NP-MRD: Showing NP-Card for Pyxipyrrolone B (NP0016671)

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Record Information

Version

1.0

Created at

2021-01-06 01:35:11 UTC

Updated at

2021-07-15 17:23:21 UTC

NP-MRD ID

NP0016671

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pyxipyrrolone B

Provided By

NPAtlas

Description

Pyxipyrrolone B belongs to the class of organic compounds known as isoindoles. These are heteropolycyclic compounds with a structure containing isoindole, a benzo-fused pyrrole. Pyxipyrrolone B is found in Pyxidicoccus. It was first documented in 2017 (PMID: 28590072). Based on a literature review very few articles have been published on Pyxipyrrolone B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104163D          

 71 73  0  0  0  0            999 V2000
   -3.1935    3.9421   -2.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9407    3.1151   -2.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539    3.2404   -1.8443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7540    2.1719   -1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9156    1.9070   -0.6985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5830    1.3563   -0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4979    1.8972   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010    1.1220   -1.2523 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0758    1.5929   -1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265    2.5276   -1.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6684    0.9171   -3.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0542    0.5327    0.1369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8591    1.5718    1.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045   -0.2694   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1723   -2.8858   -0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7668    0.9143   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.4856    0.2146    0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2323   -1.7861   -1.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9429   -1.5432   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0761   -2.6007    0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3111   -1.5811    2.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5561    0.6453    2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705   -2.4825    2.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -0.9274    3.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  3  0  0  0
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  7  2  1  0  0  0  0
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  1 35  1  0  0  0  0
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  8 38  1  6  0  0  0
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 29 62  1  1  0  0  0
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 33 68  1  0  0  0  0
 33 69  1  0  0  0  0
 34 70  1  0  0  0  0
 34 71  1  0  0  0  0
M  END

     RDKit          3D

 71 73  0  0  0  0  0  0  0  0999 V2000
   -3.1935    3.9421   -2.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9407    3.1151   -2.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7540    2.1719   -1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
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 34 71  1  0
M  END


  Mrv1652306242104163D          

 71 73  0  0  0  0            999 V2000
   -3.1935    3.9421   -2.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9407    3.1151   -2.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539    3.2404   -1.8443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7540    2.1719   -1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9156    1.9070   -0.6985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5830    1.3563   -0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4979    1.8972   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010    1.1220   -1.2523 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0758    1.5929   -1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265    2.5276   -1.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6684    0.9171   -3.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0542    0.5327    0.1369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8591    1.5718    1.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045   -0.2694   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7293   -1.6258   -0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390    0.3115    0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858   -0.4338    0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7596    0.2470    0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497   -0.4104    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0334   -0.9774    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2396   -1.6656   -0.0176 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9898   -1.6969    1.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1627   -1.2107   -1.1334 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3227   -2.0103   -1.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5707    0.1887   -1.1500 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3414    0.6950    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -0.2928    0.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4107    0.1981    0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6306   -0.4712    0.6451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9754   -1.6700   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4592   -0.8875    2.0694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6896    0.2279    2.9011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -1.4582    2.4345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2235   -1.5972    1.1802 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6390    4.8135   -3.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8841   -0.1038   -3.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4092    1.1201    2.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8509    1.9678    1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159   -2.0194   -0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2581   -2.3052    0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0499   -1.6460   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    1.3470    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964   -1.4477   -0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6203    1.3055    0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7152    0.7735    0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2698   -2.1466   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1791   -2.8025   -0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3043   -2.3684    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9562   -0.7430    1.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9215   -2.2158    1.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6326   -1.5236   -2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1723   -2.8858   -0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7668    0.9143   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2899    0.3421   -2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1640    1.3796   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8559   -0.1758    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6976    1.2652    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4856    0.2146    0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2323   -1.7861   -1.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9429   -1.5432   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0761   -2.6007    0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3111   -1.5811    2.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5561    0.6453    2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705   -2.4825    2.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -0.9274    3.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6616   -2.4273    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2153   -1.8409    1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  6  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  3  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
  7  2  1  0  0  0  0
 34 27  1  0  0  0  0
 28  6  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  3 37  1  0  0  0  0
  8 38  1  6  0  0  0
 11 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 15 43  1  0  0  0  0
 15 44  1  0  0  0  0
 15 45  1  0  0  0  0
 16 46  1  0  0  0  0
 17 47  1  0  0  0  0
 18 48  1  0  0  0  0
 19 49  1  0  0  0  0
 20 50  1  0  0  0  0
 21 51  1  6  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
 23 55  1  6  0  0  0
 24 56  1  0  0  0  0
 25 57  1  0  0  0  0
 25 58  1  0  0  0  0
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 26 61  1  0  0  0  0
 29 62  1  1  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
 30 65  1  0  0  0  0
 31 66  1  1  0  0  0
 32 67  1  0  0  0  0
 33 68  1  0  0  0  0
 33 69  1  0  0  0  0
 34 70  1  0  0  0  0
 34 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0016671

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]1([H])C2=C(C(=O)N([H])C2=C([H])[H])C2=C(C([H])([H])C([H])([H])[C@@]([H])(O[H])[C@]2([H])C([H])([H])[H])[C@]1(\C(=C(/[H])\C(\[H])=C(/[H])C([H])=C([H])[C@]([H])(C([H])([H])[H])[C@]([H])(O[H])C([H])([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H37NO5/c1-7-20(30)15(2)11-9-8-10-12-16(3)28(6)19-13-14-21(31)17(4)22(19)24-23(25(28)27(33)34)18(5)29-26(24)32/h8-12,15,17,20-21,25,30-31H,5,7,13-14H2,1-4,6H3,(H,29,32)(H,33,34)/b10-8+,11-9?,16-12+/t15-,17-,20+,21+,25-,28+/m0/s1

> <INCHI_KEY>
LYDLCIJXMDSHBW-DLPGASAZSA-N

> <FORMULA>
C28H37NO5

> <MOLECULAR_WEIGHT>
467.606

> <EXACT_MASS>
467.267173295

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
53.7969141455769

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,5R,8R,9R)-8-hydroxy-5-[(2E,4E,8S,9R)-9-hydroxy-8-methylundeca-2,4,6-trien-2-yl]-5,9-dimethyl-3-methylidene-1-oxo-1H,2H,3H,4H,5H,6H,7H,8H,9H-cyclohexa[e]isoindole-4-carboxylic acid

> <ALOGPS_LOGP>
4.41

> <JCHEM_LOGP>
2.333896590666666

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.200643351919148

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.427788061597221

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7207341878325232

> <JCHEM_POLAR_SURFACE_AREA>
106.86000000000001

> <JCHEM_REFRACTIVITY>
137.66580000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5R,8R,9R)-8-hydroxy-5-[(2E,4E,8S,9R)-9-hydroxy-8-methylundeca-2,4,6-trien-2-yl]-5,9-dimethyl-3-methylidene-1-oxo-2H,4H,6H,7H,8H,9H-cyclohexa[e]isoindole-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 73  0  0  0  0  0  0  0  0999 V2000
   -3.1935    3.9421   -2.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9407    3.1151   -2.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539    3.2404   -1.8443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7540    2.1719   -1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9156    1.9070   -0.6985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5830    1.3563   -0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4979    1.8972   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010    1.1220   -1.2523 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0758    1.5929   -1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265    2.5276   -1.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6684    0.9171   -3.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0542    0.5327    0.1369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8591    1.5718    1.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045   -0.2694   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7293   -1.6258   -0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390    0.3115    0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858   -0.4338    0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7596    0.2470    0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497   -0.4104    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0334   -0.9774    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2396   -1.6656   -0.0176 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9898   -1.6969    1.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1627   -1.2107   -1.1334 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3227   -2.0103   -1.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5707    0.1887   -1.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3414    0.6950    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -0.2928    0.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4107    0.1981    0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6306   -0.4712    0.6451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9754   -1.6700   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4592   -0.8875    2.0694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6896    0.2279    2.9011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -1.4582    2.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235   -1.5972    1.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6390    4.8135   -3.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1444    3.7923   -2.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9535    4.0275   -2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    0.1385   -1.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8841   -0.1038   -3.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4092    1.1201    2.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623    2.4407    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509    1.9678    1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159   -2.0194   -0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2581   -2.3052    0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0499   -1.6460   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    1.3470    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964   -1.4477   -0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6203    1.3055    0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7152    0.7735    0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2698   -2.1466   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1791   -2.8025   -0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3043   -2.3684    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9562   -0.7430    1.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9215   -2.2158    1.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6326   -1.5236   -2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1723   -2.8858   -0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7668    0.9143   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2899    0.3421   -2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1640    1.3796   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8559   -0.1758    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6976    1.2652    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4856    0.2146    0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2323   -1.7861   -1.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9429   -1.5432   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0761   -2.6007    0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3111   -1.5811    2.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5561    0.6453    2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705   -2.4825    2.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -0.9274    3.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6616   -2.4273    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2153   -1.8409    1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  6
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  3
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 12 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
  7  2  1  0
 34 27  1  0
 28  6  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  8 38  1  6
 11 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  6
 22 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  6
 24 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 29 62  1  1
 30 63  1  0
 30 64  1  0
 30 65  1  0
 31 66  1  1
 32 67  1  0
 33 68  1  0
 33 69  1  0
 34 70  1  0
 34 71  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      -3.193   3.942  -2.688  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.941   3.115  -2.025  0.00  0.00           C+0
HETATM    3  N   UNK     0      -5.354   3.240  -1.844  0.00  0.00           N+0
HETATM    4  C   UNK     0      -5.754   2.172  -1.087  0.00  0.00           C+0
HETATM    5  O   UNK     0      -6.916   1.907  -0.699  0.00  0.00           O+0
HETATM    6  C   UNK     0      -4.583   1.356  -0.773  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.498   1.897  -1.328  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.301   1.122  -1.252  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.076   1.593  -1.913  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.327   2.528  -1.574  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.668   0.917  -3.105  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.054   0.533   0.137  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.859   1.572   1.183  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.805  -0.269  -0.006  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.729  -1.626  -0.571  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.339   0.312   0.280  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.586  -0.434   0.137  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.760   0.247   0.360  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.950  -0.410   0.230  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.033  -0.977   0.118  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.240  -1.666  -0.018  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.990  -1.697   1.349  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.163  -1.211  -1.133  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.323  -2.010  -1.112  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.571   0.189  -1.150  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.341   0.695   0.053  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.225  -0.293   0.464  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.411   0.198   0.145  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.631  -0.471   0.645  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.975  -1.670  -0.250  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.459  -0.888   2.069  0.00  0.00           C+0
HETATM   32  O   UNK     0      -5.690   0.228   2.901  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.134  -1.458   2.434  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.224  -1.597   1.180  0.00  0.00           C+0
HETATM   35  H   UNK     0      -3.639   4.814  -3.162  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.144   3.792  -2.814  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.954   4.027  -2.221  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.554   0.139  -1.837  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.884  -0.104  -3.130  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.409   1.120   2.113  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.262   2.441   0.846  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.851   1.968   1.593  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.716  -2.019  -0.960  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.258  -2.305   0.167  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.050  -1.646  -1.466  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.332   1.347   0.648  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.696  -1.448  -0.127  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.620   1.306   0.640  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.715   0.774   0.374  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.270  -2.147  -0.084  0.00  0.00           H+0
HETATM   51  H   UNK     0       6.179  -2.803  -0.225  0.00  0.00           H+0
HETATM   52  H   UNK     0       6.304  -2.368   1.960  0.00  0.00           H+0
HETATM   53  H   UNK     0       6.956  -0.743   1.832  0.00  0.00           H+0
HETATM   54  H   UNK     0       7.922  -2.216   1.253  0.00  0.00           H+0
HETATM   55  H   UNK     0       6.633  -1.524  -2.079  0.00  0.00           H+0
HETATM   56  H   UNK     0       8.172  -2.886  -0.633  0.00  0.00           H+0
HETATM   57  H   UNK     0       6.767   0.914  -1.374  0.00  0.00           H+0
HETATM   58  H   UNK     0       8.290   0.342  -2.022  0.00  0.00           H+0
HETATM   59  H   UNK     0       9.164   1.380  -0.217  0.00  0.00           H+0
HETATM   60  H   UNK     0       8.856  -0.176   0.565  0.00  0.00           H+0
HETATM   61  H   UNK     0       7.698   1.265   0.766  0.00  0.00           H+0
HETATM   62  H   UNK     0      -6.486   0.215   0.618  0.00  0.00           H+0
HETATM   63  H   UNK     0      -5.232  -1.786  -1.068  0.00  0.00           H+0
HETATM   64  H   UNK     0      -6.943  -1.543  -0.772  0.00  0.00           H+0
HETATM   65  H   UNK     0      -6.076  -2.601   0.335  0.00  0.00           H+0
HETATM   66  H   UNK     0      -6.311  -1.581   2.361  0.00  0.00           H+0
HETATM   67  H   UNK     0      -6.556   0.645   2.646  0.00  0.00           H+0
HETATM   68  H   UNK     0      -4.271  -2.482   2.816  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.589  -0.927   3.244  0.00  0.00           H+0
HETATM   70  H   UNK     0      -3.662  -2.427   0.602  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.215  -1.841   1.619  0.00  0.00           H+0
CONECT    1    2   35   36                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4   37                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   28                                                  
CONECT    7    6    8    2                                                  
CONECT    8    7    9   12   38                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   39                                                       
CONECT   12    8   13   14   27                                             
CONECT   13   12   40   41   42                                             
CONECT   14   12   15   16                                                  
CONECT   15   14   43   44   45                                             
CONECT   16   14   17   46                                                  
CONECT   17   16   18   47                                                  
CONECT   18   17   19   48                                                  
CONECT   19   18   20   49                                                  
CONECT   20   19   21   50                                                  
CONECT   21   20   22   23   51                                             
CONECT   22   21   52   53   54                                             
CONECT   23   21   24   25   55                                             
CONECT   24   23   56                                                       
CONECT   25   23   26   57   58                                             
CONECT   26   25   59   60   61                                             
CONECT   27   12   28   34                                                  
CONECT   28   27   29    6                                                  
CONECT   29   28   30   31   62                                             
CONECT   30   29   63   64   65                                             
CONECT   31   29   32   33   66                                             
CONECT   32   31   67                                                       
CONECT   33   31   34   68   69                                             
CONECT   34   33   27   70   71                                             
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    3                                                            
CONECT   38    8                                                            
CONECT   39   11                                                            
CONECT   40   13                                                            
CONECT   41   13                                                            
CONECT   42   13                                                            
CONECT   43   15                                                            
CONECT   44   15                                                            
CONECT   45   15                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   19                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
CONECT   52   22                                                            
CONECT   53   22                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   25                                                            
CONECT   59   26                                                            
CONECT   60   26                                                            
CONECT   61   26                                                            
CONECT   62   29                                                            
CONECT   63   30                                                            
CONECT   64   30                                                            
CONECT   65   30                                                            
CONECT   66   31                                                            
CONECT   67   32                                                            
CONECT   68   33                                                            
CONECT   69   33                                                            
CONECT   70   34                                                            
CONECT   71   34                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  146    0
END

RDKit          3D

71 73  0  0  0  0  0  0  0  0999 V2000
   -3.1935    3.9421   -2.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9407    3.1151   -2.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539    3.2404   -1.8443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7540    2.1719   -1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9156    1.9070   -0.6985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5830    1.3563   -0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4979    1.8972   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010    1.1220   -1.2523 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0758    1.5929   -1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265    2.5276   -1.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6684    0.9171   -3.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0542    0.5327    0.1369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8591    1.5718    1.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045   -0.2694   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7293   -1.6258   -0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390    0.3115    0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858   -0.4338    0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7596    0.2470    0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497   -0.4104    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0334   -0.9774    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2396   -1.6656   -0.0176 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9898   -1.6969    1.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1627   -1.2107   -1.1334 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3227   -2.0103   -1.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5707    0.1887   -1.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3414    0.6950    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -0.2928    0.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4107    0.1981    0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6306   -0.4712    0.6451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9754   -1.6700   -0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4592   -0.8875    2.0694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6896    0.2279    2.9011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -1.4582    2.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235   -1.5972    1.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6390    4.8135   -3.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1444    3.7923   -2.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9535    4.0275   -2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    0.1385   -1.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8841   -0.1038   -3.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4092    1.1201    2.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623    2.4407    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509    1.9678    1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159   -2.0194   -0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2581   -2.3052    0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0499   -1.6460   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3315    1.3470    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964   -1.4477   -0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6203    1.3055    0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7152    0.7735    0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2698   -2.1466   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1791   -2.8025   -0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3043   -2.3684    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9562   -0.7430    1.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9215   -2.2158    1.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6326   -1.5236   -2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1723   -2.8858   -0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7668    0.9143   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2899    0.3421   -2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1640    1.3796   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8559   -0.1758    0.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6976    1.2652    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4856    0.2146    0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2323   -1.7861   -1.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9429   -1.5432   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0761   -2.6007    0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3111   -1.5811    2.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5561    0.6453    2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705   -2.4825    2.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889   -0.9274    3.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6616   -2.4273    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2153   -1.8409    1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  6
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  3
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 12 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
  7  2  1  0
 34 27  1  0
 28  6  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  8 38  1  6
 11 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  6
 22 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  6
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 25 57  1  0
 25 58  1  0
 26 59  1  0
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 29 62  1  1
 30 63  1  0
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 34 71  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(4S,5R,8R,9R)-1,8-Dihydroxy-5-[(4E,6E,9R)-9-hydroxy-8-methylundeca-2,4,6-trien-2-yl]-5,9-dimethyl-3-methylidene-3H,4H,5H,6H,7H,8H,9H-cyclohexa[e]isoindole-4-carboxylate	Generator

Chemical Formula

C₂₈H₃₇NO₅

Average Mass

467.6060 Da

Monoisotopic Mass

467.26717 Da

IUPAC Name

(4S,5R,8R,9R)-8-hydroxy-5-[(2E,4E,8S,9R)-9-hydroxy-8-methylundeca-2,4,6-trien-2-yl]-5,9-dimethyl-3-methylidene-1-oxo-1H,2H,3H,4H,5H,6H,7H,8H,9H-cyclohexa[e]isoindole-4-carboxylic acid

Traditional Name

(4S,5R,8R,9R)-8-hydroxy-5-[(2E,4E,8S,9R)-9-hydroxy-8-methylundeca-2,4,6-trien-2-yl]-5,9-dimethyl-3-methylidene-1-oxo-2H,4H,6H,7H,8H,9H-cyclohexa[e]isoindole-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC[C@@H](O)C(C)\C=C\C=C\C=C(/C)[C@@]1(C)[C@H](C(O)=O)C2=C(C(=O)NC2=C)C2=C1CC[C@@H](O)[C@@H]2C

InChI Identifier

InChI=1S/C28H37NO5/c1-7-20(30)15(2)11-9-8-10-12-16(3)28(6)19-13-14-21(31)17(4)22(19)24-23(25(28)27(33)34)18(5)29-26(24)32/h8-12,15,17,20-21,25,30-31H,5,7,13-14H2,1-4,6H3,(H,29,32)(H,33,34)/b10-8+,11-9+,16-12+/t15?,17-,20+,21+,25-,28+/m0/s1

InChI Key

LYDLCIJXMDSHBW-DLPGASAZSA-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
Pyxidicoccus	NPAtlas	28590072

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindoles. These are heteropolycyclic compounds with a structure containing isoindole, a benzo-fused pyrrole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindoles

Direct Parent

Isoindoles

Alternative Parents

Substituents

Isoindole
Cyclic carboximidic acid
Secondary alcohol
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
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	4.41	ALOGPS
logP	2.33	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.43	ChemAxon
pKa (Strongest Basic)	-0.72	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	106.86 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	137.67 m³·mol⁻¹	ChemAxon
Polarizability	53.8 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA003051

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78442503

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139589511

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kjaerulff L, Raju R, Panter F, Scheid U, Garcia R, Herrmann J, Muller R: Pyxipyrrolones: Structure Elucidation and Biosynthesis of Cytotoxic Myxobacterial Metabolites. Angew Chem Int Ed Engl. 2017 Aug 1;56(32):9614-9618. doi: 10.1002/anie.201704790. Epub 2017 Jul 5. [PubMed:28590072 ]

Showing NP-Card for Pyxipyrrolone B (NP0016671)

MOL for NP0016671 (Pyxipyrrolone B)

3D MOL for NP0016671 (Pyxipyrrolone B)

3D SDF for NP0016671 (Pyxipyrrolone B)

3D-SDF for NP0016671 (Pyxipyrrolone B)

PDB for NP0016671 (Pyxipyrrolone B)

3D PDB for NP0016671 (Pyxipyrrolone B)

SMILES for NP0016671 (Pyxipyrrolone B)

INCHI for NP0016671 (Pyxipyrrolone B)

Structure for NP0016671 (Pyxipyrrolone B)

3D Structure for NP0016671 (Pyxipyrrolone B)