Np mrd loader

Showing NP-Card for Bisnorbadioquinone A (NP0047590)

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Record Information
Version1.0
Created at2022-03-17 20:42:41 UTC
Updated at2022-03-17 20:42:41 UTC
NP-MRD IDNP0047590
Secondary Accession NumbersNone
Natural Product Identification
Common NameBisnorbadioquinone A
DescriptionBisnorbadioquinone A belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Bisnorbadioquinone A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Bisnorbadioquinone A has been detected, but not quantified in, mushrooms. Bisnorbadioquinone A is found in Xerocomus badius . It was first documented in 2000 (PMID: 11413487). This could make bisnorbadioquinone a a potential biomarker for the consumption of these foods (PMID: 16902246) (PMID: 17374880) (PMID: 20044567).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047590 (Bisnorbadioquinone A)


  Mrv0541 05061307012D          

 48 53  0  0  0  0            999 V2000
    0.7911    3.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649    4.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6191    5.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3137    4.8394    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
    1.2760    4.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200    5.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2836    6.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9782    5.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    3.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342    4.7532    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
    0.9405    4.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4631    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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
   -0.5143    2.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4698    3.9995    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    2.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398    2.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1787    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    3.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3348    3.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2903    3.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392    0.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9049    2.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4254    5.6529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1275    7.0142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0244    2.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7752    4.5807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1203    2.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912    1.5150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  6  1  1  0  0  0  0
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  9  4  2  0  0  0  0
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 37 21  2  0  0  0  0
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 47 29  1  0  0  0  0
 47 33  1  0  0  0  0
 48 30  1  0  0  0  0
 48 34  1  0  0  0  0
M  END
Download

3D MOL for NP0047590 (Bisnorbadioquinone A)

Download
3D SDF for NP0047590 (Bisnorbadioquinone A)

  Mrv0541 05061307012D          

 48 53  0  0  0  0            999 V2000
    0.7911    3.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649    4.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6191    5.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3137    4.8394    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
    1.2760    4.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200    5.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2836    6.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9782    5.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    3.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342    4.7532    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
    0.9405    4.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4631    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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
   -0.5143    2.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4698    3.9995    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    2.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398    2.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1787    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    3.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3348    3.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2903    3.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392    0.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9049    2.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4254    5.6529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1275    7.0142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2413    2.6100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0244    2.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197    2.4020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6703    3.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6258    3.1596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7752    4.5807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2107    0.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1203    2.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912    1.5150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599    3.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  2  0  0  0  0
 10  5  2  0  0  0  0
 13  1  2  0  0  0  0
 13  2  1  0  0  0  0
 14  3  2  0  0  0  0
 14  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15 11  2  0  0  0  0
 16  6  2  0  0  0  0
 16  7  1  0  0  0  0
 17  8  2  0  0  0  0
 17  9  1  0  0  0  0
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 23 13  1  0  0  0  0
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 30 28  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33 22  1  0  0  0  0
 34 25  1  0  0  0  0
 35 16  1  0  0  0  0
 36 17  1  0  0  0  0
 37 21  2  0  0  0  0
 38 26  2  0  0  0  0
 39 27  1  0  0  0  0
 40 28  1  0  0  0  0
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 42 31  1  0  0  0  0
 43 32  2  0  0  0  0
 44 32  1  0  0  0  0
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 46 34  2  0  0  0  0
 47 29  1  0  0  0  0
 47 33  1  0  0  0  0
 48 30  1  0  0  0  0
 48 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047590

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C(=C1/OC(=O)C(=C1O)C1=CC2=C(C=C1)C(=O)C(=O)C=C2C1=C(O)\C(OC1=O)=C(/C(O)=O)C1=CC=C(O)C=C1)\C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H18O14/c35-16-6-1-13(2-7-16)23(31(41)42)29-27(39)22(33(45)47-29)15-5-10-18-19(11-15)20(12-21(37)26(18)38)25-28(40)30(48-34(25)46)24(32(43)44)14-3-8-17(36)9-4-14/h1-12,35-36,39-40H,(H,41,42)(H,43,44)/b29-23-,30-24+

> <INCHI_KEY>
DPDCZWLANAIGKX-UEUMJKGWSA-N

> <FORMULA>
C34H18O14

> <MOLECULAR_WEIGHT>
650.4983

> <EXACT_MASS>
650.069655284

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
61.72180374486156

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2E)-4-{7-[(5Z)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yl]-3,4-dioxo-3,4-dihydronaphthalen-1-yl}-3-hydroxy-5-oxo-2,5-dihydrofuran-2-ylidene]-2-(4-hydroxyphenyl)acetic acid

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
2.996493724333333

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
2.838220505031721

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2314115977328166

> <JCHEM_PKA_STRONGEST_BASIC>
-6.012710507876187

> <JCHEM_POLAR_SURFACE_AREA>
242.25999999999993

> <JCHEM_REFRACTIVITY>
165.49600000000012

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2E)-4-{7-[(5Z)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-3,4-dioxonaphthalen-1-yl}-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0047590 (Bisnorbadioquinone A)
Download
PDB for NP0047590 (Bisnorbadioquinone A)
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       1.477   6.654   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.681   8.221   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.622  10.118   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.186   9.034   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.382   7.899   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.224   9.467   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.996  11.525   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.559  10.440   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   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       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.055   6.814   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.717   8.873   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.756   9.306   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.464  11.686   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.960   5.569   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.344   7.466   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.173   3.842   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.914   4.755   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.334   4.162   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.438   6.220   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.492   5.730   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.875   7.305   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.073   1.684   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.422   4.755   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.661  10.552   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.838  13.093   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.317   4.872   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       9.379   4.279   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -3.397   4.484   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -3.118   7.136   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      10.501   5.898   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      10.780   8.551   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -0.393   0.177   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       3.958   4.279   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -1.104   2.828   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       5.898   6.220   0.000  0.00  0.00           O+0
CONECT    1    6   13                                                       
CONECT    2    7   13                                                       
CONECT    3    8   14                                                       
CONECT    4    9   14                                                       
CONECT    5   10   15                                                       
CONECT    6    1   16                                                       
CONECT    7    2   16                                                       
CONECT    8    3   17                                                       
CONECT    9    4   17                                                       
CONECT   10    5   18                                                       
CONECT   11   15   19                                                       
CONECT   12   20   21                                                       
CONECT   13    1    2   23                                                  
CONECT   14    3    4   24                                                  
CONECT   15    5   11   22                                                  
CONECT   16    6    7   35                                                  
CONECT   17    8    9   36                                                  
CONECT   18   10   19   26                                                  
CONECT   19   11   18   20                                                  
CONECT   20   12   19   25                                                  
CONECT   21   12   26   37                                                  
CONECT   22   15   27   33                                                  
CONECT   23   13   29   31                                                  
CONECT   24   14   30   32                                                  
CONECT   25   20   28   34                                                  
CONECT   26   18   21   38                                                  
CONECT   27   22   29   39                                                  
CONECT   28   25   30   40                                                  
CONECT   29   23   27   47                                                  
CONECT   30   24   28   48                                                  
CONECT   31   23   41   42                                                  
CONECT   32   24   43   44                                                  
CONECT   33   22   45   47                                                  
CONECT   34   25   46   48                                                  
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   21                                                            
CONECT   38   26                                                            
CONECT   39   27                                                            
CONECT   40   28                                                            
CONECT   41   31                                                            
CONECT   42   31                                                            
CONECT   43   32                                                            
CONECT   44   32                                                            
CONECT   45   33                                                            
CONECT   46   34                                                            
CONECT   47   29   33                                                       
CONECT   48   30   34                                                       
MASTER        0    0    0    0    0    0    0    0   48    0  106    0
END

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3D PDB for NP0047590 (Bisnorbadioquinone A)
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SMILES for NP0047590 (Bisnorbadioquinone A)
OC(=O)C(=C1/OC(=O)C(=C1O)C1=CC2=C(C=C1)C(=O)C(=O)C=C2C1=C(O)\C(OC1=O)=C(/C(O)=O)C1=CC=C(O)C=C1)\C1=CC=C(O)C=C1
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INCHI for NP0047590 (Bisnorbadioquinone A)
InChI=1S/C34H18O14/c35-16-6-1-13(2-7-16)23(31(41)42)29-27(39)22(33(45)47-29)15-5-10-18-19(11-15)20(12-21(37)26(18)38)25-28(40)30(48-34(25)46)24(32(43)44)14-3-8-17(36)9-4-14/h1-12,35-36,39-40H,(H,41,42)(H,43,44)/b29-23-,30-24+
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View in JSmol
Synonyms
ValueSource
2-[(2Z)-4-{8-[(5E)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yl]-5,6-dioxo-5,6-dihydronaphthalen-2-yl}-3-hydroxy-5-oxo-2,5-dihydrofuran-2-ylidene]-2-(4-hydroxyphenyl)acetateGenerator
Chemical FormulaC34H18O14
Average Mass650.4983 Da
Monoisotopic Mass650.06966 Da
IUPAC Name2-[(2E)-4-{7-[(5Z)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yl]-3,4-dioxo-3,4-dihydronaphthalen-1-yl}-3-hydroxy-5-oxo-2,5-dihydrofuran-2-ylidene]-2-(4-hydroxyphenyl)acetic acid
Traditional Name[(2E)-4-{7-[(5Z)-5-[carboxy(4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxofuran-3-yl]-3,4-dioxonaphthalen-1-yl}-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid
CAS Registry Number90295-70-8
SMILES
OC(=O)C(=C1/OC(=O)C(=C1O)C1=CC2=C(C=C1)C(=O)C(=O)C=C2C1=C(O)\C(OC1=O)=C(/C(O)=O)C1=CC=C(O)C=C1)\C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C34H18O14/c35-16-6-1-13(2-7-16)23(31(41)42)29-27(39)22(33(45)47-29)15-5-10-18-19(11-15)20(12-21(37)26(18)38)25-28(40)30(48-34(25)46)24(32(43)44)14-3-8-17(36)9-4-14/h1-12,35-36,39-40H,(H,41,42)(H,43,44)/b29-23-,30-24+
InChI KeyDPDCZWLANAIGKX-UEUMJKGWSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Xerocomus badius-
Chemical Taxonomy
Description Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTerpene lactones  
Direct ParentTerpene lactones  
Alternative Parents
Substituents
  • Terpene lactone
    • 

  • Tetracarboxylic acid or derivatives
    • 

  • Naphthoquinone
    • 

  • Aromatic monoterpenoid
    • 

  • Bicyclic monoterpenoid
    • 

  • Monoterpenoid
    • 

  • Naphthalene
    • 

  • Aryl ketone
    • 

  • Quinone
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Monocyclic benzene moiety
    • 

  • 2-furanone
    • 

  • Benzenoid
    • 

  • Enol ester
    • 

  • Vinylogous acid
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Dihydrofuran
    • 

  • Enoate ester
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Ketone
    • 

  • Cyclic ketone
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Organoheterocyclic compound
    • 

  • Carboxylic acid
    • 

  • Enol
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.56ALOGPS
logP3ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)2.23ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area242.26 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity165.5 m³·mol⁻¹ChemAxon
Polarizability61.72 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0033267  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011290  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751403  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487  ] 
  2. 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  ] 
  3. 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  ] 
  4. 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  ]