NP-MRD: Showing NP-Card for 11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione (NP0283518)

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Record Information

Version

2.0

Created at

2022-09-09 10:49:06 UTC

Updated at

2022-09-09 10:49:06 UTC

NP-MRD ID

NP0283518

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione

Description

Arachisprenol 11 belongs to the class of organic compounds known as polyprenols. These are prenols with more than 4 consecutive isoprene units. Arachisprenol 11 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Arachisprenol 11 has been detected, but not quantified in, nuts. 11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione is found in Quassia amara. This could make arachisprenol 11 a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061309232D          

 27 30  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  6  1  0  0  0  0
 10  2  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 20  3  1  0  0  0  0
 20 12  1  0  0  0  0
 20 14  1  0  0  0  0
 20 18  1  0  0  0  0
 21  4  1  0  0  0  0
 21 11  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  2  0  0  0  0
 24 17  1  0  0  0  0
 25 19  2  0  0  0  0
 26  5  1  0  0  0  0
 26 13  1  0  0  0  0
 27 14  1  0  0  0  0
 27 15  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    3.9340    2.4999    1.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3497    1.2096    0.8432 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182    0.3003    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4061   -0.9011    0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3903   -1.8728    0.4026 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1016   -2.8447    1.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0845   -1.1081    0.1237 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0266   -2.1066   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1205   -1.5530   -0.9990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2845   -2.2004   -0.8219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2423   -1.7887    0.0099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3580   -2.5397    1.2026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -0.3380    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994    0.1397    0.5426 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6841    1.4973    1.1193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0062    2.1017    1.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0080    2.4603    0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380    3.5775    0.0999 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2004    2.0095   -0.4866 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5031    3.0342   -1.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0215    0.6875   -1.1514 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2801   -0.1383   -1.0204 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5975   -0.8762   -2.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4832    0.6604   -0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7197    1.6876   -1.3724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255   -0.0343   -0.8210 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3140    0.3859   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7771    3.1040    1.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487    3.0504    0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1943    2.4092    2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1079   -1.1211    1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396   -2.4203   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0056   -3.8891    1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2072   -2.5190    2.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9441   -2.8693    2.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9458   -0.4978    1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967   -2.9524   -0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457   -2.5601    0.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -1.6704   -2.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2382   -1.9624   -0.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581   -2.5102    1.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6992   -0.2098    1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8423    0.2844   -0.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3993   -0.6025    1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655    1.4848    2.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785    3.1286    1.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140    2.2187    0.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4407    1.5555    2.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0113    1.9393    0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3459    3.4131   -1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0162    0.9128   -2.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5418   -1.9767   -2.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468   -0.6857   -2.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9564   -0.4780   -3.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7308    1.3688   -1.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413   -0.4113   -2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7593    0.5171   -2.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 26  1  0
 26 27  1  6
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  2  0
 24  3  1  0
 22  7  1  0
 26  9  1  0
 26 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  6
  6 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  8 37  1  0
  8 38  1  0
  9 39  1  6
 11 40  1  6
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  1
 15 45  1  1
 16 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  1
 20 50  1  0
 21 51  1  6
 27 55  1  0
 27 56  1  0
 27 57  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
M  END


  Mrv0541 05061309232D          

 27 30  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  6  1  0  0  0  0
 10  2  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 20  3  1  0  0  0  0
 20 12  1  0  0  0  0
 20 14  1  0  0  0  0
 20 18  1  0  0  0  0
 21  4  1  0  0  0  0
 21 11  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  2  0  0  0  0
 24 17  1  0  0  0  0
 25 19  2  0  0  0  0
 26  5  1  0  0  0  0
 26 13  1  0  0  0  0
 27 14  1  0  0  0  0
 27 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0283518

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C)C2CC3OC(O)CC4C(C)C(=O)C(O)C(C34C)C2(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O6/c1-9-6-13(26-5)19(25)21(4)11(9)7-14-20(3)12(8-15(22)27-14)10(2)16(23)17(24)18(20)21/h6,9-12,14-15,17-18,22,24H,7-8H2,1-5H3

> <INCHI_KEY>
ZXEXAUWPQPJYJZ-UHFFFAOYSA-N

> <FORMULA>
C21H30O6

> <MOLECULAR_WEIGHT>
378.4593

> <EXACT_MASS>
378.204238692

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
40.247075925711435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione

> <ALOGPS_LOGP>
1.50

> <JCHEM_LOGP>
1.6816670073333337

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.190112117076154

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.3681883998505

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6292509098811605

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
99.459

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   26                                                            
CONECT    6    9   13                                                       
CONECT    7   11   14                                                       
CONECT    8   12   15                                                       
CONECT    9    1    6   11                                                  
CONECT   10    2   12   16                                                  
CONECT   11    7    9   21                                                  
CONECT   12    8   10   20                                                  
CONECT   13    6   19   26                                                  
CONECT   14    7   20   27                                                  
CONECT   15    8   22   27                                                  
CONECT   16   10   17   23                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   20   21                                                  
CONECT   19   13   21   25                                                  
CONECT   20    3   12   14   18                                             
CONECT   21    4   11   18   19                                             
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   19                                                            
CONECT   26    5   13                                                       
CONECT   27   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₆

Average Mass

378.4593 Da

Monoisotopic Mass

378.20424 Da

IUPAC Name

11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione

Traditional Name

11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(C)C2CC3OC(O)CC4C(C)C(=O)C(O)C(C34C)C2(C)C1=O

InChI Identifier

InChI=1S/C21H30O6/c1-9-6-13(26-5)19(25)21(4)11(9)7-14-20(3)12(8-15(22)27-14)10(2)16(23)17(24)18(20)21/h6,9-12,14-15,17-18,22,24H,7-8H2,1-5H3

InChI Key

ZXEXAUWPQPJYJZ-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
Quassia amara	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polyprenols. These are prenols with more than 4 consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Polyprenols

Direct Parent

Polyprenols

Alternative Parents

Substituents

Polyterpenoid
Bactoprenol
Polyprenol skeleton
Fatty alcohol
Fatty acyl
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	1.5	ALOGPS
logP	1.68	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.37	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	99.46 m³·mol⁻¹	ChemAxon
Polarizability	40.25 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

HMDB0031939

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008627

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

131751219

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione (NP0283518)

MOL for NP0283518 (11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione)

3D MOL for NP0283518 (11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione)

3D SDF for NP0283518 (11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione)

3D-SDF for NP0283518 (11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione)

PDB for NP0283518 (11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione)

3D PDB for NP0283518 (11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione)

SMILES for NP0283518 (11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione)

INCHI for NP0283518 (11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione)

Structure for NP0283518 (11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione)

3D Structure for NP0283518 (11,16-dihydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-4-ene-3,15-dione)