NP-MRD: Showing NP-Card for Pallidorosetin B (NP0012410)

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Record Information

Version

2.0

Created at

2021-01-05 21:48:05 UTC

Updated at

2021-07-15 17:11:41 UTC

NP-MRD ID

NP0012410

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pallidorosetin B

Provided By

NPAtlas

Description

3-{[(1S,2S,4aS,6R,8aR)-6-(hydroxymethyl)-2-[(1E)-3-hydroxyprop-1-en-1-yl]-1-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione belongs to the class of organic compounds known as n-alkylpyrrolidines. N-alkylpyrrolidines are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. Pallidorosetin B is found in Fusarium. Based on a literature review very few articles have been published on 3-{[(1S,2S,4aS,6R,8aR)-6-(hydroxymethyl)-2-[(1E)-3-hydroxyprop-1-en-1-yl]-1-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117083D          

 60 62  0  0  0  0            999 V2000
    4.6288   -2.2909    1.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532   -1.3006    0.8036 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6616   -0.6637    1.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5791   -0.4964    2.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6748   -0.2544    0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469    0.3288    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739    0.5635    2.1344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372    0.8078   -0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.1148    2.0714    0.5495 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.4221    3.7249    1.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746    4.7669    1.4670 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0418    6.0017    1.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
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  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  1  0  0  0
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  8 10  1  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306242117083D          

 60 62  0  0  0  0            999 V2000
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    3.7532   -1.3006    0.8036 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5263   -0.9733   -1.6914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1262   -0.4123   -1.6647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6168   -0.2395   -0.2495 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2975   -0.7066   -0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109   -1.0276   -1.8623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7959   -0.7395   -0.5420 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4887   -1.6241   -1.5249 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8792   -2.8671   -1.6546 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186   -2.9048    0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0884   -3.0136    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3967   -1.7899    1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    1.1107    2.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0502    1.4792   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1741    0.5079   -2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4931    2.2289   -1.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633    2.4400   -0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312    3.4185   -0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586    3.4649    2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3879    4.4911    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340    4.9656    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729    6.4231    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019    2.1544    2.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9335    0.2978    2.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509    0.6358   -0.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3097   -1.3147    1.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6698   -2.0405    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9740   -1.9673   -0.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8781   -4.0000   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2803   -3.4114   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091   -4.6531   -2.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6159   -1.5735   -2.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2488   -0.1343   -1.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693    0.5598   -2.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4557   -1.0724   -2.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802   -1.2082    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2183    0.2670   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5527   -1.0899   -2.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5276   -1.8098   -1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5551   -3.6124   -1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  1  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27  2  1  0  0  0  0
 24  8  1  0  0  0  0
 24 17  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  7 33  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 10 37  1  6  0  0  0
 11 38  1  0  0  0  0
 12 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 14 42  1  0  0  0  0
 15 43  1  0  0  0  0
 16 44  1  0  0  0  0
 17 45  1  6  0  0  0
 18 46  1  0  0  0  0
 18 47  1  0  0  0  0
 19 48  1  1  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 21 51  1  0  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 24 56  1  1  0  0  0
 27 57  1  1  0  0  0
 28 58  1  0  0  0  0
 28 59  1  0  0  0  0
 29 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0012410

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O\C(=C1/C(=O)N(C([H])([H])[H])[C@]([H])(C1=O)C([H])([H])O[H])[C@]1(C([H])([H])[H])[C@]([H])(C(\[H])=C(/[H])C([H])([H])O[H])C([H])=C([H])[C@]2([H])C([H])([H])[C@]([H])(C([H])([H])O[H])C([H])([H])C([H])([H])[C@@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H31NO6/c1-22(20(28)18-19(27)17(12-26)23(2)21(18)29)15(4-3-9-24)7-6-14-10-13(11-25)5-8-16(14)22/h3-4,6-7,13-17,24-26,28H,5,8-12H2,1-2H3/b4-3+,20-18-/t13-,14-,15-,16-,17+,22-/m1/s1

> <INCHI_KEY>
APROBHCDEURQFU-SYRFTUFVSA-N

> <FORMULA>
C22H31NO6

> <MOLECULAR_WEIGHT>
405.491

> <EXACT_MASS>
405.215137722

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.56547265947863

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z,5S)-3-{[(1S,2S,4aS,6R,8aR)-6-(hydroxymethyl)-2-[(1E)-3-hydroxyprop-1-en-1-yl]-1-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

> <ALOGPS_LOGP>
0.79

> <JCHEM_LOGP>
0.03009757500000007

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.085080462782939

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.511834134800071

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7346180611696983

> <JCHEM_POLAR_SURFACE_AREA>
118.30000000000003

> <JCHEM_REFRACTIVITY>
111.85799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z,5S)-3-{[(1S,2S,4aS,6R,8aR)-6-(hydroxymethyl)-2-[(1E)-3-hydroxyprop-1-en-1-yl]-1-methyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    4.6288   -2.2909    1.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532   -1.3006    0.8036 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6616   -0.6637    1.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5791   -0.4964    2.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6748   -0.2544    0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469    0.3288    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739    0.5635    2.1344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372    0.8078   -0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0201    1.2396   -1.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1148    2.0714    0.5495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0877    3.1007    0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4221    3.7249    1.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746    4.7669    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    6.0017    1.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6445    1.6793    1.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4924    0.6557    1.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8311    0.0096    0.6002 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4757   -1.3570    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8451   -1.8728   -0.5550 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3584   -3.2930   -0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7484   -3.6800   -2.0629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5263   -0.9733   -1.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -0.4123   -1.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6168   -0.2395   -0.2495 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2975   -0.7066   -0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109   -1.0276   -1.8623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7959   -0.7395   -0.5420 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4887   -1.6241   -1.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -2.8671   -1.6546 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186   -2.9048    0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0884   -3.0136    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3967   -1.7899    1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    1.1107    2.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0502    1.4792   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1741    0.5079   -2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4931    2.2289   -1.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633    2.4400   -0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312    3.4185   -0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586    3.4649    2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3879    4.4911    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340    4.9656    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729    6.4231    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019    2.1544    2.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9335    0.2978    2.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509    0.6358   -0.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3097   -1.3147    1.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6698   -2.0405    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9740   -1.9673   -0.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8781   -4.0000   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2803   -3.4114   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091   -4.6531   -2.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6159   -1.5735   -2.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2488   -0.1343   -1.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693    0.5598   -2.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4557   -1.0724   -2.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802   -1.2082    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2183    0.2670   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5527   -1.0899   -2.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5276   -1.8098   -1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5551   -3.6124   -1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  8  6  1  1
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 10 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
  5 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 27  2  1  0
 24  8  1  0
 24 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  6
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  6
 18 46  1  0
 18 47  1  0
 19 48  1  1
 20 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  1
 27 57  1  1
 28 58  1  0
 28 59  1  0
 29 60  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       4.629  -2.291   1.341  0.00  0.00           C+0
HETATM    2  N   UNK     0       3.753  -1.301   0.804  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.662  -0.664   1.479  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.579  -0.496   2.714  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.675  -0.254   0.438  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.547   0.329   0.735  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.274   0.564   2.134  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.537   0.808  -0.137  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.020   1.240  -1.465  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.115   2.071   0.550  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.088   3.101   0.544  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.422   3.725   1.591  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.475   4.767   1.467  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.042   6.002   1.989  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.645   1.679   1.865  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.492   0.656   1.870  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.831   0.010   0.600  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.476  -1.357   0.810  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.845  -1.873  -0.555  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.358  -3.293  -0.773  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.748  -3.680  -2.063  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.526  -0.973  -1.691  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.126  -0.412  -1.665  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.617  -0.240  -0.250  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.297  -0.707  -0.789  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.811  -1.028  -1.862  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.796  -0.740  -0.542  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.489  -1.624  -1.525  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.879  -2.867  -1.655  0.00  0.00           O+0
HETATM   30  H   UNK     0       5.119  -2.905   0.563  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.088  -3.014   2.001  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.397  -1.790   1.982  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.912   1.111   2.691  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.050   1.479  -1.385  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.174   0.508  -2.262  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.493   2.229  -1.757  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.963   2.440  -0.098  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.331   3.418  -0.421  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.059   3.465   2.568  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.388   4.491   2.036  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.734   4.966   0.407  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.373   6.423   1.395  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.402   2.154   2.819  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.934   0.298   2.809  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.551   0.636  -0.012  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.310  -1.315   1.518  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.670  -2.041   1.208  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.974  -1.967  -0.535  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.878  -4.000  -0.083  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.280  -3.411  -0.605  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.909  -4.653  -2.092  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.616  -1.573  -2.628  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.249  -0.134  -1.805  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.169   0.560  -2.195  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.456  -1.072  -2.244  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.180  -1.208   0.070  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.218   0.267  -0.508  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.553  -1.090  -2.493  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.528  -1.810  -1.188  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.555  -3.612  -1.734  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    1    3   27                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   25                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   33                                                       
CONECT    8    6    9   10   24                                             
CONECT    9    8   34   35   36                                             
CONECT   10    8   11   15   37                                             
CONECT   11   10   12   38                                                  
CONECT   12   11   13   39                                                  
CONECT   13   12   14   40   41                                             
CONECT   14   13   42                                                       
CONECT   15   10   16   43                                                  
CONECT   16   15   17   44                                                  
CONECT   17   16   18   24   45                                             
CONECT   18   17   19   46   47                                             
CONECT   19   18   20   22   48                                             
CONECT   20   19   21   49   50                                             
CONECT   21   20   51                                                       
CONECT   22   19   23   52   53                                             
CONECT   23   22   24   54   55                                             
CONECT   24   23    8   17   56                                             
CONECT   25    5   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28    2   57                                             
CONECT   28   27   29   58   59                                             
CONECT   29   28   60                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    7                                                            
CONECT   34    9                                                            
CONECT   35    9                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   13                                                            
CONECT   41   13                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
CONECT   44   16                                                            
CONECT   45   17                                                            
CONECT   46   18                                                            
CONECT   47   18                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
CONECT   52   22                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   27                                                            
CONECT   58   28                                                            
CONECT   59   28                                                            
CONECT   60   29                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

RDKit          3D

60 62  0  0  0  0  0  0  0  0999 V2000
    4.6288   -2.2909    1.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532   -1.3006    0.8036 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6616   -0.6637    1.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5791   -0.4964    2.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6748   -0.2544    0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469    0.3288    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739    0.5635    2.1344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372    0.8078   -0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0201    1.2396   -1.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1148    2.0714    0.5495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0877    3.1007    0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4221    3.7249    1.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746    4.7669    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    6.0017    1.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6445    1.6793    1.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4924    0.6557    1.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8311    0.0096    0.6002 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4757   -1.3570    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8451   -1.8728   -0.5550 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3584   -3.2930   -0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7484   -3.6800   -2.0629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5263   -0.9733   -1.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -0.4123   -1.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6168   -0.2395   -0.2495 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2975   -0.7066   -0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109   -1.0276   -1.8623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7959   -0.7395   -0.5420 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4887   -1.6241   -1.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -2.8671   -1.6546 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186   -2.9048    0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0884   -3.0136    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3967   -1.7899    1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    1.1107    2.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0502    1.4792   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1741    0.5079   -2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4931    2.2289   -1.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633    2.4400   -0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312    3.4185   -0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586    3.4649    2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3879    4.4911    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340    4.9656    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729    6.4231    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019    2.1544    2.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9335    0.2978    2.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509    0.6358   -0.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3097   -1.3147    1.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6698   -2.0405    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9740   -1.9673   -0.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8781   -4.0000   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2803   -3.4114   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091   -4.6531   -2.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6159   -1.5735   -2.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2488   -0.1343   -1.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693    0.5598   -2.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4557   -1.0724   -2.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802   -1.2082    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2183    0.2670   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5527   -1.0899   -2.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5276   -1.8098   -1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5551   -3.6124   -1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  8  6  1  1
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 10 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
  5 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 27  2  1  0
 24  8  1  0
 24 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  6
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  6
 18 46  1  0
 18 47  1  0
 19 48  1  1
 20 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  1
 27 57  1  1
 28 58  1  0
 28 59  1  0
 29 60  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₂H₃₁NO₆

Average Mass

405.4910 Da

Monoisotopic Mass

405.21514 Da

IUPAC Name

(3Z,5S)-3-{[(1S,2S,4aS,6R,8aR)-6-(hydroxymethyl)-2-[(1E)-3-hydroxyprop-1-en-1-yl]-1-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

Traditional Name

(3Z,5S)-3-{[(1S,2S,4aS,6R,8aR)-6-(hydroxymethyl)-2-[(1E)-3-hydroxyprop-1-en-1-yl]-1-methyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

CAS Registry Number

Not Available

SMILES

CN1C(CO)C(=O)C(=C(O)[C@]2(C)[C@H](\C=C\CO)C=C[C@@H]3C[C@H](CO)CC[C@@H]23)C1=O

InChI Identifier

InChI=1S/C22H31NO6/c1-22(20(28)18-19(27)17(12-26)23(2)21(18)29)15(4-3-9-24)7-6-14-10-13(11-25)5-8-16(14)22/h3-4,6-7,13-17,24-26,28H,5,8-12H2,1-2H3/b4-3+,20-18?/t13-,14-,15-,16-,17?,22-/m1/s1

InChI Key

APROBHCDEURQFU-SYRFTUFVSA-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
Fusarium	NPAtlas	24422636

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylpyrrolidines. N-alkylpyrrolidines are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

N-alkylpyrrolidines

Direct Parent

N-alkylpyrrolidines

Alternative Parents

Substituents

N-alkylpyrrolidine
3-pyrrolidone
2-pyrrolidone
Pyrrolidone
Vinylogous acid
Tertiary carboxylic acid amide
Cyclic ketone
Lactam
Ketone
Carboxamide group
Azacycle
Enol
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
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	0.79	ALOGPS
logP	0.03	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.51	ChemAxon
pKa (Strongest Basic)	-0.73	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	118.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.86 m³·mol⁻¹	ChemAxon
Polarizability	43.57 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	No	ChemAxon

External Links

NPAtlas ID

NPA000918

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78440005

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583347

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Pallidorosetin B (NP0012410)

MOL for NP0012410 (Pallidorosetin B)

3D MOL for NP0012410 (Pallidorosetin B)

3D SDF for NP0012410 (Pallidorosetin B)

3D-SDF for NP0012410 (Pallidorosetin B)

PDB for NP0012410 (Pallidorosetin B)

3D PDB for NP0012410 (Pallidorosetin B)

SMILES for NP0012410 (Pallidorosetin B)

INCHI for NP0012410 (Pallidorosetin B)

Structure for NP0012410 (Pallidorosetin B)

3D Structure for NP0012410 (Pallidorosetin B)