NP-MRD: Showing NP-Card for 3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate (NP0177760)

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Record Information

Version

2.0

Created at

2022-09-03 15:38:51 UTC

Updated at

2022-09-03 15:38:51 UTC

NP-MRD ID

NP0177760

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate

Description

3'-Hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]Tetradecane]-4'-yl acetate belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate is found in Leptosphaeria maculans. 3'-Hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]Tetradecane]-4'-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241517032D          

 30 34  0  0  0  0            999 V2000
    6.8446   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2921    0.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4717    0.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1356    1.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5229    0.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082    0.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9459    0.7855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5326   -0.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9864   -0.7405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5866   -0.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1402    0.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9267    1.1189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5099    1.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2181    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9791    1.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253    2.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7996    1.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2116    2.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7986    3.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736    3.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2106    3.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5428    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0756    2.2087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1582    0.6899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3337    0.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7484    1.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6616    2.3897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4631    1.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9545    1.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2845    1.0802    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 56 60  0  0  0  0  0  0  0  0999 V2000
   -2.3914    4.6596   -0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7538    3.4894   -0.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7077    3.3861   -2.1279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792    2.4553   -0.1426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5732    1.3430   -0.7866 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8504    1.2728   -0.3184 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3567    2.4590    0.1456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790    0.6821   -1.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8552    0.0889   -0.5553 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9450    0.9073   -0.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7484    0.4399    0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5250   -1.0492    1.0236 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0999   -1.0970    1.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7585   -1.7273    2.5370 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2205   -0.3301    0.7041 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8721    0.1672    0.7377 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1171   -0.8126    0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2440    0.1029   -0.2823 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0379    0.3738    0.8308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9711   -0.6301    0.9384 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2319   -0.0093    1.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2589   -1.1353   -0.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1782   -2.6602   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6280   -0.7530   -0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1638   -0.5177   -1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576   -0.5294   -2.4457 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4561   -1.7225   -0.2846 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3098   -2.7996   -0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4329   -1.1685   -1.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0701   -1.6761   -2.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2841    4.9893   -0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6533    4.3932    0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6706    5.5165   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501    1.4657   -1.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893    2.6507    1.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2878   -0.0948   -1.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1419    1.4558   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4426    0.9719    1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8205    0.6677    0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -1.4545    1.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5639    0.5332    1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312   -1.4836    0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -1.3575   -0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6736   -1.4598    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9885   -0.7490    1.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8904    0.5266    2.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5756    0.7818    0.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9038   -3.0048   -1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1817   -3.0371   -0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4619   -3.0450    0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306   -1.3886   -1.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7468    0.3193   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3555   -1.1234   -0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -2.7819   -1.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2513   -2.7194   -0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -3.7815   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 18 19  1  1
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  6
  8  6  1  0
  6  7  1  1
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  9 29  1  0
 29 30  2  0
 29 27  1  0
 27 28  1  0
 18 25  1  0
 25 26  2  0
 25 22  1  0
 22 23  1  0
 22 24  1  0
 22 20  1  0
  5 18  1  0
  6 16  1  0
  9 15  1  0
 27 12  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 20 44  1  1
 17 42  1  0
 17 43  1  0
 16 41  1  1
 12 40  1  1
 11 38  1  0
 11 39  1  0
  8 36  1  0
  8 37  1  0
  7 35  1  0
  5 34  1  6
  1 31  1  0
  1 32  1  0
  1 33  1  0
 28 54  1  0
 28 55  1  0
 28 56  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
M  END


  Mrv1533004241517032D          

 30 34  0  0  0  0            999 V2000
    6.8446   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2921    0.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4717    0.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1356    1.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5229    0.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082    0.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9459    0.7855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5326   -0.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9864   -0.7405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5866   -0.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1402    0.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9267    1.1189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5099    1.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2181    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9791    1.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253    2.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7996    1.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2116    2.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7986    3.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736    3.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2106    3.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5428    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0756    2.2087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1582    0.6899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3337    0.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7484    1.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6616    2.3897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4631    1.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9545    1.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2845    1.0802    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0177760

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC2(CC3N4C(=O)C5COC4(CC3(O)C2OC(C)=O)C(=O)N5C)C(=O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H26N2O8/c1-9-17(3,4)14(25)19(30-9)6-12-18(27,15(19)29-10(2)23)8-20-16(26)21(5)11(7-28-20)13(24)22(12)20/h9,11-12,15,27H,6-8H2,1-5H3

> <INCHI_KEY>
OCOGVDWCHPHWSN-UHFFFAOYSA-N

> <FORMULA>
C20H26N2O8

> <MOLECULAR_WEIGHT>
422.434

> <EXACT_MASS>
422.168915805

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.63098151086541

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecane]-4'-yl acetate

> <ALOGPS_LOGP>
0.29

> <JCHEM_LOGP>
-0.25152584733333355

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.334171660609915

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.956588351859946

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6917287464132347

> <JCHEM_POLAR_SURFACE_AREA>
122.68

> <JCHEM_REFRACTIVITY>
97.25489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecane]-4'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      12.776  -0.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.745   0.654   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.214   0.492   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.587   1.898   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.443   0.867   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.109   1.636   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.499   1.466   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.727  -0.096   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.575  -1.382   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.962  -0.190   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.995   0.752   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.597   2.089   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.685   2.967   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.007   3.849   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.428   3.143   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.701   4.658   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.959   3.305   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.728   4.639   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.957   5.972   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.417   5.971   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.727   7.306   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.880   2.854   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.008   4.123   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0       2.162   1.288   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       0.623   1.237   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.730   2.929   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.568   4.461   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.064   2.160   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.982   3.397   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.598   2.016   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   17   26                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   24                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    7   14   22                                             
CONECT   14   13   15                                                       
CONECT   15   14    6   16   17                                             
CONECT   16   15                                                            
CONECT   17   15    4   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   13   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   10   25                                                  
CONECT   25   24                                                            
CONECT   26    4   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    2   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Value	Source
3'-Hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0,.0,]tetradecane]-4'-yl acetic acid	Generator
3'-Hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecane]-4'-yl acetic acid	Generator

Chemical Formula

C₂₀H₂₆N₂O₈

Average Mass

422.4340 Da

Monoisotopic Mass

422.16892 Da

IUPAC Name

3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecane]-4'-yl acetate

Traditional Name

3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecane]-4'-yl acetate

CAS Registry Number

Not Available

SMILES

CC1OC2(CC3N4C(=O)C5COC4(CC3(O)C2OC(C)=O)C(=O)N5C)C(=O)C1(C)C

InChI Identifier

InChI=1S/C20H26N2O8/c1-9-17(3,4)14(25)19(30-9)6-12-18(27,15(19)29-10(2)23)8-20-16(26)21(5)11(7-28-20)13(24)22(12)20/h9,11-12,15,27H,6-8H2,1-5H3

InChI Key

OCOGVDWCHPHWSN-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Leptosphaeria maculans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Dioxopiperazine
2,5-dioxopiperazine
N-methylpiperazine
N-alkylpiperazine
1,3-oxazinane
1,4-diazinane
3-furanone
Morpholine
Oxazinane
Piperazine
Tetrahydrofuran
Tertiary carboxylic acid amide
Tertiary alcohol
Pyrrolidine
Cyclic alcohol
Carboxamide group
Carboxylic acid ester
Lactam
Ketone
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carbonyl group
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
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	0.29	ALOGPS
logP	-0.25	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	12.96	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	122.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	97.25 m³·mol⁻¹	ChemAxon
Polarizability	41.63 Å³	ChemAxon
Number of Rings	5	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate (NP0177760)

MOL for NP0177760 (3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate)

3D MOL for NP0177760 (3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate)

3D SDF for NP0177760 (3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate)

3D-SDF for NP0177760 (3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate)

PDB for NP0177760 (3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate)

3D PDB for NP0177760 (3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate)

SMILES for NP0177760 (3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate)

INCHI for NP0177760 (3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate)

Structure for NP0177760 (3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate)

3D Structure for NP0177760 (3'-hydroxy-4,4,5,11'-tetramethyl-3,9',12'-trioxo-13'-oxa-8',11'-diazaspiro[oxolane-2,5'-tetracyclo[8.2.2.0¹,⁸.0³,⁷]tetradecan]-4'-yl acetate)