NP-MRD: Showing NP-Card for chaetoindicin A (NP0034966)

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Record Information

Version

2.0

Created at

2021-06-20 18:32:42 UTC

Updated at

2021-06-30 00:05:41 UTC

NP-MRD ID

NP0034966

Secondary Accession Numbers

None

Natural Product Identification

Common Name

chaetoindicin A

Provided By

JEOL Database JEOL Logo

Description

chaetoindicin A is found in Chaetomium Indicum. chaetoindicin A was first documented in 2006 (Li, G. -Y., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120323D          

 40 42  0  0  0  0            999 V2000
   -3.0142    3.5396   -4.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    2.9671   -3.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7135    1.7477   -3.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.2278   -1.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378    1.9617   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256    3.1670   -0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    3.6786   -1.9383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    1.4654    0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    2.0999    1.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    0.1422    0.4973 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2819    0.3185    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651   -0.1093   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443   -0.3569   -1.1465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -0.1003   -1.9940 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2145   -0.2893   -3.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352   -1.2762   -1.7111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9255   -1.2517   -0.2920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6666   -2.4579   -0.1297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8446   -1.0824    0.8350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5769   -0.8872    2.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0257   -2.3946    0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4960    4.4982   -4.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2547    3.7067   -5.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755    2.8554   -4.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    1.2091   -4.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0499    3.7748    0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9677   -0.5347    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    0.4645    2.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8757    1.2023    1.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0945   -0.6859   -3.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032   -2.2245   -1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1522   -1.3040   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6555   -0.4358   -0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2511   -2.3625    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1582   -1.7758    2.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758   -0.7094    3.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2777   -0.0472    2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5541   -2.6204    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6757   -3.2557    1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721   -2.3425    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
 14 16  1  0  0  0  0
 10 19  1  0  0  0  0
 16 17  1  0  0  0  0
  7  6  1  0  0  0  0
 17 19  1  0  0  0  0
  6  5  2  0  0  0  0
  8  9  2  0  0  0  0
  2  7  2  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
 14 15  1  6  0  0  0
  3  2  1  0  0  0  0
 17 18  1  0  0  0  0
  4 14  1  0  0  0  0
 19 20  1  1  0  0  0
  5  8  1  0  0  0  0
 10 11  1  1  0  0  0
  8 10  1  0  0  0  0
 19 21  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  0  0  0  0
  6 26  1  0  0  0  0
  3 25  1  0  0  0  0
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 17 33  1  6  0  0  0
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 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -3.0142    3.5396   -4.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    2.9671   -3.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7135    1.7477   -3.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.2278   -1.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378    1.9617   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256    3.1670   -0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    3.6786   -1.9383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    1.4654    0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    2.0999    1.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    0.1422    0.4973 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2819    0.3185    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651   -0.1093   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443   -0.3569   -1.1465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -0.1003   -1.9940 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2145   -0.2893   -3.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352   -1.2762   -1.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9255   -1.2517   -0.2920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6666   -2.4579   -0.1297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8446   -1.0824    0.8350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5769   -0.8872    2.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0257   -2.3946    0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4960    4.4982   -4.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2547    3.7067   -5.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0499    3.7748    0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9677   -0.5347    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    0.4645    2.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8757    1.2023    1.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0945   -0.6859   -3.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032   -2.2245   -1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1522   -1.3040   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6555   -0.4358   -0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2511   -2.3625    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1582   -1.7758    2.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758   -0.7094    3.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2777   -0.0472    2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5541   -2.6204    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6757   -3.2557    1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721   -2.3425    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
 14 16  1  0
 10 19  1  0
 16 17  1  0
  7  6  1  0
 17 19  1  0
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  8  9  2  0
  2  7  2  0
  2  1  1  0
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 17 18  1  0
  4 14  1  0
 19 20  1  1
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  8 10  1  0
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 12 13  2  0
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  1 22  1  0
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 11 27  1  0
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 21 40  1  0
M  END


  Mrv1652306202120323D          

 40 42  0  0  0  0            999 V2000
   -3.0142    3.5396   -4.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    2.9671   -3.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7135    1.7477   -3.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.2278   -1.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378    1.9617   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256    3.1670   -0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    3.6786   -1.9383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    1.4654    0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    2.0999    1.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    0.1422    0.4973 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2819    0.3185    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651   -0.1093   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443   -0.3569   -1.1465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -0.1003   -1.9940 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2145   -0.2893   -3.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352   -1.2762   -1.7111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9255   -1.2517   -0.2920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6666   -2.4579   -0.1297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8446   -1.0824    0.8350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5769   -0.8872    2.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0257   -2.3946    0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4960    4.4982   -4.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2547    3.7067   -5.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6477    1.2091   -4.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0499    3.7748    0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9677   -0.5347    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    0.4645    2.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8757    1.2023    1.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0945   -0.6859   -3.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032   -2.2245   -1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1522   -1.3040   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6555   -0.4358   -0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2511   -2.3625    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1582   -1.7758    2.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758   -0.7094    3.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2777   -0.0472    2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5541   -2.6204    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6757   -3.2557    1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721   -2.3425    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
 14 16  1  0  0  0  0
 10 19  1  0  0  0  0
 16 17  1  0  0  0  0
  7  6  1  0  0  0  0
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  8  9  2  0  0  0  0
  2  7  2  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
 14 15  1  6  0  0  0
  3  2  1  0  0  0  0
 17 18  1  0  0  0  0
  4 14  1  0  0  0  0
 19 20  1  1  0  0  0
  5  8  1  0  0  0  0
 10 11  1  1  0  0  0
  8 10  1  0  0  0  0
 19 21  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  0  0  0  0
  6 26  1  0  0  0  0
  3 25  1  0  0  0  0
 16 31  1  0  0  0  0
 16 32  1  0  0  0  0
 17 33  1  6  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 15 30  1  0  0  0  0
 18 34  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
 20 37  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034966

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])[C@@]2(O[H])C3=C([H])C(=NC([H])=C3C(=O)[C@@](C2=O)(C([H])([H])[H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H19NO4/c1-8-5-10-9(7-17-8)12(19)15(4)13(20)16(10,21)6-11(18)14(15,2)3/h5,7,11,18,21H,6H2,1-4H3/t11-,15-,16-/m1/s1

> <INCHI_KEY>
IYCCFGSYWHEKDC-HFBAOOFYSA-N

> <FORMULA>
C16H19NO4

> <MOLECULAR_WEIGHT>
289.331

> <EXACT_MASS>
289.131408096

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.709000762228534

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,9R,11R)-1,11-dihydroxy-4,9,10,10-tetramethyl-5-azatricyclo[7.3.1.0^{2,7}]trideca-2,4,6-triene-8,13-dione

> <ALOGPS_LOGP>
0.87

> <JCHEM_LOGP>
0.686404690333334

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.652017753670815

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.980849130457097

> <JCHEM_PKA_STRONGEST_BASIC>
4.387284832599165

> <JCHEM_POLAR_SURFACE_AREA>
87.49000000000001

> <JCHEM_REFRACTIVITY>
75.7989

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9R,11R)-1,11-dihydroxy-4,9,10,10-tetramethyl-5-azatricyclo[7.3.1.0^{2,7}]trideca-2,4,6-triene-8,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -3.0142    3.5396   -4.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    2.9671   -3.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7135    1.7477   -3.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.2278   -1.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378    1.9617   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256    3.1670   -0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    3.6786   -1.9383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    1.4654    0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    2.0999    1.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    0.1422    0.4973 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2819    0.3185    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651   -0.1093   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443   -0.3569   -1.1465 O   0  0  0  0  0  0  0  0  0  0  0  0
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 21 40  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.014   3.540  -4.317  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.383   2.967  -3.083  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.714   1.748  -3.141  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.119   1.228  -1.981  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.238   1.962  -0.795  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.926   3.167  -0.823  0.00  0.00           C+0
HETATM    7  N   UNK     0      -2.497   3.679  -1.938  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.682   1.465   0.490  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.910   2.100   1.517  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.105   0.142   0.497  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.282   0.319   1.476  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.665  -0.109  -0.898  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.844  -0.357  -1.147  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.397  -0.100  -1.994  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.215  -0.289  -3.267  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.335  -1.276  -1.711  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.926  -1.252  -0.292  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667  -2.458  -0.130  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.845  -1.082   0.835  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.577  -0.887   2.186  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.026  -2.395   0.978  0.00  0.00           C+0
HETATM   22  H   UNK     0      -3.496   4.498  -4.100  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.255   3.707  -5.087  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.776   2.855  -4.705  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.648   1.209  -4.084  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.050   3.775   0.071  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.968  -0.535   1.462  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.945   0.465   2.507  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.876   1.202   1.210  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.095  -0.686  -3.100  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.803  -2.224  -1.873  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.152  -1.304  -2.446  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.656  -0.436  -0.232  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.251  -2.362   0.643  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.158  -1.776   2.458  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.876  -0.709   3.007  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.278  -0.047   2.151  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.554  -2.620   0.078  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.676  -3.256   1.170  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.672  -2.342   1.820  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    7    1    3                                                  
CONECT    3    4    2   25                                                  
CONECT    4    5    3   14                                                  
CONECT    5    4    6    8                                                  
CONECT    6    7    5   26                                                  
CONECT    7    6    2                                                       
CONECT    8    9    5   10                                                  
CONECT    9    8                                                            
CONECT   10   19   11    8   12                                             
CONECT   11   10   27   28   29                                             
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   16   15    4   12                                             
CONECT   15   14   30                                                       
CONECT   16   14   17   31   32                                             
CONECT   17   16   19   18   33                                             
CONECT   18   17   34                                                       
CONECT   19   10   17   20   21                                             
CONECT   20   19   35   36   37                                             
CONECT   21   19   38   39   40                                             
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    3                                                            
CONECT   26    6                                                            
CONECT   27   11                                                            
CONECT   28   11                                                            
CONECT   29   11                                                            
CONECT   30   15                                                            
CONECT   31   16                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   20                                                            
CONECT   36   20                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
CONECT   39   21                                                            
CONECT   40   21                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
   -3.0142    3.5396   -4.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    2.9671   -3.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7135    1.7477   -3.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.2278   -1.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2378    1.9617   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256    3.1670   -0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    3.6786   -1.9383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819    1.4654    0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    2.0999    1.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    0.1422    0.4973 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2819    0.3185    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651   -0.1093   -0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443   -0.3569   -1.1465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -0.1003   -1.9940 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2145   -0.2893   -3.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352   -1.2762   -1.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9255   -1.2517   -0.2920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6666   -2.4579   -0.1297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8446   -1.0824    0.8350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5769   -0.8872    2.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0257   -2.3946    0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4960    4.4982   -4.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2547    3.7067   -5.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6477    1.2091   -4.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0499    3.7748    0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9677   -0.5347    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    0.4645    2.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8757    1.2023    1.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0945   -0.6859   -3.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032   -2.2245   -1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2511   -2.3625    0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1582   -1.7758    2.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5541   -2.6204    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6757   -3.2557    1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721   -2.3425    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
 14 16  1  0
 10 19  1  0
 16 17  1  0
  7  6  1  0
 17 19  1  0
  6  5  2  0
  8  9  2  0
  2  7  2  0
  2  1  1  0
  4  3  2  0
 14 15  1  6
  3  2  1  0
 17 18  1  0
  4 14  1  0
 19 20  1  1
  5  8  1  0
 10 11  1  1
  8 10  1  0
 19 21  1  0
 10 12  1  0
 12 13  2  0
 14 12  1  0
  6 26  1  0
  3 25  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  6
  1 22  1  0
  1 23  1  0
  1 24  1  0
 15 30  1  0
 18 34  1  0
 20 35  1  0
 20 36  1  0
 20 37  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₉NO₄

Average Mass

289.3310 Da

Monoisotopic Mass

289.13141 Da

IUPAC Name

(1R,9R,11R)-1,11-dihydroxy-4,9,10,10-tetramethyl-5-azatricyclo[7.3.1.0^{2,7}]trideca-2,4,6-triene-8,13-dione

Traditional Name

(1R,9R,11R)-1,11-dihydroxy-4,9,10,10-tetramethyl-5-azatricyclo[7.3.1.0^{2,7}]trideca-2,4,6-triene-8,13-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])([H])[C@@]2(O[H])C3=C([H])C(=NC([H])=C3C(=O)[C@@](C2=O)(C([H])([H])[H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C16H19NO4/c1-8-5-10-9(7-17-8)12(19)15(4)13(20)16(10,21)6-11(18)14(15,2)3/h5,7,11,18,21H,6H2,1-4H3/t11-,15-,16-/m1/s1

InChI Key

IYCCFGSYWHEKDC-HFBAOOFYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Dichotomopilus indicus	JEOL database	Li, G. -Y., et al, Org. Lett., 8, 3613 (2006)

Chemical Taxonomy

Classification

Not classified

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	0.87	ALOGPS
logP	0.69	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	11.98	ChemAxon
pKa (Strongest Basic)	4.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.49 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	75.8 m³·mol⁻¹	ChemAxon
Polarizability	29.71 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

Not Available

References

General References

Li, G. -Y., et al. (2006). Li, G. -Y., et al, Org. Lett., 8, 3613 (2006). Org. Lett..

Showing NP-Card for chaetoindicin A (NP0034966)

MOL for NP0034966 (chaetoindicin A)

3D MOL for NP0034966 (chaetoindicin A)

3D SDF for NP0034966 (chaetoindicin A)

3D-SDF for NP0034966 (chaetoindicin A)

PDB for NP0034966 (chaetoindicin A)

3D PDB for NP0034966 (chaetoindicin A)

SMILES for NP0034966 (chaetoindicin A)

INCHI for NP0034966 (chaetoindicin A)

Structure for NP0034966 (chaetoindicin A)

3D Structure for NP0034966 (chaetoindicin A)