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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:09:13 UTC

Update Date

2021-09-26 22:59:09 UTC

HMDB ID

HMDB0248709

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Atractylic Acid

Description

AC1L1D9R belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. AC1L1D9R is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Atractylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Atractylic Acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv0541 04121513292D          

 48 52  0  0  0  0            999 V2000
    5.7168    5.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9656    4.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4087    3.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4631    2.6747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3494    1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 45 48  1  0  0  0  0
M  END

HMDB0248709
     RDKit          3D
Atractylic Acid
 94 98  0  0  0  0  0  0  0  0999 V2000
    8.1158    0.0242   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 04121513292D          

 48 52  0  0  0  0            999 V2000
    5.7168    5.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9656    4.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7622   -1.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528   -1.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6475   -0.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1720    0.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4043    0.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1557    1.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0012    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2466    0.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677   -0.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6245    0.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3708   -1.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8140   -2.3731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8469   -0.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0957   -0.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5388   -1.5113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2093    0.3149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2447   -0.2230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6715   -0.7205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7069   -1.2584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1550    1.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7118    1.8881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5174    1.7102    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3396    0.9046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3230    1.5323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6953    2.5158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
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  8  9  1  0  0  0  0
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 26 28  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
  9 33  1  0  0  0  0
 33 34  1  0  0  0  0
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 35 36  1  0  0  0  0
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  8 43  1  0  0  0  0
 43 44  1  0  0  0  0
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 45 46  2  0  0  0  0
 45 47  2  0  0  0  0
 45 48  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248709

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)OC1C(OC2CC(C3CCC45CC(CCC4C3(C)C2)C(=C)C5O)C(O)=O)OC(CO)C(OS(O)(=O)=O)C1OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O16S2/c1-14(2)9-22(32)44-25-24(46-48(39,40)41)23(45-47(36,37)38)20(13-31)43-28(25)42-17-10-18(27(34)35)19-7-8-30-11-16(15(3)26(30)33)5-6-21(30)29(19,4)12-17/h14,16-21,23-26,28,31,33H,3,5-13H2,1-2,4H3,(H,34,35)(H,36,37,38)(H,39,40,41)

> <INCHI_KEY>
FYQXODZRNSCOTR-UHFFFAOYSA-N

> <FORMULA>
C30H46O16S2

> <MOLECULAR_WEIGHT>
726.8

> <EXACT_MASS>
726.222727749

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
71.7726884911441

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-hydroxy-7-{[6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4,5-bis(sulfooxy)oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

> <ALOGPS_LOGP>
-0.64

> <JCHEM_LOGP>
-1.6925068983436593

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
-1.6652901494888708

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.289110357343204

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6850337576428408

> <JCHEM_POLAR_SURFACE_AREA>
249.71999999999997

> <JCHEM_REFRACTIVITY>
161.21850000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-hydroxy-7-{[6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4,5-bis(sulfooxy)oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248709
     RDKit          3D
Atractylic Acid
 94 98  0  0  0  0  0  0  0  0999 V2000
    8.1158    0.0242   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9427    0.5146   -0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4564    0.9338   -1.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4586   -0.0199   -2.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2367   -0.2505   -1.6092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457    1.0768   -1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4533    1.0611   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6811    2.3500   -0.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5502   -0.0807   -0.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585   -0.0367    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064   -0.9171   -0.5196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8116   -0.4175   -0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9973   -0.4813   -2.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648   -1.7535   -2.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779   -1.6921   -4.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1609   -0.8206   -4.9634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7194   -2.7316   -1.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784   -3.8180   -2.5024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287   -5.2650   -2.0368 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.0290   -5.0832   -1.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8156   -6.3186   -3.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222   -5.7671   -0.5330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6958   -1.9686   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7158   -1.3968   -1.7751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2143   -1.9307   -1.3047 S   0  0  0  0  0  6  0  0  0  0  0  0
   -7.2709   -0.8641   -1.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6462   -3.0790   -2.1881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2053   -2.5030    0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9891   -0.9363   -0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8983    0.0997    0.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3225    0.5191    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8630   -0.0669    2.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2883    1.6210    1.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5680    1.8735    2.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1463    0.6473    3.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5551    3.0097    3.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6020   -0.2518    1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749    1.0119    1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7661    0.7784    3.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3916    1.5341    4.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682   -0.3016    3.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6877    1.0499    1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875    2.2235    1.5964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4449    2.7854    0.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8799    1.7194   -0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8069    2.2667   -1.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8033    0.7815    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2307    1.3655    1.5939 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8450   -0.1115   -1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4245   -0.2688    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2472    1.0938   -2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9893   -1.0094   -2.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2507    0.2786   -3.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3144   -1.0384   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4328   -0.5962   -2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5592    1.6786   -2.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763    2.9458    0.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7819    2.1387   -1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166    3.0077   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3216    0.0274   -1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0387   -1.0301   -0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2334    0.9795    0.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7662    0.6817   -0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818   -2.1794   -3.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8871   -1.3104   -3.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308   -2.6918   -4.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -1.2579   -5.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127   -3.1106   -1.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9686   -6.7553   -0.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896   -2.6674   -0.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9011   -3.2109    0.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6990   -1.3377    0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2652    1.3135    1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9681    2.5305    0.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5997    2.1711    3.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0155    0.9020    4.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3734    0.2081    4.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4869   -0.1197    2.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3270    2.9038    2.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0725    3.0265    4.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0571    4.0033    3.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2666   -0.2711    2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812   -1.1029    1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7845    1.9159    1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -1.0908    3.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1535    0.0574    1.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540    2.0014    2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7392    3.0410    1.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3675    3.0997    1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0857    3.7096    0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5895    2.9021   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2475    2.7127   -2.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3918   -0.1895    0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2012    1.5244    1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  2  0
 19 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  2  0
 25 28  1  0
 23 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 10 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 38 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 47  2  1  0
 46  3  1  0
 45  6  1  0
 42  7  1  0
 29 12  1  0
  1 49  1  0
  1 50  1  0
  3 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  8 57  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
 10 62  1  0
 12 63  1  0
 14 64  1  0
 15 65  1  0
 15 66  1  0
 16 67  1  0
 17 68  1  0
 22 69  1  0
 23 70  1  0
 28 71  1  0
 29 72  1  0
 33 73  1  0
 33 74  1  0
 34 75  1  0
 35 76  1  0
 35 77  1  0
 35 78  1  0
 36 79  1  0
 36 80  1  0
 36 81  1  0
 37 82  1  0
 37 83  1  0
 38 84  1  0
 41 85  1  0
 42 86  1  0
 43 87  1  0
 43 88  1  0
 44 89  1  0
 44 90  1  0
 46 91  1  0
 46 92  1  0
 47 93  1  0
 48 94  1  0
M  END

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0      10.671   9.398   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.136   7.929   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.640   7.597   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.096   6.793   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.561   5.325   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.064   4.993   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       9.521   4.188   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.986   2.720   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.946   1.584   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.442   1.916   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.403   0.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.867  -0.689   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.828  -1.825   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.324  -1.493   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.289  -2.649   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.779  -2.337   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.209  -0.869   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.321   0.125   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.755   0.995   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.291   2.225   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.869   1.929   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.327   0.352   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.860  -0.025   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.413   1.449   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.899   1.112   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.466  -0.451   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.983  -0.713   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.303  -1.584   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.556  -3.103   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.292  -3.293   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.253  -4.430   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       7.796  -3.625   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       9.410   0.115   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      10.914  -0.217   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.379  -1.685   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      10.339  -2.821   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      11.954   0.920   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.457   0.588   0.000  0.00  0.00           O+0
HETATM   39  S   UNK     0      13.922  -0.881   0.000  0.00  0.00           S+0
HETATM   40  O   UNK     0      15.390  -0.416   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      12.453  -1.345   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      14.386  -2.349   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      11.489   2.388   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      12.529   3.524   0.000  0.00  0.00           O+0
HETATM   45  S   UNK     0      14.033   3.192   0.000  0.00  0.00           S+0
HETATM   46  O   UNK     0      13.701   1.689   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      15.536   2.860   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      14.365   4.696   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   43                                                  
CONECT    9    8   10   33                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   30                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22   28                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22   14   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   11                                                       
CONECT   26   19   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   17   29                                                  
CONECT   29   28                                                            
CONECT   30   13   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33    9   34                                                       
CONECT   34   33   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   38   43                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39                                                            
CONECT   43   37    8   44                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

COMPND    HMDB0248709
HETATM    1  C1  UNL     1       8.116   0.024  -0.253  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.943   0.515  -0.528  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.456   0.934  -1.862  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.459  -0.020  -2.443  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.237  -0.250  -1.609  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.746   1.077  -1.082  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.453   1.061  -0.364  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.681   2.350  -0.689  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.550  -0.081  -0.744  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.258  -0.037   0.040  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.606  -0.917  -0.520  1.00  0.00           O  
HETATM   12  C11 UNL     1      -1.812  -0.418  -0.955  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.997  -0.481  -2.329  1.00  0.00           O  
HETATM   14  C12 UNL     1      -2.065  -1.753  -2.821  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.878  -1.692  -4.115  1.00  0.00           C  
HETATM   16  O3  UNL     1      -2.161  -0.821  -4.963  1.00  0.00           O  
HETATM   17  C14 UNL     1      -2.719  -2.732  -1.875  1.00  0.00           C  
HETATM   18  O4  UNL     1      -3.278  -3.818  -2.502  1.00  0.00           O  
HETATM   19  S1  UNL     1      -2.529  -5.265  -2.037  1.00  0.00           S  
HETATM   20  O5  UNL     1      -1.029  -5.083  -1.992  1.00  0.00           O  
HETATM   21  O6  UNL     1      -2.816  -6.319  -3.065  1.00  0.00           O  
HETATM   22  O7  UNL     1      -3.022  -5.767  -0.533  1.00  0.00           O  
HETATM   23  C15 UNL     1      -3.696  -1.969  -1.022  1.00  0.00           C  
HETATM   24  O8  UNL     1      -4.716  -1.397  -1.775  1.00  0.00           O  
HETATM   25  S2  UNL     1      -6.214  -1.931  -1.305  1.00  0.00           S  
HETATM   26  O9  UNL     1      -7.271  -0.864  -1.399  1.00  0.00           O  
HETATM   27  O10 UNL     1      -6.646  -3.079  -2.188  1.00  0.00           O  
HETATM   28  O11 UNL     1      -6.205  -2.503   0.288  1.00  0.00           O  
HETATM   29  C16 UNL     1      -2.989  -0.936  -0.168  1.00  0.00           C  
HETATM   30  O12 UNL     1      -3.898   0.100   0.055  1.00  0.00           O  
HETATM   31  C17 UNL     1      -4.322   0.519   1.303  1.00  0.00           C  
HETATM   32  O13 UNL     1      -3.863  -0.067   2.314  1.00  0.00           O  
HETATM   33  C18 UNL     1      -5.288   1.621   1.504  1.00  0.00           C  
HETATM   34  C19 UNL     1      -5.568   1.873   2.962  1.00  0.00           C  
HETATM   35  C20 UNL     1      -6.146   0.647   3.628  1.00  0.00           C  
HETATM   36  C21 UNL     1      -6.555   3.010   3.094  1.00  0.00           C  
HETATM   37  C22 UNL     1       0.602  -0.252   1.486  1.00  0.00           C  
HETATM   38  C23 UNL     1       1.375   1.012   1.910  1.00  0.00           C  
HETATM   39  C24 UNL     1       1.766   0.778   3.326  1.00  0.00           C  
HETATM   40  O14 UNL     1       1.392   1.534   4.251  1.00  0.00           O  
HETATM   41  O15 UNL     1       2.568  -0.302   3.650  1.00  0.00           O  
HETATM   42  C25 UNL     1       2.688   1.050   1.116  1.00  0.00           C  
HETATM   43  C26 UNL     1       3.488   2.223   1.596  1.00  0.00           C  
HETATM   44  C27 UNL     1       4.445   2.785   0.605  1.00  0.00           C  
HETATM   45  C28 UNL     1       4.880   1.719  -0.349  1.00  0.00           C  
HETATM   46  C29 UNL     1       5.807   2.267  -1.448  1.00  0.00           C  
HETATM   47  C30 UNL     1       5.803   0.782   0.378  1.00  0.00           C  
HETATM   48  O16 UNL     1       6.231   1.365   1.594  1.00  0.00           O  
HETATM   49  H1  UNL     1       8.845  -0.111  -1.039  1.00  0.00           H  
HETATM   50  H2  UNL     1       8.425  -0.269   0.748  1.00  0.00           H  
HETATM   51  H3  UNL     1       7.247   1.094  -2.593  1.00  0.00           H  
HETATM   52  H4  UNL     1       5.989  -1.009  -2.511  1.00  0.00           H  
HETATM   53  H5  UNL     1       5.251   0.279  -3.480  1.00  0.00           H  
HETATM   54  H6  UNL     1       4.314  -1.038  -0.862  1.00  0.00           H  
HETATM   55  H7  UNL     1       3.433  -0.596  -2.329  1.00  0.00           H  
HETATM   56  H8  UNL     1       3.559   1.679  -2.029  1.00  0.00           H  
HETATM   57  H9  UNL     1       1.476   2.946   0.200  1.00  0.00           H  
HETATM   58  H10 UNL     1       0.782   2.139  -1.318  1.00  0.00           H  
HETATM   59  H11 UNL     1       2.317   3.008  -1.355  1.00  0.00           H  
HETATM   60  H12 UNL     1       1.322   0.027  -1.839  1.00  0.00           H  
HETATM   61  H13 UNL     1       2.039  -1.030  -0.518  1.00  0.00           H  
HETATM   62  H14 UNL     1      -0.233   0.979   0.013  1.00  0.00           H  
HETATM   63  H15 UNL     1      -1.766   0.682  -0.718  1.00  0.00           H  
HETATM   64  H16 UNL     1      -1.082  -2.179  -3.105  1.00  0.00           H  
HETATM   65  H17 UNL     1      -3.887  -1.310  -3.957  1.00  0.00           H  
HETATM   66  H18 UNL     1      -2.831  -2.692  -4.599  1.00  0.00           H  
HETATM   67  H19 UNL     1      -1.265  -1.258  -5.071  1.00  0.00           H  
HETATM   68  H20 UNL     1      -1.913  -3.111  -1.210  1.00  0.00           H  
HETATM   69  H21 UNL     1      -2.969  -6.755  -0.473  1.00  0.00           H  
HETATM   70  H22 UNL     1      -4.190  -2.667  -0.294  1.00  0.00           H  
HETATM   71  H23 UNL     1      -6.901  -3.211   0.411  1.00  0.00           H  
HETATM   72  H24 UNL     1      -2.699  -1.338   0.821  1.00  0.00           H  
HETATM   73  H25 UNL     1      -6.265   1.313   1.045  1.00  0.00           H  
HETATM   74  H26 UNL     1      -4.968   2.530   0.987  1.00  0.00           H  
HETATM   75  H27 UNL     1      -4.600   2.171   3.425  1.00  0.00           H  
HETATM   76  H28 UNL     1      -7.015   0.902   4.278  1.00  0.00           H  
HETATM   77  H29 UNL     1      -5.373   0.208   4.295  1.00  0.00           H  
HETATM   78  H30 UNL     1      -6.487  -0.120   2.925  1.00  0.00           H  
HETATM   79  H31 UNL     1      -7.327   2.904   2.303  1.00  0.00           H  
HETATM   80  H32 UNL     1      -7.073   3.026   4.076  1.00  0.00           H  
HETATM   81  H33 UNL     1      -6.057   4.003   3.004  1.00  0.00           H  
HETATM   82  H34 UNL     1      -0.267  -0.271   2.153  1.00  0.00           H  
HETATM   83  H35 UNL     1       1.281  -1.103   1.564  1.00  0.00           H  
HETATM   84  H36 UNL     1       0.784   1.916   1.814  1.00  0.00           H  
HETATM   85  H37 UNL     1       2.722  -1.091   3.032  1.00  0.00           H  
HETATM   86  H38 UNL     1       3.153   0.057   1.386  1.00  0.00           H  
HETATM   87  H39 UNL     1       3.954   2.001   2.578  1.00  0.00           H  
HETATM   88  H40 UNL     1       2.739   3.041   1.820  1.00  0.00           H  
HETATM   89  H41 UNL     1       5.367   3.100   1.176  1.00  0.00           H  
HETATM   90  H42 UNL     1       4.086   3.710   0.107  1.00  0.00           H  
HETATM   91  H43 UNL     1       6.590   2.902  -1.025  1.00  0.00           H  
HETATM   92  H44 UNL     1       5.248   2.713  -2.272  1.00  0.00           H  
HETATM   93  H45 UNL     1       5.392  -0.190   0.641  1.00  0.00           H  
HETATM   94  H46 UNL     1       7.201   1.524   1.484  1.00  0.00           H  
CONECT    1    2    2   49   50
CONECT    2    3   47
CONECT    3    4   46   51
CONECT    4    5   52   53
CONECT    5    6   54   55
CONECT    6    7   45   56
CONECT    7    8    9   42
CONECT    8   57   58   59
CONECT    9   10   60   61
CONECT   10   11   37   62
CONECT   11   12
CONECT   12   13   29   63
CONECT   13   14
CONECT   14   15   17   64
CONECT   15   16   65   66
CONECT   16   67
CONECT   17   18   23   68
CONECT   18   19
CONECT   19   20   20   21   21
CONECT   19   22
CONECT   22   69
CONECT   23   24   29   70
CONECT   24   25
CONECT   25   26   26   27   27
CONECT   25   28
CONECT   28   71
CONECT   29   30   72
CONECT   30   31
CONECT   31   32   32   33
CONECT   33   34   73   74
CONECT   34   35   36   75
CONECT   35   76   77   78
CONECT   36   79   80   81
CONECT   37   38   82   83
CONECT   38   39   42   84
CONECT   39   40   40   41
CONECT   41   85
CONECT   42   43   86
CONECT   43   44   87   88
CONECT   44   45   89   90
CONECT   45   46   47
CONECT   46   91   92
CONECT   47   48   93
CONECT   48   94
END

HMDB0248709
     RDKit          3D
Atractylic Acid
 94 98  0  0  0  0  0  0  0  0999 V2000
    8.1158    0.0242   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9427    0.5146   -0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4564    0.9338   -1.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4586   -0.0199   -2.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2367   -0.2505   -1.6092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457    1.0768   -1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4533    1.0611   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6811    2.3500   -0.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5502   -0.0807   -0.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585   -0.0367    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064   -0.9171   -0.5196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8116   -0.4175   -0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9973   -0.4813   -2.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648   -1.7535   -2.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779   -1.6921   -4.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1609   -0.8206   -4.9634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7194   -2.7316   -1.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784   -3.8180   -2.5024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287   -5.2650   -2.0368 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.0290   -5.0832   -1.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8156   -6.3186   -3.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222   -5.7671   -0.5330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6958   -1.9686   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7158   -1.3968   -1.7751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2143   -1.9307   -1.3047 S   0  0  0  0  0  6  0  0  0  0  0  0
   -7.2709   -0.8641   -1.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6462   -3.0790   -2.1881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2053   -2.5030    0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9891   -0.9363   -0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8983    0.0997    0.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3225    0.5191    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8630   -0.0669    2.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2883    1.6210    1.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5680    1.8735    2.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1463    0.6473    3.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5551    3.0097    3.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6020   -0.2518    1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749    1.0119    1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7661    0.7784    3.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3916    1.5341    4.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682   -0.3016    3.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6877    1.0499    1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875    2.2235    1.5964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4449    2.7854    0.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8799    1.7194   -0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8069    2.2667   -1.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8033    0.7815    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2307    1.3655    1.5939 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8450   -0.1115   -1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4245   -0.2688    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2472    1.0938   -2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9893   -1.0094   -2.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2507    0.2786   -3.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3144   -1.0384   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4328   -0.5962   -2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5592    1.6786   -2.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763    2.9458    0.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7819    2.1387   -1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166    3.0077   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3216    0.0274   -1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0387   -1.0301   -0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2334    0.9795    0.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7662    0.6817   -0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818   -2.1794   -3.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8871   -1.3104   -3.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308   -2.6918   -4.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -1.2579   -5.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127   -3.1106   -1.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9686   -6.7553   -0.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896   -2.6674   -0.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9011   -3.2109    0.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6990   -1.3377    0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2652    1.3135    1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9681    2.5305    0.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5997    2.1711    3.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0155    0.9020    4.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3734    0.2081    4.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4869   -0.1197    2.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3270    2.9038    2.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0725    3.0265    4.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0571    4.0033    3.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2666   -0.2711    2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812   -1.1029    1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7845    1.9159    1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -1.0908    3.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1535    0.0574    1.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540    2.0014    2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7392    3.0410    1.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3675    3.0997    1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0857    3.7096    0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5895    2.9021   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2475    2.7127   -2.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3918   -0.1895    0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2012    1.5244    1.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
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 48 94  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₀H₄₆O₁₆S₂

Average Molecular Weight

726.8

Monoisotopic Molecular Weight

726.222727749

IUPAC Name

15-hydroxy-7-{[6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4,5-bis(sulfooxy)oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

Traditional Name

15-hydroxy-7-{[6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4,5-bis(sulfooxy)oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)OC1C(OC2CC(C3CCC45CC(CCC4C3(C)C2)C(=C)C5O)C(O)=O)OC(CO)C(OS(O)(=O)=O)C1OS(O)(=O)=O

InChI Identifier

InChI=1S/C30H46O16S2/c1-14(2)9-22(32)44-25-24(46-48(39,40)41)23(45-47(36,37)38)20(13-31)43-28(25)42-17-10-18(27(34)35)19-7-8-30-11-16(15(3)26(30)33)5-6-21(30)29(19,4)12-17/h14,16-21,23-26,28,31,33H,3,5-13H2,1-2,4H3,(H,34,35)(H,36,37,38)(H,39,40,41)

InChI Key

FYQXODZRNSCOTR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpenoid
Kaurane diterpenoid
Saccharolipid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide sulfate
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Monosaccharide
Sulfuric acid ester
Oxane
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Cyclic alcohol
Organic sulfuric acid or derivatives
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Oxacycle
Alcohol
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	-0.64	ALOGPS
logP	-1.7	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-0.69	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	249.72 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	161.22 m³·mol⁻¹	ChemAxon
Polarizability	71.77 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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
DeepCCS	[M-2H]-	285.426	30932474
DeepCCS	[M+Na]+	259.979	30932474
AllCCS	[M+H]+	244.6	32859911
AllCCS	[M+H-H2O]+	244.3	32859911
AllCCS	[M+NH4]+	244.7	32859911
AllCCS	[M+Na]+	244.8	32859911
AllCCS	[M-H]-	235.3	32859911
AllCCS	[M+Na-2H]-	238.9	32859911
AllCCS	[M+HCOO]-	242.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Atractylic Acid	CC(C)CC(=O)OC1C(OC2CC(C3CCC45CC(CCC4C3(C)C2)C(=C)C5O)C(O)=O)OC(CO)C(OS(O)(=O)=O)C1OS(O)(=O)=O	5903.5	Standard polar	33892256
Atractylic Acid	CC(C)CC(=O)OC1C(OC2CC(C3CCC45CC(CCC4C3(C)C2)C(=C)C5O)C(O)=O)OC(CO)C(OS(O)(=O)=O)C1OS(O)(=O)=O	4147.1	Standard non polar	33892256
Atractylic Acid	CC(C)CC(=O)OC1C(OC2CC(C3CCC45CC(CCC4C3(C)C2)C(=C)C5O)C(O)=O)OC(CO)C(OS(O)(=O)=O)C1OS(O)(=O)=O	5334.0	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 - Atractylic Acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atractylic Acid GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-11-03	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 - Atractylic Acid 10V, Positive-QTOF	splash10-0560-0030209400-2270d0b43d009b49906a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atractylic Acid 20V, Positive-QTOF	splash10-03di-0000009300-0dcafd1c2350e7ba1abd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atractylic Acid 40V, Positive-QTOF	splash10-0a4u-4559054400-a0d79d645e1d45791655	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atractylic Acid 10V, Negative-QTOF	splash10-003s-2001288900-1916a23a9afef3e1e41e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atractylic Acid 20V, Negative-QTOF	splash10-0002-3024279300-441bc2425b1f80e0f4c0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atractylic Acid 40V, Negative-QTOF	splash10-0002-9000132000-85f7b72bb4c1c834e660	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

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

2255

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Atractylic Acid (HMDB0248709)

MOL for HMDB0248709 (Atractylic Acid)

3D MOL for HMDB0248709 (Atractylic Acid)

3D SDF for HMDB0248709 (Atractylic Acid)

3D-SDF for HMDB0248709 (Atractylic Acid)

PDB for HMDB0248709 (Atractylic Acid)

3D PDB for HMDB0248709 (Atractylic Acid)

SMILES for HMDB0248709 (Atractylic Acid)

INCHI for HMDB0248709 (Atractylic Acid)

Structure for HMDB0248709 (Atractylic Acid)

3D Structure for HMDB0248709 (Atractylic Acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra