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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:07 UTC

Update Date

2022-03-07 02:52:23 UTC

HMDB ID

HMDB0030005

Secondary Accession Numbers

HMDB30005

Metabolite Identification

Common Name

Austalide A

Description

Austalide A belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. Based on a literature review very few articles have been published on Austalide A.

Structure

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


  Mrv0541 05061304582D          

 37 42  0  0  0  0            999 V2000
    6.1450   -0.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631   -2.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866   -0.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5814   -0.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5565    1.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680   -0.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117    2.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190    2.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8416    1.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0509    2.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1905   -0.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4532    0.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0034   -0.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9727   -1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0871    1.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6365    0.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6794    0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -0.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4949    1.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2288    0.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7202    1.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2241    1.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3159    0.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8957    1.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8210   -0.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3581    1.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1918    0.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7589   -1.8740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3406    2.5022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5786    2.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7796    2.3544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8164    1.1112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7961   -0.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5957   -0.2874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8257    1.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120    1.1803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 14  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 21 16  2  0  0  0  0
 22 16  1  0  0  0  0
 22 20  2  0  0  0  0
 23 20  1  0  0  0  0
 24  3  1  0  0  0  0
 24  4  1  0  0  0  0
 25  5  1  0  0  0  0
 25  9  1  0  0  0  0
 25 18  1  0  0  0  0
 26  6  1  0  0  0  0
 26 12  1  0  0  0  0
 26 18  1  0  0  0  0
 27 10  1  0  0  0  0
 28 19  1  0  0  0  0
 28 24  1  0  0  0  0
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 29 15  2  0  0  0  0
 30 23  2  0  0  0  0
 31  7  1  0  0  0  0
 31 22  1  0  0  0  0
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 32 27  1  0  0  0  0
 33 13  1  0  0  0  0
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 35 21  1  0  0  0  0
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 36 24  1  0  0  0  0
 36 27  1  0  0  0  0
 37 27  1  0  0  0  0
 37 28  1  0  0  0  0
M  END

HMDB0030005
     RDKit          3D
Austalide A
 73 78  0  0  0  0  0  0  0  0999 V2000
   -3.7659    3.8077   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6557    2.8362    0.4421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7607    1.4793    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622    0.7031   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8022   -0.6546   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658   -1.2026   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2317   -2.6649   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1910   -0.4524    0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0249    0.9083    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3345    1.4567    0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6750    2.6491    0.9008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2775    0.4114    0.6949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6402   -0.7960    0.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7143   -1.4834   -0.4528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4233   -0.8786   -0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4863   -0.5282   -2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5497   -2.0058   -0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5222   -1.5431    0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -2.6075    0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974   -3.3495    2.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -4.4699    2.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397   -3.0087    2.9399 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171   -0.2552    0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1525   -0.3397   -1.2046 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973    0.7422   -1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0490    1.6481   -3.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2048    2.0618   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2970    2.1018   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0684    1.1273    2.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9650    0.6777   -0.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4968    0.0461    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9620    0.9030    1.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4143   -1.1814    0.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4773   -3.1939    0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1256   -2.9319   -1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0180   -1.2197   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7848   -1.5755    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1391    0.4637   -2.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4543   -4.9753    1.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2101   -4.1656    2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3076    1.4382   -4.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    2.5894   -3.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9775    1.7728   -2.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    2.8378   -1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671    2.2734   -2.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    2.5933   -0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    2.8950    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7441    0.4726    2.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1850    2.2079    2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0532    0.9035    2.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0418    1.1676    1.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2573   -1.9007   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
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  6  7  1  0
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 33 67  1  0
 36 68  1  0
 36 69  1  0
 36 70  1  0
 37 71  1  0
 37 72  1  0
 37 73  1  0
M  END


  Mrv0541 05061304582D          

 37 42  0  0  0  0            999 V2000
    6.1450   -0.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631   -2.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866   -0.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5814   -0.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5565    1.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680   -0.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117    2.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190    2.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8416    1.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0509    2.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1905   -0.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4532    0.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8210   -0.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7961   -0.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8257    1.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8120    1.1803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 14  1  1  0  0  0  0
 15  2  1  0  0  0  0
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 28 24  1  0  0  0  0
 28 25  1  0  0  0  0
 29 15  2  0  0  0  0
 30 23  2  0  0  0  0
 31  7  1  0  0  0  0
 31 22  1  0  0  0  0
 32  8  1  0  0  0  0
 32 27  1  0  0  0  0
 33 13  1  0  0  0  0
 33 23  1  0  0  0  0
 34 15  1  0  0  0  0
 34 19  1  0  0  0  0
 35 21  1  0  0  0  0
 35 26  1  0  0  0  0
 36 24  1  0  0  0  0
 36 27  1  0  0  0  0
 37 27  1  0  0  0  0
 37 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030005

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C34OC(CCC13C)(OC)OC4(C)C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C28H36O9/c1-14-17-13-33-23(30)20(17)22(31-7)16-11-18-25(5)9-10-27(32-8)36-24(3,4)28(25,37-27)19(34-15(2)29)12-26(18,6)35-21(14)16/h18-19H,9-13H2,1-8H3

> <INCHI_KEY>
JVCNHGXAVMINTN-UHFFFAOYSA-N

> <FORMULA>
C28H36O9

> <MOLECULAR_WEIGHT>
516.58

> <EXACT_MASS>
516.23593275

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
54.36678324363039

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13,20-dimethoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6(14),7,12-trien-2-yl acetate

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
4.011131000333336

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.189116127482254

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9410602358583193

> <JCHEM_POLAR_SURFACE_AREA>
98.75000000000003

> <JCHEM_REFRACTIVITY>
131.55319999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.64e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13,20-dimethoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6(14),7,12-trien-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030005
     RDKit          3D
Austalide A
 73 78  0  0  0  0  0  0  0  0999 V2000
   -3.7659    3.8077   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6557    2.8362    0.4421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7607    1.4793    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622    0.7031   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8022   -0.6546   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658   -1.2026   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2317   -2.6649   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1910   -0.4524    0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0249    0.9083    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3345    1.4567    0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6750    2.6491    0.9008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2775    0.4114    0.6949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6402   -0.7960    0.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7143   -1.4834   -0.4528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4233   -0.8786   -0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4863   -0.5282   -2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5497   -2.0058   -0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5222   -1.5431    0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -2.6075    0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974   -3.3495    2.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -4.4699    2.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397   -3.0087    2.9399 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171   -0.2552    0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1525   -0.3397   -1.2046 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973    0.7422   -1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    0.5708   -2.9077 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490    1.6481   -3.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2048    2.0618   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2970    2.1018   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686    0.7915    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684    1.1273    2.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095    0.2474    0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3227    1.3153   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9650    0.6777   -0.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4968    0.0461    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9620    0.9030    1.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4143   -1.1814    0.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7091    3.8340   -1.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9484    3.7958   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6718    4.8105   -0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2288   -3.0017    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4773   -3.1939    0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1256   -2.9319   -1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0180   -1.2197   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7848   -1.5755    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014   -1.3021   -2.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391    0.4637   -2.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5186   -0.6131   -2.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1026   -2.9491   -0.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1180   -2.1821   -1.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -1.4041    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7909   -5.2273    2.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543   -4.9753    1.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2101   -4.1656    2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3076    1.4382   -4.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    2.5894   -3.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9775    1.7728   -2.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    2.8378   -1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671    2.2734   -2.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    2.5933   -0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    2.8950    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7441    0.4726    2.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1850    2.2079    2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0532    0.9035    2.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7185   -0.1569    1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2712    1.6139   -1.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103    2.1770    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1227    0.3314    2.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0418    1.1676    1.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918    1.8678    1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4453   -0.7468    0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4940   -1.5636    1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2573   -1.9007   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 25 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
  9  3  1  0
 32 15  1  0
 33  4  1  0
 13  8  1  0
 30 23  1  0
 35 23  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 21 52  1  0
 21 53  1  0
 21 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 32 65  1  0
 33 66  1  0
 33 67  1  0
 36 68  1  0
 36 69  1  0
 36 70  1  0
 37 71  1  0
 37 72  1  0
 37 73  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      11.471  -1.596   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.544  -4.069   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.215  -0.774   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.085  -0.029   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.639   2.965   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.407  -1.522   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.595   5.460   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.035   4.009   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.304   3.663   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.828   4.271   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.050   2.498   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.956  -1.017   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.913   0.691   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.206  -0.079   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.682  -3.032   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.496   1.968   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.388   0.909   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.868   1.510   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.490  -0.490   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.124   2.426   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.760   0.451   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.678   2.956   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.485   3.146   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.456   0.672   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.405   2.043   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.133  -0.007   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.535   3.297   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.091   1.052   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.150  -3.498   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      13.702   4.671   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      10.413   4.473   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.455   4.395   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      14.591   2.074   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.353  -1.527   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.579  -0.536   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       1.541   2.023   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       3.382   2.203   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   24                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6   26                                                            
CONECT    7   31                                                            
CONECT    8   32                                                            
CONECT    9   10   25                                                       
CONECT   10    9   27                                                       
CONECT   11   16   18                                                       
CONECT   12   19   26                                                       
CONECT   13   17   33                                                       
CONECT   14    1   17   21                                                  
CONECT   15    2   29   34                                                  
CONECT   16   11   21   22                                                  
CONECT   17   13   14   20                                                  
CONECT   18   11   25   26                                                  
CONECT   19   12   28   34                                                  
CONECT   20   17   22   23                                                  
CONECT   21   14   16   35                                                  
CONECT   22   16   20   31                                                  
CONECT   23   20   30   33                                                  
CONECT   24    3    4   28   36                                             
CONECT   25    5    9   18   28                                             
CONECT   26    6   12   18   35                                             
CONECT   27   10   32   36   37                                             
CONECT   28   19   24   25   37                                             
CONECT   29   15                                                            
CONECT   30   23                                                            
CONECT   31    7   22                                                       
CONECT   32    8   27                                                       
CONECT   33   13   23                                                       
CONECT   34   15   19                                                       
CONECT   35   21   26                                                       
CONECT   36   24   27                                                       
CONECT   37   27   28                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   84    0
END

COMPND    HMDB0030005
HETATM    1  C1  UNL     1      -3.766   3.808  -0.543  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.656   2.836   0.442  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.761   1.479   0.276  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.662   0.703  -0.005  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.802  -0.655  -0.166  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.066  -1.203  -0.038  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.232  -2.665  -0.209  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.191  -0.452   0.244  1.00  0.00           C  
HETATM    9  C8  UNL     1      -5.025   0.908   0.401  1.00  0.00           C  
HETATM   10  C9  UNL     1      -6.335   1.457   0.685  1.00  0.00           C  
HETATM   11  O2  UNL     1      -6.675   2.649   0.901  1.00  0.00           O  
HETATM   12  O3  UNL     1      -7.277   0.411   0.695  1.00  0.00           O  
HETATM   13  C10 UNL     1      -6.640  -0.796   0.430  1.00  0.00           C  
HETATM   14  O4  UNL     1      -1.714  -1.483  -0.453  1.00  0.00           O  
HETATM   15  C11 UNL     1      -0.423  -0.879  -0.730  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.486  -0.528  -2.177  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.550  -2.006  -0.426  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.522  -1.543   0.676  1.00  0.00           C  
HETATM   19  O5  UNL     1       2.356  -2.607   0.918  1.00  0.00           O  
HETATM   20  C15 UNL     1       2.297  -3.349   2.091  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.238  -4.470   2.247  1.00  0.00           C  
HETATM   22  O6  UNL     1       1.440  -3.009   2.940  1.00  0.00           O  
HETATM   23  C17 UNL     1       2.117  -0.255   0.218  1.00  0.00           C  
HETATM   24  O7  UNL     1       2.153  -0.340  -1.205  1.00  0.00           O  
HETATM   25  C18 UNL     1       2.897   0.742  -1.562  1.00  0.00           C  
HETATM   26  O8  UNL     1       3.280   0.571  -2.908  1.00  0.00           O  
HETATM   27  C19 UNL     1       4.049   1.648  -3.342  1.00  0.00           C  
HETATM   28  C20 UNL     1       2.205   2.062  -1.359  1.00  0.00           C  
HETATM   29  C21 UNL     1       1.297   2.102  -0.183  1.00  0.00           C  
HETATM   30  C22 UNL     1       1.069   0.791   0.518  1.00  0.00           C  
HETATM   31  C23 UNL     1       1.068   1.127   2.024  1.00  0.00           C  
HETATM   32  C24 UNL     1      -0.310   0.247   0.218  1.00  0.00           C  
HETATM   33  C25 UNL     1      -1.323   1.315  -0.137  1.00  0.00           C  
HETATM   34  O9  UNL     1       3.965   0.678  -0.714  1.00  0.00           O  
HETATM   35  C26 UNL     1       3.497   0.046   0.471  1.00  0.00           C  
HETATM   36  C27 UNL     1       3.962   0.903   1.591  1.00  0.00           C  
HETATM   37  C28 UNL     1       4.414  -1.181   0.556  1.00  0.00           C  
HETATM   38  H1  UNL     1      -4.709   3.834  -1.086  1.00  0.00           H  
HETATM   39  H2  UNL     1      -2.948   3.796  -1.290  1.00  0.00           H  
HETATM   40  H3  UNL     1      -3.672   4.810  -0.031  1.00  0.00           H  
HETATM   41  H4  UNL     1      -5.229  -3.002   0.141  1.00  0.00           H  
HETATM   42  H5  UNL     1      -3.477  -3.194   0.419  1.00  0.00           H  
HETATM   43  H6  UNL     1      -4.126  -2.932  -1.287  1.00  0.00           H  
HETATM   44  H7  UNL     1      -7.018  -1.220  -0.547  1.00  0.00           H  
HETATM   45  H8  UNL     1      -6.785  -1.575   1.181  1.00  0.00           H  
HETATM   46  H9  UNL     1       0.101  -1.302  -2.755  1.00  0.00           H  
HETATM   47  H10 UNL     1      -0.139   0.464  -2.461  1.00  0.00           H  
HETATM   48  H11 UNL     1      -1.519  -0.613  -2.633  1.00  0.00           H  
HETATM   49  H12 UNL     1       0.103  -2.949  -0.141  1.00  0.00           H  
HETATM   50  H13 UNL     1       1.118  -2.182  -1.385  1.00  0.00           H  
HETATM   51  H14 UNL     1       0.842  -1.404   1.569  1.00  0.00           H  
HETATM   52  H15 UNL     1       2.791  -5.227   2.931  1.00  0.00           H  
HETATM   53  H16 UNL     1       3.454  -4.975   1.294  1.00  0.00           H  
HETATM   54  H17 UNL     1       4.210  -4.166   2.680  1.00  0.00           H  
HETATM   55  H18 UNL     1       4.308   1.438  -4.402  1.00  0.00           H  
HETATM   56  H19 UNL     1       3.432   2.589  -3.305  1.00  0.00           H  
HETATM   57  H20 UNL     1       4.977   1.773  -2.757  1.00  0.00           H  
HETATM   58  H21 UNL     1       2.997   2.838  -1.312  1.00  0.00           H  
HETATM   59  H22 UNL     1       1.667   2.273  -2.332  1.00  0.00           H  
HETATM   60  H23 UNL     1       0.349   2.593  -0.535  1.00  0.00           H  
HETATM   61  H24 UNL     1       1.704   2.895   0.519  1.00  0.00           H  
HETATM   62  H25 UNL     1       1.744   0.473   2.584  1.00  0.00           H  
HETATM   63  H26 UNL     1       1.185   2.208   2.216  1.00  0.00           H  
HETATM   64  H27 UNL     1       0.053   0.903   2.480  1.00  0.00           H  
HETATM   65  H28 UNL     1      -0.718  -0.157   1.201  1.00  0.00           H  
HETATM   66  H29 UNL     1      -1.271   1.614  -1.226  1.00  0.00           H  
HETATM   67  H30 UNL     1      -1.310   2.177   0.550  1.00  0.00           H  
HETATM   68  H31 UNL     1       4.123   0.331   2.556  1.00  0.00           H  
HETATM   69  H32 UNL     1       5.042   1.168   1.331  1.00  0.00           H  
HETATM   70  H33 UNL     1       3.492   1.868   1.725  1.00  0.00           H  
HETATM   71  H34 UNL     1       5.445  -0.747   0.373  1.00  0.00           H  
HETATM   72  H35 UNL     1       4.494  -1.564   1.585  1.00  0.00           H  
HETATM   73  H36 UNL     1       4.257  -1.901  -0.236  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   33
CONECT    5    6    6   14
CONECT    6    7    8
CONECT    7   41   42   43
CONECT    8    9    9   13
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   44   45
CONECT   14   15
CONECT   15   16   17   32
CONECT   16   46   47   48
CONECT   17   18   49   50
CONECT   18   19   23   51
CONECT   19   20
CONECT   20   21   22   22
CONECT   21   52   53   54
CONECT   23   24   30   35
CONECT   24   25
CONECT   25   26   28   34
CONECT   26   27
CONECT   27   55   56   57
CONECT   28   29   58   59
CONECT   29   30   60   61
CONECT   30   31   32
CONECT   31   62   63   64
CONECT   32   33   65
CONECT   33   66   67
CONECT   34   35
CONECT   35   36   37
CONECT   36   68   69   70
CONECT   37   71   72   73
END

HMDB0030005
     RDKit          3D
Austalide A
 73 78  0  0  0  0  0  0  0  0999 V2000
   -3.7659    3.8077   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6557    2.8362    0.4421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7607    1.4793    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622    0.7031   -0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8022   -0.6546   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658   -1.2026   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2317   -2.6649   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1910   -0.4524    0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0249    0.9083    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3345    1.4567    0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6750    2.6491    0.9008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2775    0.4114    0.6949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6402   -0.7960    0.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7143   -1.4834   -0.4528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4233   -0.8786   -0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4863   -0.5282   -2.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5497   -2.0058   -0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5222   -1.5431    0.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -2.6075    0.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974   -3.3495    2.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -4.4699    2.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397   -3.0087    2.9399 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171   -0.2552    0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1525   -0.3397   -1.2046 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973    0.7422   -1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    0.5708   -2.9077 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490    1.6481   -3.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2048    2.0618   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2970    2.1018   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686    0.7915    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684    1.1273    2.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095    0.2474    0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3227    1.3153   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9650    0.6777   -0.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4968    0.0461    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9620    0.9030    1.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4143   -1.1814    0.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7091    3.8340   -1.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9484    3.7958   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6718    4.8105   -0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2288   -3.0017    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4773   -3.1939    0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1256   -2.9319   -1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0180   -1.2197   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7848   -1.5755    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014   -1.3021   -2.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391    0.4637   -2.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5186   -0.6131   -2.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1026   -2.9491   -0.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1180   -2.1821   -1.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -1.4041    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7909   -5.2273    2.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543   -4.9753    1.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2101   -4.1656    2.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3076    1.4382   -4.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    2.5894   -3.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9775    1.7728   -2.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    2.8378   -1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671    2.2734   -2.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    2.5933   -0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043    2.8950    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7441    0.4726    2.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1850    2.2079    2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0532    0.9035    2.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7185   -0.1569    1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2712    1.6139   -1.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103    2.1770    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1227    0.3314    2.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0418    1.1676    1.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4918    1.8678    1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4453   -0.7468    0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4940   -1.5636    1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2573   -1.9007   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 25 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
  9  3  1  0
 32 15  1  0
 33  4  1  0
 13  8  1  0
 30 23  1  0
 35 23  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 21 52  1  0
 21 53  1  0
 21 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 32 65  1  0
 33 66  1  0
 33 67  1  0
 36 68  1  0
 36 69  1  0
 36 70  1  0
 37 71  1  0
 37 72  1  0
 37 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
13,20-Dimethoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6(14),7,12-trien-2-yl acetic acid	HMDB

Chemical Formula

C₂₈H₃₆O₉

Average Molecular Weight

516.58

Monoisotopic Molecular Weight

516.23593275

IUPAC Name

13,20-dimethoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6(14),7,12-trien-2-yl acetate

Traditional Name

13,20-dimethoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6(14),7,12-trien-2-yl acetate

CAS Registry Number

81543-01-3

SMILES

COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C34OC(CCC13C)(OC)OC4(C)C)O2

InChI Identifier

InChI=1S/C28H36O9/c1-14-17-13-33-23(30)20(17)22(31-7)16-11-18-25(5)9-10-27(32-8)36-24(3,4)28(25,37-27)19(34-15(2)29)12-26(18,6)35-21(14)16/h18-19H,9-13H2,1-8H3

InChI Key

JVCNHGXAVMINTN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
Isobenzofuranone
Phthalide
Isocoumaran
Anisole
Alkyl aryl ether
Carboxylic acid orthoester
Ortho ester
Oxepane
Dicarboxylic acid or derivatives
Oxane
Benzenoid
Meta-dioxolane
Lactone
Carboxylic acid ester
Orthocarboxylic acid derivative
Oxacycle
Ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0030005)

Exogenous

Food

Food (HMDB: HMDB0030005)

Exogenous (HMDB: HMDB0030005)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030005)

Role

Biological role

Energy source (HMDB: HMDB0030005)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030005)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	212 - 214 °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	0.0046 g/L	ALOGPS
logP	3.74	ALOGPS
logP	4.01	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	15.19	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	98.75 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	131.55 m³·mol⁻¹	ChemAxon
Polarizability	54.37 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	216.911	31661259
DarkChem	[M-H]-	210.965	31661259
DeepCCS	[M-2H]-	247.083	30932474
DeepCCS	[M+Na]+	222.507	30932474
AllCCS	[M+H]+	216.1	32859911
AllCCS	[M+H-H2O]+	214.4	32859911
AllCCS	[M+NH4]+	217.6	32859911
AllCCS	[M+Na]+	218.1	32859911
AllCCS	[M-H]-	227.1	32859911
AllCCS	[M+Na-2H]-	228.6	32859911
AllCCS	[M+HCOO]-	230.5	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.	8.39 minutes	32390414
Predicted by Siyang on May 30, 2022	22.498 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.95 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3459.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	458.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	276.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	211.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	197.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1229.6 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	1136.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1877.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	648.6 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	2073.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	724.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	525.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	388.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	638.7 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	8.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Austalide A	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C34OC(CCC13C)(OC)OC4(C)C)O2	4454.8	Standard polar	33892256
Austalide A	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C34OC(CCC13C)(OC)OC4(C)C)O2	3379.7	Standard non polar	33892256
Austalide A	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C34OC(CCC13C)(OC)OC4(C)C)O2	3771.7	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 - Austalide A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-5641950000-9aa29b19895162dad293	2017-09-01	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 - Austalide A 10V, Positive-QTOF	splash10-0aor-1083970000-19abf23d1e1cbfea76a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 20V, Positive-QTOF	splash10-0a4i-1193810000-67de94d240cb3bfdabb6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 40V, Positive-QTOF	splash10-0bu3-4970100000-53f649c6bccbdba3e5cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 10V, Negative-QTOF	splash10-01b9-3000980000-c8a04fac1ce77cffeb79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 20V, Negative-QTOF	splash10-0a4i-2010910000-a85580d6a44c5a3d32a7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 40V, Negative-QTOF	splash10-0a4i-9311600000-d06966aae1215f226823	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 10V, Negative-QTOF	splash10-014i-0000190000-765ff8ad8d491892cbe4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 20V, Negative-QTOF	splash10-066r-4000690000-6fcaf93bcc9d0f692d1c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 40V, Negative-QTOF	splash10-066r-9000210000-71beb318c7967055dd00	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 10V, Positive-QTOF	splash10-014i-0000090000-dce5d0e15a41e88e5c8a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 20V, Positive-QTOF	splash10-014i-0010970000-88e1f6449f991d485a3d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide A 40V, Positive-QTOF	splash10-05mk-2050920000-bb6fdacfb6db6f51f6e9	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB001295

KNApSAcK ID

Not Available

Chemspider ID

4417634

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5250519

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 Austalide A (HMDB0030005)

MOL for HMDB0030005 (Austalide A)

3D MOL for HMDB0030005 (Austalide A)

3D SDF for HMDB0030005 (Austalide A)

3D-SDF for HMDB0030005 (Austalide A)

PDB for HMDB0030005 (Austalide A)

3D PDB for HMDB0030005 (Austalide A)

SMILES for HMDB0030005 (Austalide A)

INCHI for HMDB0030005 (Austalide A)

Structure for HMDB0030005 (Austalide A)

3D Structure for HMDB0030005 (Austalide A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra