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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:46:28 UTC

Update Date

2022-03-07 02:56:53 UTC

HMDB ID

HMDB0041125

Secondary Accession Numbers

HMDB41125

Metabolite Identification

Common Name

Artonin R

Description

Artonin R 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. Artonin R is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, artonin R has been detected, but not quantified in, fruits. This could make artonin R a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061312242D          

 41 45  0  0  0  0            999 V2000
   -2.4864   -0.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -1.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    2.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4071    2.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1690    4.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5594    4.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1073    0.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8773    0.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9392    2.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4836    1.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5455    3.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047   -0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8315    2.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6987   -0.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0896    0.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    2.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924    0.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3016    0.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4833    0.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9082    1.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5143    1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203    1.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8154    1.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3022    2.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642    4.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9932    1.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6084    2.8544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2706   -0.7149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1679    2.0432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2851    0.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266    1.6995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5146    2.3278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828    4.9876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  2  0  0  0  0
 11  9  2  0  0  0  0
 14  1  2  0  0  0  0
 14  2  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 12  2  0  0  0  0
 17 14  1  0  0  0  0
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 19 13  1  0  0  0  0
 20 19  1  0  0  0  0
 22 17  1  0  0  0  0
 22 20  2  0  0  0  0
 23 15  2  0  0  0  0
 23 21  1  0  0  0  0
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 25 16  2  0  0  0  0
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 26 21  2  0  0  0  0
 27 18  2  0  0  0  0
 27 20  1  0  0  0  0
 29  3  1  0  0  0  0
 29  4  1  0  0  0  0
 29 10  1  0  0  0  0
 30  5  1  0  0  0  0
 30  6  1  0  0  0  0
 30 11  1  0  0  0  0
 31 13  1  0  0  0  0
 31 22  1  0  0  0  0
 31 28  1  0  0  0  0
 32 19  2  0  0  0  0
 33 23  1  0  0  0  0
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 36 31  1  0  0  0  0
 38  7  1  0  0  0  0
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 39 26  1  0  0  0  0
 39 27  1  0  0  0  0
 40 25  1  0  0  0  0
 40 29  1  0  0  0  0
 41 30  1  0  0  0  0
 41 37  1  0  0  0  0
M  END

HMDB0041125
     RDKit          3D
Artonin R
 71 75  0  0  0  0  0  0  0  0999 V2000
    6.4072    0.8708   -1.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4967    1.4604   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8484    2.7128   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1523    0.9564   -0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1070    1.8910   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    1.5595   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7982    2.5334   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552    3.7053   -0.5580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109    2.1585   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971    3.1096   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    4.4505   -0.3612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8026    2.6551   -0.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0929    1.3086    0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927    0.3765    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244   -1.0333    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7675    0.8066   -0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1956   -0.0930   -0.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    0.2220   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8941   -2.0688   -0.2611 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6768   -2.5605    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.1818    1.7059    1.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8669    3.6319   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2293   -0.0307   -2.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5591    2.6731    0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5115    4.9977   -0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4696   -1.7496    0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0536   -0.6456    1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426   -3.6015    0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015   -2.2332    1.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6932    2.6598    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4071    1.4928    2.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  3
  2  3  1  0
  2  4  1  0
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  5  6  1  0
  6  7  1  0
  7  8  2  0
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 34 25  1  0
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 41 12  1  0
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  5 47  1  0
 11 48  1  0
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 38 65  1  0
 38 66  1  0
 39 67  1  0
 39 68  1  0
 39 69  1  0
 40 70  1  0
 41 71  1  0
M  END


  Mrv0541 05061312242D          

 41 45  0  0  0  0            999 V2000
   -2.4864   -0.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -1.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    2.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4071    2.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8773    0.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4836    1.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 11  9  2  0  0  0  0
 14  1  2  0  0  0  0
 14  2  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 12  2  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 19  1  0  0  0  0
 22 17  1  0  0  0  0
 22 20  2  0  0  0  0
 23 15  2  0  0  0  0
 23 21  1  0  0  0  0
 24 18  1  0  0  0  0
 24 21  1  0  0  0  0
 25 15  1  0  0  0  0
 25 16  2  0  0  0  0
 26 16  1  0  0  0  0
 26 21  2  0  0  0  0
 27 18  2  0  0  0  0
 27 20  1  0  0  0  0
 29  3  1  0  0  0  0
 29  4  1  0  0  0  0
 29 10  1  0  0  0  0
 30  5  1  0  0  0  0
 30  6  1  0  0  0  0
 30 11  1  0  0  0  0
 31 13  1  0  0  0  0
 31 22  1  0  0  0  0
 31 28  1  0  0  0  0
 32 19  2  0  0  0  0
 33 23  1  0  0  0  0
 34 24  2  0  0  0  0
 35 28  2  0  0  0  0
 36 31  1  0  0  0  0
 38  7  1  0  0  0  0
 38 28  1  0  0  0  0
 39 26  1  0  0  0  0
 39 27  1  0  0  0  0
 40 25  1  0  0  0  0
 40 29  1  0  0  0  0
 41 30  1  0  0  0  0
 41 37  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041125

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1(O)CC(=O)C2=C1C(=CC1=C2OC2=C(C(O)=C3C=CC(C)(C)OC3=C2\C=C\C(C)(C)OO)C1=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C31H30O10/c1-14(2)17-12-18-24(34)21-23(33)15-8-10-29(3,4)40-25(15)16(9-11-30(5,6)41-37)26(21)39-27(18)20-19(32)13-31(36,22(17)20)28(35)38-7/h8-12,33,36-37H,1,13H2,2-7H3/b11-9+

> <INCHI_KEY>
DHSZUELPJXKISQ-PKNBQFBNSA-N

> <FORMULA>
C31H30O10

> <MOLECULAR_WEIGHT>
562.5639

> <EXACT_MASS>
562.18389718

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
59.293172571090835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 21-[(1E)-3-hydroperoxy-3-methylbut-1-en-1-yl]-7,14-dihydroxy-18,18-dimethyl-5,12-dioxo-9-(prop-1-en-2-yl)-2,19-dioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),3(11),4(8),9,14,16,20-heptaene-7-carboxylate

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
4.872279043666666

> <ALOGPS_LOGS>
-5.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.825372749062634

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.140535413949333

> <JCHEM_PKA_STRONGEST_BASIC>
-4.242202793851477

> <JCHEM_POLAR_SURFACE_AREA>
148.82

> <JCHEM_REFRACTIVITY>
150.6233

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 21-[(1E)-3-hydroperoxy-3-methylbut-1-en-1-yl]-7,14-dihydroxy-18,18-dimethyl-5,12-dioxo-9-(prop-1-en-2-yl)-2,19-dioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),3(11),4(8),9,14,16,20-heptaene-7-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041125
     RDKit          3D
Artonin R
 71 75  0  0  0  0  0  0  0  0999 V2000
    6.4072    0.8708   -1.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4967    1.4604   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8484    2.7128   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1523    0.9564   -0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1070    1.8910   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    1.5595   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7982    2.5334   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552    3.7053   -0.5580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109    2.1585   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971    3.1096   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    4.4505   -0.3612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8026    2.6551   -0.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0929    1.3086    0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927    0.3765    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244   -1.0333    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4880   -1.6023    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5772   -3.1027    0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9850   -3.5937    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367   -3.4549    1.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7184   -3.6530   -0.4895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7253   -4.9561   -0.4587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675    0.8066   -0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1956   -0.0930   -0.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    0.2220   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4720   -0.7046   -0.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8186   -0.3901   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5978   -1.6278   -0.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7922   -2.2478   -1.6967 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8689   -1.5646    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8941   -2.0688   -0.2611 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0191   -0.9808    1.5043 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2912   -0.9530    2.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6768   -2.5605    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3639   -2.1602   -0.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072   -2.9165   -0.4983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4181    0.9901    0.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5014    1.8533    0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1818    1.7059    1.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4797    1.5369   -0.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1255    3.2770    0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8669    3.6319   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2293   -0.0307   -2.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4277    1.2549   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9395    2.9581   -0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3144    3.5476   -0.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591    2.6731    0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614    2.9379   -0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5115    4.9977   -0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4696   -1.7496    0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4151   -1.0797    0.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1928   -3.8290   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6849   -2.7483    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2008   -4.4663    1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1389   -4.5613    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924   -2.9350    2.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -3.1382    1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8439   -5.2811   -1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881   -2.0623   -2.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5952   -1.9584    2.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2829   -0.2245    2.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0536   -0.6456    1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426   -3.6015    0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015   -2.2332    1.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8785    0.8419    1.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6932    2.6598    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4071    1.4928    2.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2094    0.7597   -0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9821    2.4601   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8931    1.1546   -1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9004    4.0119    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6300    4.6862   -0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 14 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 27 33  1  0
 33 34  1  0
 34 35  2  0
 13 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 37 40  1  0
 40 41  2  0
 26  4  1  0
 24  6  2  0
 34 25  1  0
 22  9  1  0
 41 12  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
  5 47  1  0
 11 48  1  0
 15 49  1  0
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 28 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 33 63  1  0
 38 64  1  0
 38 65  1  0
 38 66  1  0
 39 67  1  0
 39 68  1  0
 39 69  1  0
 40 70  1  0
 41 71  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      -4.641  -0.547   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.832  -2.507   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.569   3.960   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.227   5.415   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.915   8.146   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.911   7.469   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.667   1.282   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.238   1.340   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.620   5.261   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.369   2.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.752   6.305   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.569  -0.419   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.419   3.806   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.171  -1.005   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.767   1.799   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.958   3.759   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.039   0.039   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.563   0.626   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.889   3.985   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.246   2.586   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.165   1.212   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.378   1.542   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.635   0.754   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.033   0.168   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.429   3.301   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.827   2.715   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.225   2.128   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.255   2.422   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.031   3.887   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.413   7.808   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.721   2.295   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.136   5.328   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.974  -0.748   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.372  -1.334   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -5.913   3.814   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -4.624   1.048   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       2.604   9.768   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -6.132   1.156   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       1.356   3.172   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       6.561   4.345   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       4.075   9.310   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   29                                                            
CONECT    4   29                                                            
CONECT    5   30                                                            
CONECT    6   30                                                            
CONECT    7   38                                                            
CONECT    8   10   15                                                       
CONECT    9   11   16                                                       
CONECT   10    8   29                                                       
CONECT   11    9   30                                                       
CONECT   12   17   18                                                       
CONECT   13   19   31                                                       
CONECT   14    1    2   17                                                  
CONECT   15    8   23   25                                                  
CONECT   16    9   25   26                                                  
CONECT   17   12   14   22                                                  
CONECT   18   12   24   27                                                  
CONECT   19   13   20   32                                                  
CONECT   20   19   22   27                                                  
CONECT   21   23   24   26                                                  
CONECT   22   17   20   31                                                  
CONECT   23   15   21   33                                                  
CONECT   24   18   21   34                                                  
CONECT   25   15   16   40                                                  
CONECT   26   16   21   39                                                  
CONECT   27   18   20   39                                                  
CONECT   28   31   35   38                                                  
CONECT   29    3    4   10   40                                             
CONECT   30    5    6   11   41                                             
CONECT   31   13   22   28   36                                             
CONECT   32   19                                                            
CONECT   33   23                                                            
CONECT   34   24                                                            
CONECT   35   28                                                            
CONECT   36   31                                                            
CONECT   37   41                                                            
CONECT   38    7   28                                                       
CONECT   39   26   27                                                       
CONECT   40   25   29                                                       
CONECT   41   30   37                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

COMPND    HMDB0041125
HETATM    1  C1  UNL     1       6.407   0.871  -1.515  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.497   1.460  -0.808  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.848   2.713  -0.081  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.152   0.956  -0.656  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.107   1.891  -0.620  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.789   1.559  -0.455  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.798   2.533  -0.428  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.155   3.705  -0.558  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.511   2.159  -0.262  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.497   3.110  -0.234  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.293   4.451  -0.361  1.00  0.00           O  
HETATM   12  C10 UNL     1      -2.803   2.655  -0.062  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.093   1.309   0.074  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.093   0.377   0.043  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.324  -1.033   0.178  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.488  -1.602   0.344  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.577  -3.103   0.472  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.985  -3.594   0.340  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.037  -3.455   1.840  1.00  0.00           C  
HETATM   20  O3  UNL     1      -2.718  -3.653  -0.490  1.00  0.00           O  
HETATM   21  O4  UNL     1      -2.725  -4.956  -0.459  1.00  0.00           O  
HETATM   22  C18 UNL     1      -0.767   0.807  -0.129  1.00  0.00           C  
HETATM   23  O5  UNL     1       0.196  -0.093  -0.159  1.00  0.00           O  
HETATM   24  C19 UNL     1       1.459   0.222  -0.315  1.00  0.00           C  
HETATM   25  C20 UNL     1       2.472  -0.705  -0.348  1.00  0.00           C  
HETATM   26  C21 UNL     1       3.819  -0.390  -0.514  1.00  0.00           C  
HETATM   27  C22 UNL     1       4.598  -1.628  -0.477  1.00  0.00           C  
HETATM   28  O6  UNL     1       4.792  -2.248  -1.697  1.00  0.00           O  
HETATM   29  C23 UNL     1       5.869  -1.565   0.260  1.00  0.00           C  
HETATM   30  O7  UNL     1       6.894  -2.069  -0.261  1.00  0.00           O  
HETATM   31  O8  UNL     1       6.019  -0.981   1.504  1.00  0.00           O  
HETATM   32  C24 UNL     1       7.291  -0.953   2.170  1.00  0.00           C  
HETATM   33  C25 UNL     1       3.677  -2.561   0.353  1.00  0.00           C  
HETATM   34  C26 UNL     1       2.364  -2.160  -0.214  1.00  0.00           C  
HETATM   35  O9  UNL     1       1.407  -2.917  -0.498  1.00  0.00           O  
HETATM   36  O10 UNL     1      -4.418   0.990   0.237  1.00  0.00           O  
HETATM   37  C27 UNL     1      -5.501   1.853   0.283  1.00  0.00           C  
HETATM   38  C28 UNL     1      -6.182   1.706   1.628  1.00  0.00           C  
HETATM   39  C29 UNL     1      -6.480   1.537  -0.845  1.00  0.00           C  
HETATM   40  C30 UNL     1      -5.125   3.277   0.131  1.00  0.00           C  
HETATM   41  C31 UNL     1      -3.867   3.632  -0.028  1.00  0.00           C  
HETATM   42  H1  UNL     1       6.229  -0.031  -2.067  1.00  0.00           H  
HETATM   43  H2  UNL     1       7.428   1.255  -1.598  1.00  0.00           H  
HETATM   44  H3  UNL     1       6.939   2.958  -0.189  1.00  0.00           H  
HETATM   45  H4  UNL     1       5.314   3.548  -0.598  1.00  0.00           H  
HETATM   46  H5  UNL     1       5.559   2.673   0.980  1.00  0.00           H  
HETATM   47  H6  UNL     1       3.361   2.938  -0.729  1.00  0.00           H  
HETATM   48  H7  UNL     1      -0.512   4.998  -0.486  1.00  0.00           H  
HETATM   49  H8  UNL     1      -1.470  -1.750   0.145  1.00  0.00           H  
HETATM   50  H9  UNL     1      -4.415  -1.080   0.400  1.00  0.00           H  
HETATM   51  H10 UNL     1      -5.193  -3.829  -0.728  1.00  0.00           H  
HETATM   52  H11 UNL     1      -5.685  -2.748   0.599  1.00  0.00           H  
HETATM   53  H12 UNL     1      -5.201  -4.466   1.003  1.00  0.00           H  
HETATM   54  H13 UNL     1      -3.139  -4.561   1.954  1.00  0.00           H  
HETATM   55  H14 UNL     1      -3.592  -2.935   2.643  1.00  0.00           H  
HETATM   56  H15 UNL     1      -1.977  -3.138   1.935  1.00  0.00           H  
HETATM   57  H16 UNL     1      -2.844  -5.281  -1.402  1.00  0.00           H  
HETATM   58  H17 UNL     1       4.088  -2.062  -2.362  1.00  0.00           H  
HETATM   59  H18 UNL     1       7.595  -1.958   2.510  1.00  0.00           H  
HETATM   60  H19 UNL     1       7.283  -0.225   2.983  1.00  0.00           H  
HETATM   61  H20 UNL     1       8.054  -0.646   1.398  1.00  0.00           H  
HETATM   62  H21 UNL     1       3.943  -3.602   0.184  1.00  0.00           H  
HETATM   63  H22 UNL     1       3.702  -2.233   1.398  1.00  0.00           H  
HETATM   64  H23 UNL     1      -6.879   0.842   1.614  1.00  0.00           H  
HETATM   65  H24 UNL     1      -6.693   2.660   1.876  1.00  0.00           H  
HETATM   66  H25 UNL     1      -5.407   1.493   2.389  1.00  0.00           H  
HETATM   67  H26 UNL     1      -7.209   0.760  -0.540  1.00  0.00           H  
HETATM   68  H27 UNL     1      -6.982   2.460  -1.211  1.00  0.00           H  
HETATM   69  H28 UNL     1      -5.893   1.155  -1.712  1.00  0.00           H  
HETATM   70  H29 UNL     1      -5.900   4.012   0.154  1.00  0.00           H  
HETATM   71  H30 UNL     1      -3.630   4.686  -0.136  1.00  0.00           H  
CONECT    1    2    2   42   43
CONECT    2    3    4
CONECT    3   44   45   46
CONECT    4    5    5   26
CONECT    5    6   47
CONECT    6    7   24   24
CONECT    7    8    8    9
CONECT    9   10   10   22
CONECT   10   11   12
CONECT   11   48
CONECT   12   13   13   41
CONECT   13   14   36
CONECT   14   15   22   22
CONECT   15   16   16   49
CONECT   16   17   50
CONECT   17   18   19   20
CONECT   18   51   52   53
CONECT   19   54   55   56
CONECT   20   21
CONECT   21   57
CONECT   22   23
CONECT   23   24
CONECT   24   25
CONECT   25   26   26   34
CONECT   26   27
CONECT   27   28   29   33
CONECT   28   58
CONECT   29   30   30   31
CONECT   31   32
CONECT   32   59   60   61
CONECT   33   34   62   63
CONECT   34   35   35
CONECT   36   37
CONECT   37   38   39   40
CONECT   38   64   65   66
CONECT   39   67   68   69
CONECT   40   41   41   70
CONECT   41   71
END

HMDB0041125
     RDKit          3D
Artonin R
 71 75  0  0  0  0  0  0  0  0999 V2000
    6.4072    0.8708   -1.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4967    1.4604   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8484    2.7128   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1523    0.9564   -0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1070    1.8910   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    1.5595   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7982    2.5334   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552    3.7053   -0.5580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109    2.1585   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971    3.1096   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    4.4505   -0.3612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8026    2.6551   -0.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0929    1.3086    0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927    0.3765    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244   -1.0333    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4880   -1.6023    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5772   -3.1027    0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9850   -3.5937    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367   -3.4549    1.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7184   -3.6530   -0.4895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7253   -4.9561   -0.4587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675    0.8066   -0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1956   -0.0930   -0.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    0.2220   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4720   -0.7046   -0.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8186   -0.3901   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5978   -1.6278   -0.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7922   -2.2478   -1.6967 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8689   -1.5646    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8941   -2.0688   -0.2611 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0191   -0.9808    1.5043 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2912   -0.9530    2.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6768   -2.5605    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3639   -2.1602   -0.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072   -2.9165   -0.4983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4181    0.9901    0.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5014    1.8533    0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1818    1.7059    1.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4797    1.5369   -0.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1255    3.2770    0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8669    3.6319   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2293   -0.0307   -2.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4277    1.2549   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9395    2.9581   -0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3144    3.5476   -0.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591    2.6731    0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614    2.9379   -0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5115    4.9977   -0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4696   -1.7496    0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4151   -1.0797    0.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1928   -3.8290   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6849   -2.7483    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2008   -4.4663    1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1389   -4.5613    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924   -2.9350    2.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -3.1382    1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8439   -5.2811   -1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881   -2.0623   -2.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5952   -1.9584    2.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2829   -0.2245    2.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0536   -0.6456    1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426   -3.6015    0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015   -2.2332    1.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8785    0.8419    1.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6932    2.6598    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4071    1.4928    2.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2094    0.7597   -0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9821    2.4601   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8931    1.1546   -1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9004    4.0119    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6300    4.6862   -0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 14 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 27 33  1  0
 33 34  1  0
 34 35  2  0
 13 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 37 40  1  0
 40 41  2  0
 26  4  1  0
 24  6  2  0
 34 25  1  0
 22  9  1  0
 41 12  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
  5 47  1  0
 11 48  1  0
 15 49  1  0
 16 50  1  0
 18 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
 21 57  1  0
 28 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 33 63  1  0
 38 64  1  0
 38 65  1  0
 38 66  1  0
 39 67  1  0
 39 68  1  0
 39 69  1  0
 40 70  1  0
 41 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 21-[(1E)-3-hydroperoxy-3-methylbut-1-en-1-yl]-7,14-dihydroxy-18,18-dimethyl-5,12-dioxo-9-(prop-1-en-2-yl)-2,19-dioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),3(11),4(8),9,14,16,20-heptaene-7-carboxylic acid	Generator

Chemical Formula

C₃₁H₃₀O₁₀

Average Molecular Weight

562.5639

Monoisotopic Molecular Weight

562.18389718

IUPAC Name

methyl 21-[(1E)-3-hydroperoxy-3-methylbut-1-en-1-yl]-7,14-dihydroxy-18,18-dimethyl-5,12-dioxo-9-(prop-1-en-2-yl)-2,19-dioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁵,²⁰]henicosa-1(13),3(11),4(8),9,14,16,20-heptaene-7-carboxylate

Traditional Name

CAS Registry Number

161017-01-2

SMILES

COC(=O)C1(O)CC(=O)C2=C1C(=CC1=C2OC2=C(C(O)=C3C=CC(C)(C)OC3=C2\C=C\C(C)(C)OO)C1=O)C(C)=C

InChI Identifier

InChI=1S/C31H30O10/c1-14(2)17-12-18-24(34)21-23(33)15-8-10-29(3,4)40-25(15)16(9-11-30(5,6)41-37)26(21)39-27(18)20-19(32)13-31(36,22(17)20)28(35)38-7/h8-12,33,36-37H,1,13H2,2-7H3/b11-9+

InChI Key

DHSZUELPJXKISQ-PKNBQFBNSA-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

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041125)

Cellular substructure

Membrane (HMDB: HMDB0041125)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041125)

Source

Exogenous

Food

Food (HMDB: HMDB0041125)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0041125)

Not Available

Nutrient (HMDB: HMDB0041125)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	173 °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	0.0036 g/L	ALOGPS
logP	3.03	ALOGPS
logP	4.87	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	9.14	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	150.62 m³·mol⁻¹	ChemAxon
Polarizability	59.29 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	231.035	31661259
DarkChem	[M-H]-	223.956	31661259
DeepCCS	[M+H]+	229.121	30932474
DeepCCS	[M-H]-	227.009	30932474
DeepCCS	[M-2H]-	260.248	30932474
DeepCCS	[M+Na]+	234.862	30932474
AllCCS	[M+H]+	228.6	32859911
AllCCS	[M+H-H2O]+	227.0	32859911
AllCCS	[M+NH4]+	230.1	32859911
AllCCS	[M+Na]+	230.5	32859911
AllCCS	[M-H]-	235.7	32859911
AllCCS	[M+Na-2H]-	237.3	32859911
AllCCS	[M+HCOO]-	239.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Artonin R	COC(=O)C1(O)CC(=O)C2=C1C(=CC1=C2OC2=C(C(O)=C3C=CC(C)(C)OC3=C2\C=C\C(C)(C)OO)C1=O)C(C)=C	5693.3	Standard polar	33892256
Artonin R	COC(=O)C1(O)CC(=O)C2=C1C(=CC1=C2OC2=C(C(O)=C3C=CC(C)(C)OC3=C2\C=C\C(C)(C)OO)C1=O)C(C)=C	3729.5	Standard non polar	33892256
Artonin R	COC(=O)C1(O)CC(=O)C2=C1C(=CC1=C2OC2=C(C(O)=C3C=CC(C)(C)OC3=C2\C=C\C(C)(C)OO)C1=O)C(C)=C	4149.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Artonin R,1TMS,isomer #1	C=C(C)C1=CC2=C(OC3=C(/C=C/C(C)(C)OO)C4=C(C=CC(C)(C)O4)C(O)=C3C2=O)C2=C1C(O[Si](C)(C)C)(C(=O)OC)CC2=O	3958.3	Semi standard non polar	33892256
Artonin R,1TMS,isomer #2	C=C(C)C1=CC2=C(OC3=C(/C=C/C(C)(C)OO)C4=C(C=CC(C)(C)O4)C(O[Si](C)(C)C)=C3C2=O)C2=C1C(O)(C(=O)OC)CC2=O	3929.5	Semi standard non polar	33892256
Artonin R,2TMS,isomer #1	C=C(C)C1=CC2=C(OC3=C(/C=C/C(C)(C)OO)C4=C(C=CC(C)(C)O4)C(O[Si](C)(C)C)=C3C2=O)C2=C1C(O[Si](C)(C)C)(C(=O)OC)CC2=O	3878.6	Semi standard non polar	33892256
Artonin R,1TBDMS,isomer #1	C=C(C)C1=CC2=C(OC3=C(/C=C/C(C)(C)OO)C4=C(C=CC(C)(C)O4)C(O)=C3C2=O)C2=C1C(O[Si](C)(C)C(C)(C)C)(C(=O)OC)CC2=O	4166.2	Semi standard non polar	33892256
Artonin R,1TBDMS,isomer #2	C=C(C)C1=CC2=C(OC3=C(/C=C/C(C)(C)OO)C4=C(C=CC(C)(C)O4)C(O[Si](C)(C)C(C)(C)C)=C3C2=O)C2=C1C(O)(C(=O)OC)CC2=O	4172.7	Semi standard non polar	33892256
Artonin R,2TBDMS,isomer #1	C=C(C)C1=CC2=C(OC3=C(/C=C/C(C)(C)OO)C4=C(C=CC(C)(C)O4)C(O[Si](C)(C)C(C)(C)C)=C3C2=O)C2=C1C(O[Si](C)(C)C(C)(C)C)(C(=O)OC)CC2=O	4301.3	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 - Artonin R GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1000390000-6645d7e65b82eef49268	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonin R GC-MS (1 TMS) - 70eV, Positive	splash10-00yi-9000547000-9e2320d4f0d2dd878f93	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonin R GC-MS ("Artonin R,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonin R GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonin R GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonin R GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonin R GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonin R GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	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 - Artonin R 10V, Positive-QTOF	splash10-03fr-1000390000-c90ab2c49d8d336a9a3f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 20V, Positive-QTOF	splash10-024i-3000890000-6930ceafa3e1eca7791b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 40V, Positive-QTOF	splash10-014i-2000900000-33887f4581ed4e00b568	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 10V, Negative-QTOF	splash10-03di-0000090000-7edfaf126f57bc451fad	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 20V, Negative-QTOF	splash10-03di-0000490000-62c1b4736326e2b2e566	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 40V, Negative-QTOF	splash10-00kr-1010900000-9a9cc245f8e83a1fe9f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 10V, Negative-QTOF	splash10-0002-0000910000-859efc036797841ba813	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 20V, Negative-QTOF	splash10-0002-0000940000-36b341474849b893e7cb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 40V, Negative-QTOF	splash10-0a4s-1002930000-a2e7dd09d8709e585c32	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 10V, Positive-QTOF	splash10-01t9-0000290000-c26a453f890186918a29	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 20V, Positive-QTOF	splash10-00b9-1000950000-c0a5c4400560f10a0504	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonin R 40V, Positive-QTOF	splash10-01t9-2000920000-0aaccc676385512e1726	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

FDB021007

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753035

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 Artonin R (HMDB0041125)

MOL for HMDB0041125 (Artonin R)

3D MOL for HMDB0041125 (Artonin R)

3D SDF for HMDB0041125 (Artonin R)

3D-SDF for HMDB0041125 (Artonin R)

PDB for HMDB0041125 (Artonin R)

3D PDB for HMDB0041125 (Artonin R)

SMILES for HMDB0041125 (Artonin R)

INCHI for HMDB0041125 (Artonin R)

Structure for HMDB0041125 (Artonin R)

3D Structure for HMDB0041125 (Artonin R)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra