NP-MRD: Showing NP-Card for methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate (NP0169075)

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Record Information

Version

2.0

Created at

2022-09-03 04:58:08 UTC

Updated at

2022-09-03 04:58:08 UTC

NP-MRD ID

NP0169075

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate

Description

CHEMBL4518517 belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate is found in Sinularia flexibilis. Based on a literature review very few articles have been published on CHEMBL4518517.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032206582D          

 26 27  0  0  1  0            999 V2000
    5.6058    1.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0431    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765    0.4281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9981    1.8204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1942    2.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2842    0.0568    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8469    0.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6508    0.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8919   -0.3145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2143    0.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6270    0.0600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6958   -0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584    0.1032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9369   -1.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3742   -1.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704   -1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -0.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0077   -2.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2038   -2.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9627   -1.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1588   -1.1499    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9732   -1.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550   -0.9642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9177   -0.3609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4804    0.2424    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  2  1  6  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  1  0  0  0
 10 12  1  6  0  0  0
 10 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  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 25 24  1  6  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
M  END

     RDKit          3D

 58 59  0  0  0  0  0  0  0  0999 V2000
    1.6904   -3.6128   -0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9935   -2.3573    0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3645   -1.9944    0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883   -0.7909    0.5316 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512   -2.9616    0.3826 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6680   -2.5792    0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9477   -1.2909   -0.0438 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4246   -0.1983   -0.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6422    0.2117   -2.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180    1.6971   -2.4062 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8941    1.8374   -3.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9511    2.1878   -1.7602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3941    2.5069   -1.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190    3.5638   -2.5627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2013    1.9471   -0.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0779    2.8024   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7757    2.7653    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9447    3.9640    1.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590    1.8280    2.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418    0.5976    2.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2772   -0.3998    1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1575   -1.8055    1.5850 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3628   -2.4784    2.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -2.2454    2.1575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0916   -2.5327    0.8342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4254   -1.7996   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6870   -3.9586   -0.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4603   -4.3817   -0.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7283   -1.5992    1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1562   -3.3365    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2197   -2.4981   -0.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9511   -0.8932    1.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518    0.6730   -0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -0.5250   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0494   -0.3772   -2.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4189    0.0160   -2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9077    2.8789   -4.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048    1.2954   -4.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7716    1.2497   -4.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378    3.1594   -1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8247    1.1543   -1.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4288    1.5638   -0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0630    3.8186   -0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1627    2.4896   -0.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5136    4.8413    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228    3.9549    1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8286    4.0614    2.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8205    2.0085    3.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9933    0.7907    1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1051    0.0471    3.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8045   -0.2932    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2049   -0.0488    1.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534   -2.5587    3.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5271   -3.4604    1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2407   -1.8031    1.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -3.6137    0.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1306   -1.0235   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728   -2.4940   -1.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  1
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26  7  1  0
 25 22  1  0
  6 29  1  0
  6 30  1  0
  6 31  1  0
  1 27  1  0
  1 28  1  0
  7 32  1  1
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 25 56  1  1
 26 57  1  0
 26 58  1  0
M  END


  Mrv1652309032206582D          

 26 27  0  0  1  0            999 V2000
    5.6058    1.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0431    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765    0.4281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9981    1.8204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1942    2.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2842    0.0568    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8469    0.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6508    0.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8919   -0.3145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2143    0.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6270    0.0600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6958   -0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584    0.1032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9369   -1.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3742   -1.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704   -1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -0.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0077   -2.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2038   -2.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9627   -1.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1588   -1.1499    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9732   -1.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550   -0.9642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9177   -0.3609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4804    0.2424    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  2  1  6  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  1  0  0  0
 10 12  1  6  0  0  0
 10 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  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 25 24  1  6  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0169075

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O5/c1-14-7-6-11-21(4)18(26-21)13-16(15(2)19(23)25-5)10-12-20(3,24)17(22)9-8-14/h7,16,18,24H,2,6,8-13H2,1,3-5H3/b14-7+/t16-,18+,20-,21-/m0/s1

> <INCHI_KEY>
ODXYURWJQNZDAO-QSQZHANQSA-N

> <FORMULA>
C21H32O5

> <MOLECULAR_WEIGHT>
364.482

> <EXACT_MASS>
364.22497413

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
40.458191416478236

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(1R,3S,6S,10E,14S)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
3.7104223066666684

> <ALOGPS_LOGS>
-4.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.754254541221442

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.274050448024497

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5537278046010536

> <JCHEM_POLAR_SURFACE_AREA>
76.13

> <JCHEM_REFRACTIVITY>
100.78059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.75e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[(1R,3S,6S,10E,14S)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      10.464   2.705   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.414   1.579   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.913   1.925   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.863   0.799   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.463   3.398   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.963   3.745   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.864   0.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.914   1.232   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.415   0.886   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.865  -0.587   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.467   0.830   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      14.237   0.112   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      14.365  -0.934   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      15.416   0.193   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.816  -2.406   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.765  -3.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.265  -3.186   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.815  -1.713   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.214  -4.312   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.714  -3.966   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.264  -2.493   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.763  -2.146   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.417  -3.647   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.263  -1.800   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.313  -0.674   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.363   0.453   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5                                                            
CONECT    7    2    8   26                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   22   26                                                  
CONECT   26   25    7                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₂O₅

Average Mass

364.4820 Da

Monoisotopic Mass

364.22497 Da

IUPAC Name

methyl 2-[(1R,3S,6S,10E,14S)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate

Traditional Name

methyl 2-[(1R,3S,6S,10E,14S)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H32O5/c1-14-7-6-11-21(4)18(26-21)13-16(15(2)19(23)25-5)10-12-20(3,24)17(22)9-8-14/h7,16,18,24H,2,6,8-13H2,1,3-5H3/b14-7+/t16-,18+,20-,21-/m0/s1

InChI Key

ODXYURWJQNZDAO-QSQZHANQSA-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 flexibilis	LOTUS Database	35616633

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
Acyloin
Tertiary alcohol
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Ketone
Cyclic ketone
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Alcohol
Organic oxygen 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	2.99	ALOGPS
logP	3.71	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	13.27	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.13 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.78 m³·mol⁻¹	ChemAxon
Polarizability	40.46 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

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

155541427

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate (NP0169075)

MOL for NP0169075 (methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate)

3D MOL for NP0169075 (methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate)

3D SDF for NP0169075 (methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate)

3D-SDF for NP0169075 (methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate)

PDB for NP0169075 (methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate)

3D PDB for NP0169075 (methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate)

SMILES for NP0169075 (methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate)

INCHI for NP0169075 (methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate)

Structure for NP0169075 (methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate)

3D Structure for NP0169075 (methyl 2-[(1r,3s,6s,10e,14s)-6-hydroxy-6,10,14-trimethyl-7-oxo-15-oxabicyclo[12.1.0]pentadec-10-en-3-yl]prop-2-enoate)