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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 18:55:43 UTC

Update Date

2021-09-14 15:17:02 UTC

HMDB ID

HMDB0060731

Secondary Accession Numbers

HMDB60731

Metabolite Identification

Common Name

Digoxigenin

Description

Digoxigenin belongs to the class of organic compounds known as cardenolides and derivatives. These are steroid lactones containing a furan-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. Based on a literature review a significant number of articles have been published on Digoxigenin.

Structure

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

  Mrv0541 07041311552D          

 28 32  0  0  1  0            999 V2000
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1444   -3.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912   -3.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084   -4.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0816   -5.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570   -3.8899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7373   -3.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  1  0  0  0
  3 23  1  1  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
M  END

HMDB0060731
     RDKit          3D
Digoxigenin
 62 66  0  0  0  0  0  0  0  0999 V2000
   -2.7922    0.2974   -1.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763    0.1158   -0.4773 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9876   -1.2136   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4698   -1.1714    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7237   -0.1979    1.2157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0633   -0.2285    1.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3694    1.1505    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9168    1.2759    0.2782 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1715    1.6804    1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9326    0.8587    1.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750    0.8399    0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030   -0.0429   -0.4599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2507    0.2497   -1.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1200   -0.3132   -1.7610 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8221    0.0541   -2.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594    0.0623   -0.5792 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7647    1.2940   -0.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518   -1.1162   -0.2698 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2827   -0.8131   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197   -1.2607   -1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5260   -0.7524   -0.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6160   -1.0049   -1.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3326    0.0374    0.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430    0.0239    0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3214   -1.7811    0.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2865   -0.8728    1.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2235    0.3457    0.6661 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9102    1.3626    1.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8717    0.6252   -1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7977   -0.6459   -2.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606    1.1261   -2.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5511   -1.6356    0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7079   -1.9264   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8305   -2.1747    0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.7116   -0.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0703   -0.5002    2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2649   -0.9223    2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6300    1.9151    1.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0332    1.3018   -0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8818    2.1681   -0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108    2.7524    1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8119    1.6547    2.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3401    1.4233    2.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -0.1304    2.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1165    1.8912    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5775   -1.0923   -0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7963   -0.2778   -2.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2084    1.3460   -1.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -1.4351   -1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199   -0.6471   -3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521    2.0793   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    0.9967   -1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2788    1.7718   -1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -1.9100   -1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0472   -1.9222   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8858   -0.5074    1.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    1.0448    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1311   -1.9876    1.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8523   -2.7599    0.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911   -1.3794    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668   -0.6298    2.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333    2.2191    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  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
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 18 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
  8  2  1  0
 27 11  1  0
 12  2  1  0
 27 16  1  0
 24 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  6
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  1
 13 47  1  0
 13 48  1  0
 14 49  1  6
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  6
 20 55  1  0
 24 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 28 62  1  0
M  END

  Mrv0541 07041311552D          

 28 32  0  0  1  0            999 V2000
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1444   -3.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912   -3.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084   -4.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0816   -5.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570   -3.8899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7373   -3.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  1  0  0  0
  3 23  1  1  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060731

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@]12[C@H](CC[C@]1(O)C1CC[C@@H]3C[C@@H](O)CC[C@]3(C)[C@H]1C[C@H]2O)C1=CC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-18(21)11-19(25)22(2)16(6-8-23(17,22)27)13-9-20(26)28-12-13/h9,14-19,24-25,27H,3-8,10-12H2,1-2H3/t14-,15+,16-,17?,18+,19-,21+,22+,23+/m1/s1

> <INCHI_KEY>
SHIBSTMRCDJXLN-UHJLBCFUSA-N

> <FORMULA>
C23H34O5

> <MOLECULAR_WEIGHT>
390.5131

> <EXACT_MASS>
390.240624198

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
42.9001405156784

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1S,2S,5S,7R,11S,14R,15S,16R)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
1.8365435200000007

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.971828180929794

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1511163990866295

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569547719289878

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
105.15609999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1S,2S,5S,7R,11S,14R,15S,16R)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060731
     RDKit          3D
Digoxigenin
 62 66  0  0  0  0  0  0  0  0999 V2000
   -2.7922    0.2974   -1.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763    0.1158   -0.4773 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9876   -1.2136   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4698   -1.1714    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7237   -0.1979    1.2157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0633   -0.2285    1.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3694    1.1505    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9168    1.2759    0.2782 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1715    1.6804    1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9326    0.8587    1.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750    0.8399    0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030   -0.0429   -0.4599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2507    0.2497   -1.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1200   -0.3132   -1.7610 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8221    0.0541   -2.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594    0.0623   -0.5792 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7647    1.2940   -0.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518   -1.1162   -0.2698 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2827   -0.8131   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197   -1.2607   -1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5260   -0.7524   -0.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6160   -1.0049   -1.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3326    0.0374    0.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430    0.0239    0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3214   -1.7811    0.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2865   -0.8728    1.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2235    0.3457    0.6661 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9102    1.3626    1.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8717    0.6252   -1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7977   -0.6459   -2.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606    1.1261   -2.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5511   -1.6356    0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7079   -1.9264   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8305   -2.1747    0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.7116   -0.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0703   -0.5002    2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2649   -0.9223    2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6300    1.9151    1.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0332    1.3018   -0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8818    2.1681   -0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108    2.7524    1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8119    1.6547    2.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3401    1.4233    2.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -0.1304    2.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1165    1.8912    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5775   -1.0923   -0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7963   -0.2778   -2.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2084    1.3460   -1.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -1.4351   -1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199   -0.6471   -3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521    2.0793   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    0.9967   -1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2788    1.7718   -1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -1.9100   -1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0472   -1.9222   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8858   -0.5074    1.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    1.0448    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1311   -1.9876    1.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8523   -2.7599    0.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911   -1.3794    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668   -0.6298    2.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333    2.2191    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  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
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 18 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
  8  2  1  0
 27 11  1  0
 12  2  1  0
 27 16  1  0
 24 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  6
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  1
 13 47  1  0
 13 48  1  0
 14 49  1  6
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  6
 20 55  1  0
 24 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 28 62  1  0
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.574  -2.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.159  -1.754   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.338  -2.435   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.815  -3.884   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.736  -7.323   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.210  -7.342   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.936  -8.206   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.886  -9.746   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.720  -7.261   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.243  -5.813   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6   21                                             
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7    8                                             
CONECT    7    6                                                            
CONECT    8    6    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   11   18   19                                             
CONECT   18   17                                                            
CONECT   19   17    8   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    2   22                                                  
CONECT   22   21                                                            
CONECT   23    3   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   23                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

COMPND    HMDB0060731
HETATM    1  C1  UNL     1      -2.792   0.297  -1.949  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.376   0.116  -0.477  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.988  -1.214  -0.089  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.470  -1.171   0.054  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.724  -0.198   1.216  1.00  0.00           C  
HETATM    6  O1  UNL     1      -6.063  -0.228   1.509  1.00  0.00           O  
HETATM    7  C6  UNL     1      -4.369   1.150   0.647  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.917   1.276   0.278  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.172   1.680   1.500  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.933   0.859   1.785  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.175   0.840   0.504  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.903  -0.043  -0.460  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.251   0.250  -1.820  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.120  -0.313  -1.761  1.00  0.00           C  
HETATM   15  O2  UNL     1       1.822   0.054  -2.918  1.00  0.00           O  
HETATM   16  C14 UNL     1       1.959   0.062  -0.579  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.765   1.294  -0.980  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.852  -1.116  -0.270  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.283  -0.813  -0.183  1.00  0.00           C  
HETATM   20  C18 UNL     1       5.220  -1.261  -1.001  1.00  0.00           C  
HETATM   21  C19 UNL     1       6.526  -0.752  -0.606  1.00  0.00           C  
HETATM   22  O3  UNL     1       7.616  -1.005  -1.195  1.00  0.00           O  
HETATM   23  O4  UNL     1       6.333   0.037   0.509  1.00  0.00           O  
HETATM   24  C20 UNL     1       4.943   0.024   0.833  1.00  0.00           C  
HETATM   25  C21 UNL     1       2.321  -1.781   0.979  1.00  0.00           C  
HETATM   26  C22 UNL     1       1.286  -0.873   1.547  1.00  0.00           C  
HETATM   27  C23 UNL     1       1.224   0.346   0.666  1.00  0.00           C  
HETATM   28  O5  UNL     1       1.910   1.363   1.372  1.00  0.00           O  
HETATM   29  H1  UNL     1      -3.872   0.625  -1.885  1.00  0.00           H  
HETATM   30  H2  UNL     1      -2.798  -0.646  -2.493  1.00  0.00           H  
HETATM   31  H3  UNL     1      -2.261   1.126  -2.423  1.00  0.00           H  
HETATM   32  H4  UNL     1      -2.551  -1.636   0.821  1.00  0.00           H  
HETATM   33  H5  UNL     1      -2.708  -1.926  -0.919  1.00  0.00           H  
HETATM   34  H6  UNL     1      -4.830  -2.175   0.286  1.00  0.00           H  
HETATM   35  H7  UNL     1      -4.983  -0.712  -0.819  1.00  0.00           H  
HETATM   36  H8  UNL     1      -4.070  -0.500   2.053  1.00  0.00           H  
HETATM   37  H9  UNL     1      -6.265  -0.922   2.198  1.00  0.00           H  
HETATM   38  H10 UNL     1      -4.630   1.915   1.397  1.00  0.00           H  
HETATM   39  H11 UNL     1      -5.033   1.302  -0.245  1.00  0.00           H  
HETATM   40  H12 UNL     1      -2.882   2.168  -0.419  1.00  0.00           H  
HETATM   41  H13 UNL     1      -1.811   2.752   1.471  1.00  0.00           H  
HETATM   42  H14 UNL     1      -2.812   1.655   2.430  1.00  0.00           H  
HETATM   43  H15 UNL     1      -0.340   1.423   2.546  1.00  0.00           H  
HETATM   44  H16 UNL     1      -1.227  -0.130   2.168  1.00  0.00           H  
HETATM   45  H17 UNL     1      -0.117   1.891   0.132  1.00  0.00           H  
HETATM   46  H18 UNL     1      -0.577  -1.092  -0.228  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.796  -0.278  -2.629  1.00  0.00           H  
HETATM   48  H20 UNL     1      -0.208   1.346  -1.960  1.00  0.00           H  
HETATM   49  H21 UNL     1       1.027  -1.435  -1.826  1.00  0.00           H  
HETATM   50  H22 UNL     1       2.420  -0.647  -3.244  1.00  0.00           H  
HETATM   51  H23 UNL     1       2.752   2.079  -0.201  1.00  0.00           H  
HETATM   52  H24 UNL     1       3.759   0.997  -1.313  1.00  0.00           H  
HETATM   53  H25 UNL     1       2.279   1.772  -1.868  1.00  0.00           H  
HETATM   54  H26 UNL     1       2.710  -1.910  -1.080  1.00  0.00           H  
HETATM   55  H27 UNL     1       5.047  -1.922  -1.859  1.00  0.00           H  
HETATM   56  H28 UNL     1       4.886  -0.507   1.817  1.00  0.00           H  
HETATM   57  H29 UNL     1       4.569   1.045   0.926  1.00  0.00           H  
HETATM   58  H30 UNL     1       3.131  -1.988   1.713  1.00  0.00           H  
HETATM   59  H31 UNL     1       1.852  -2.760   0.768  1.00  0.00           H  
HETATM   60  H32 UNL     1       0.291  -1.379   1.625  1.00  0.00           H  
HETATM   61  H33 UNL     1       1.567  -0.630   2.598  1.00  0.00           H  
HETATM   62  H34 UNL     1       1.433   2.219   1.349  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    8   12
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6    7   36
CONECT    6   37
CONECT    7    8   38   39
CONECT    8    9   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   27   45
CONECT   12   13   46
CONECT   13   14   47   48
CONECT   14   15   16   49
CONECT   15   50
CONECT   16   17   18   27
CONECT   17   51   52   53
CONECT   18   19   25   54
CONECT   19   20   20   24
CONECT   20   21   55
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   56   57
CONECT   25   26   58   59
CONECT   26   27   60   61
CONECT   27   28
CONECT   28   62
END

HMDB0060731
     RDKit          3D
Digoxigenin
 62 66  0  0  0  0  0  0  0  0999 V2000
   -2.7922    0.2974   -1.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763    0.1158   -0.4773 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9876   -1.2136   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4698   -1.1714    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7237   -0.1979    1.2157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0633   -0.2285    1.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3694    1.1505    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9168    1.2759    0.2782 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1715    1.6804    1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9326    0.8587    1.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750    0.8399    0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030   -0.0429   -0.4599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2507    0.2497   -1.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1200   -0.3132   -1.7610 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8221    0.0541   -2.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594    0.0623   -0.5792 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7647    1.2940   -0.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518   -1.1162   -0.2698 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2827   -0.8131   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197   -1.2607   -1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5260   -0.7524   -0.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6160   -1.0049   -1.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3326    0.0374    0.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430    0.0239    0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3214   -1.7811    0.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2865   -0.8728    1.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2235    0.3457    0.6661 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9102    1.3626    1.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8717    0.6252   -1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7977   -0.6459   -2.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606    1.1261   -2.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5511   -1.6356    0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7079   -1.9264   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8305   -2.1747    0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.7116   -0.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0703   -0.5002    2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2649   -0.9223    2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6300    1.9151    1.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0332    1.3018   -0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8818    2.1681   -0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108    2.7524    1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8119    1.6547    2.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3401    1.4233    2.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -0.1304    2.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1165    1.8912    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5775   -1.0923   -0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7963   -0.2778   -2.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2084    1.3460   -1.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -1.4351   -1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199   -0.6471   -3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521    2.0793   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594    0.9967   -1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2788    1.7718   -1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -1.9100   -1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0472   -1.9222   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8858   -0.5074    1.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    1.0448    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1311   -1.9876    1.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8523   -2.7599    0.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911   -1.3794    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668   -0.6298    2.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333    2.2191    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  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
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 18 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
  8  2  1  0
 27 11  1  0
 12  2  1  0
 27 16  1  0
 24 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  6
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  1
 13 47  1  0
 13 48  1  0
 14 49  1  6
 15 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  6
 20 55  1  0
 24 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 28 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₃H₃₄O₅

Average Molecular Weight

390.5131

Monoisotopic Molecular Weight

390.240624198

IUPAC Name

4-[(1S,2S,5S,7R,11S,14R,15S,16R)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2,5-dihydrofuran-2-one

Traditional Name

4-[(1S,2S,5S,7R,11S,14R,15S,16R)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

C[C@@]12[C@H](CC[C@]1(O)C1CC[C@@H]3C[C@@H](O)CC[C@]3(C)[C@H]1C[C@H]2O)C1=CC(=O)OC1

InChI Identifier

InChI=1S/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-18(21)11-19(25)22(2)16(6-8-23(17,22)27)13-9-20(26)28-12-13/h9,14-19,24-25,27H,3-8,10-12H2,1-2H3/t14-,15+,16-,17?,18+,19-,21+,22+,23+/m1/s1

InChI Key

SHIBSTMRCDJXLN-UHJLBCFUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolides and derivatives. These are steroid lactones containing a furan-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolides and derivatives

Alternative Parents

Substituents

Cardanolide-skeleton
3-hydroxysteroid
3-beta-hydroxysteroid
12-hydroxysteroid
14-hydroxysteroid
Hydroxysteroid
2-furanone
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
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 (HMDB: HMDB0060731)

Organ

Kidney (HMDB: HMDB0060731)
Liver (HMDB: HMDB0060731)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060731)

Cellular substructure

Cytoplasm (HMDB: HMDB0060731)

Source

Exogenous

Exogenous (HMDB: HMDB0060731)

Endogenous

Endogenous (HMDB: HMDB0060731)

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
Water Solubility	0.063 g/L	ALOGPS
logP	1.6	ALOGPS
logP	1.84	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.15	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	105.16 m³·mol⁻¹	ChemAxon
Polarizability	42.9 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	190.687	31661259
DarkChem	[M-H]-	184.978	31661259
DeepCCS	[M-2H]-	225.968	30932474
DeepCCS	[M+Na]+	201.162	30932474
AllCCS	[M+H]+	197.9	32859911
AllCCS	[M+H-H2O]+	195.5	32859911
AllCCS	[M+NH4]+	200.1	32859911
AllCCS	[M+Na]+	200.7	32859911
AllCCS	[M-H]-	198.2	32859911
AllCCS	[M+Na-2H]-	198.9	32859911
AllCCS	[M+HCOO]-	199.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Digoxigenin	C[C@@]12[C@H](CC[C@]1(O)C1CC[C@@H]3C[C@@H](O)CC[C@]3(C)[C@H]1C[C@H]2O)C1=CC(=O)OC1	3569.3	Standard polar	33892256
Digoxigenin	C[C@@]12[C@H](CC[C@]1(O)C1CC[C@@H]3C[C@@H](O)CC[C@]3(C)[C@H]1C[C@H]2O)C1=CC(=O)OC1	3393.0	Standard non polar	33892256
Digoxigenin	C[C@@]12[C@H](CC[C@]1(O)C1CC[C@@H]3C[C@@H](O)CC[C@]3(C)[C@H]1C[C@H]2O)C1=CC(=O)OC1	4006.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Digoxigenin,1TMS,isomer #1	C[C@]12CC[C@H](O)C[C@H]1CCC1[C@@H]2C[C@@H](O)[C@]2(C)[C@@H](C3=CC(=O)OC3)CC[C@]12O[Si](C)(C)C	3509.6	Semi standard non polar	33892256
Digoxigenin,1TMS,isomer #2	C[C@]12CC[C@H](O[Si](C)(C)C)C[C@H]1CCC1[C@@H]2C[C@@H](O)[C@]2(C)[C@@H](C3=CC(=O)OC3)CC[C@]12O	3508.5	Semi standard non polar	33892256
Digoxigenin,1TMS,isomer #3	C[C@]12CC[C@H](O)C[C@H]1CCC1[C@@H]2C[C@@H](O[Si](C)(C)C)[C@]2(C)[C@@H](C3=CC(=O)OC3)CC[C@]12O	3498.9	Semi standard non polar	33892256
Digoxigenin,2TMS,isomer #1	C[C@]12CC[C@H](O[Si](C)(C)C)C[C@H]1CCC1[C@@H]2C[C@@H](O)[C@]2(C)[C@@H](C3=CC(=O)OC3)CC[C@]12O[Si](C)(C)C	3501.1	Semi standard non polar	33892256
Digoxigenin,2TMS,isomer #2	C[C@]12CC[C@H](O)C[C@H]1CCC1[C@@H]2C[C@@H](O[Si](C)(C)C)[C@]2(C)[C@@H](C3=CC(=O)OC3)CC[C@]12O[Si](C)(C)C	3513.4	Semi standard non polar	33892256
Digoxigenin,2TMS,isomer #3	C[C@]12CC[C@H](O[Si](C)(C)C)C[C@H]1CCC1[C@@H]2C[C@@H](O[Si](C)(C)C)[C@]2(C)[C@@H](C3=CC(=O)OC3)CC[C@]12O	3493.3	Semi standard non polar	33892256
Digoxigenin,3TMS,isomer #1	C[C@]12CC[C@H](O[Si](C)(C)C)C[C@H]1CCC1[C@@H]2C[C@@H](O[Si](C)(C)C)[C@]2(C)[C@@H](C3=CC(=O)OC3)CC[C@]12O[Si](C)(C)C	3463.2	Semi standard non polar	33892256
Digoxigenin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@]12CC[C@H](C3=CC(=O)OC3)[C@@]1(C)[C@H](O)C[C@H]1C2CC[C@@H]2C[C@@H](O)CC[C@]12C	3749.9	Semi standard non polar	33892256
Digoxigenin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@]2(C)[C@H]3C[C@@H](O)[C@]4(C)[C@@H](C5=CC(=O)OC5)CC[C@]4(O)C3CC[C@@H]2C1	3750.3	Semi standard non polar	33892256
Digoxigenin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@H]2C(CC[C@@H]3C[C@@H](O)CC[C@]23C)[C@@]2(O)CC[C@H](C3=CC(=O)OC3)[C@@]12C	3742.1	Semi standard non polar	33892256
Digoxigenin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@H]2C(CC[C@@H]3C[C@@H](O)CC[C@]23C)[C@@]2(O[Si](C)(C)C(C)(C)C)CC[C@H](C3=CC(=O)OC3)[C@@]12C	3979.8	Semi standard non polar	33892256
Digoxigenin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@]2(C)[C@H]3C[C@@H](O)[C@]4(C)[C@@H](C5=CC(=O)OC5)CC[C@]4(O[Si](C)(C)C(C)(C)C)C3CC[C@@H]2C1	3947.1	Semi standard non polar	33892256
Digoxigenin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@]2(C)[C@H]3C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]4(C)[C@@H](C5=CC(=O)OC5)CC[C@]4(O)C3CC[C@@H]2C1	3942.4	Semi standard non polar	33892256
Digoxigenin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@]2(C)[C@H]3C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]4(C)[C@@H](C5=CC(=O)OC5)CC[C@]4(O[Si](C)(C)C(C)(C)C)C3CC[C@@H]2C1	4106.8	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 - Digoxigenin GC-MS (Non-derivatized) - 70eV, Positive	splash10-024i-0429000000-f7c82abf5771f14d5f5d	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Digoxigenin GC-MS (3 TMS) - 70eV, Positive	splash10-0006-1021290000-70d92b89773e3736426a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Digoxigenin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Digoxigenin 10V, Positive-QTOF	splash10-05fr-0009000000-b59c5cf6c115137b5778	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 20V, Positive-QTOF	splash10-0c00-0019000000-5677b46505a603760dc6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 40V, Positive-QTOF	splash10-0gb9-6629000000-33f01d364dd3b3a25f9b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 10V, Negative-QTOF	splash10-000i-0009000000-73a0d171eca6ffd63abf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 20V, Negative-QTOF	splash10-00ds-0009000000-67ceadb6751d356cb8ee	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 40V, Negative-QTOF	splash10-0036-1109000000-2c7d971ebc142e889915	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 10V, Positive-QTOF	splash10-006x-0019000000-f2227b806735a9067f49	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 20V, Positive-QTOF	splash10-0abl-0149000000-7eaecb9aed880f68f681	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 40V, Positive-QTOF	splash10-002b-4932000000-04503200006f5dabc96c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 10V, Negative-QTOF	splash10-000i-0009000000-5ce939f19fc9d3c1ef5e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 20V, Negative-QTOF	splash10-000b-0009000000-37c6cc9767e62d07b6cd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Digoxigenin 40V, Negative-QTOF	splash10-0079-3229000000-8dbf20437a81f2a971fe	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

59662745

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Digoxigenin

METLIN ID

Not Available

PubChem Compound

131769933

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Digoxigenin (HMDB0060731)

MOL for HMDB0060731 (Digoxigenin)

3D MOL for HMDB0060731 (Digoxigenin)

3D SDF for HMDB0060731 (Digoxigenin)

3D-SDF for HMDB0060731 (Digoxigenin)

PDB for HMDB0060731 (Digoxigenin)

3D PDB for HMDB0060731 (Digoxigenin)

SMILES for HMDB0060731 (Digoxigenin)

INCHI for HMDB0060731 (Digoxigenin)

Structure for HMDB0060731 (Digoxigenin)

3D Structure for HMDB0060731 (Digoxigenin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra