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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:58:15 UTC

Update Date

2022-03-07 02:54:42 UTC

HMDB ID

HMDB0035922

Secondary Accession Numbers

HMDB35922

Metabolite Identification

Common Name

Nigakihemiacetal B

Description

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 small amount of articles have been published on Nigakihemiacetal B.

Structure

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

  Mrv0541 05061308472D          

 28 31  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    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
   -1.4289    0.8250    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
    0.7145    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
 10  1  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 18 11  2  0  0  0  0
 18 17  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 21  3  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 21 19  1  0  0  0  0
 22  4  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  2  0  0  0  0
 25 20  2  0  0  0  0
 26  5  1  0  0  0  0
 26 14  1  0  0  0  0
 27  6  1  0  0  0  0
 27 18  1  0  0  0  0
 28 15  1  0  0  0  0
 28 16  1  0  0  0  0
M  END

HMDB0035922
     RDKit          3D
Nigakihemiacetal B
 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.4941    1.8857    2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1341    2.2345    1.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7975    1.1948    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    0.1956    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3209   -0.9212   -0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105   -0.8326   -1.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126   -1.0690   -0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2094   -1.9982    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2180   -1.2819    0.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -2.2152    1.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2779   -1.5873    2.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871   -2.4642    3.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4430   -1.0716    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684   -0.0807    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9009    0.5532   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3473    0.5803    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5305    1.1320   -1.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5181    1.7358   -1.9340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9164    3.0821   -1.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1309    1.1171   -1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6905    2.1194   -2.1509 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3284   -0.0789   -1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521    0.2013   -1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5185    0.7136   -2.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5438    1.2485   -0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8077    2.2405    0.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8866   -0.8049   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5812   -2.1077   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    2.8488    3.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937    1.2105    2.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6734    1.3592    3.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414    0.2165    0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6092   -1.8560    0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2923   -1.1675   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0741   -1.4751   -2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4890    0.2440   -1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170   -1.6144   -1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -2.8325   -0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9391   -2.4969    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6296   -0.4543    1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7791   -0.6903    3.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0459   -1.9109    4.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192   -1.8770    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960   -0.4888    2.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183    0.6762    1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6328   -0.3427    0.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633    0.6110   -0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6200    1.4605    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7087    3.3662   -2.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0897    3.7908   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586    3.2075   -0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4567   -0.7514   -2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6788    0.6167   -3.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456    0.1117   -3.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7701    1.8061   -2.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5049   -2.8839    0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6561   -1.9224   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1037   -2.4828   -1.4157 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  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 22 27  1  0
 27 28  1  0
 25  3  1  0
 23  7  1  0
 27  9  1  0
 27 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 22 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
M  END

  Mrv0541 05061308472D          

 28 31  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    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
   -1.4289    0.8250    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
    0.7145    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
 10  1  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 18 11  2  0  0  0  0
 18 17  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 21  3  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 21 19  1  0  0  0  0
 22  4  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  2  0  0  0  0
 25 20  2  0  0  0  0
 26  5  1  0  0  0  0
 26 14  1  0  0  0  0
 27  6  1  0  0  0  0
 27 18  1  0  0  0  0
 28 15  1  0  0  0  0
 28 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035922

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15-16,19,23H,8-9H2,1-6H3

> <INCHI_KEY>
BDQNCUODBJZKIY-UHFFFAOYSA-N

> <FORMULA>
C22H30O6

> <MOLECULAR_WEIGHT>
390.47

> <EXACT_MASS>
390.204238692

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
41.79318755716965

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.0231145710000003

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.825933940518745

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.447071322510503

> <JCHEM_PKA_STRONGEST_BASIC>
-3.915450011377037

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
105.58909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
neoquassin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035922
     RDKit          3D
Nigakihemiacetal B
 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.4941    1.8857    2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1341    2.2345    1.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7975    1.1948    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    0.1956    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3209   -0.9212   -0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105   -0.8326   -1.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126   -1.0690   -0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2094   -1.9982    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2180   -1.2819    0.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -2.2152    1.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2779   -1.5873    2.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871   -2.4642    3.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4430   -1.0716    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684   -0.0807    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9009    0.5532   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3473    0.5803    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5305    1.1320   -1.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5181    1.7358   -1.9340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9164    3.0821   -1.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1309    1.1171   -1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6905    2.1194   -2.1509 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3284   -0.0789   -1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521    0.2013   -1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5185    0.7136   -2.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5438    1.2485   -0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8077    2.2405    0.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8866   -0.8049   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5812   -2.1077   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    2.8488    3.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937    1.2105    2.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6734    1.3592    3.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414    0.2165    0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6092   -1.8560    0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2923   -1.1675   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0741   -1.4751   -2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4890    0.2440   -1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170   -1.6144   -1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -2.8325   -0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9391   -2.4969    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6296   -0.4543    1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7791   -0.6903    3.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0459   -1.9109    4.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192   -1.8770    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960   -0.4888    2.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183    0.6762    1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6328   -0.3427    0.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633    0.6110   -0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6200    1.4605    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7087    3.3662   -2.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0897    3.7908   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586    3.2075   -0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4567   -0.7514   -2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6788    0.6167   -3.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456    0.1117   -3.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7701    1.8061   -2.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5049   -2.8839    0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6561   -1.9224   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1037   -2.4828   -1.4157 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  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 22 27  1  0
 27 28  1  0
 25  3  1  0
 23  7  1  0
 27  9  1  0
 27 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 22 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  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   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   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   2.310   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       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.667   1.540   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       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7   10   14                                                       
CONECT    8   12   15                                                       
CONECT    9   13   16                                                       
CONECT   10    1    7   12                                                  
CONECT   11    2   13   18                                                  
CONECT   12    8   10   22                                                  
CONECT   13    9   11   21                                                  
CONECT   14    7   20   26                                                  
CONECT   15    8   21   28                                                  
CONECT   16    9   23   28                                                  
CONECT   17   18   19   24                                                  
CONECT   18   11   17   27                                                  
CONECT   19   17   21   22                                                  
CONECT   20   14   22   25                                                  
CONECT   21    3   13   15   19                                             
CONECT   22    4   12   19   20                                             
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   20                                                            
CONECT   26    5   14                                                       
CONECT   27    6   18                                                       
CONECT   28   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0035922
HETATM    1  C1  UNL     1      -3.494   1.886   2.737  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.134   2.234   1.429  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.797   1.195   0.537  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.615   0.196   0.397  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.321  -0.921  -0.520  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.310  -0.833  -1.657  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.913  -1.069  -0.936  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.209  -1.998   0.020  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.218  -1.282   0.900  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.335  -2.215   1.775  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.278  -1.587   2.604  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.687  -2.464   3.595  1.00  0.00           O  
HETATM   13  C10 UNL     1       2.443  -1.072   1.788  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.868  -0.081   0.792  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.901   0.553  -0.025  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.347   0.580   0.355  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.531   1.132  -1.160  1.00  0.00           C  
HETATM   18  O4  UNL     1       3.518   1.736  -1.934  1.00  0.00           O  
HETATM   19  C15 UNL     1       3.916   3.082  -1.714  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.131   1.117  -1.552  1.00  0.00           C  
HETATM   21  O5  UNL     1       0.691   2.119  -2.151  1.00  0.00           O  
HETATM   22  C17 UNL     1       0.328  -0.079  -1.218  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.152   0.201  -1.186  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.519   0.714  -2.578  1.00  0.00           C  
HETATM   25  C20 UNL     1      -1.544   1.249  -0.215  1.00  0.00           C  
HETATM   26  O6  UNL     1      -0.808   2.241   0.008  1.00  0.00           O  
HETATM   27  C21 UNL     1       0.887  -0.805  -0.060  1.00  0.00           C  
HETATM   28  C22 UNL     1       1.581  -2.108  -0.491  1.00  0.00           C  
HETATM   29  H1  UNL     1      -3.722   2.849   3.277  1.00  0.00           H  
HETATM   30  H2  UNL     1      -4.394   1.211   2.776  1.00  0.00           H  
HETATM   31  H3  UNL     1      -2.673   1.359   3.280  1.00  0.00           H  
HETATM   32  H4  UNL     1      -4.541   0.217   0.995  1.00  0.00           H  
HETATM   33  H5  UNL     1      -3.609  -1.856   0.052  1.00  0.00           H  
HETATM   34  H6  UNL     1      -5.292  -1.167  -1.259  1.00  0.00           H  
HETATM   35  H7  UNL     1      -4.074  -1.475  -2.507  1.00  0.00           H  
HETATM   36  H8  UNL     1      -4.489   0.244  -1.952  1.00  0.00           H  
HETATM   37  H9  UNL     1      -1.917  -1.614  -1.926  1.00  0.00           H  
HETATM   38  H10 UNL     1      -0.686  -2.832  -0.484  1.00  0.00           H  
HETATM   39  H11 UNL     1      -1.939  -2.497   0.722  1.00  0.00           H  
HETATM   40  H12 UNL     1      -0.630  -0.454   1.473  1.00  0.00           H  
HETATM   41  H13 UNL     1       0.779  -0.690   3.043  1.00  0.00           H  
HETATM   42  H14 UNL     1       2.046  -1.911   4.338  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.019  -1.877   1.309  1.00  0.00           H  
HETATM   44  H16 UNL     1       3.096  -0.489   2.465  1.00  0.00           H  
HETATM   45  H17 UNL     1       1.318   0.676   1.387  1.00  0.00           H  
HETATM   46  H18 UNL     1       4.633  -0.343   0.881  1.00  0.00           H  
HETATM   47  H19 UNL     1       4.963   0.611  -0.588  1.00  0.00           H  
HETATM   48  H20 UNL     1       4.620   1.460   0.935  1.00  0.00           H  
HETATM   49  H21 UNL     1       4.709   3.366  -2.432  1.00  0.00           H  
HETATM   50  H22 UNL     1       3.090   3.791  -1.809  1.00  0.00           H  
HETATM   51  H23 UNL     1       4.359   3.208  -0.693  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.457  -0.751  -2.126  1.00  0.00           H  
HETATM   53  H25 UNL     1      -0.679   0.617  -3.298  1.00  0.00           H  
HETATM   54  H26 UNL     1      -2.346   0.112  -3.015  1.00  0.00           H  
HETATM   55  H27 UNL     1      -1.770   1.806  -2.546  1.00  0.00           H  
HETATM   56  H28 UNL     1       1.505  -2.884   0.277  1.00  0.00           H  
HETATM   57  H29 UNL     1       2.656  -1.922  -0.699  1.00  0.00           H  
HETATM   58  H30 UNL     1       1.104  -2.483  -1.416  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   32
CONECT    5    6    7   33
CONECT    6   34   35   36
CONECT    7    8   23   37
CONECT    8    9   38   39
CONECT    9   10   27   40
CONECT   10   11
CONECT   11   12   13   41
CONECT   12   42
CONECT   13   14   43   44
CONECT   14   15   27   45
CONECT   15   16   17   17
CONECT   16   46   47   48
CONECT   17   18   20
CONECT   18   19
CONECT   19   49   50   51
CONECT   20   21   21   22
CONECT   22   23   27   52
CONECT   23   24   25
CONECT   24   53   54   55
CONECT   25   26   26
CONECT   27   28
CONECT   28   56   57   58
END

HMDB0035922
     RDKit          3D
Nigakihemiacetal B
 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.4941    1.8857    2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1341    2.2345    1.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7975    1.1948    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    0.1956    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3209   -0.9212   -0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105   -0.8326   -1.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126   -1.0690   -0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2094   -1.9982    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2180   -1.2819    0.8998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -2.2152    1.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2779   -1.5873    2.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871   -2.4642    3.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4430   -1.0716    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684   -0.0807    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9009    0.5532   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3473    0.5803    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5305    1.1320   -1.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5181    1.7358   -1.9340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9164    3.0821   -1.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1309    1.1171   -1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6905    2.1194   -2.1509 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3284   -0.0789   -1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521    0.2013   -1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5185    0.7136   -2.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5438    1.2485   -0.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8077    2.2405    0.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8866   -0.8049   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5812   -2.1077   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    2.8488    3.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937    1.2105    2.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6734    1.3592    3.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414    0.2165    0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6092   -1.8560    0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2923   -1.1675   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0741   -1.4751   -2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4890    0.2440   -1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170   -1.6144   -1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -2.8325   -0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9391   -2.4969    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6296   -0.4543    1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7791   -0.6903    3.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0459   -1.9109    4.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192   -1.8770    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960   -0.4888    2.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183    0.6762    1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6328   -0.3427    0.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633    0.6110   -0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6200    1.4605    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7087    3.3662   -2.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0897    3.7908   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586    3.2075   -0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4567   -0.7514   -2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6788    0.6167   -3.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456    0.1117   -3.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7701    1.8061   -2.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5049   -2.8839    0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6561   -1.9224   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1037   -2.4828   -1.4157 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  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 22 27  1  0
 27 28  1  0
 25  3  1  0
 23  7  1  0
 27  9  1  0
 27 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 22 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
16-Hydroxy-2,12-dimethoxy-picrasa-2,12-diene-1,11-dione	HMDB
Neoquassin	HMDB
Neoquassine	HMDB
Simalikahemiacetal a	HMDB

Chemical Formula

C₂₂H₃₀O₆

Average Molecular Weight

390.47

Monoisotopic Molecular Weight

390.204238692

IUPAC Name

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

Traditional Name

neoquassin

CAS Registry Number

76-77-7

SMILES

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

InChI Identifier

InChI=1S/C22H30O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15-16,19,23H,8-9H2,1-6H3

InChI Key

BDQNCUODBJZKIY-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
Hemiacetal
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxide
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Taste

Bitter

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035922)

Source

Endogenous

Endogenous (HMDB: HMDB0035922)

Animal

Animal (HMDB: HMDB0035922)

Exogenous

Food

Food (HMDB: HMDB0035922)

Exogenous (HMDB: HMDB0035922)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035922)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035922)

Lipid metabolism pathway (HMDB: HMDB0035922)

Cellular process

Cell signaling (HMDB: HMDB0035922)

Biochemical process

Lipid transport (HMDB: HMDB0035922)

Role

Biological role

Energy source (HMDB: HMDB0035922)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035922)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	230.5 - 231 °C	Not Available
Boiling Point	293.60 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	134.9 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.470 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	2.22	ALOGPS
logP	2.02	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	105.59 m³·mol⁻¹	ChemAxon
Polarizability	41.79 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]+	192.571	31661259
DarkChem	[M-H]-	186.093	31661259
DeepCCS	[M-2H]-	228.501	30932474
DeepCCS	[M+Na]+	204.139	30932474
AllCCS	[M+H]+	191.6	32859911
AllCCS	[M+H-H2O]+	189.1	32859911
AllCCS	[M+NH4]+	193.9	32859911
AllCCS	[M+Na]+	194.6	32859911
AllCCS	[M-H]-	198.1	32859911
AllCCS	[M+Na-2H]-	198.7	32859911
AllCCS	[M+HCOO]-	199.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nigakihemiacetal B	COC1=CC(C)C2CC3OC(O)CC4C(C)=C(OC)C(=O)C(C34C)C2(C)C1=O	4030.3	Standard polar	33892256
Nigakihemiacetal B	COC1=CC(C)C2CC3OC(O)CC4C(C)=C(OC)C(=O)C(C34C)C2(C)C1=O	2645.9	Standard non polar	33892256
Nigakihemiacetal B	COC1=CC(C)C2CC3OC(O)CC4C(C)=C(OC)C(=O)C(C34C)C2(C)C1=O	2931.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nigakihemiacetal B,1TMS,isomer #1	COC1=CC(C)C2CC3OC(O[Si](C)(C)C)CC4C(C)=C(OC)C(=O)C(C2(C)C1=O)C34C	2969.4	Semi standard non polar	33892256
Nigakihemiacetal B,1TMS,isomer #2	COC1=CC(C)C2CC3OC(O)CC4C(C)=C(OC)C(O[Si](C)(C)C)=C(C2(C)C1=O)C34C	2927.4	Semi standard non polar	33892256
Nigakihemiacetal B,2TMS,isomer #1	COC1=CC(C)C2CC3OC(O[Si](C)(C)C)CC4C(C)=C(OC)C(O[Si](C)(C)C)=C(C2(C)C1=O)C34C	2872.2	Semi standard non polar	33892256
Nigakihemiacetal B,2TMS,isomer #1	COC1=CC(C)C2CC3OC(O[Si](C)(C)C)CC4C(C)=C(OC)C(O[Si](C)(C)C)=C(C2(C)C1=O)C34C	2891.6	Standard non polar	33892256
Nigakihemiacetal B,1TBDMS,isomer #1	COC1=CC(C)C2CC3OC(O[Si](C)(C)C(C)(C)C)CC4C(C)=C(OC)C(=O)C(C2(C)C1=O)C34C	3201.0	Semi standard non polar	33892256
Nigakihemiacetal B,1TBDMS,isomer #2	COC1=CC(C)C2CC3OC(O)CC4C(C)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C(C2(C)C1=O)C34C	3139.5	Semi standard non polar	33892256
Nigakihemiacetal B,2TBDMS,isomer #1	COC1=CC(C)C2CC3OC(O[Si](C)(C)C(C)(C)C)CC4C(C)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C(C2(C)C1=O)C34C	3311.5	Semi standard non polar	33892256
Nigakihemiacetal B,2TBDMS,isomer #1	COC1=CC(C)C2CC3OC(O[Si](C)(C)C(C)(C)C)CC4C(C)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C(C2(C)C1=O)C34C	3325.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nigakihemiacetal B GC-MS (Non-derivatized) - 70eV, Positive	splash10-07fr-0119000000-4970cc87b8b1a161cb15	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nigakihemiacetal B GC-MS (1 TMS) - 70eV, Positive	splash10-0114-6206900000-6c3538d2fef74e9739fa	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 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 - Nigakihemiacetal B 10V, Positive-QTOF	splash10-0006-0009000000-64fade882e8aecbfe9e6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 20V, Positive-QTOF	splash10-01ox-0019000000-4b3171d6bc60bbc63e59	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 40V, Positive-QTOF	splash10-0gdi-3295000000-c8277adab35eba9fa28b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 10V, Negative-QTOF	splash10-000i-0009000000-d5eb7feace4bac5dd637	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 20V, Negative-QTOF	splash10-00dr-0009000000-bb40cd6adc919fc1366d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 40V, Negative-QTOF	splash10-0006-5119000000-72a251218f6f5406c041	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 10V, Positive-QTOF	splash10-0006-0009000000-294bf30eb713df7a0ffc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 20V, Positive-QTOF	splash10-01r6-0029000000-4ebfa900b814ba3606b8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 40V, Positive-QTOF	splash10-0170-5689000000-73cde6621fc46139ceb0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 10V, Negative-QTOF	splash10-000i-0009000000-433078b8e90dca07b359	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 20V, Negative-QTOF	splash10-000i-0009000000-181d9e94d6a73c70ec48	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nigakihemiacetal B 40V, Negative-QTOF	splash10-0ab9-0029000000-ab74ddf9b5a29986130c	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

283906

PDB ID

Not Available

ChEBI ID

175122

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1071121

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 Nigakihemiacetal B (HMDB0035922)

MOL for HMDB0035922 (Nigakihemiacetal B)

3D MOL for HMDB0035922 (Nigakihemiacetal B)

3D SDF for HMDB0035922 (Nigakihemiacetal B)

3D-SDF for HMDB0035922 (Nigakihemiacetal B)

PDB for HMDB0035922 (Nigakihemiacetal B)

3D PDB for HMDB0035922 (Nigakihemiacetal B)

SMILES for HMDB0035922 (Nigakihemiacetal B)

INCHI for HMDB0035922 (Nigakihemiacetal B)

Structure for HMDB0035922 (Nigakihemiacetal B)

3D Structure for HMDB0035922 (Nigakihemiacetal B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra