NP-MRD: Showing NP-Card for methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate (NP0221209)

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Record Information

Version

2.0

Created at

2022-09-05 22:43:20 UTC

Updated at

2022-09-05 22:43:20 UTC

NP-MRD ID

NP0221209

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

Description

Aikupikoxide B belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate was first documented in 2001 (PMID: 11678661). Based on a literature review very few articles have been published on aikupikoxide B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062200432D          

 25 26  0  0  1  0            999 V2000
    0.0988   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6157   -1.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6157   -2.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446   -2.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446   -1.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -2.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3268   -1.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7174   -0.7868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9428   -0.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183   -0.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690   -0.0295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9191   -0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5156    0.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871    1.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0741    1.5844    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2456    2.3914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3675    2.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302    2.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433    2.0943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017    3.4533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886    4.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106    1.3295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821    0.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 25  1  0  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
   -3.0357   -1.7541   -1.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540   -0.5914   -1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1050    0.4044   -1.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1678    0.5439   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6926    0.6686    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5080   -0.1001    1.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8246   -1.4746    1.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8526    0.6636    2.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455   -0.1428   -0.0516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1171    1.2265   -0.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2574   -0.8865    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0936   -0.8996   -0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6080    0.3248   -0.9384 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0059    1.1552   -2.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357    1.1898    0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5301    1.6807   -0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487    0.5107   -0.3975 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3195    0.2584    0.7942 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2320    1.4584    1.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2062   -0.9047    0.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1046   -1.5134   -0.5363 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1331   -1.3356    1.4928 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9507   -2.4664    1.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -0.5906   -0.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8042   -0.2170   -1.6154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6057   -2.0166   -2.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4045   -2.5859   -1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6155    1.3525   -2.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6167    0.0299   -2.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9062   -0.2889   -0.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7435    1.4722   -1.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5478    0.3485    1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5840    1.7632    0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -1.7293    2.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9105   -1.5622    1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100   -2.2820    0.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6763    1.1870    2.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2264    1.4600    1.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2921   -0.0006    2.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8887    1.8109   -0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0098   -0.5557    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6041   -1.9652    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3755   -1.4287   -1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6582   -1.6557   -0.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7067    1.2848   -2.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9034    0.7382   -2.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2266    2.2091   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4961    2.0962    0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2437    0.6570    1.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4809    2.2950   -1.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8935    2.3610    0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1242    0.6845   -1.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7378    0.1510    1.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7295    2.2798    1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1586    1.1345    1.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521    1.8069   -0.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2652   -3.3433    1.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7725   -2.5652    1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3224   -2.3511    0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 18  1  0
 18 19  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  1  6
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  1  6
  9  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
 13 25  1  0
 25 24  1  0
 24 17  1  0
  6  9  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 18 53  1  1
 19 54  1  0
 19 55  1  0
 19 56  1  0
 17 52  1  6
 16 50  1  0
 16 51  1  0
 15 48  1  0
 15 49  1  0
 14 45  1  0
 14 46  1  0
 14 47  1  0
 12 43  1  0
 12 44  1  0
 11 41  1  0
 11 42  1  0
 10 40  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
M  END


  Mrv1652309062200432D          

 25 26  0  0  1  0            999 V2000
    0.0988   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6157   -1.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6157   -2.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -3.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446   -2.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446   -1.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -2.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3268   -1.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7174   -0.7868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9428   -0.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183   -0.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690   -0.0295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9191   -0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5156    0.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871    1.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0741    1.5844    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2456    2.3914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3675    2.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302    2.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433    2.0943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017    3.4533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886    4.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106    1.3295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821    0.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221209

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H](C)[C@@H]1CC[C@](C)(CCC2(O)C(=C)CCCC2(C)C)OO1

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O5/c1-14-8-7-10-18(3,4)20(14,22)13-12-19(5)11-9-16(24-25-19)15(2)17(21)23-6/h15-16,22H,1,7-13H2,2-6H3/t15-,16-,19+,20?/m0/s1

> <INCHI_KEY>
OHYYIYQJXHASNH-CAHGDOEDSA-N

> <FORMULA>
C20H34O5

> <MOLECULAR_WEIGHT>
354.487

> <EXACT_MASS>
354.240624195

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
39.50477288690377

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S)-2-[(3S,6R)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

> <JCHEM_LOGP>
3.9670177503333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.865369908197351

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2950872021544786

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
95.4889

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S)-2-[(3S,6R)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       0.184  -2.828   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.149  -3.598   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.149  -5.138   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.483  -5.908   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.817  -5.138   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.817  -3.598   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.333  -3.866   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.343  -2.151   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.483  -2.828   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.206  -1.469   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.760  -1.469   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.221  -1.415   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.502  -0.055   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.716  -1.003   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.962   0.421   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.283   1.927   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.138   2.958   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.458   4.464   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.686   5.494   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.923   4.940   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.067   3.909   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.243   6.446   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.099   7.477   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.326   2.482   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.647   0.975   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6    2   10   11                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   25                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   17   25                                                       
CONECT   25   24   13                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄O₅

Average Mass

354.4870 Da

Monoisotopic Mass

354.24062 Da

IUPAC Name

methyl (2S)-2-[(3S,6R)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

Traditional Name

methyl (2S)-2-[(3S,6R)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H](C)[C@@H]1CC[C@](C)(CCC2(O)C(=C)CCCC2(C)C)OO1

InChI Identifier

InChI=1S/C20H34O5/c1-14-8-7-10-18(3,4)20(14,22)13-12-19(5)11-9-16(24-25-19)15(2)17(21)23-6/h15-16,22H,1,7-13H2,2-6H3/t15-,16-,19+,20?/m0/s1

InChI Key

OHYYIYQJXHASNH-CAHGDOEDSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Megastigmane sesquiterpenoid
Cyclofarsesane sesquiterpenoid
Ortho-dioxane
Cyclic alcohol
Tertiary alcohol
Methyl ester
Carboxylic acid ester
Dialkyl peroxide
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	3.97	ChemAxon
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	95.49 m³·mol⁻¹	ChemAxon
Polarizability	39.5 Å³	ChemAxon
Number of Rings	2	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

C00045621

Chemspider ID

9286145

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11111009

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Youssef DT, Yoshida WY, Kelly M, Scheuer PJ: Cytotoxic cyclic norterpene peroxides from a Red Sea sponge Diacarnus erythraenus. J Nat Prod. 2001 Oct;64(10):1332-5. doi: 10.1021/np010184a. [PubMed:11678661 ]
LOTUS database [Link]

Showing NP-Card for methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate (NP0221209)

MOL for NP0221209 (methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate)

3D MOL for NP0221209 (methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate)

3D SDF for NP0221209 (methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate)

3D-SDF for NP0221209 (methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate)

PDB for NP0221209 (methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate)

3D PDB for NP0221209 (methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate)

SMILES for NP0221209 (methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate)

INCHI for NP0221209 (methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate)

Structure for NP0221209 (methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate)

3D Structure for NP0221209 (methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate)