21,24,26H,6-7,9,11,14H2,1-5H3/t20-,21-,24-,25+/m1/s1

InChI Key

ADVQUGFWSPNWGG-YENTXNKWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, 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
Monanchora QM G331990	Linigton's dataset	23360104

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Ketals

Alternative Parents

Substituents

Ketal
Cyclohexenone
Pyran
Cyclic ketone
Ketone
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Carbonyl group
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	2.93	ALOGPS
logP	4.35	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	15.12	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	120.01 m³·mol⁻¹	ChemAxon
Polarizability	46.26 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

123635593

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang W, Mun B, Lee Y, Venkat Reddy M, Park Y, Lee J, Kim H, Hahn D, Chin J, Ekins M, Nam SJ, Kang H: Bioactive sesterterpenoids from a Korean sponge Monanchora sp. J Nat Prod. 2013 Feb 22;76(2):170-7. doi: 10.1021/np300573m. Epub 2013 Jan 29. [PubMed:23360104 ]

Showing NP-Card for Phorbaketal E (NP0043953)

MOL for NP0043953 (Phorbaketal E)

3D MOL for NP0043953 (Phorbaketal E)

3D SDF for NP0043953 (Phorbaketal E)

3D-SDF for NP0043953 (Phorbaketal E)

PDB for NP0043953 (Phorbaketal E)

3D PDB for NP0043953 (Phorbaketal E)

SMILES for NP0043953 (Phorbaketal E)

INCHI for NP0043953 (Phorbaketal E)

Structure for NP0043953 (Phorbaketal E)

3D Structure for NP0043953 (Phorbaketal E)