MiMeDB: Showing metabocard for Reveromycin H (MMDBc0010378)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 02:35:05 UTC

Update Date

2022-08-31 06:31:43 UTC

Metabolite ID

MMDBc0010378

Metabolite Identification

Common Name

Reveromycin H

Description

Reveromycin H belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. Reveromycin H is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152104352D          

 62 63  0  0  1  0            999 V2000
    5.0854   -1.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3102   -1.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6782   -0.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0039    0.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2287    1.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8215   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230    3.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4105    3.2704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8855    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6359    1.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5967    0.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8230    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4927    2.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4112    1.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.5888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -0.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8215    0.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605    3.2704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    3.9849    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6627   -1.6922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    5.4138    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1472    0.0963    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0854    2.0034    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.1599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355    4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980    3.9849    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
 12  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 15 11  2  0  0  0  0
 17 16  2  0  0  0  0
 19  7  1  0  0  0  0
 20 18  1  0  0  0  0
 22 21  1  0  0  0  0
 24  2  1  0  0  0  0
 24  8  1  0  0  0  0
 24  9  2  0  0  0  0
 25  3  1  0  0  0  0
 25 10  1  0  0  0  0
 25 23  2  0  0  0  0
 26  4  1  6  0  0  0
 26 11  1  0  0  0  0
 27  5  1  6  0  0  0
 27 18  1  0  0  0  0
 28 12  1  0  0  0  0
 28 26  1  0  0  0  0
 29 13  1  1  0  0  0
 29 27  1  0  0  0  0
 30 14  1  6  0  0  0
 31 15  1  0  0  0  0
 32 16  1  0  0  0  0
 33 23  1  0  0  0  0
 34 17  1  0  0  0  0
 35 19  1  6  0  0  0
 35 21  1  0  0  0  0
 35 30  1  0  0  0  0
 36 20  1  0  0  0  0
 36 22  1  0  0  0  0
 28 37  1  1  0  0  0
 38 31  2  0  0  0  0
 39 31  1  0  0  0  0
 40 32  2  0  0  0  0
 41 32  1  0  0  0  0
 42 33  2  0  0  0  0
 43 33  1  0  0  0  0
 44 34  2  0  0  0  0
 45 29  1  0  0  0  0
 36 45  1  6  0  0  0
 46 30  1  0  0  0  0
 46 36  1  0  0  0  0
 47 34  1  0  0  0  0
 35 47  1  1  0  0  0
 48  8  1  0  0  0  0
 49  9  1  0  0  0  0
 50 10  1  0  0  0  0
 51 11  1  0  0  0  0
 52 12  1  0  0  0  0
 53 14  1  0  0  0  0
 54 15  1  0  0  0  0
 55 16  1  0  0  0  0
 56 17  1  0  0  0  0
 57 23  1  0  0  0  0
 26 58  1  1  0  0  0
 27 59  1  1  0  0  0
 28 60  1  1  0  0  0
 29 61  1  6  0  0  0
 30 62  1  1  0  0  0
M  END


  Mrv1652305152104352D          

 62 63  0  0  1  0            999 V2000
    5.0854   -1.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3102   -1.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6782   -0.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0039    0.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2287    1.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8215   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230    3.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4105    3.2704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8855    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6359    1.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5967    0.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8230    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4927    2.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4112    1.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.5888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -0.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8215    0.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605    3.2704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    3.9849    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6627   -1.6922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    5.4138    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1472    0.0963    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0854    2.0034    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.1599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355    4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980    3.9849    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
 12  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 15 11  2  0  0  0  0
 17 16  2  0  0  0  0
 19  7  1  0  0  0  0
 20 18  1  0  0  0  0
 22 21  1  0  0  0  0
 24  2  1  0  0  0  0
 24  8  1  0  0  0  0
 24  9  2  0  0  0  0
 25  3  1  0  0  0  0
 25 10  1  0  0  0  0
 25 23  2  0  0  0  0
 26  4  1  6  0  0  0
 26 11  1  0  0  0  0
 27  5  1  6  0  0  0
 27 18  1  0  0  0  0
 28 12  1  0  0  0  0
 28 26  1  0  0  0  0
 29 13  1  1  0  0  0
 29 27  1  0  0  0  0
 30 14  1  6  0  0  0
 31 15  1  0  0  0  0
 32 16  1  0  0  0  0
 33 23  1  0  0  0  0
 34 17  1  0  0  0  0
 35 19  1  6  0  0  0
 35 21  1  0  0  0  0
 35 30  1  0  0  0  0
 36 20  1  0  0  0  0
 36 22  1  0  0  0  0
 28 37  1  1  0  0  0
 38 31  2  0  0  0  0
 39 31  1  0  0  0  0
 40 32  2  0  0  0  0
 41 32  1  0  0  0  0
 42 33  2  0  0  0  0
 43 33  1  0  0  0  0
 44 34  2  0  0  0  0
 45 29  1  0  0  0  0
 36 45  1  6  0  0  0
 46 30  1  0  0  0  0
 46 36  1  0  0  0  0
 47 34  1  0  0  0  0
 35 47  1  1  0  0  0
 48  8  1  0  0  0  0
 49  9  1  0  0  0  0
 50 10  1  0  0  0  0
 51 11  1  0  0  0  0
 52 12  1  0  0  0  0
 53 14  1  0  0  0  0
 54 15  1  0  0  0  0
 55 16  1  0  0  0  0
 56 17  1  0  0  0  0
 57 23  1  0  0  0  0
 26 58  1  1  0  0  0
 27 59  1  1  0  0  0
 28 60  1  1  0  0  0
 29 61  1  6  0  0  0
 30 62  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0010378

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(C[C@@]1([H])O[C@]2(CC[C@]1([H])C)CC[C@@](CCCC)(OC(=O)C(\[H])=C(/[H])C(O)=O)[C@@]([H])(O2)C(\[H])=C(/[H])\C(\C)=C(/[H])C(O)=O)=C(\C)/C(/[H])=C(\[H])[C@]([H])(O)[C@@]([H])(C)C(\[H])=C(/[H])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H50O11/c1-6-7-19-35(47-34(44)17-16-32(40)41)21-22-36(46-30(35)14-10-25(3)23-33(42)43)20-18-27(5)29(45-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h8-12,14-17,23,26-30,37H,6-7,13,18-22H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/b12-8+,14-10+,15-11+,17-16+,24-9+,25-23+/t26-,27-,28-,29+,30-,35+,36-/m0/s1

> <INCHI_KEY>
QTRMOXKZWPLCFC-OTBVCFTHSA-N

> <FORMULA>
C36H50O11

> <MOLECULAR_WEIGHT>
658.785

> <EXACT_MASS>
658.33531243

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
71.65084131529233

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4S,5S,6E,8E)-10-[(2R,3S,6S,8S,9R)-9-butyl-8-[(1E,3E)-4-carboxy-3-methylbuta-1,3-dien-1-yl]-9-{[(2E)-3-carboxyprop-2-enoyl]oxy}-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid

> <ALOGPS_LOGP>
4.23

> <JCHEM_LOGP>
6.534924434

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.158658539849334

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.309603173552498

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3358940462027307

> <JCHEM_POLAR_SURFACE_AREA>
176.89

> <JCHEM_REFRACTIVITY>
180.47900000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.62e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4S,5S,6E,8E)-10-[(2R,3S,6S,8S,9R)-9-butyl-8-[(1E,3E)-4-carboxy-3-methylbuta-1,3-dien-1-yl]-9-{[(2E)-3-carboxyprop-2-enoyl]oxy}-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       9.493  -2.200   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.746   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.494  -4.565   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.366   8.772   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.046  -2.726   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.866  -1.736   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.056   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.746   3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.184  -3.231   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.676   7.438   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.826   6.105   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.206   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.954  -1.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.446   8.772   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.207   1.696   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.760   2.223   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.133  -0.220   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.184  -5.898   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.516   4.771   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.954  -4.565   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.136   7.438   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.366   6.105   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -10.986   8.772   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.387   2.686   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.954  -7.232   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.581   1.233   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.954   0.770   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -7.136   4.771   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0     -11.756  10.106   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -11.756   7.438   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      12.120   4.203   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      13.834   2.160   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       5.184  -8.566   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       7.494  -7.232   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       8.848  -0.283   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       2.104   2.104   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       3.644  -0.564   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       7.133   1.760   0.000  0.00  0.00           O+0
HETATM   48  H   UNK     0      -4.826   3.437   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.516   2.104   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.644  -3.231   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -9.446   6.105   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.056   7.438   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       6.837  -3.159   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      -8.676  10.106   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      11.475   0.180   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       9.493   3.740   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.644  -5.898   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      -7.906   8.772   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.976   2.104   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.596   7.438   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.334   3.437   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.414  -1.897   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6    1    7                                                       
CONECT    7    6   19                                                       
CONECT    8   12   24   48                                                  
CONECT    9   13   24   49                                                  
CONECT   10   14   25   50                                                  
CONECT   11   15   26   51                                                  
CONECT   12    8   28   52                                                  
CONECT   13    9   29                                                       
CONECT   14   10   30   53                                                  
CONECT   15   11   31   54                                                  
CONECT   16   17   32   55                                                  
CONECT   17   16   34   56                                                  
CONECT   18   20   27                                                       
CONECT   19    7   35                                                       
CONECT   20   18   36                                                       
CONECT   21   22   35                                                       
CONECT   22   21   36                                                       
CONECT   23   25   33   57                                                  
CONECT   24    2    8    9                                                  
CONECT   25    3   10   23                                                  
CONECT   26    4   11   28   58                                             
CONECT   27    5   18   29   59                                             
CONECT   28   12   26   37   60                                             
CONECT   29   13   27   45   61                                             
CONECT   30   14   35   46   62                                             
CONECT   31   15   38   39                                                  
CONECT   32   16   40   41                                                  
CONECT   33   23   42   43                                                  
CONECT   34   17   44   47                                                  
CONECT   35   19   21   30   47                                             
CONECT   36   20   22   45   46                                             
CONECT   37   28                                                            
CONECT   38   31                                                            
CONECT   39   31                                                            
CONECT   40   32                                                            
CONECT   41   32                                                            
CONECT   42   33                                                            
CONECT   43   33                                                            
CONECT   44   34                                                            
CONECT   45   29   36                                                       
CONECT   46   30   36                                                       
CONECT   47   34   35                                                       
CONECT   48    8                                                            
CONECT   49    9                                                            
CONECT   50   10                                                            
CONECT   51   11                                                            
CONECT   52   12                                                            
CONECT   53   14                                                            
CONECT   54   15                                                            
CONECT   55   16                                                            
CONECT   56   17                                                            
CONECT   57   23                                                            
CONECT   58   26                                                            
CONECT   59   27                                                            
CONECT   60   28                                                            
CONECT   61   29                                                            
CONECT   62   30                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  126    0
END

Synonyms

Not Available

Molecular Formula

C₃₆H₅₀O₁₁

Average Mass

658.785

Monoisotopic Mass

658.33531243

IUPAC Name

(2E,4S,5S,6E,8E)-10-[(2R,3S,6S,8S,9R)-9-butyl-8-[(1E,3E)-4-carboxy-3-methylbuta-1,3-dien-1-yl]-9-{[(2E)-3-carboxyprop-2-enoyl]oxy}-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]\C(C[C@@]1([H])O[C@]2(CC[C@]1([H])C)CC[C@@](CCCC)(OC(=O)C(\[H])=C(/[H])C(O)=O)[C@@]([H])(O2)C(\[H])=C(/[H])\C(\C)=C(/[H])C(O)=O)=C(\C)/C(/[H])=C(\[H])[C@]([H])(O)[C@@]([H])(C)C(\[H])=C(/[H])C(O)=O

InChI Identifier

InChI=1S/C36H50O11/c1-6-7-19-35(47-34(44)17-16-32(40)41)21-22-36(46-30(35)14-10-25(3)23-33(42)43)20-18-27(5)29(45-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h8-12,14-17,23,26-30,37H,6-7,13,18-22H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/b12-8+,14-10+,15-11+,17-16+,24-9+,25-23+/t26-,27-,28-,29+,30-,35+,36-/m0/s1

InChI Key

QTRMOXKZWPLCFC-OTBVCFTHSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpenoid
Tetracarboxylic acid or derivatives
C-glycosyl compound
Glycosyl compound
Fatty alcohol
Ketal
Fatty acid ester
Fatty acyl
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxide
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	4.23	ALOGPS
logP	6.53	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	176.89 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	180.48 m³·mol⁻¹	ChemAxon
Polarizability	71.65 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Metabolic reconstruction

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78439725

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53310584

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Reveromycin H (MMDBc0010378)

MOL for #<Metabolite:0x00007fdb721a02e8>

3D MOL for #<Metabolite:0x00007fdb721a02e8>

3D SDF for #<Metabolite:0x00007fdb721a02e8>

3D-SDF for #<Metabolite:0x00007fdb721a02e8>

PDB for #<Metabolite:0x00007fdb721a02e8>

3D PDB for #<Metabolite:0x00007fdb721a02e8>

SMILES for #<Metabolite:0x00007fdb721a02e8>

INCHI for #<Metabolite:0x00007fdb721a02e8>

Structure for #<Metabolite:0x00007fdb721a02e8>

3D Structure for #<Metabolite:0x00007fdb721a02e8>