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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:06 UTC

Update Date

2022-03-07 02:52:34 UTC

HMDB ID

HMDB0030488

Secondary Accession Numbers

HMDB30488

Metabolite Identification

Common Name

Artonol B

Description

Artonol B belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. Artonol B has been detected, but not quantified in, breadfruits (Artocarpus altilis) and fruits. This could make artonol b a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Artonol B.

Structure

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


  Mrv0541 05061305152D          

 31 35  0  0  0  0            999 V2000
    0.4476    1.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    1.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5593    0.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2327   -0.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659   -0.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4227    0.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2169    1.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9580   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6056   -1.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3466    1.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    0.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1638   -0.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5484   -0.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8113   -1.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093   -0.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504    0.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    0.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2209   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4267   -1.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247   -0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0400    0.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    1.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8074    0.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3717   -0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9371    2.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6075   -2.2090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2229   -1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    1.9361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8342    0.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -0.1637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6767    0.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
 10  1  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 10  1  0  0  0  0
 17 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
 20 18  2  0  0  0  0
 21 12  1  0  0  0  0
 21 16  2  0  0  0  0
 22 17  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23  7  1  0  0  0  0
 24  4  1  0  0  0  0
 24  5  1  0  0  0  0
 24 13  1  0  0  0  0
 25 10  2  0  0  0  0
 26 14  1  0  0  0  0
 27 19  2  0  0  0  0
 28 22  2  0  0  0  0
 29 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 15  1  0  0  0  0
 30 23  1  0  0  0  0
 31 22  1  0  0  0  0
 31 24  1  0  0  0  0
M  END

HMDB0030488
     RDKit          3D
Artonol B
 51 55  0  0  0  0  0  0  0  0999 V2000
   -1.5369    3.0472    1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7141    1.5960    1.8860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801    1.1795    3.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0347    0.6409    0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3907    0.4276    0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7308   -0.4658   -0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437   -1.1362   -1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -0.8912   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528   -1.5678   -1.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -2.3817   -2.4874 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8718   -1.2988   -1.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9056   -1.9135   -1.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5533   -2.8208   -2.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1850   -1.6063   -1.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5230   -0.7060   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4938   -0.0909    0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635   -0.3875   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419    0.2391    0.3913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0344    0.0016    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076    0.8707    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0684    1.1438    1.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092    0.5032    0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0728    1.5833    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0571   -0.1874    1.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8141   -0.4006   -0.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2063   -0.5198   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7006   -0.1521   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7292   -1.8942   -0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6498    0.3672    0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6070    0.9659    1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653    1.8228    2.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4628    3.6201    1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311    3.1710    0.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7653    3.4842    2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0231   -1.8486   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -3.2663   -3.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073   -2.0813   -2.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    1.3508    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3264    1.8509    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.3834    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8358    1.6675   -1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8166    2.5605    0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7251   -1.2203    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1151   -0.2350    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9831    0.3913    2.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8629    0.3687   -2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9321   -1.1111   -2.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5451    0.5288   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4798   -2.0112    1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8288   -1.8701   -0.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985   -2.7016   -0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
  6 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  2  0
 19  4  1  0
 30  5  1  0
 19  8  2  0
 17 11  1  0
 25 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  7 35  1  0
 13 36  1  0
 14 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
M  END


  Mrv0541 05061305152D          

 31 35  0  0  0  0            999 V2000
    0.4476    1.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    1.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5593    0.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2327   -0.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659   -0.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4227    0.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2169    1.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9580   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6056   -1.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3466    1.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    0.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1638   -0.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5484   -0.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8113   -1.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093   -0.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504    0.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    0.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2209   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4267   -1.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247   -0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0400    0.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    1.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8074    0.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3717   -0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9371    2.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6075   -2.2090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2229   -1.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    1.9361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8342    0.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -0.1637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6767    0.5859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
 10  1  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 10  1  0  0  0  0
 17 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
 20 18  2  0  0  0  0
 21 12  1  0  0  0  0
 21 16  2  0  0  0  0
 22 17  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23  7  1  0  0  0  0
 24  4  1  0  0  0  0
 24  5  1  0  0  0  0
 24 13  1  0  0  0  0
 25 10  2  0  0  0  0
 26 14  1  0  0  0  0
 27 19  2  0  0  0  0
 28 22  2  0  0  0  0
 29 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 15  1  0  0  0  0
 30 23  1  0  0  0  0
 31 22  1  0  0  0  0
 31 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030488

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C1=C2OC3=C(C(O)=CC4=C3C=CC(C)(C)O4)C(=O)C2=CC2=C1C(=O)OC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H20O7/c1-10(25)16-17-13(24(4,5)31-22(17)28)8-12-19(27)18-14(26)9-15-11(20(18)29-21(12)16)6-7-23(2,3)30-15/h6-9,26H,1-5H3

> <INCHI_KEY>
LWJBUOOKYYTUDX-UHFFFAOYSA-N

> <FORMULA>
C24H20O7

> <MOLECULAR_WEIGHT>
420.4114

> <EXACT_MASS>
420.120902994

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
43.767031758020494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-1(13),3,5(9),10,14(19),15,20-heptaene-2,8-dione

> <ALOGPS_LOGP>
3.72

> <JCHEM_LOGP>
4.016201777666666

> <ALOGPS_LOGS>
-4.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.530254421267351

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.353213019840558

> <JCHEM_PKA_STRONGEST_BASIC>
-4.597853153149276

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
113.23029999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-1(13),3,5(9),10,14(19),15,20-heptaene-2,8-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030488
     RDKit          3D
Artonol B
 51 55  0  0  0  0  0  0  0  0999 V2000
   -1.5369    3.0472    1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7141    1.5960    1.8860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801    1.1795    3.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0347    0.6409    0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3907    0.4276    0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7308   -0.4658   -0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437   -1.1362   -1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -0.8912   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528   -1.5678   -1.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -2.3817   -2.4874 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8718   -1.2988   -1.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9056   -1.9135   -1.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5533   -2.8208   -2.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1850   -1.6063   -1.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5230   -0.7060   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4938   -0.0909    0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635   -0.3875   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419    0.2391    0.3913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0344    0.0016    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076    0.8707    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0684    1.1438    1.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092    0.5032    0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0728    1.5833    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0571   -0.1874    1.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8141   -0.4006   -0.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2063   -0.5198   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7006   -0.1521   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7292   -1.8942   -0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6498    0.3672    0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6070    0.9659    1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653    1.8228    2.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4628    3.6201    1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311    3.1710    0.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7653    3.4842    2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0231   -1.8486   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -3.2663   -3.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073   -2.0813   -2.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    1.3508    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3264    1.8509    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.3834    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8358    1.6675   -1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8166    2.5605    0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7251   -1.2203    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1151   -0.2350    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9831    0.3913    2.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8629    0.3687   -2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9321   -1.1111   -2.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5451    0.5288   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4798   -2.0112    1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8288   -1.8701   -0.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985   -2.7016   -0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
  6 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  2  0
 19  4  1  0
 30  5  1  0
 19  8  2  0
 17 11  1  0
 25 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  7 35  1  0
 13 36  1  0
 14 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
 28 49  1  0
 28 50  1  0
 28 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       0.836   3.580   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.975   2.459   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.511   0.553   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.168  -1.855   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.910  -0.754   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.522   1.846   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.005   2.262   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.788  -1.314   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.864  -2.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.647   3.163   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.142   0.353   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.306  -0.897   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.890  -0.238   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.381  -2.631   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.244  -0.722   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.027   1.671   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.510   1.254   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.279  -1.556   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.797  -1.972   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.659  -0.063   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.075   0.595   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.812   2.077   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.107   1.187   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.427  -0.337   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.749   4.239   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.001  -4.123   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.416  -3.465   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -3.911   3.614   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.557   1.012   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.727  -0.306   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.997   1.094   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   23                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   24                                                            
CONECT    6    7   11                                                       
CONECT    7    6   23                                                       
CONECT    8   12   13                                                       
CONECT    9   14   15                                                       
CONECT   10    1   16   25                                                  
CONECT   11    6   15   20                                                  
CONECT   12    8   19   21                                                  
CONECT   13    8   17   24                                                  
CONECT   14    9   18   26                                                  
CONECT   15    9   11   30                                                  
CONECT   16   10   17   21                                                  
CONECT   17   13   16   22                                                  
CONECT   18   14   19   20                                                  
CONECT   19   12   18   27                                                  
CONECT   20   11   18   29                                                  
CONECT   21   12   16   29                                                  
CONECT   22   17   28   31                                                  
CONECT   23    2    3    7   30                                             
CONECT   24    4    5   13   31                                             
CONECT   25   10                                                            
CONECT   26   14                                                            
CONECT   27   19                                                            
CONECT   28   22                                                            
CONECT   29   20   21                                                       
CONECT   30   15   23                                                       
CONECT   31   22   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

COMPND    HMDB0030488
HETATM    1  C1  UNL     1      -1.537   3.047   1.634  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.714   1.596   1.886  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.580   1.179   3.059  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.035   0.641   0.837  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.391   0.428   0.605  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.731  -0.466  -0.376  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.744  -1.136  -1.115  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.415  -0.891  -0.848  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.453  -1.568  -1.593  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.715  -2.382  -2.487  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.872  -1.299  -1.300  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.906  -1.914  -1.977  1.00  0.00           C  
HETATM   13  O3  UNL     1       1.553  -2.821  -2.974  1.00  0.00           O  
HETATM   14  C11 UNL     1       3.185  -1.606  -1.642  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.523  -0.706  -0.653  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.494  -0.091   0.025  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.164  -0.388  -0.299  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.242   0.239   0.391  1.00  0.00           O  
HETATM   19  C15 UNL     1      -1.034   0.002   0.133  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.808   0.871   1.081  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.068   1.144   1.379  1.00  0.00           C  
HETATM   22  C18 UNL     1       5.209   0.503   0.673  1.00  0.00           C  
HETATM   23  C19 UNL     1       6.073   1.583   0.057  1.00  0.00           C  
HETATM   24  C20 UNL     1       6.057  -0.187   1.734  1.00  0.00           C  
HETATM   25  O5  UNL     1       4.814  -0.401  -0.320  1.00  0.00           O  
HETATM   26  C21 UNL     1      -5.206  -0.520  -0.433  1.00  0.00           C  
HETATM   27  C22 UNL     1      -5.701  -0.152  -1.822  1.00  0.00           C  
HETATM   28  C23 UNL     1      -5.729  -1.894  -0.049  1.00  0.00           C  
HETATM   29  O6  UNL     1      -5.650   0.367   0.542  1.00  0.00           O  
HETATM   30  C24 UNL     1      -4.607   0.966   1.199  1.00  0.00           C  
HETATM   31  O7  UNL     1      -4.665   1.823   2.141  1.00  0.00           O  
HETATM   32  H1  UNL     1      -2.463   3.620   1.787  1.00  0.00           H  
HETATM   33  H2  UNL     1      -1.131   3.171   0.607  1.00  0.00           H  
HETATM   34  H3  UNL     1      -0.765   3.484   2.329  1.00  0.00           H  
HETATM   35  H4  UNL     1      -3.023  -1.849  -1.897  1.00  0.00           H  
HETATM   36  H5  UNL     1       2.327  -3.266  -3.465  1.00  0.00           H  
HETATM   37  H6  UNL     1       4.007  -2.081  -2.166  1.00  0.00           H  
HETATM   38  H7  UNL     1       1.996   1.351   1.610  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.326   1.851   2.156  1.00  0.00           H  
HETATM   40  H9  UNL     1       7.137   1.383   0.212  1.00  0.00           H  
HETATM   41  H10 UNL     1       5.836   1.668  -1.028  1.00  0.00           H  
HETATM   42  H11 UNL     1       5.817   2.560   0.514  1.00  0.00           H  
HETATM   43  H12 UNL     1       5.725  -1.220   1.925  1.00  0.00           H  
HETATM   44  H13 UNL     1       7.115  -0.235   1.432  1.00  0.00           H  
HETATM   45  H14 UNL     1       5.983   0.391   2.661  1.00  0.00           H  
HETATM   46  H15 UNL     1      -4.863   0.369  -2.331  1.00  0.00           H  
HETATM   47  H16 UNL     1      -5.932  -1.111  -2.330  1.00  0.00           H  
HETATM   48  H17 UNL     1      -6.545   0.529  -1.727  1.00  0.00           H  
HETATM   49  H18 UNL     1      -5.480  -2.011   1.044  1.00  0.00           H  
HETATM   50  H19 UNL     1      -6.829  -1.870  -0.167  1.00  0.00           H  
HETATM   51  H20 UNL     1      -5.299  -2.702  -0.651  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3    4
CONECT    4    5    5   19
CONECT    5    6   30
CONECT    6    7    7   26
CONECT    7    8   35
CONECT    8    9   19   19
CONECT    9   10   10   11
CONECT   11   12   12   17
CONECT   12   13   14
CONECT   13   36
CONECT   14   15   15   37
CONECT   15   16   25
CONECT   16   17   17   20
CONECT   17   18
CONECT   18   19
CONECT   20   21   21   38
CONECT   21   22   39
CONECT   22   23   24   25
CONECT   23   40   41   42
CONECT   24   43   44   45
CONECT   26   27   28   29
CONECT   27   46   47   48
CONECT   28   49   50   51
CONECT   29   30
CONECT   30   31   31
END

HMDB0030488
     RDKit          3D
Artonol B
 51 55  0  0  0  0  0  0  0  0999 V2000
   -1.5369    3.0472    1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7141    1.5960    1.8860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801    1.1795    3.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0347    0.6409    0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3907    0.4276    0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7308   -0.4658   -0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437   -1.1362   -1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -0.8912   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528   -1.5678   -1.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -2.3817   -2.4874 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8718   -1.2988   -1.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9056   -1.9135   -1.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5533   -2.8208   -2.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1850   -1.6063   -1.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5230   -0.7060   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4938   -0.0909    0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635   -0.3875   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419    0.2391    0.3913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0344    0.0016    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076    0.8707    1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0684    1.1438    1.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092    0.5032    0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0728    1.5833    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0571   -0.1874    1.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8141   -0.4006   -0.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2063   -0.5198   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7006   -0.1521   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7292   -1.8942   -0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6498    0.3672    0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6070    0.9659    1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6653    1.8228    2.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4628    3.6201    1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311    3.1710    0.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7653    3.4842    2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0231   -1.8486   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -3.2663   -3.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073   -2.0813   -2.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    1.3508    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3264    1.8509    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.3834    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8358    1.6675   -1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8166    2.5605    0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7251   -1.2203    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1151   -0.2350    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9831    0.3913    2.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8629    0.3687   -2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9321   -1.1111   -2.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5451    0.5288   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4798   -2.0112    1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8288   -1.8701   -0.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985   -2.7016   -0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
  6 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  2  0
 19  4  1  0
 30  5  1  0
 19  8  2  0
 17 11  1  0
 25 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  7 35  1  0
 13 36  1  0
 14 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₂₀O₇

Average Molecular Weight

420.4114

Monoisotopic Molecular Weight

420.120902994

IUPAC Name

10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-1(13),3,5(9),10,14(19),15,20-heptaene-2,8-dione

Traditional Name

10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-1(13),3,5(9),10,14(19),15,20-heptaene-2,8-dione

CAS Registry Number

186824-58-8

SMILES

CC(=O)C1=C2OC3=C(C(O)=CC4=C3C=CC(C)(C)O4)C(=O)C2=CC2=C1C(=O)OC2(C)C

InChI Identifier

InChI=1S/C24H20O7/c1-10(25)16-17-13(24(4,5)31-22(17)28)8-12-19(27)18-14(26)9-15-11(20(18)29-21(12)16)6-7-23(2,3)30-15/h6-9,26H,1-5H3

InChI Key

LWJBUOOKYYTUDX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Phthalide
Isobenzofuranone
Benzofuranone
Acetophenone
Isocoumaran
Aryl ketone
Aryl alkyl ketone
Pyranone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Carboxylic acid ester
Lactone
Ketone
Carboxylic acid derivative
Oxacycle
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030488)
Cell membrane (HMDB: HMDB0030488)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030488)

Source

Endogenous

Endogenous (HMDB: HMDB0030488)

Plant

Plant (HMDB: HMDB0030488)

Exogenous

Food

Food (HMDB: HMDB0030488)

Fruit

Tropical fruit

Breadfruit (FooDB: FOOD00309)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030488)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	267 - 273 °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	0.0063 g/L	ALOGPS
logP	3.72	ALOGPS
logP	4.02	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	113.23 m³·mol⁻¹	ChemAxon
Polarizability	43.77 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.187	31661259
DarkChem	[M-H]-	193.564	31661259
DeepCCS	[M+H]+	201.085	30932474
DeepCCS	[M-H]-	198.689	30932474
DeepCCS	[M-2H]-	231.573	30932474
DeepCCS	[M+Na]+	206.998	30932474
AllCCS	[M+H]+	198.1	32859911
AllCCS	[M+H-H2O]+	195.4	32859911
AllCCS	[M+NH4]+	200.5	32859911
AllCCS	[M+Na]+	201.2	32859911
AllCCS	[M-H]-	204.9	32859911
AllCCS	[M+Na-2H]-	204.9	32859911
AllCCS	[M+HCOO]-	205.0	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.	8.09 minutes	32390414
Predicted by Siyang on May 30, 2022	15.3445 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.92 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3162.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	288.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	190.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	151.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	637.8 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	863.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	72.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1245.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	517.4 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	1609.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	510.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	404.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	266.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	359.2 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Artonol B	CC(=O)C1=C2OC3=C(C(O)=CC4=C3C=CC(C)(C)O4)C(=O)C2=CC2=C1C(=O)OC2(C)C	4438.1	Standard polar	33892256
Artonol B	CC(=O)C1=C2OC3=C(C(O)=CC4=C3C=CC(C)(C)O4)C(=O)C2=CC2=C1C(=O)OC2(C)C	3239.1	Standard non polar	33892256
Artonol B	CC(=O)C1=C2OC3=C(C(O)=CC4=C3C=CC(C)(C)O4)C(=O)C2=CC2=C1C(=O)OC2(C)C	3610.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Artonol B,1TMS,isomer #1	CC(=O)C1=C2C(=O)OC(C)(C)C2=CC2=C1OC1=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C)=C1C2=O	3485.4	Semi standard non polar	33892256
Artonol B,1TBDMS,isomer #1	CC(=O)C1=C2C(=O)OC(C)(C)C2=CC2=C1OC1=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C(C)(C)C)=C1C2=O	3709.9	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 - Artonol B GC-MS (Non-derivatized) - 70eV, Positive	splash10-0m2c-1029400000-82a25b39df57163f373d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonol B GC-MS (1 TMS) - 70eV, Positive	splash10-00ba-2030900000-97d14a35aba59e0008e9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonol B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonol B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 10V, Positive-QTOF	splash10-00di-0000900000-16c62405c620cdefb65f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 20V, Positive-QTOF	splash10-00fr-2007900000-73f68a1defe8d3eb89e4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 40V, Positive-QTOF	splash10-03y0-4009000000-5d5db133ad3d6b5230ac	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 10V, Negative-QTOF	splash10-014i-0002900000-5e421647dac1aae30deb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 20V, Negative-QTOF	splash10-00or-0009600000-03378095a00f08f74cf7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 40V, Negative-QTOF	splash10-0006-0049000000-0555ebecfc787c9ea5b9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 10V, Positive-QTOF	splash10-00di-0000900000-bcd1167d23851039c576	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 20V, Positive-QTOF	splash10-00di-0004900000-946d04ce6c39a5e63129	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 40V, Positive-QTOF	splash10-024i-0009300000-8b72ed2a4f9fc17fbbb0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 10V, Negative-QTOF	splash10-014i-0003900000-2ecbf52cd9b97be5698e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 20V, Negative-QTOF	splash10-00or-0009700000-d76af5d5e31b64af8e27	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol B 40V, Negative-QTOF	splash10-03fr-0009200000-bb11f377bbab630438ae	2021-09-24	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

FDB002357

KNApSAcK ID

C00029740

Chemspider ID

8916129

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10740797

PDB ID

Not Available

ChEBI ID

172660

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1820381

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 Artonol B (HMDB0030488)

MOL for HMDB0030488 (Artonol B)

3D MOL for HMDB0030488 (Artonol B)

3D SDF for HMDB0030488 (Artonol B)

3D-SDF for HMDB0030488 (Artonol B)

PDB for HMDB0030488 (Artonol B)

3D PDB for HMDB0030488 (Artonol B)

SMILES for HMDB0030488 (Artonol B)

INCHI for HMDB0030488 (Artonol B)

Structure for HMDB0030488 (Artonol B)

3D Structure for HMDB0030488 (Artonol B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra