NP-MRD: Showing NP-Card for 11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate (NP0184880)

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Record Information

Version

1.0

Created at

2022-09-04 00:07:22 UTC

Updated at

2022-09-04 00:07:22 UTC

NP-MRD ID

NP0184880

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate

Description

11',13'-Dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]Tetradecan]-9'-en-3'-yl 2-methylbutanoate 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. 11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate is found in Helianthus heterophyllus. 11',13'-Dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]Tetradecan]-9'-en-3'-yl 2-methylbutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161504362D          

 30 33  0  0  0  0            999 V2000
    0.8987   -2.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1748   -2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1557   -1.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   -0.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5681   -0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2729   -1.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5873   -0.0992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1174    0.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5654   -0.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556   -1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7326    0.8255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3979    1.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1027    2.1468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5881    0.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2701    0.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -0.3838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    2.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9500    2.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452    1.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3805    2.4315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0852    2.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    2.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950    1.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048    0.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4095   -0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0353    0.5057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7173    1.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0728    1.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902    3.0168    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 24 28  1  0  0  0  0
 24 29  1  0  0  0  0
  8 29  1  0  0  0  0
 20 29  1  0  0  0  0
 18 30  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
    4.2057    1.4286    1.5338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4529    0.9225    0.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9878   -0.4972   -0.0565 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2925   -0.8901   -1.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5503   -0.6684    0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1952   -1.4818    1.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376    0.0113   -0.3611 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361   -0.1512   -0.0492 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5656   -0.6982   -1.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1540   -2.0242   -1.0138 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1563   -3.1628   -1.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2982   -2.0783    0.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5522   -1.4722    0.5038 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8193   -0.4435   -0.3730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064   -2.5832   -0.1308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4718   -2.4626   -1.4552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1428   -1.6778   -2.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7178   -1.0130    1.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6860   -1.6772    2.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9832    0.0321    2.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5088    1.1586    1.4511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5372    1.8632    0.7194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    2.6606   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4888    3.5403   -0.8885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4717    2.2825   -0.3069 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2837    3.4940    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4066    4.2593   -1.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756    3.1570   -2.0469 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089    2.1218   -1.5997 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3222    1.0796    0.5933 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0211    2.1316    1.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623    2.0343    1.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2240    0.6131    2.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0390    1.6197   -0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5614    0.9149   -0.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5628   -1.1611    0.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2104   -1.5045   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4647   -1.5178   -1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4753    0.0072   -2.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1607   -0.9253    0.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2443   -0.9171   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1427    0.0525   -1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -4.1119   -1.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4282   -2.8727   -2.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5453   -3.2935   -0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7891   -0.3785   -0.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3269   -2.3287   -0.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1596   -3.5679    0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4835   -3.5020   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6104   -1.1015   -2.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6553   -1.1677    2.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2407   -1.7047    3.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229   -2.7161    2.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344   -0.0234    3.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3081    1.9987    2.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3115    3.2631    0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2796    4.0728    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5555    4.7863   -1.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2884    4.9005   -1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650    1.3699    1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 25 30  1  0
 30  8  1  0
 16 10  1  0
 30 21  1  0
 25 29  1  6
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  1
  4 37  1  0
  4 38  1  0
  4 39  1  0
  8 40  1  1
  9 41  1  0
  9 42  1  0
 11 43  1  0
 11 44  1  0
 11 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  6
 17 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  1
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 30 60  1  1
M  END


  Mrv1533004161504362D          

 30 33  0  0  0  0            999 V2000
    0.8987   -2.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1748   -2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1557   -1.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   -0.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5681   -0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2729   -1.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5873   -0.0992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1174    0.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5654   -0.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556   -1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7326    0.8255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3979    1.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1027    2.1468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5881    0.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2701    0.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -0.3838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    2.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9500    2.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452    1.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3805    2.4315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0852    2.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    2.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950    1.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048    0.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4095   -0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0353    0.5057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7173    1.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0728    1.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902    3.0168    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 24 28  1  0  0  0  0
 24 29  1  0  0  0  0
  8 29  1  0  0  0  0
 20 29  1  0  0  0  0
 18 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184880

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C(=O)OC1CC2(C)OC(O)(CC2O)C(C)=CC2OC(=O)C3(CCN=N3)C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H30N2O7/c1-5-11(2)17(25)28-14-9-19(4)15(24)10-21(27,30-19)12(3)8-13-16(14)20(18(26)29-13)6-7-22-23-20/h8,11,13-16,24,27H,5-7,9-10H2,1-4H3

> <INCHI_KEY>
UTMVPZQDLOIOLH-UHFFFAOYSA-N

> <FORMULA>
C21H30N2O7

> <MOLECULAR_WEIGHT>
422.478

> <EXACT_MASS>
422.205301314

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
42.63334550779625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
1.7274852716666658

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.923637935808674

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.397132372525354

> <JCHEM_PKA_STRONGEST_BASIC>
0.06890719725122252

> <JCHEM_POLAR_SURFACE_AREA>
127.01000000000002

> <JCHEM_REFRACTIVITY>
103.86019999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       1.678  -4.742   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.326  -4.003   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.291  -2.464   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.606  -1.663   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.061  -1.725   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.376  -2.525   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -1.096  -0.185   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.219   0.616   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.387  -0.388   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.922  -0.514   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.277  -2.012   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.234   1.541   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.476   3.207   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.792   4.007   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.831   1.708   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.238   0.287   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.406  -0.716   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.308   4.210   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.773   4.336   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.458   3.535   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.710   4.539   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.026   3.738   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.447   4.332   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.671   2.239   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.316   0.741   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.631  -0.060   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -3.799   0.944   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      -3.206   2.365   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -0.136   2.114   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.902   5.631   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   29                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   16                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15   18                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16                                                            
CONECT   18   13   19   30                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   28   29                                             
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   24                                                       
CONECT   29   24    8   20                                                  
CONECT   30   18                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
11',13'-Dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0,]tetradecan]-9'-en-3'-yl 2-methylbutanoic acid	Generator
11',13'-Dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoic acid	Generator

Chemical Formula

C₂₁H₃₀N₂O₇

Average Mass

422.4780 Da

Monoisotopic Mass

422.20530 Da

IUPAC Name

11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate

Traditional Name

11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate

CAS Registry Number

Not Available

SMILES

CCC(C)C(=O)OC1CC2(C)OC(O)(CC2O)C(C)=CC2OC(=O)C3(CCN=N3)C12

InChI Identifier

InChI=1S/C21H30N2O7/c1-5-11(2)17(25)28-14-9-19(4)15(24)10-21(27,30-19)12(3)8-13-16(14)20(18(26)29-13)6-7-22-23-20/h8,11,13-16,24,27H,5-7,9-10H2,1-4H3

InChI Key

UTMVPZQDLOIOLH-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
Helianthus heterophyllus	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
Fatty acid ester
Dicarboxylic acid or derivatives
Gamma butyrolactone
Monosaccharide
Fatty acyl
Tetrahydrofuran
Carboxylic acid ester
Hemiacetal
Lactone
Secondary alcohol
Azo compound
Oxacycle
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organopnictogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.05	ALOGPS
logP	1.73	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.4	ChemAxon
pKa (Strongest Basic)	0.069	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.01 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	103.86 m³·mol⁻¹	ChemAxon
Polarizability	42.63 Å³	ChemAxon
Number of Rings	4	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 11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate (NP0184880)

MOL for NP0184880 (11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate)

3D MOL for NP0184880 (11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate)

3D SDF for NP0184880 (11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate)

3D-SDF for NP0184880 (11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate)

PDB for NP0184880 (11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate)

3D PDB for NP0184880 (11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate)

SMILES for NP0184880 (11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate)

INCHI for NP0184880 (11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate)

Structure for NP0184880 (11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate)

3D Structure for NP0184880 (11',13'-dihydroxy-1',10'-dimethyl-6'-oxo-4,5-dihydro-7',14'-dioxaspiro[pyrazole-3,5'-tricyclo[9.2.1.0⁴,⁸]tetradecan]-9'-en-3'-yl 2-methylbutanoate)