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Showing metabocard for Artonol B (HMDB0030488)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:37:06 UTC
Update Date2022-03-07 02:52:34 UTC
HMDB IDHMDB0030488
Secondary Accession Numbers
  • HMDB30488
Metabolite Identification
Common NameArtonol B
DescriptionArtonol 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 small amount of articles have been published on Artonol B.
Structure
Data?1563861992
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0030488 (Artonol B)


  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
Download

3D MOL for HMDB0030488 (Artonol B)

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
Download

3D SDF for HMDB0030488 (Artonol B)


  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

$$$$
Download

3D-SDF for HMDB0030488 (Artonol B)

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
Download

PDB for HMDB0030488 (Artonol B)

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
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3D PDB for HMDB0030488 (Artonol B)

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
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SMILES for HMDB0030488 (Artonol B)

CC(=O)C1=C2OC3=C(C(O)=CC4=C3C=CC(C)(C)O4)C(=O)C2=CC2=C1C(=O)OC2(C)C
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INCHI for HMDB0030488 (Artonol B)

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
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC24H20O7
Average Molecular Weight420.4114
Monoisotopic Molecular Weight420.120902994
IUPAC Name10-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 Name10-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 Number186824-58-8
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 KeyLWJBUOOKYYTUDX-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentPyranoxanthones
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 FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point267 - 273 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0063 g/LALOGPS
logP3.72ALOGPS
logP4.02ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)9.35ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area99.13 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity113.23 m³·mol⁻¹ChemAxon
Polarizability43.77 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+196.18731661259
DarkChem[M-H]-193.56431661259
DeepCCS[M+H]+201.08530932474
DeepCCS[M-H]-198.68930932474
DeepCCS[M-2H]-231.57330932474
DeepCCS[M+Na]+206.99830932474
AllCCS[M+H]+198.132859911
AllCCS[M+H-H2O]+195.432859911
AllCCS[M+NH4]+200.532859911
AllCCS[M+Na]+201.232859911
AllCCS[M-H]-204.932859911
AllCCS[M+Na-2H]-204.932859911
AllCCS[M+HCOO]-205.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Artonol BCC(=O)C1=C2OC3=C(C(O)=CC4=C3C=CC(C)(C)O4)C(=O)C2=CC2=C1C(=O)OC2(C)C4438.1Standard polar33892256
Artonol BCC(=O)C1=C2OC3=C(C(O)=CC4=C3C=CC(C)(C)O4)C(=O)C2=CC2=C1C(=O)OC2(C)C3239.1Standard non polar33892256
Artonol BCC(=O)C1=C2OC3=C(C(O)=CC4=C3C=CC(C)(C)O4)C(=O)C2=CC2=C1C(=O)OC2(C)C3610.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Artonol B,1TMS,isomer #1CC(=O)C1=C2C(=O)OC(C)(C)C2=CC2=C1OC1=C3C=CC(C)(C)OC3=CC(O[Si](C)(C)C)=C1C2=O3485.4Semi standard non polar33892256
Artonol B,1TBDMS,isomer #1CC(=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=O3709.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Artonol B GC-MS (Non-derivatized) - 70eV, Positivesplash10-0m2c-1029400000-82a25b39df57163f373d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Artonol B GC-MS (1 TMS) - 70eV, Positivesplash10-00ba-2030900000-97d14a35aba59e0008e92017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Artonol B GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Artonol B GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 10V, Positive-QTOFsplash10-00di-0000900000-16c62405c620cdefb65f2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 20V, Positive-QTOFsplash10-00fr-2007900000-73f68a1defe8d3eb89e42016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 40V, Positive-QTOFsplash10-03y0-4009000000-5d5db133ad3d6b5230ac2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 10V, Negative-QTOFsplash10-014i-0002900000-5e421647dac1aae30deb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 20V, Negative-QTOFsplash10-00or-0009600000-03378095a00f08f74cf72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 40V, Negative-QTOFsplash10-0006-0049000000-0555ebecfc787c9ea5b92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 10V, Positive-QTOFsplash10-00di-0000900000-bcd1167d23851039c5762021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 20V, Positive-QTOFsplash10-00di-0004900000-946d04ce6c39a5e631292021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 40V, Positive-QTOFsplash10-024i-0009300000-8b72ed2a4f9fc17fbbb02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 10V, Negative-QTOFsplash10-014i-0003900000-2ecbf52cd9b97be5698e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 20V, Negative-QTOFsplash10-00or-0009700000-d76af5d5e31b64af8e272021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Artonol B 40V, Negative-QTOFsplash10-03fr-0009200000-bb11f377bbab630438ae2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002357
KNApSAcK IDC00029740
Chemspider ID8916129
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751030
PDB IDNot Available
ChEBI ID172660
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .