NP-MRD: Showing NP-Card for methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate (NP0250654)

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Record Information

Version

2.0

Created at

2022-09-07 13:33:20 UTC

Updated at

2022-09-07 13:33:21 UTC

NP-MRD ID

NP0250654

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate

Description

Norcembrene 5 belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group. methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate is found in Sinularia maxima and Sinularia scabra. methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate was first documented in 2020 (PMID: 31750980). Based on a literature review very few articles have been published on Norcembrene 5.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072215332D          

 26 27  0  0  1  0            999 V2000
    5.8012    2.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    2.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1227    2.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9910    1.4245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4948    0.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1878   -0.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -0.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2566   -1.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4510   -1.8891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8537   -0.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6453   -0.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8117   -1.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307   -0.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3388   -0.0946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2315   -0.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7278   -0.3205    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2983   -1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9162   -0.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067    0.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0613    0.9992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380    1.0957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8519    1.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6696    1.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9835    2.7312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1733    1.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417    0.4424    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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  4 25  1  0  0  0  0
 21 26  1  1  0  0  0
 16 26  1  0  0  0  0
M  END

     RDKit          3D

 52 53  0  0  0  0  0  0  0  0999 V2000
    2.5549   -3.7203   -0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8328   -2.4382   -0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1114   -2.0449   -0.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9536   -1.4381    0.4543 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4519   -0.3959   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1618    0.9136   -0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    2.0127   -0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0414    3.3097   -0.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1768    3.4253   -0.9058 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3191    4.4523   -0.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8030    5.7315   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1507    1.9339    0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9816    1.8912   -0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102    2.0046   -1.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451    1.7042    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8496    0.3156   -0.0189 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3088    0.2944    0.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8148   -0.1941   -1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0632   -1.6602   -1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223   -2.5160   -1.8830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5983   -1.8593    0.2225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5601   -2.9545    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1979   -2.4642   -0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1725   -2.3990   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7269   -2.0499    1.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1027   -0.6338    0.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6663   -4.0849    0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1999   -4.4747   -0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464   -1.1726   -0.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439   -1.7943   -1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -2.8545   -0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664   -0.9156    1.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3743   -0.2082   -0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6887   -0.6843   -1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2369    0.8860   -0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276    5.6561   -1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9753    6.3467   -0.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1535    6.1709    0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0674    2.8264    1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0643    1.0634    1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0537    2.4440   -0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3983    1.9317    1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7558   -0.7041    0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8563    0.9152   -0.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4339    0.8175    1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8683   -0.0337   -1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7082    0.1695   -1.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4185   -2.1431    0.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8467   -3.7429   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5512   -3.4509    1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0424   -2.9061    1.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2473   -1.2778    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4 25  1  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 21  1  0
 21 26  1  0
 26 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  2  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 13 12  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 12  7  1  0
 19 21  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
  6 35  1  0
  5 33  1  0
  5 34  1  0
  4 32  1  1
 25 51  1  0
 25 52  1  0
 22 49  1  0
 22 50  1  0
 21 48  1  1
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 15 41  1  0
 15 42  1  0
 12 39  1  0
 12 40  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652309072215332D          

 26 27  0  0  1  0            999 V2000
    5.8012    2.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    2.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1227    2.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9910    1.4245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4948    0.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1878   -0.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -0.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2566   -1.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4510   -1.8891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8537   -0.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6453   -0.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8117   -1.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307   -0.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3388   -0.0946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2315   -0.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7278   -0.3205    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2983   -1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9162   -0.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067    0.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0613    0.9992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380    1.0957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8519    1.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6696    1.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9835    2.7312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1733    1.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417    0.4424    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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  4 25  1  0  0  0  0
 21 26  1  1  0  0  0
 16 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0250654

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C\C[C@@H](CC(=O)C[C@H]2O[C@](C)(CC2=O)CC(=O)C\1)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-12(2)13-5-6-14(19(24)25-4)8-16(22)10-20(3)11-17(23)18(26-20)9-15(21)7-13/h6,13,18H,1,5,7-11H2,2-4H3/b14-6-/t13-,18+,20-/m0/s1

> <INCHI_KEY>
CCRQLJVTUBLUBL-ADOWRXFUSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.422

> <EXACT_MASS>
362.172938557

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.818111506459715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,5Z,8S,12R)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate

> <JCHEM_LOGP>
2.4618469569999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.974828095276646

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.544908029024086

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2463745705296025

> <JCHEM_POLAR_SURFACE_AREA>
86.74000000000001

> <JCHEM_REFRACTIVITY>
95.52659999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,5Z,8S,12R)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      10.829   5.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.769   4.083   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.296   4.288   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.183   2.659   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.124   1.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.551  -0.145   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.068  -1.596   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.546  -2.030   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.909  -3.526   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      14.660  -0.967   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      16.138  -1.401   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.848  -2.536   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.577  -1.667   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.966  -0.177   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.899  -1.818   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.959  -0.598   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.157  -1.913   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.444  -0.321   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.239   1.205   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.848   1.865   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.604   2.045   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.190   3.470   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.717   3.674   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.303   5.098   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.657   2.454   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.545   0.826   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   25                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    7   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18   26                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    4                                                       
CONECT   26   21   16                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₆O₆

Average Mass

362.4220 Da

Monoisotopic Mass

362.17294 Da

IUPAC Name

methyl (1S,5Z,8S,12R)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate

Traditional Name

methyl (1S,5Z,8S,12R)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C\C[C@@H](CC(=O)C[C@H]2O[C@](C)(CC2=O)CC(=O)C\1)C(C)=C

InChI Identifier

InChI=1S/C20H26O6/c1-12(2)13-5-6-14(19(24)25-4)8-16(22)10-20(3)11-17(23)18(26-20)9-15(21)7-13/h6,13,18H,1,5,7-11H2,2-4H3/b14-6-/t13-,18+,20-/m0/s1

InChI Key

CCRQLJVTUBLUBL-ADOWRXFUSA-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
Sinularia maxima	LOTUS Database	35616633
Sinularia scabra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Furanones

Alternative Parents

Substituents

3-furanone
Oxolane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Ketone
Cyclic ketone
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen 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	2.46	ChemAxon
pKa (Strongest Acidic)	12.54	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	86.74 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	95.53 m³·mol⁻¹	ChemAxon
Polarizability	37.82 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

Not Available

Chemspider ID

10311851

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21725162

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Breunig M, Yuan P, Gaich T: An Unexpected Transannular [4+2] Cycloaddition during the Total Synthesis of (+)-Norcembrene 5. Angew Chem Int Ed Engl. 2020 Mar 27;59(14):5521-5525. doi: 10.1002/anie.201912613. Epub 2020 Feb 11. [PubMed:31750980 ]
LOTUS database [Link]

Showing NP-Card for methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate (NP0250654)

MOL for NP0250654 (methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate)

3D MOL for NP0250654 (methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate)

3D SDF for NP0250654 (methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate)

3D-SDF for NP0250654 (methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate)

PDB for NP0250654 (methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate)

3D PDB for NP0250654 (methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate)

SMILES for NP0250654 (methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate)

INCHI for NP0250654 (methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate)

Structure for NP0250654 (methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate)

3D Structure for NP0250654 (methyl (1s,5z,8s,12r)-1-methyl-3,10,13-trioxo-8-(prop-1-en-2-yl)-15-oxabicyclo[10.2.1]pentadec-5-ene-5-carboxylate)