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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:05:58 UTC

Update Date

2021-09-26 22:59:04 UTC

HMDB ID

HMDB0248668

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Asperulosidic acid

Description

7-[(acetyloxy)methyl]-5-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton. 7-[(acetyloxy)methyl]-5-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid 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 ). Asperulosidic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Asperulosidic 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

  Mrv1533004241518402D          

 30 32  0  0  0  0            999 V2000
    0.4507    2.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    2.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    2.3234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536    1.3672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 27  1  0  0  0  0
 21 28  1  0  0  0  0
 20 29  1  0  0  0  0
  8 30  1  0  0  0  0
M  END

HMDB0248668
     RDKit          3D
Asperulosidic acid
 54 56  0  0  0  0  0  0  0  0999 V2000
    1.5604    2.8940    3.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    2.1889    2.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006    1.5095    2.4661 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296    2.2344    0.8200 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658    1.5800   -0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8161    0.0995    0.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339   -0.5833    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6538   -2.0219    0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831   -2.8182   -0.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1957   -2.1666    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092   -2.9179   -1.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156   -4.3226   -1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424   -4.9301   -2.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9798   -4.9336   -0.2624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4675   -2.3478   -2.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606   -1.0315   -2.2404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6276   -0.4584   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835   -0.9546   -0.6048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915   -0.0276   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1182    0.1352    0.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7283    1.3842    0.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3608    1.5357    2.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    2.7799    2.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8011    1.5742   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268    2.9656   -0.3308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4784    1.0538   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6854    0.8981   -2.2771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300   -0.2662   -1.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6189   -1.1538   -0.8281 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6462   -0.8078    0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1892    3.8415    2.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6915    2.2874    3.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1703    3.2226    4.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180    1.8122   -1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744    1.9607   -0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9424   -0.1522    0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7748   -2.3096    1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -3.2768    0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7262   -2.8504    0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6976   -5.8689    0.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3435   -2.9396   -3.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5565    0.6288   -1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1407    0.9671   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9662    2.1908    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4037    2.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1783    0.7655    2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373    2.7110    2.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7805    1.1399    0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8058    3.1737   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8285    1.7521   -2.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7115    1.4966   -3.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4015   -0.6402   -2.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0147   -1.7416   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1883   -0.6654    1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 17 30  1  0
 30  6  1  0
 30 10  1  0
 28 19  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 14 40  1  0
 15 41  1  0
 17 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 30 54  1  0
M  END

  Mrv1533004241518402D          

 30 32  0  0  0  0            999 V2000
    0.4507    2.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    2.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    2.3234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536    1.3672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 27  1  0  0  0  0
 21 28  1  0  0  0  0
 20 29  1  0  0  0  0
  8 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248668

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC1=CC(O)C2C1C(OC1OC(CO)C(O)C(O)C1O)OC=C2C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O12/c1-6(20)27-4-7-2-9(21)12-8(16(25)26)5-28-17(11(7)12)30-18-15(24)14(23)13(22)10(3-19)29-18/h2,5,9-15,17-19,21-24H,3-4H2,1H3,(H,25,26)

> <INCHI_KEY>
DGDWCRWJRNMRKX-UHFFFAOYSA-N

> <FORMULA>
C18H24O12

> <MOLECULAR_WEIGHT>
432.378

> <EXACT_MASS>
432.126776213

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.84888114838976

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[(acetyloxy)methyl]-5-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid

> <ALOGPS_LOGP>
-1.90

> <JCHEM_LOGP>
-3.3056906213333326

> <ALOGPS_LOGS>
-1.34

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.204646429359538

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.1451022968725155

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847615636256

> <JCHEM_POLAR_SURFACE_AREA>
192.43999999999997

> <JCHEM_REFRACTIVITY>
94.3275

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.96e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(acetyloxy)methyl]-5-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248668
     RDKit          3D
Asperulosidic acid
 54 56  0  0  0  0  0  0  0  0999 V2000
    1.5604    2.8940    3.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    2.1889    2.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006    1.5095    2.4661 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296    2.2344    0.8200 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658    1.5800   -0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8161    0.0995    0.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339   -0.5833    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6538   -2.0219    0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831   -2.8182   -0.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1957   -2.1666    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092   -2.9179   -1.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156   -4.3226   -1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424   -4.9301   -2.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9798   -4.9336   -0.2624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4675   -2.3478   -2.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606   -1.0315   -2.2404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6276   -0.4584   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835   -0.9546   -0.6048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915   -0.0276   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1182    0.1352    0.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7283    1.3842    0.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3608    1.5357    2.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    2.7799    2.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8011    1.5742   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268    2.9656   -0.3308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4784    1.0538   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6854    0.8981   -2.2771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300   -0.2662   -1.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6189   -1.1538   -0.8281 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6462   -0.8078    0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1892    3.8415    2.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6915    2.2874    3.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1703    3.2226    4.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180    1.8122   -1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744    1.9607   -0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9424   -0.1522    0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7748   -2.3096    1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -3.2768    0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7262   -2.8504    0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6976   -5.8689    0.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3435   -2.9396   -3.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5565    0.6288   -1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1407    0.9671   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9662    2.1908    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4037    2.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1783    0.7655    2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373    2.7110    2.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7805    1.1399    0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8058    3.1737   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8285    1.7521   -2.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7115    1.4966   -3.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4015   -0.6402   -2.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0147   -1.7416   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1883   -0.6654    1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 17 30  1  0
 30  6  1  0
 30 10  1  0
 28 19  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 14 40  1  0
 15 41  1  0
 17 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 30 54  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       0.841   5.161   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.189   4.017   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.696   4.337   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.287   2.552   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.864  -0.533   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.530  -4.383   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.197  -5.153   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.864  -5.153   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.530   1.777   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.864   2.547   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.864   4.087   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.198   4.857   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.531   4.087   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.531   2.547   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.198   1.777   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.865   1.777   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.865   0.237   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.865   4.857   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.198   6.397   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.530   4.857   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.744  -4.013   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                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   30                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9    6   11                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   11   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27   22                                                            
CONECT   28   21                                                            
CONECT   29   20                                                            
CONECT   30    8                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0248668
HETATM    1  C1  UNL     1       1.560   2.894   3.205  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.364   2.189   2.165  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.401   1.509   2.466  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.030   2.234   0.820  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.766   1.580  -0.196  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.816   0.099   0.019  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.934  -0.583   0.179  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.654  -2.022   0.370  1.00  0.00           C  
HETATM    9  O3  UNL     1       4.483  -2.818  -0.424  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.196  -2.167   0.012  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.009  -2.918  -1.249  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.416  -4.323  -1.355  1.00  0.00           C  
HETATM   13  O4  UNL     1       2.242  -4.930  -2.423  1.00  0.00           O  
HETATM   14  O5  UNL     1       2.980  -4.934  -0.262  1.00  0.00           O  
HETATM   15  C10 UNL     1       1.468  -2.348  -2.300  1.00  0.00           C  
HETATM   16  O6  UNL     1       1.061  -1.032  -2.240  1.00  0.00           O  
HETATM   17  C11 UNL     1       0.628  -0.458  -1.000  1.00  0.00           C  
HETATM   18  O7  UNL     1      -0.584  -0.955  -0.605  1.00  0.00           O  
HETATM   19  C12 UNL     1      -1.591  -0.028  -0.513  1.00  0.00           C  
HETATM   20  O8  UNL     1      -2.118   0.135   0.745  1.00  0.00           O  
HETATM   21  C13 UNL     1      -2.728   1.384   0.796  1.00  0.00           C  
HETATM   22  C14 UNL     1      -3.361   1.536   2.171  1.00  0.00           C  
HETATM   23  O9  UNL     1      -3.982   2.780   2.255  1.00  0.00           O  
HETATM   24  C15 UNL     1      -3.801   1.574  -0.220  1.00  0.00           C  
HETATM   25  O10 UNL     1      -4.027   2.966  -0.331  1.00  0.00           O  
HETATM   26  C16 UNL     1      -3.478   1.054  -1.580  1.00  0.00           C  
HETATM   27  O11 UNL     1      -4.685   0.898  -2.277  1.00  0.00           O  
HETATM   28  C17 UNL     1      -2.730  -0.266  -1.473  1.00  0.00           C  
HETATM   29  O12 UNL     1      -3.619  -1.154  -0.828  1.00  0.00           O  
HETATM   30  C18 UNL     1       1.646  -0.808   0.080  1.00  0.00           C  
HETATM   31  H1  UNL     1       1.189   3.842   2.720  1.00  0.00           H  
HETATM   32  H2  UNL     1       0.692   2.287   3.462  1.00  0.00           H  
HETATM   33  H3  UNL     1       2.170   3.223   4.063  1.00  0.00           H  
HETATM   34  H4  UNL     1       2.218   1.812  -1.154  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.774   1.961  -0.326  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.942  -0.152   0.174  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.775  -2.310   1.443  1.00  0.00           H  
HETATM   38  H8  UNL     1       5.145  -3.277   0.178  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.726  -2.850   0.799  1.00  0.00           H  
HETATM   40  H10 UNL     1       2.698  -5.869   0.047  1.00  0.00           H  
HETATM   41  H11 UNL     1       1.344  -2.940  -3.231  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.557   0.629  -1.174  1.00  0.00           H  
HETATM   43  H13 UNL     1      -1.141   0.967  -0.803  1.00  0.00           H  
HETATM   44  H14 UNL     1      -1.966   2.191   0.708  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.600   1.404   2.954  1.00  0.00           H  
HETATM   46  H16 UNL     1      -4.178   0.765   2.289  1.00  0.00           H  
HETATM   47  H17 UNL     1      -4.937   2.711   2.498  1.00  0.00           H  
HETATM   48  H18 UNL     1      -4.780   1.140   0.096  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.806   3.174  -0.873  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.828   1.752  -2.173  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.711   1.497  -3.075  1.00  0.00           H  
HETATM   52  H22 UNL     1      -2.401  -0.640  -2.447  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.015  -1.742  -1.527  1.00  0.00           H  
HETATM   54  H24 UNL     1       1.188  -0.665   1.101  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   34   35
CONECT    6    7    7   30
CONECT    7    8   36
CONECT    8    9   10   37
CONECT    9   38
CONECT   10   11   30   39
CONECT   11   12   15   15
CONECT   12   13   13   14
CONECT   14   40
CONECT   15   16   41
CONECT   16   17
CONECT   17   18   30   42
CONECT   18   19
CONECT   19   20   28   43
CONECT   20   21
CONECT   21   22   24   44
CONECT   22   23   45   46
CONECT   23   47
CONECT   24   25   26   48
CONECT   25   49
CONECT   26   27   28   50
CONECT   27   51
CONECT   28   29   52
CONECT   29   53
CONECT   30   54
END

HMDB0248668
     RDKit          3D
Asperulosidic acid
 54 56  0  0  0  0  0  0  0  0999 V2000
    1.5604    2.8940    3.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    2.1889    2.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006    1.5095    2.4661 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296    2.2344    0.8200 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658    1.5800   -0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8161    0.0995    0.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339   -0.5833    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6538   -2.0219    0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831   -2.8182   -0.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1957   -2.1666    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092   -2.9179   -1.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156   -4.3226   -1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424   -4.9301   -2.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9798   -4.9336   -0.2624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4675   -2.3478   -2.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606   -1.0315   -2.2404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6276   -0.4584   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835   -0.9546   -0.6048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915   -0.0276   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1182    0.1352    0.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7283    1.3842    0.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3608    1.5357    2.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820    2.7799    2.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8011    1.5742   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268    2.9656   -0.3308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4784    1.0538   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6854    0.8981   -2.2771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300   -0.2662   -1.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6189   -1.1538   -0.8281 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6462   -0.8078    0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1892    3.8415    2.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6915    2.2874    3.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1703    3.2226    4.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180    1.8122   -1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744    1.9607   -0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9424   -0.1522    0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7748   -2.3096    1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -3.2768    0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7262   -2.8504    0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6976   -5.8689    0.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3435   -2.9396   -3.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5565    0.6288   -1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1407    0.9671   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9662    2.1908    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4037    2.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1783    0.7655    2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373    2.7110    2.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7805    1.1399    0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8058    3.1737   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8285    1.7521   -2.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7115    1.4966   -3.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4015   -0.6402   -2.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0147   -1.7416   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1883   -0.6654    1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 17 30  1  0
 30  6  1  0
 30 10  1  0
 28 19  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 14 40  1  0
 15 41  1  0
 17 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 30 54  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
7-[(Acetyloxy)methyl]-5-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4ah,5H,7ah-cyclopenta[c]pyran-4-carboxylate	Generator

Chemical Formula

C₁₈H₂₄O₁₂

Average Molecular Weight

432.378

Monoisotopic Molecular Weight

432.126776213

IUPAC Name

7-[(acetyloxy)methyl]-5-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid

Traditional Name

7-[(acetyloxy)methyl]-5-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1=CC(O)C2C1C(OC1OC(CO)C(O)C(O)C1O)OC=C2C(O)=O

InChI Identifier

InChI=1S/C18H24O12/c1-6(20)27-4-7-2-9(21)12-8(16(25)26)5-28-17(11(7)12)30-18-15(24)14(23)13(22)10(3-19)29-18/h2,5,9-15,17-19,21-24H,3-4H2,1H3,(H,25,26)

InChI Key

DGDWCRWJRNMRKX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Iridoid O-glycosides

Alternative Parents

Substituents

Iridoid o-glycoside
Hexose monosaccharide
Glycosyl compound
Iridoid-skeleton
O-glycosyl compound
Bicyclic monoterpenoid
Monoterpenoid
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Vinylogous ester
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Acetal
Carboxylic acid derivative
Polyol
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
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)

Source

Exogenous

Exogenous (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	-1.9	ALOGPS
logP	-3.3	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	4.15	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	192.44 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	94.33 m³·mol⁻¹	ChemAxon
Polarizability	40.85 Å³	ChemAxon
Number of Rings	3	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+H]+	192.206	30932474
DeepCCS	[M-H]-	189.848	30932474
DeepCCS	[M-2H]-	224.136	30932474
DeepCCS	[M+Na]+	199.682	30932474
AllCCS	[M+H]+	196.1	32859911
AllCCS	[M+H-H2O]+	193.9	32859911
AllCCS	[M+NH4]+	198.2	32859911
AllCCS	[M+Na]+	198.8	32859911
AllCCS	[M-H]-	194.6	32859911
AllCCS	[M+Na-2H]-	194.6	32859911
AllCCS	[M+HCOO]-	194.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Asperulosidic acid	CC(=O)OCC1=CC(O)C2C1C(OC1OC(CO)C(O)C(O)C1O)OC=C2C(O)=O	4892.0	Standard polar	33892256
Asperulosidic acid	CC(=O)OCC1=CC(O)C2C1C(OC1OC(CO)C(O)C(O)C1O)OC=C2C(O)=O	3154.6	Standard non polar	33892256
Asperulosidic acid	CC(=O)OCC1=CC(O)C2C1C(OC1OC(CO)C(O)C(O)C1O)OC=C2C(O)=O	3538.0	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 - Asperulosidic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0moy-9417500000-07b850924440d564b468	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperulosidic acid GC-MS (TMS_3_2) - 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 - Asperulosidic acid 10V, Positive-QTOF	splash10-0udr-0391100000-2634d61098734abd7433	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperulosidic acid 20V, Positive-QTOF	splash10-0uel-0692100000-4c4120e2dbe6d286998a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperulosidic acid 40V, Positive-QTOF	splash10-052v-5973000000-a6839884cd1396f20c3c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperulosidic acid 10V, Negative-QTOF	splash10-0a4i-9014100000-72beb421be6c32a499b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperulosidic acid 20V, Negative-QTOF	splash10-0a4i-9103100000-d8449d3b5f3ebf278a72	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperulosidic acid 40V, Negative-QTOF	splash10-0a4i-9110000000-ad405b8b9df0b0dfc3a3	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 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	¹³C NMR Spectrum (1D, 200 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, 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	¹H NMR Spectrum (1D, 400 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	¹³C NMR Spectrum (1D, 500 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	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	¹³C NMR Spectrum (1D, 700 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	¹H NMR Spectrum (1D, 800 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, 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

13935238

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 Asperulosidic acid (HMDB0248668)

MOL for HMDB0248668 (Asperulosidic acid)

3D MOL for HMDB0248668 (Asperulosidic acid)

3D SDF for HMDB0248668 (Asperulosidic acid)

3D-SDF for HMDB0248668 (Asperulosidic acid)

PDB for HMDB0248668 (Asperulosidic acid)

3D PDB for HMDB0248668 (Asperulosidic acid)

SMILES for HMDB0248668 (Asperulosidic acid)

INCHI for HMDB0248668 (Asperulosidic acid)

Structure for HMDB0248668 (Asperulosidic acid)

3D Structure for HMDB0248668 (Asperulosidic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra