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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:19:28 UTC

Update Date

2022-03-07 02:56:43 UTC

HMDB ID

HMDB0040747

Secondary Accession Numbers

HMDB40747

Metabolite Identification

Common Name

Heliocide B2

Description

Heliocide B2 belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Heliocide B2 has been detected, but not quantified in, fats and oils. This could make heliocide B2 a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Heliocide B2.

Structure

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


  Mrv0541 05061312052D          

 31 33  0  0  0  0            999 V2000
   -5.0013   -0.4125    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
    2.8579    2.4750    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
    0.0000    1.6500    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
   -2.8579    0.0000    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
   -2.1434   -0.4125    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -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    0.0000    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    0.0000    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
    0.0000    0.0000    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
    1.4289    0.0000    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  8  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 16  9  1  0  0  0  0
 16 10  2  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 17  2  0  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 23 20  1  0  0  0  0
 24 19  1  0  0  0  0
 24 22  2  0  0  0  0
 25 21  1  0  0  0  0
 26  5  1  0  0  0  0
 26 11  1  0  0  0  0
 26 18  1  0  0  0  0
 26 25  1  0  0  0  0
 27 13  2  0  0  0  0
 28 22  1  0  0  0  0
 29 23  2  0  0  0  0
 30 25  2  0  0  0  0
 31  6  1  0  0  0  0
 31 24  1  0  0  0  0
M  END

HMDB0040747
     RDKit          3D
Heliocide B2
 63 65  0  0  0  0  0  0  0  0999 V2000
   -6.7251    1.1401   -0.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7051    0.6607   -1.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3581    0.6907   -1.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    1.8899   -1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4767    2.8973   -1.9496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3396    2.0640   -1.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787    3.2994   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830    4.3453   -2.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006    1.0039   -0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2387   -0.1906   -0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6221   -0.3461   -0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1833   -1.6578   -0.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981   -2.3548    0.9743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764   -1.6904   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -1.2666    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5561   -2.4065   -0.4025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923   -0.9658    0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7017   -0.3693    2.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5316   -2.2235    1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -2.0472    1.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196   -1.2856    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827   -1.0716    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868    0.3813    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9699    0.4075    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6642    0.9977   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0385    1.6912   -1.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1765    0.9840   -0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.6054   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6586    0.0987    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1599    0.9961   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5106    1.8424   -1.3001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0851    2.1609   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6264    0.4911   -0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5559    1.0644    0.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3297    3.7873   -2.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258    3.4337   -1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9841   -2.3553   -1.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743   -1.7367    1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6308   -2.4792    1.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324   -3.4169    0.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1064   -1.2647    0.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9747   -2.8270   -0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -1.4917   -1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4228    0.4607    2.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1448    0.1053    2.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1536   -1.0885    2.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876   -2.6422    2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3014   -2.9657    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6426   -2.5247    2.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5695   -1.6361    1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665   -1.4865   -0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740    0.8985   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0521    0.7952    1.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5257   -0.0721    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3526    2.4938   -1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8671    2.1066   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951    0.9427   -2.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5262    0.6399   -1.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5466    2.0152   -0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5111    0.2367    0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2084   -1.3787   -1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2510    0.1522   -1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1753    0.6732    0.9640 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  6  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  3
 25 26  1  0
 25 27  1  0
 21 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 11  3  1  0
 29 17  1  0
 30  9  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  7 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  0
M  END


  Mrv0541 05061312052D          

 31 33  0  0  0  0            999 V2000
   -5.0013   -0.4125    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
    2.8579    2.4750    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
    0.0000    1.6500    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
   -2.8579    0.0000    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
   -2.1434   -0.4125    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -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    0.0000    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    0.0000    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
    0.0000    0.0000    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
    1.4289    0.0000    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  8  2  0  0  0  0
 15  3  1  0  0  0  0
 15  4  1  0  0  0  0
 16  9  1  0  0  0  0
 16 10  2  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 17  2  0  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 23 20  1  0  0  0  0
 24 19  1  0  0  0  0
 24 22  2  0  0  0  0
 25 21  1  0  0  0  0
 26  5  1  0  0  0  0
 26 11  1  0  0  0  0
 26 18  1  0  0  0  0
 26 25  1  0  0  0  0
 27 13  2  0  0  0  0
 28 22  1  0  0  0  0
 29 23  2  0  0  0  0
 30 25  2  0  0  0  0
 31  6  1  0  0  0  0
 31 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040747

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C(C=O)=C2C(=O)C3CC(CCC=C(C)C)=CCC3(C)C(=O)C2=C1C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O5/c1-14(2)8-7-9-16-10-11-26(5)18(12-16)23(29)20-17(13-27)22(28)24(31-6)19(15(3)4)21(20)25(26)30/h8,10,13,15,18,28H,7,9,11-12H2,1-6H3

> <INCHI_KEY>
FGQZFAWOAMMXKN-UHFFFAOYSA-N

> <FORMULA>
C26H32O5

> <MOLECULAR_WEIGHT>
424.5293

> <EXACT_MASS>
424.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
48.37805557390161

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-3-methoxy-10a-methyl-7-(4-methylpent-3-en-1-yl)-9,10-dioxo-4-(propan-2-yl)-5,8,8a,9,10,10a-hexahydroanthracene-1-carbaldehyde

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
5.891576398666668

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.026192415749904

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.977401490202263

> <JCHEM_PKA_STRONGEST_BASIC>
-4.913911380989099

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
124.58309999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-4-isopropyl-3-methoxy-10a-methyl-7-(4-methylpent-3-en-1-yl)-9,10-dioxo-8,8a-dihydro-5H-anthracene-1-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040747
     RDKit          3D
Heliocide B2
 63 65  0  0  0  0  0  0  0  0999 V2000
   -6.7251    1.1401   -0.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7051    0.6607   -1.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3581    0.6907   -1.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    1.8899   -1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4767    2.8973   -1.9496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3396    2.0640   -1.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787    3.2994   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830    4.3453   -2.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006    1.0039   -0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2387   -0.1906   -0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6221   -0.3461   -0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1833   -1.6578   -0.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981   -2.3548    0.9743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764   -1.6904   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -1.2666    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5561   -2.4065   -0.4025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923   -0.9658    0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7017   -0.3693    2.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5316   -2.2235    1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -2.0472    1.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196   -1.2856    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827   -1.0716    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868    0.3813    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9699    0.4075    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6642    0.9977   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0385    1.6912   -1.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1765    0.9840   -0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.6054   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6586    0.0987    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1599    0.9961   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5106    1.8424   -1.3001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0851    2.1609   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6264    0.4911   -0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5559    1.0644    0.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3297    3.7873   -2.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258    3.4337   -1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9841   -2.3553   -1.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743   -1.7367    1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6308   -2.4792    1.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324   -3.4169    0.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1064   -1.2647    0.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9747   -2.8270   -0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -1.4917   -1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4228    0.4607    2.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1448    0.1053    2.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1536   -1.0885    2.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876   -2.6422    2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3014   -2.9657    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6426   -2.5247    2.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5695   -1.6361    1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665   -1.4865   -0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740    0.8985   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0521    0.7952    1.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5257   -0.0721    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3526    2.4938   -1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8671    2.1066   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951    0.9427   -2.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5262    0.6399   -1.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5466    2.0152   -0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5111    0.2367    0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2084   -1.3787   -1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2510    0.1522   -1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1753    0.6732    0.9640 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  6  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  3
 25 26  1  0
 25 27  1  0
 21 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 11  3  1  0
 29 17  1  0
 30  9  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  7 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  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      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -0.770   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      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5   26                                                            
CONECT    6   31                                                            
CONECT    7    8    9                                                       
CONECT    8    7   14                                                       
CONECT    9    7   16                                                       
CONECT   10   11   16                                                       
CONECT   11   10   26                                                       
CONECT   12   16   18                                                       
CONECT   13   17   27                                                       
CONECT   14    1    2    8                                                  
CONECT   15    3    4   19                                                  
CONECT   16    9   10   12                                                  
CONECT   17   13   20   22                                                  
CONECT   18   12   23   26                                                  
CONECT   19   15   21   24                                                  
CONECT   20   17   21   23                                                  
CONECT   21   19   20   25                                                  
CONECT   22   17   24   28                                                  
CONECT   23   18   20   29                                                  
CONECT   24   19   22   31                                                  
CONECT   25   21   26   30                                                  
CONECT   26    5   11   18   25                                             
CONECT   27   13                                                            
CONECT   28   22                                                            
CONECT   29   23                                                            
CONECT   30   25                                                            
CONECT   31    6   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0040747
HETATM    1  C1  UNL     1      -6.725   1.140  -0.445  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.705   0.661  -1.272  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.358   0.691  -1.068  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.695   1.890  -1.432  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.477   2.897  -1.950  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.340   2.064  -1.287  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.679   3.299  -1.605  1.00  0.00           C  
HETATM    8  O3  UNL     1      -2.283   4.345  -2.051  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.601   1.004  -0.765  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.239  -0.191  -0.398  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.622  -0.346  -0.548  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.183  -1.658  -0.262  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.698  -2.355   0.974  1.00  0.00           C  
HETATM   14  C11 UNL     1      -5.676  -1.690  -0.216  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.344  -1.267   0.006  1.00  0.00           C  
HETATM   16  O4  UNL     1      -1.556  -2.406  -0.402  1.00  0.00           O  
HETATM   17  C13 UNL     1      -0.192  -0.966   0.892  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.702  -0.369   2.181  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.532  -2.223   1.198  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.994  -2.047   1.247  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.620  -1.286   0.361  1.00  0.00           C  
HETATM   22  C18 UNL     1       4.083  -1.072   0.355  1.00  0.00           C  
HETATM   23  C19 UNL     1       4.487   0.381   0.475  1.00  0.00           C  
HETATM   24  C20 UNL     1       5.970   0.407   0.464  1.00  0.00           C  
HETATM   25  C21 UNL     1       6.664   0.998  -0.498  1.00  0.00           C  
HETATM   26  C22 UNL     1       6.038   1.691  -1.660  1.00  0.00           C  
HETATM   27  C23 UNL     1       8.176   0.984  -0.450  1.00  0.00           C  
HETATM   28  C24 UNL     1       1.727  -0.605  -0.643  1.00  0.00           C  
HETATM   29  C25 UNL     1       0.659   0.099   0.200  1.00  0.00           C  
HETATM   30  C26 UNL     1      -0.160   0.996  -0.634  1.00  0.00           C  
HETATM   31  O5  UNL     1       0.511   1.842  -1.300  1.00  0.00           O  
HETATM   32  H1  UNL     1      -7.085   2.161  -0.776  1.00  0.00           H  
HETATM   33  H2  UNL     1      -7.626   0.491  -0.675  1.00  0.00           H  
HETATM   34  H3  UNL     1      -6.556   1.064   0.629  1.00  0.00           H  
HETATM   35  H4  UNL     1      -4.330   3.787  -2.280  1.00  0.00           H  
HETATM   36  H5  UNL     1      -0.626   3.434  -1.488  1.00  0.00           H  
HETATM   37  H6  UNL     1      -3.984  -2.355  -1.171  1.00  0.00           H  
HETATM   38  H7  UNL     1      -3.074  -1.737   1.631  1.00  0.00           H  
HETATM   39  H8  UNL     1      -4.631  -2.479   1.699  1.00  0.00           H  
HETATM   40  H9  UNL     1      -3.432  -3.417   0.863  1.00  0.00           H  
HETATM   41  H10 UNL     1      -6.106  -1.265   0.686  1.00  0.00           H  
HETATM   42  H11 UNL     1      -5.975  -2.827  -0.069  1.00  0.00           H  
HETATM   43  H12 UNL     1      -6.121  -1.492  -1.183  1.00  0.00           H  
HETATM   44  H13 UNL     1      -1.423   0.461   2.004  1.00  0.00           H  
HETATM   45  H14 UNL     1       0.145   0.105   2.763  1.00  0.00           H  
HETATM   46  H15 UNL     1      -1.154  -1.088   2.869  1.00  0.00           H  
HETATM   47  H16 UNL     1       0.188  -2.642   2.160  1.00  0.00           H  
HETATM   48  H17 UNL     1       0.301  -2.966   0.378  1.00  0.00           H  
HETATM   49  H18 UNL     1       2.643  -2.525   2.007  1.00  0.00           H  
HETATM   50  H19 UNL     1       4.569  -1.636   1.153  1.00  0.00           H  
HETATM   51  H20 UNL     1       4.467  -1.486  -0.613  1.00  0.00           H  
HETATM   52  H21 UNL     1       4.074   0.899  -0.433  1.00  0.00           H  
HETATM   53  H22 UNL     1       4.052   0.795   1.405  1.00  0.00           H  
HETATM   54  H23 UNL     1       6.526  -0.072   1.276  1.00  0.00           H  
HETATM   55  H24 UNL     1       5.353   2.494  -1.318  1.00  0.00           H  
HETATM   56  H25 UNL     1       6.867   2.107  -2.287  1.00  0.00           H  
HETATM   57  H26 UNL     1       5.495   0.943  -2.276  1.00  0.00           H  
HETATM   58  H27 UNL     1       8.526   0.640  -1.467  1.00  0.00           H  
HETATM   59  H28 UNL     1       8.547   2.015  -0.258  1.00  0.00           H  
HETATM   60  H29 UNL     1       8.511   0.237   0.268  1.00  0.00           H  
HETATM   61  H30 UNL     1       1.208  -1.379  -1.204  1.00  0.00           H  
HETATM   62  H31 UNL     1       2.251   0.152  -1.216  1.00  0.00           H  
HETATM   63  H32 UNL     1       1.175   0.673   0.964  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5    6
CONECT    5   35
CONECT    6    7    9    9
CONECT    7    8    8   36
CONECT    9   10   30
CONECT   10   11   11   15
CONECT   11   12
CONECT   12   13   14   37
CONECT   13   38   39   40
CONECT   14   41   42   43
CONECT   15   16   16   17
CONECT   17   18   19   29
CONECT   18   44   45   46
CONECT   19   20   47   48
CONECT   20   21   21   49
CONECT   21   22   28
CONECT   22   23   50   51
CONECT   23   24   52   53
CONECT   24   25   25   54
CONECT   25   26   27
CONECT   26   55   56   57
CONECT   27   58   59   60
CONECT   28   29   61   62
CONECT   29   30   63
CONECT   30   31   31
END

HMDB0040747
     RDKit          3D
Heliocide B2
 63 65  0  0  0  0  0  0  0  0999 V2000
   -6.7251    1.1401   -0.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7051    0.6607   -1.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3581    0.6907   -1.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    1.8899   -1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4767    2.8973   -1.9496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3396    2.0640   -1.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787    3.2994   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830    4.3453   -2.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006    1.0039   -0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2387   -0.1906   -0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6221   -0.3461   -0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1833   -1.6578   -0.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981   -2.3548    0.9743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764   -1.6904   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -1.2666    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5561   -2.4065   -0.4025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923   -0.9658    0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7017   -0.3693    2.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5316   -2.2235    1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -2.0472    1.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196   -1.2856    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827   -1.0716    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868    0.3813    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9699    0.4075    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6642    0.9977   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0385    1.6912   -1.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1765    0.9840   -0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.6054   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6586    0.0987    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1599    0.9961   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5106    1.8424   -1.3001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0851    2.1609   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6264    0.4911   -0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5559    1.0644    0.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3297    3.7873   -2.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258    3.4337   -1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9841   -2.3553   -1.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743   -1.7367    1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6308   -2.4792    1.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324   -3.4169    0.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1064   -1.2647    0.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9747   -2.8270   -0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -1.4917   -1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4228    0.4607    2.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1448    0.1053    2.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1536   -1.0885    2.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876   -2.6422    2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3014   -2.9657    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6426   -2.5247    2.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5695   -1.6361    1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665   -1.4865   -0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740    0.8985   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0521    0.7952    1.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5257   -0.0721    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3526    2.4938   -1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8671    2.1066   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951    0.9427   -2.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5262    0.6399   -1.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5466    2.0152   -0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5111    0.2367    0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2084   -1.3787   -1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2510    0.1522   -1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1753    0.6732    0.9640 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  6  9  2  0
  9 10  1  0
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  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  7 36  1  0
 12 37  1  0
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 24 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₃₂O₅

Average Molecular Weight

424.5293

Monoisotopic Molecular Weight

424.224974134

IUPAC Name

2-hydroxy-3-methoxy-10a-methyl-7-(4-methylpent-3-en-1-yl)-9,10-dioxo-4-(propan-2-yl)-5,8,8a,9,10,10a-hexahydroanthracene-1-carbaldehyde

Traditional Name

2-hydroxy-4-isopropyl-3-methoxy-10a-methyl-7-(4-methylpent-3-en-1-yl)-9,10-dioxo-8,8a-dihydro-5H-anthracene-1-carbaldehyde

CAS Registry Number

69734-89-0

SMILES

COC1=C(O)C(C=O)=C2C(=O)C3CC(CCC=C(C)C)=CCC3(C)C(=O)C2=C1C(C)C

InChI Identifier

InChI=1S/C26H32O5/c1-14(2)8-7-9-16-10-11-26(5)18(12-16)23(29)20-17(13-27)22(28)24(31-6)19(15(3)4)21(20)25(26)30/h8,10,13,15,18,28H,7,9,11-12H2,1-6H3

InChI Key

FGQZFAWOAMMXKN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Cadinane sesquiterpenoid
Sesquiterpenoid
Tetralin
Anisole
Quinone
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Aryl-aldehyde
Vinylogous acid
Ketone
Ether
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aldehyde
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040747)

Cellular substructure

Membrane (HMDB: HMDB0040747)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040747)

Source

Exogenous

Food

Food (HMDB: HMDB0040747)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Not Available

Nutrient (HMDB: HMDB0040747)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0035 g/L	ALOGPS
logP	4.35	ALOGPS
logP	5.89	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	6.98	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	124.58 m³·mol⁻¹	ChemAxon
Polarizability	48.38 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	194.873	31661259
DarkChem	[M-H]-	194.602	31661259
DeepCCS	[M+H]+	212.804	30932474
DeepCCS	[M-H]-	210.408	30932474
DeepCCS	[M-2H]-	243.556	30932474
DeepCCS	[M+Na]+	218.814	30932474
AllCCS	[M+H]+	205.0	32859911
AllCCS	[M+H-H2O]+	202.7	32859911
AllCCS	[M+NH4]+	207.2	32859911
AllCCS	[M+Na]+	207.8	32859911
AllCCS	[M-H]-	210.8	32859911
AllCCS	[M+Na-2H]-	211.8	32859911
AllCCS	[M+HCOO]-	213.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Heliocide B2	COC1=C(O)C(C=O)=C2C(=O)C3CC(CCC=C(C)C)=CCC3(C)C(=O)C2=C1C(C)C	4076.9	Standard polar	33892256
Heliocide B2	COC1=C(O)C(C=O)=C2C(=O)C3CC(CCC=C(C)C)=CCC3(C)C(=O)C2=C1C(C)C	3175.6	Standard non polar	33892256
Heliocide B2	COC1=C(O)C(C=O)=C2C(=O)C3CC(CCC=C(C)C)=CCC3(C)C(=O)C2=C1C(C)C	3187.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Heliocide B2,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C(C=O)=C2C(=O)C3CC(CCC=C(C)C)=CCC3(C)C(=O)C2=C1C(C)C	3192.3	Semi standard non polar	33892256
Heliocide B2,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C(C=O)=C2C(=O)C3CC(CCC=C(C)C)=CCC3(C)C(=O)C2=C1C(C)C	3393.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Heliocide B2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-6539600000-fb663cf4a8b461eec229	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heliocide B2 GC-MS (1 TMS) - 70eV, Positive	splash10-001i-2200900000-ea26408830a920061d7a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heliocide B2 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 - Heliocide B2 10V, Negative-QTOF	splash10-00di-0000900000-f16ad141ad343f46d8f9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 20V, Negative-QTOF	splash10-00di-0005900000-a86a4c19726f50ad286f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 40V, Negative-QTOF	splash10-0a4l-4029100000-207e1730b8e296b04f15	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 10V, Negative-QTOF	splash10-00di-0000900000-5b29951e5ffb9123f005	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 20V, Negative-QTOF	splash10-00di-0004900000-e263efb4b257d6b5008a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 40V, Negative-QTOF	splash10-00g0-0009400000-441ab7a2867aca9904f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 10V, Positive-QTOF	splash10-004i-0004900000-7a502431a68158d70dca	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 20V, Positive-QTOF	splash10-0pvj-2198100000-2b0eadf44fed74d01b8d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 40V, Positive-QTOF	splash10-0pvi-9417100000-8470aefedef5d2778874	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 10V, Positive-QTOF	splash10-004i-0002900000-3ad51a00754d9fb7a14a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 20V, Positive-QTOF	splash10-057i-0009200000-7135d23d4dabf9f34245	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heliocide B2 40V, Positive-QTOF	splash10-054o-4629000000-3a286205755a68bbb0a7	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB020557

KNApSAcK ID

Not Available

Chemspider ID

35015011

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25201118

PDB ID

Not Available

ChEBI ID

176063

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Heliocide B2 (HMDB0040747)

MOL for HMDB0040747 (Heliocide B2)

3D MOL for HMDB0040747 (Heliocide B2)

3D SDF for HMDB0040747 (Heliocide B2)

3D-SDF for HMDB0040747 (Heliocide B2)

PDB for HMDB0040747 (Heliocide B2)

3D PDB for HMDB0040747 (Heliocide B2)

SMILES for HMDB0040747 (Heliocide B2)

INCHI for HMDB0040747 (Heliocide B2)

Structure for HMDB0040747 (Heliocide B2)

3D Structure for HMDB0040747 (Heliocide B2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra