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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:25:33 UTC

Update Date

2022-03-07 02:56:23 UTC

HMDB ID

HMDB0039886

Secondary Accession Numbers

HMDB39886

Metabolite Identification

Common Name

16-Methyl-epi-nigakihemiacetal B

Description

16-Methyl-epi-nigakihemiacetal B belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. Based on a literature review a significant number of articles have been published on 16-Methyl-epi-nigakihemiacetal B.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 05061311282D          

 29 32  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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    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
    1.4289    3.3000    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    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
    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
   -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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 11  8  1  0  0  0  0
 12  2  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 19 12  2  0  0  0  0
 19 18  1  0  0  0  0
 20 18  1  0  0  0  0
 21 15  1  0  0  0  0
 22  3  1  0  0  0  0
 22 14  1  0  0  0  0
 22 16  1  0  0  0  0
 22 20  1  0  0  0  0
 23  4  1  0  0  0  0
 23 13  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 18  2  0  0  0  0
 25 21  2  0  0  0  0
 26  5  1  0  0  0  0
 26 15  1  0  0  0  0
 27  6  1  0  0  0  0
 27 17  1  0  0  0  0
 28  7  1  0  0  0  0
 28 19  1  0  0  0  0
 29 16  1  0  0  0  0
 29 17  1  0  0  0  0
M  END

HMDB0039886
     RDKit          3D
16-Methyl-epi-nigakihemiacetal B
 61 64  0  0  0  0  0  0  0  0999 V2000
    6.0792    0.9532   -0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8114    1.5358   -0.4281 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775    0.7462   -0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6135   -0.0646    0.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109   -0.8583    1.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -2.0986    1.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7485   -1.3592   -0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5676   -2.2058    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981   -1.5028    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -2.2773    0.1852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0001   -1.7409    0.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0429   -2.4091   -0.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8259   -3.1621    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2368   -0.2839    0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9440    0.4791    0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    1.9098    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2828    2.7073    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9151    2.5684    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9114    3.9843   -0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9245    4.7950    1.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    1.7764   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3522    2.2262    0.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    0.5235   -0.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4799   -0.1921   -1.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5532   -0.7438   -2.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5554    0.8177   -1.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4803    1.7608   -1.8864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9743   -0.2544   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7028   -0.7446   -1.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4092    0.4027    0.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8175    1.7506   -0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0957    0.2627   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4830   -0.1050    1.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6056   -0.2980    1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -2.2442    2.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6155   -1.8843    2.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -2.9968    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5064   -2.0328   -0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3579   -2.9759   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324   -2.8274    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192   -1.2731    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1135   -2.0314    1.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430   -3.9597    1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4248   -2.5531    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5522   -3.7119    0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8220    0.0709    1.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9100   -0.0207   -0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6013    0.2974    1.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923    3.6546   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0996    2.1137    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4850    2.8222    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9196    5.8714    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    4.5616    1.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0053    4.6018    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0720    0.8922   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1642   -0.0004   -3.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355   -0.9741   -2.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573   -1.7352   -2.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118   -1.8284   -1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -0.1191   -1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0535   -0.6164   -2.6177 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
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 23 28  1  0
 28 29  1  0
 26  3  1  0
 24  7  1  0
 28  9  1  0
 28 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
 25 56  1  0
 25 57  1  0
 25 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
M  END

  Mrv0541 05061311282D          

 29 32  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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    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
    1.4289    3.3000    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    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
    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
   -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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 11  8  1  0  0  0  0
 12  2  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 19 12  2  0  0  0  0
 19 18  1  0  0  0  0
 20 18  1  0  0  0  0
 21 15  1  0  0  0  0
 22  3  1  0  0  0  0
 22 14  1  0  0  0  0
 22 16  1  0  0  0  0
 22 20  1  0  0  0  0
 23  4  1  0  0  0  0
 23 13  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 18  2  0  0  0  0
 25 21  2  0  0  0  0
 26  5  1  0  0  0  0
 26 15  1  0  0  0  0
 27  6  1  0  0  0  0
 27 17  1  0  0  0  0
 28  7  1  0  0  0  0
 28 19  1  0  0  0  0
 29 16  1  0  0  0  0
 29 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039886

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1CC2C(C)=C(OC)C(=O)C3C2(C)C(CC2C(C)C=C(OC)C(=O)C32C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O6/c1-11-8-15(26-5)21(25)23(4)13(11)9-16-22(3)14(10-17(27-6)29-16)12(2)19(28-7)18(24)20(22)23/h8,11,13-14,16-17,20H,9-10H2,1-7H3

> <INCHI_KEY>
MSXBIQMJEOYRDV-UHFFFAOYSA-N

> <FORMULA>
C23H32O6

> <MOLECULAR_WEIGHT>
404.4966

> <EXACT_MASS>
404.219888756

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
44.014377876482946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,11,15-trimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,16-dione

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.666241074666665

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.312796325224642

> <JCHEM_PKA_STRONGEST_BASIC>
-3.915869755074921

> <JCHEM_POLAR_SURFACE_AREA>
71.06000000000002

> <JCHEM_REFRACTIVITY>
110.34029999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,11,15-trimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039886
     RDKit          3D
16-Methyl-epi-nigakihemiacetal B
 61 64  0  0  0  0  0  0  0  0999 V2000
    6.0792    0.9532   -0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8114    1.5358   -0.4281 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775    0.7462   -0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6135   -0.0646    0.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109   -0.8583    1.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -2.0986    1.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7485   -1.3592   -0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5676   -2.2058    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981   -1.5028    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -2.2773    0.1852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0001   -1.7409    0.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0429   -2.4091   -0.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8259   -3.1621    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2368   -0.2839    0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9440    0.4791    0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    1.9098    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2828    2.7073    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9151    2.5684    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9114    3.9843   -0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9245    4.7950    1.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    1.7764   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3522    2.2262    0.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    0.5235   -0.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4799   -0.1921   -1.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5532   -0.7438   -2.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5554    0.8177   -1.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4803    1.7608   -1.8864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9743   -0.2544   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7028   -0.7446   -1.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4092    0.4027    0.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8175    1.7506   -0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0957    0.2627   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4830   -0.1050    1.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6056   -0.2980    1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -2.2442    2.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6155   -1.8843    2.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -2.9968    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5064   -2.0328   -0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3579   -2.9759   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324   -2.8274    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192   -1.2731    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1135   -2.0314    1.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430   -3.9597    1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4248   -2.5531    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5522   -3.7119    0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8220    0.0709    1.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9100   -0.0207   -0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6013    0.2974    1.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923    3.6546   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0996    2.1137    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4850    2.8222    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9196    5.8714    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    4.5616    1.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0053    4.6018    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0720    0.8922   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1642   -0.0004   -3.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355   -0.9741   -2.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573   -1.7352   -2.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118   -1.8284   -1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -0.1191   -1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0535   -0.6164   -2.6177 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
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 23 28  1  0
 28 29  1  0
 26  3  1  0
 24  7  1  0
 28  9  1  0
 28 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
 25 56  1  0
 25 57  1  0
 25 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
M  END

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      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+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      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   22                                                            
CONECT    4   23                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7   28                                                            
CONECT    8   11   15                                                       
CONECT    9   13   16                                                       
CONECT   10   14   17                                                       
CONECT   11    1    8   13                                                  
CONECT   12    2   14   19                                                  
CONECT   13    9   11   23                                                  
CONECT   14   10   12   22                                                  
CONECT   15    8   21   26                                                  
CONECT   16    9   22   29                                                  
CONECT   17   10   27   29                                                  
CONECT   18   19   20   24                                                  
CONECT   19   12   18   28                                                  
CONECT   20   18   22   23                                                  
CONECT   21   15   23   25                                                  
CONECT   22    3   14   16   20                                             
CONECT   23    4   13   20   21                                             
CONECT   24   18                                                            
CONECT   25   21                                                            
CONECT   26    5   15                                                       
CONECT   27    6   17                                                       
CONECT   28    7   19                                                       
CONECT   29   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0039886
HETATM    1  C1  UNL     1       6.079   0.953  -0.543  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.811   1.536  -0.428  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.677   0.746  -0.186  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.613  -0.065   0.852  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.411  -0.858   1.052  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.689  -2.099   1.909  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.749  -1.359  -0.219  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.568  -2.206   0.121  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.698  -1.503   0.370  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.837  -2.277   0.185  1.00  0.00           O  
HETATM   11  C9  UNL     1      -3.000  -1.741   0.621  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.043  -2.409  -0.029  1.00  0.00           O  
HETATM   13  C10 UNL     1      -4.826  -3.162   0.819  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.237  -0.284   0.429  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.944   0.479   0.458  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.033   1.910   0.346  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.283   2.707   0.517  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.915   2.568   0.064  1.00  0.00           C  
HETATM   19  O4  UNL     1      -0.911   3.984  -0.059  1.00  0.00           O  
HETATM   20  C16 UNL     1      -0.924   4.795   1.102  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.299   1.776  -0.115  1.00  0.00           C  
HETATM   22  O5  UNL     1       1.352   2.226   0.410  1.00  0.00           O  
HETATM   23  C18 UNL     1       0.189   0.524  -0.893  1.00  0.00           C  
HETATM   24  C19 UNL     1       1.480  -0.192  -1.107  1.00  0.00           C  
HETATM   25  C20 UNL     1       1.553  -0.744  -2.541  1.00  0.00           C  
HETATM   26  C21 UNL     1       2.555   0.818  -1.088  1.00  0.00           C  
HETATM   27  O6  UNL     1       2.480   1.761  -1.886  1.00  0.00           O  
HETATM   28  C22 UNL     1      -0.974  -0.254  -0.442  1.00  0.00           C  
HETATM   29  C23 UNL     1      -1.703  -0.745  -1.716  1.00  0.00           C  
HETATM   30  H1  UNL     1       6.409   0.403   0.350  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.817   1.751  -0.759  1.00  0.00           H  
HETATM   32  H3  UNL     1       6.096   0.263  -1.412  1.00  0.00           H  
HETATM   33  H4  UNL     1       4.483  -0.105   1.528  1.00  0.00           H  
HETATM   34  H5  UNL     1       1.606  -0.298   1.603  1.00  0.00           H  
HETATM   35  H6  UNL     1       1.888  -2.244   2.642  1.00  0.00           H  
HETATM   36  H7  UNL     1       3.615  -1.884   2.501  1.00  0.00           H  
HETATM   37  H8  UNL     1       2.839  -2.997   1.314  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.506  -2.033  -0.659  1.00  0.00           H  
HETATM   39  H10 UNL     1       0.358  -2.976  -0.670  1.00  0.00           H  
HETATM   40  H11 UNL     1       0.832  -2.827   1.005  1.00  0.00           H  
HETATM   41  H12 UNL     1      -0.719  -1.273   1.485  1.00  0.00           H  
HETATM   42  H13 UNL     1      -3.113  -2.031   1.710  1.00  0.00           H  
HETATM   43  H14 UNL     1      -4.243  -3.960   1.355  1.00  0.00           H  
HETATM   44  H15 UNL     1      -5.425  -2.553   1.527  1.00  0.00           H  
HETATM   45  H16 UNL     1      -5.552  -3.712   0.187  1.00  0.00           H  
HETATM   46  H17 UNL     1      -3.822   0.071   1.335  1.00  0.00           H  
HETATM   47  H18 UNL     1      -3.910  -0.021  -0.413  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.601   0.297   1.543  1.00  0.00           H  
HETATM   49  H20 UNL     1      -3.192   3.655  -0.023  1.00  0.00           H  
HETATM   50  H21 UNL     1      -4.100   2.114   0.050  1.00  0.00           H  
HETATM   51  H22 UNL     1      -3.485   2.822   1.596  1.00  0.00           H  
HETATM   52  H23 UNL     1      -0.920   5.871   0.840  1.00  0.00           H  
HETATM   53  H24 UNL     1      -1.784   4.562   1.766  1.00  0.00           H  
HETATM   54  H25 UNL     1       0.005   4.602   1.677  1.00  0.00           H  
HETATM   55  H26 UNL     1      -0.072   0.892  -1.946  1.00  0.00           H  
HETATM   56  H27 UNL     1       1.164  -0.000  -3.258  1.00  0.00           H  
HETATM   57  H28 UNL     1       2.636  -0.974  -2.783  1.00  0.00           H  
HETATM   58  H29 UNL     1       1.057  -1.735  -2.612  1.00  0.00           H  
HETATM   59  H30 UNL     1      -1.912  -1.828  -1.665  1.00  0.00           H  
HETATM   60  H31 UNL     1      -2.586  -0.119  -1.937  1.00  0.00           H  
HETATM   61  H32 UNL     1      -1.053  -0.616  -2.618  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   33
CONECT    5    6    7   34
CONECT    6   35   36   37
CONECT    7    8   24   38
CONECT    8    9   39   40
CONECT    9   10   28   41
CONECT   10   11
CONECT   11   12   14   42
CONECT   12   13
CONECT   13   43   44   45
CONECT   14   15   46   47
CONECT   15   16   28   48
CONECT   16   17   18   18
CONECT   17   49   50   51
CONECT   18   19   21
CONECT   19   20
CONECT   20   52   53   54
CONECT   21   22   22   23
CONECT   23   24   28   55
CONECT   24   25   26
CONECT   25   56   57   58
CONECT   26   27   27
CONECT   28   29
CONECT   29   59   60   61
END

HMDB0039886
     RDKit          3D
16-Methyl-epi-nigakihemiacetal B
 61 64  0  0  0  0  0  0  0  0999 V2000
    6.0792    0.9532   -0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8114    1.5358   -0.4281 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775    0.7462   -0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6135   -0.0646    0.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109   -0.8583    1.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -2.0986    1.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7485   -1.3592   -0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5676   -2.2058    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981   -1.5028    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -2.2773    0.1852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0001   -1.7409    0.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0429   -2.4091   -0.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8259   -3.1621    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2368   -0.2839    0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9440    0.4791    0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    1.9098    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2828    2.7073    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9151    2.5684    0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9114    3.9843   -0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9245    4.7950    1.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    1.7764   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3522    2.2262    0.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    0.5235   -0.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4799   -0.1921   -1.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5532   -0.7438   -2.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5554    0.8177   -1.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4803    1.7608   -1.8864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9743   -0.2544   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7028   -0.7446   -1.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4092    0.4027    0.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8175    1.7506   -0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0957    0.2627   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4830   -0.1050    1.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6056   -0.2980    1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -2.2442    2.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6155   -1.8843    2.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -2.9968    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5064   -2.0328   -0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3579   -2.9759   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324   -2.8274    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7192   -1.2731    1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1135   -2.0314    1.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430   -3.9597    1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4248   -2.5531    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5522   -3.7119    0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8220    0.0709    1.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9100   -0.0207   -0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6013    0.2974    1.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923    3.6546   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0996    2.1137    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4850    2.8222    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9196    5.8714    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    4.5616    1.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0053    4.6018    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0720    0.8922   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1642   -0.0004   -3.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355   -0.9741   -2.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573   -1.7352   -2.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118   -1.8284   -1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -0.1191   -1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0535   -0.6164   -2.6177 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
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  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
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  9 41  1  0
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 13 43  1  0
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 17 51  1  0
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 25 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₃H₃₂O₆

Average Molecular Weight

404.4966

Monoisotopic Molecular Weight

404.219888756

IUPAC Name

4,11,15-trimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,16-dione

Traditional Name

4,11,15-trimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,16-dione

CAS Registry Number

Not Available

SMILES

COC1CC2C(C)=C(OC)C(=O)C3C2(C)C(CC2C(C)C=C(OC)C(=O)C32C)O1

InChI Identifier

InChI=1S/C23H32O6/c1-11-8-15(26-5)21(25)23(4)13(11)9-16-22(3)14(10-17(27-6)29-16)12(2)19(28-7)18(24)20(22)23/h8,11,13-14,16-17,20H,9-10H2,1-7H3

InChI Key

MSXBIQMJEOYRDV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Quassinoids

Alternative Parents

Substituents

Quassinoid
Naphthopyran
Naphthalene
Cyclohexenone
Oxane
Pyran
Ketone
Acetal
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039886)

Source

Endogenous

Endogenous (HMDB: HMDB0039886)

Animal

Animal (HMDB: HMDB0039886)

Exogenous

Food

Food (HMDB: HMDB0039886)

Exogenous (HMDB: HMDB0039886)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039886)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039886)

Lipid metabolism pathway (HMDB: HMDB0039886)

Cellular process

Cell signaling (HMDB: HMDB0039886)

Biochemical process

Lipid transport (HMDB: HMDB0039886)

Role

Biological role

Energy source (HMDB: HMDB0039886)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039886)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	173 - 176 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	3.05	ALOGPS
logP	2.67	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	18.31	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	110.34 m³·mol⁻¹	ChemAxon
Polarizability	44.01 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.449	31661259
DarkChem	[M-H]-	190.739	31661259
DeepCCS	[M-2H]-	224.834	30932474
DeepCCS	[M+Na]+	200.062	30932474
AllCCS	[M+H]+	195.5	32859911
AllCCS	[M+H-H2O]+	193.1	32859911
AllCCS	[M+NH4]+	197.7	32859911
AllCCS	[M+Na]+	198.3	32859911
AllCCS	[M-H]-	201.6	32859911
AllCCS	[M+Na-2H]-	202.4	32859911
AllCCS	[M+HCOO]-	203.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
16-Methyl-epi-nigakihemiacetal B	COC1CC2C(C)=C(OC)C(=O)C3C2(C)C(CC2C(C)C=C(OC)C(=O)C32C)O1	3871.3	Standard polar	33892256
16-Methyl-epi-nigakihemiacetal B	COC1CC2C(C)=C(OC)C(=O)C3C2(C)C(CC2C(C)C=C(OC)C(=O)C32C)O1	2679.1	Standard non polar	33892256
16-Methyl-epi-nigakihemiacetal B	COC1CC2C(C)=C(OC)C(=O)C3C2(C)C(CC2C(C)C=C(OC)C(=O)C32C)O1	2916.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
16-Methyl-epi-nigakihemiacetal B,1TMS,isomer #1	COC1=CC(C)C2CC3OC(OC)CC4C(C)=C(OC)C(O[Si](C)(C)C)=C(C2(C)C1=O)C34C	2885.8	Semi standard non polar	33892256
16-Methyl-epi-nigakihemiacetal B,1TMS,isomer #1	COC1=CC(C)C2CC3OC(OC)CC4C(C)=C(OC)C(O[Si](C)(C)C)=C(C2(C)C1=O)C34C	2818.8	Standard non polar	33892256
16-Methyl-epi-nigakihemiacetal B,1TBDMS,isomer #1	COC1=CC(C)C2CC3OC(OC)CC4C(C)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C(C2(C)C1=O)C34C	3105.2	Semi standard non polar	33892256
16-Methyl-epi-nigakihemiacetal B,1TBDMS,isomer #1	COC1=CC(C)C2CC3OC(OC)CC4C(C)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C(C2(C)C1=O)C34C	3034.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 16-Methyl-epi-nigakihemiacetal B GC-MS (Non-derivatized) - 70eV, Positive	splash10-00g0-0219000000-c817d1306384f2551894	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 16-Methyl-epi-nigakihemiacetal B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 10V, Positive-QTOF	splash10-0a4i-0009700000-8105d6f32f5c61212a65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 20V, Positive-QTOF	splash10-056v-0019100000-96237818523f962e0850	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 40V, Positive-QTOF	splash10-0gb9-4195000000-75caeec13d68b51a91d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 10V, Negative-QTOF	splash10-0udi-0002900000-76f8e95edf2a60dab593	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 20V, Negative-QTOF	splash10-0uk9-0009400000-0db3f277ff508b0fadbd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 40V, Negative-QTOF	splash10-0a4i-9028000000-b1817348e9bbc5918f22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 10V, Negative-QTOF	splash10-0udi-0000900000-421147e2847d7801cbe4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 20V, Negative-QTOF	splash10-0udi-0009700000-49d35d8243989678e189	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 40V, Negative-QTOF	splash10-0zfr-0009300000-5c50c986edf8165a6cf2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 10V, Positive-QTOF	splash10-0a4i-0001900000-b37c3423e0bf33919def	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 20V, Positive-QTOF	splash10-0a4i-0029400000-7ecd729cda97b871f561	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methyl-epi-nigakihemiacetal B 40V, Positive-QTOF	splash10-0uyi-4039000000-78a5b36c73e90f269411	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019545

KNApSAcK ID

Not Available

Chemspider ID

35014891

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85234534

PDB ID

Not Available

ChEBI ID

175242

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 16-Methyl-epi-nigakihemiacetal B (HMDB0039886)

MOL for HMDB0039886 (16-Methyl-epi-nigakihemiacetal B)

3D MOL for HMDB0039886 (16-Methyl-epi-nigakihemiacetal B)

3D SDF for HMDB0039886 (16-Methyl-epi-nigakihemiacetal B)

3D-SDF for HMDB0039886 (16-Methyl-epi-nigakihemiacetal B)

PDB for HMDB0039886 (16-Methyl-epi-nigakihemiacetal B)

3D PDB for HMDB0039886 (16-Methyl-epi-nigakihemiacetal B)

SMILES for HMDB0039886 (16-Methyl-epi-nigakihemiacetal B)

INCHI for HMDB0039886 (16-Methyl-epi-nigakihemiacetal B)

Structure for HMDB0039886 (16-Methyl-epi-nigakihemiacetal B)

3D Structure for HMDB0039886 (16-Methyl-epi-nigakihemiacetal B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra