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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:41 UTC

Update Date

2022-03-07 02:52:36 UTC

HMDB ID

HMDB0030568

Secondary Accession Numbers

HMDB30568

Metabolite Identification

Common Name

Trisjuglone

Description

Trisjuglone belongs to the class of organic compounds known as triphenylenes. Triphenylenes are compounds containing a triphenylene moiety, which consists of four fused benzene rings forming a 9,10-benzo[l]phenanthrene. Trisjuglone has been detected, but not quantified in, common walnuts (Juglans regia) and nuts. This could make trisjuglone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Trisjuglone.

Structure

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


  Mrv0541 05061305212D          

 39 45  0  0  0  0            999 V2000
    9.3474    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9349   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9349    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1099   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1099   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
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 37 28  2  0  0  0  0
 38 29  2  0  0  0  0
 39 30  2  0  0  0  0
M  END

HMDB0030568
     RDKit          3D
Trisjuglone
 51 57  0  0  0  0  0  0  0  0999 V2000
    2.4844    2.5374    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3654    1.3223    0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555    0.6142    0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7327    1.3244    0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9416    0.6372    0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9130   -0.7345    0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7178   -1.4591    0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6915   -2.8253    0.6527 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5351   -0.7507    0.4317 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.4499    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694   -2.6774    0.3955 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743   -0.7449    0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659    0.6767    0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113    1.3846   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0411    2.7522   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0361    3.4910   -0.0354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1558    3.4424   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1139    4.8309   -0.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0997    5.4947   -0.2286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2988    5.5695   -0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4689    4.8663   -0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    3.4905   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400    2.7719   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670    1.3772   -0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4733    0.8766   -0.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2152    0.6725   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490   -0.7083   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392   -1.3648   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5559   -0.8713   -0.3633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4505   -2.7622   -0.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6573   -3.4621   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8794   -2.8879   -0.4245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881   -4.8695   -0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4139   -5.5347   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -4.8362    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2915   -3.4533    0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0685   -2.7666    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -3.4526    0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0243   -1.4043    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7497    2.4037    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8877    1.1762    0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8108   -1.3207    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4724   -3.4273    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047    6.4811   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2234    6.6426   -0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4146    5.4123   -0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4405    2.9387   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2893   -2.0353   -0.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5234   -5.4082   -0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3623   -6.6383    0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2756   -5.3420    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  4  5  1  0
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  6  7  1  0
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 31 32  1  0
 31 33  1  0
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 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 13  2  1  0
 26 14  2  0
 39 27  2  0
  9  3  1  0
 39 12  1  0
 23 17  1  0
 36 30  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  8 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 32 48  1  0
 33 49  1  0
 34 50  1  0
 35 51  1  0
M  END


  Mrv0541 05061305212D          

 39 45  0  0  0  0            999 V2000
    9.3474    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9349   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9349    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1099   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1099   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
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 28 16  1  0  0  0  0
 28 22  1  0  0  0  0
 29 17  1  0  0  0  0
 29 23  1  0  0  0  0
 30 18  1  0  0  0  0
 30 24  1  0  0  0  0
 31 13  1  0  0  0  0
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 34 25  2  0  0  0  0
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 39 30  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030568

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=CC2=C1C(=O)C1=C(C2=O)C2=C(C(=O)C3=C(C(O)=CC=C3)C2=O)C2=C1C(=O)C1=C(C(O)=CC=C1)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H12O9/c31-13-7-1-4-10-16(13)28(37)22-19(25(10)34)23-21(27(36)11-5-2-8-14(32)17(11)29(23)38)24-20(22)26(35)12-6-3-9-15(33)18(12)30(24)39/h1-9,31-33H

> <INCHI_KEY>
DNGCQXLPUZWYNB-UHFFFAOYSA-N

> <FORMULA>
C30H12O9

> <MOLECULAR_WEIGHT>
516.4109

> <EXACT_MASS>
516.048131982

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
51.0064202280967

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,15,25-trihydroxyheptacyclo[20.8.0.0²,¹¹.0⁴,⁹.0¹²,²¹.0¹⁴,¹⁹.0²⁴,²⁹]triaconta-1(22),2(11),4(9),5,7,12(21),14(19),15,17,24(29),25,27-dodecaene-3,10,13,20,23,30-hexone

> <ALOGPS_LOGP>
4.18

> <JCHEM_LOGP>
-0.7455796410260278

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.3211490352532165

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4406956712199923

> <JCHEM_PKA_STRONGEST_BASIC>
5.788962500251798

> <JCHEM_POLAR_SURFACE_AREA>
163.10999999999996

> <JCHEM_REFRACTIVITY>
137.2797

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,15,25-trihydroxyheptacyclo[20.8.0.0²,¹¹.0⁴,⁹.0¹²,²¹.0¹⁴,¹⁹.0²⁴,²⁹]triaconta-1(22),2(11),4(9),5,7,12(21),14(19),15,17,24(29),25,27-dodecaene-3,10,13,20,23,30-hexone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030568
     RDKit          3D
Trisjuglone
 51 57  0  0  0  0  0  0  0  0999 V2000
    2.4844    2.5374    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3654    1.3223    0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555    0.6142    0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7327    1.3244    0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9416    0.6372    0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9130   -0.7345    0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7178   -1.4591    0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6915   -2.8253    0.6527 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5351   -0.7507    0.4317 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.4499    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694   -2.6774    0.3955 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743   -0.7449    0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659    0.6767    0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113    1.3846   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0411    2.7522   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0361    3.4910   -0.0354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1558    3.4424   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1139    4.8309   -0.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0997    5.4947   -0.2286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2988    5.5695   -0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4689    4.8663   -0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    3.4905   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400    2.7719   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670    1.3772   -0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4733    0.8766   -0.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2152    0.6725   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490   -0.7083   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392   -1.3648   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5559   -0.8713   -0.3633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4505   -2.7622   -0.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6573   -3.4621   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8794   -2.8879   -0.4245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881   -4.8695   -0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4139   -5.5347   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -4.8362    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2915   -3.4533    0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0685   -2.7666    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -3.4526    0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0243   -1.4043    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7497    2.4037    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8877    1.1762    0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8108   -1.3207    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4724   -3.4273    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047    6.4811   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2234    6.6426   -0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4146    5.4123   -0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4405    2.9387   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2893   -2.0353   -0.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5234   -5.4082   -0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3623   -6.6383    0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2756   -5.3420    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 13  2  1  0
 26 14  2  0
 39 27  2  0
  9  3  1  0
 39 12  1  0
 23 17  1  0
 36 30  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  8 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 32 48  1  0
 33 49  1  0
 34 50  1  0
 35 51  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      17.448   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.518  -8.566   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.898   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.678  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.748  -7.232   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.438   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.678   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.058  -8.566   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.128   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.138  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.518  -5.898   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.138   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.828  -7.232   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.898  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.368   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.058  -5.898   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.438  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.828  -1.897   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.518  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.518  -3.231   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.058  -0.564   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.058  -3.231   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.748  -1.897   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.368  -1.897   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.748   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.748  -4.565   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.828   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.828  -4.565   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.208  -1.897   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.368   3.437   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      14.368  -7.232   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.128  -1.897   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      15.138  -3.231   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      10.518   2.104   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       8.208  -4.565   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      12.058   2.104   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      14.368  -4.565   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       7.438  -3.231   0.000  0.00  0.00           O+0
CONECT    1    4    7                                                       
CONECT    2    5    8                                                       
CONECT    3    6    9                                                       
CONECT    4    1   10                                                       
CONECT    5    2   11                                                       
CONECT    6    3   12                                                       
CONECT    7    1   13                                                       
CONECT    8    2   14                                                       
CONECT    9    3   15                                                       
CONECT   10    4   16   25                                                  
CONECT   11    5   17   27                                                  
CONECT   12    6   18   26                                                  
CONECT   13    7   16   31                                                  
CONECT   14    8   17   32                                                  
CONECT   15    9   18   33                                                  
CONECT   16   10   13   28                                                  
CONECT   17   11   14   29                                                  
CONECT   18   12   15   30                                                  
CONECT   19   22   23   25                                                  
CONECT   20   22   24   26                                                  
CONECT   21   23   24   27                                                  
CONECT   22   19   20   28                                                  
CONECT   23   19   21   29                                                  
CONECT   24   20   21   30                                                  
CONECT   25   10   19   34                                                  
CONECT   26   12   20   35                                                  
CONECT   27   11   21   36                                                  
CONECT   28   16   22   37                                                  
CONECT   29   17   23   38                                                  
CONECT   30   18   24   39                                                  
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   25                                                            
CONECT   35   26                                                            
CONECT   36   27                                                            
CONECT   37   28                                                            
CONECT   38   29                                                            
CONECT   39   30                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

COMPND    HMDB0030568
HETATM    1  O1  UNL     1       2.484   2.537   0.170  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.365   1.322   0.209  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.555   0.614   0.374  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.733   1.324   0.476  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.942   0.637   0.643  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.913  -0.734   0.699  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.718  -1.459   0.596  1.00  0.00           C  
HETATM    8  O2  UNL     1       4.691  -2.825   0.653  1.00  0.00           O  
HETATM    9  C7  UNL     1       3.535  -0.751   0.432  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.331  -1.450   0.326  1.00  0.00           C  
HETATM   11  O3  UNL     1       2.469  -2.677   0.396  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.174  -0.745   0.165  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.166   0.677   0.102  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.011   1.385  -0.059  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.041   2.752  -0.116  1.00  0.00           C  
HETATM   16  O4  UNL     1       1.036   3.491  -0.035  1.00  0.00           O  
HETATM   17  C13 UNL     1      -1.156   3.442  -0.281  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.114   4.831  -0.337  1.00  0.00           C  
HETATM   19  O5  UNL     1       0.100   5.495  -0.229  1.00  0.00           O  
HETATM   20  C15 UNL     1      -2.299   5.570  -0.503  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.469   4.866  -0.604  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.524   3.490  -0.550  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.340   2.772  -0.385  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.367   1.377  -0.327  1.00  0.00           C  
HETATM   25  O6  UNL     1      -3.473   0.877  -0.430  1.00  0.00           O  
HETATM   26  C20 UNL     1      -1.215   0.673  -0.167  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.249  -0.708  -0.110  1.00  0.00           C  
HETATM   28  C22 UNL     1      -2.439  -1.365  -0.216  1.00  0.00           C  
HETATM   29  O7  UNL     1      -3.556  -0.871  -0.363  1.00  0.00           O  
HETATM   30  C23 UNL     1      -2.450  -2.762  -0.156  1.00  0.00           C  
HETATM   31  C24 UNL     1      -3.657  -3.462  -0.261  1.00  0.00           C  
HETATM   32  O8  UNL     1      -4.879  -2.888  -0.424  1.00  0.00           O  
HETATM   33  C25 UNL     1      -3.588  -4.869  -0.192  1.00  0.00           C  
HETATM   34  C26 UNL     1      -2.414  -5.535  -0.031  1.00  0.00           C  
HETATM   35  C27 UNL     1      -1.229  -4.836   0.073  1.00  0.00           C  
HETATM   36  C28 UNL     1      -1.292  -3.453   0.005  1.00  0.00           C  
HETATM   37  C29 UNL     1      -0.068  -2.767   0.113  1.00  0.00           C  
HETATM   38  O9  UNL     1       0.941  -3.453   0.257  1.00  0.00           O  
HETATM   39  C30 UNL     1      -0.024  -1.404   0.059  1.00  0.00           C  
HETATM   40  H1  UNL     1       4.750   2.404   0.431  1.00  0.00           H  
HETATM   41  H2  UNL     1       6.888   1.176   0.726  1.00  0.00           H  
HETATM   42  H3  UNL     1       6.811  -1.321   0.826  1.00  0.00           H  
HETATM   43  H4  UNL     1       5.472  -3.427   0.767  1.00  0.00           H  
HETATM   44  H5  UNL     1       0.205   6.481  -0.260  1.00  0.00           H  
HETATM   45  H6  UNL     1      -2.223   6.643  -0.541  1.00  0.00           H  
HETATM   46  H7  UNL     1      -4.415   5.412  -0.735  1.00  0.00           H  
HETATM   47  H8  UNL     1      -4.440   2.939  -0.629  1.00  0.00           H  
HETATM   48  H9  UNL     1      -5.289  -2.035  -0.508  1.00  0.00           H  
HETATM   49  H10 UNL     1      -4.523  -5.408  -0.274  1.00  0.00           H  
HETATM   50  H11 UNL     1      -2.362  -6.638   0.024  1.00  0.00           H  
HETATM   51  H12 UNL     1      -0.276  -5.342   0.202  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4    9
CONECT    4    5   40
CONECT    5    6    6   41
CONECT    6    7   42
CONECT    7    8    9    9
CONECT    8   43
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   39
CONECT   13   14
CONECT   14   15   26   26
CONECT   15   16   16   17
CONECT   17   18   18   23
CONECT   18   19   20
CONECT   19   44
CONECT   20   21   21   45
CONECT   21   22   46
CONECT   22   23   23   47
CONECT   23   24
CONECT   24   25   25   26
CONECT   26   27
CONECT   27   28   39   39
CONECT   28   29   29   30
CONECT   30   31   31   36
CONECT   31   32   33
CONECT   32   48
CONECT   33   34   34   49
CONECT   34   35   50
CONECT   35   36   36   51
CONECT   36   37
CONECT   37   38   38   39
END

HMDB0030568
     RDKit          3D
Trisjuglone
 51 57  0  0  0  0  0  0  0  0999 V2000
    2.4844    2.5374    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3654    1.3223    0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555    0.6142    0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7327    1.3244    0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9416    0.6372    0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9130   -0.7345    0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7178   -1.4591    0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6915   -2.8253    0.6527 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5351   -0.7507    0.4317 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.4499    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694   -2.6774    0.3955 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743   -0.7449    0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659    0.6767    0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113    1.3846   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0411    2.7522   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0361    3.4910   -0.0354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1558    3.4424   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1139    4.8309   -0.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0997    5.4947   -0.2286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2988    5.5695   -0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4689    4.8663   -0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237    3.4905   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400    2.7719   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670    1.3772   -0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4733    0.8766   -0.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2152    0.6725   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490   -0.7083   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392   -1.3648   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5559   -0.8713   -0.3633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4505   -2.7622   -0.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6573   -3.4621   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8794   -2.8879   -0.4245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5881   -4.8695   -0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4139   -5.5347   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -4.8362    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2915   -3.4533    0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0685   -2.7666    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -3.4526    0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0243   -1.4043    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7497    2.4037    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8877    1.1762    0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8108   -1.3207    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4724   -3.4273    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047    6.4811   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2234    6.6426   -0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4146    5.4123   -0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4405    2.9387   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2893   -2.0353   -0.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5234   -5.4082   -0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3623   -6.6383    0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2756   -5.3420    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 13  2  1  0
 26 14  2  0
 39 27  2  0
  9  3  1  0
 39 12  1  0
 23 17  1  0
 36 30  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  8 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 32 48  1  0
 33 49  1  0
 34 50  1  0
 35 51  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,7,13-Trihydroxy-5,6,11,12,17,18-trinaphthylenehexone, 9ci	HMDB
Cyclotrijuglone	HMDB

Chemical Formula

C₃₀H₁₂O₉

Average Molecular Weight

516.4109

Monoisotopic Molecular Weight

516.048131982

IUPAC Name

5,15,25-trihydroxyheptacyclo[20.8.0.0²,¹¹.0⁴,⁹.0¹²,²¹.0¹⁴,¹⁹.0²⁴,²⁹]triaconta-1(22),2(11),4(9),5,7,12(21),14(19),15,17,24(29),25,27-dodecaene-3,10,13,20,23,30-hexone

Traditional Name

5,15,25-trihydroxyheptacyclo[20.8.0.0²,¹¹.0⁴,⁹.0¹²,²¹.0¹⁴,¹⁹.0²⁴,²⁹]triaconta-1(22),2(11),4(9),5,7,12(21),14(19),15,17,24(29),25,27-dodecaene-3,10,13,20,23,30-hexone

CAS Registry Number

50838-55-6

SMILES

OC1=CC=CC2=C1C(=O)C1=C(C2=O)C2=C(C(=O)C3=C(C(O)=CC=C3)C2=O)C2=C1C(=O)C1=C(C(O)=CC=C1)C2=O

InChI Identifier

InChI=1S/C30H12O9/c31-13-7-1-4-10-16(13)28(37)22-19(25(10)34)23-21(27(36)11-5-2-8-14(32)17(11)29(23)38)24-20(22)26(35)12-6-3-9-15(33)18(12)30(24)39/h1-9,31-33H

InChI Key

DNGCQXLPUZWYNB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triphenylenes. Triphenylenes are compounds containing a triphenylene moiety, which consists of four fused benzene rings forming a 9,10-benzo[l]phenanthrene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Triphenylenes

Direct Parent

Triphenylenes

Alternative Parents

Substituents

Triphenylene
Anthracene
1-naphthol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030568)
Cell membrane (HMDB: HMDB0030568)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030568)

Source

Endogenous

Endogenous (HMDB: HMDB0030568)

Plant

Plant (HMDB: HMDB0030568)

Exogenous

Food

Food (HMDB: HMDB0030568)

Nut

Common walnut (FooDB: FOOD00094)
Nuts (FooDB: FOOD00869)

Exogenous (HMDB: HMDB0030568)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	360 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.084 g/L	ALOGPS
logP	4.18	ALOGPS
logP	-0.75	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	1.44	ChemAxon
pKa (Strongest Basic)	5.79	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	163.11 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	137.28 m³·mol⁻¹	ChemAxon
Polarizability	51.01 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	215.15	31661259
DarkChem	[M-H]-	213.212	31661259
DeepCCS	[M+H]+	210.371	30932474
DeepCCS	[M-H]-	208.481	30932474
DeepCCS	[M-2H]-	241.72	30932474
DeepCCS	[M+Na]+	216.084	30932474
AllCCS	[M+H]+	213.2	32859911
AllCCS	[M+H-H2O]+	211.1	32859911
AllCCS	[M+NH4]+	215.1	32859911
AllCCS	[M+Na]+	215.6	32859911
AllCCS	[M-H]-	209.8	32859911
AllCCS	[M+Na-2H]-	209.2	32859911
AllCCS	[M+HCOO]-	208.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.16 minutes	32390414
Predicted by Siyang on May 30, 2022	13.0449 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.83 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1303.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	286.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	69.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	169.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	410.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	423.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1182.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	677.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	161.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1409.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	238.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	298.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	642.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	719.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	279.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trisjuglone	OC1=CC=CC2=C1C(=O)C1=C(C2=O)C2=C(C(=O)C3=C(C(O)=CC=C3)C2=O)C2=C1C(=O)C1=C(C(O)=CC=C1)C2=O	5519.5	Standard polar	33892256
Trisjuglone	OC1=CC=CC2=C1C(=O)C1=C(C2=O)C2=C(C(=O)C3=C(C(O)=CC=C3)C2=O)C2=C1C(=O)C1=C(C(O)=CC=C1)C2=O	2806.6	Standard non polar	33892256
Trisjuglone	OC1=CC=CC2=C1C(=O)C1=C(C2=O)C2=C(C(=O)C3=C(C(O)=CC=C3)C2=O)C2=C1C(=O)C1=C(C(O)=CC=C1)C2=O	5705.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trisjuglone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=C1C(=O)C1=C3C(=O)C4=CC=CC(O)=C4C(=O)C3=C3C(=O)C4=CC=CC(O)=C4C(=O)C3=C1C2=O	5517.1	Semi standard non polar	33892256
Trisjuglone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=C1C(=O)C1=C3C(=O)C4=CC=CC(O[Si](C)(C)C)=C4C(=O)C3=C3C(=O)C4=CC=CC(O)=C4C(=O)C3=C1C2=O	5472.2	Semi standard non polar	33892256
Trisjuglone,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=C1C(=O)C1=C3C(=O)C4=CC=CC(O[Si](C)(C)C)=C4C(=O)C3=C3C(=O)C4=CC=CC(O[Si](C)(C)C)=C4C(=O)C3=C1C2=O	5459.4	Semi standard non polar	33892256
Trisjuglone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=C1C(=O)C1=C3C(=O)C4=CC=CC(O)=C4C(=O)C3=C3C(=O)C4=CC=CC(O)=C4C(=O)C3=C1C2=O	5636.0	Semi standard non polar	33892256
Trisjuglone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=C1C(=O)C1=C3C(=O)C4=CC=CC(O[Si](C)(C)C(C)(C)C)=C4C(=O)C3=C3C(=O)C4=CC=CC(O)=C4C(=O)C3=C1C2=O	5775.0	Semi standard non polar	33892256
Trisjuglone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=C1C(=O)C1=C3C(=O)C4=CC=CC(O[Si](C)(C)C(C)(C)C)=C4C(=O)C3=C3C(=O)C4=CC=CC(O[Si](C)(C)C(C)(C)C)=C4C(=O)C3=C1C2=O	5993.9	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 - Trisjuglone GC-MS (Non-derivatized) - 70eV, Positive	splash10-01b9-0404590000-d3302e52b53475c5e045	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trisjuglone GC-MS (2 TMS) - 70eV, Positive	splash10-00yi-4300449000-e01c71e073cf399c897e	2017-10-06	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 - Trisjuglone 10V, Positive-QTOF	splash10-014i-0000090000-526cc6eac3eb9e98a919	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 20V, Positive-QTOF	splash10-014i-0000090000-c64667e54785afad683c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 40V, Positive-QTOF	splash10-014i-3000390000-397a06e51c53aaa62688	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 10V, Negative-QTOF	splash10-014i-0000090000-1de4d8068926c2c256de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 20V, Negative-QTOF	splash10-014i-0000090000-1de4d8068926c2c256de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 40V, Negative-QTOF	splash10-014i-3000190000-87782640ee209bb7ada6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 10V, Negative-QTOF	splash10-014i-0000090000-db4b31645b06bb0a2e63	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 20V, Negative-QTOF	splash10-014i-0000090000-db4b31645b06bb0a2e63	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 40V, Negative-QTOF	splash10-052r-0000900000-a408c51af00a7657b537	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 10V, Positive-QTOF	splash10-014i-0000090000-1f26c9555551f8f164f7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 20V, Positive-QTOF	splash10-014i-0000090000-1f26c9555551f8f164f7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trisjuglone 40V, Positive-QTOF	splash10-0002-2409810000-721ad39ca6abb1374eaf	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

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

90473021

PDB ID

Not Available

ChEBI ID

Not Available

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 Trisjuglone (HMDB0030568)

MOL for HMDB0030568 (Trisjuglone)

3D MOL for HMDB0030568 (Trisjuglone)

3D SDF for HMDB0030568 (Trisjuglone)

3D-SDF for HMDB0030568 (Trisjuglone)

PDB for HMDB0030568 (Trisjuglone)

3D PDB for HMDB0030568 (Trisjuglone)

SMILES for HMDB0030568 (Trisjuglone)

INCHI for HMDB0030568 (Trisjuglone)

Structure for HMDB0030568 (Trisjuglone)

3D Structure for HMDB0030568 (Trisjuglone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra