MiMeDB: Showing metabocard for 24-Î±-D-glucosyl-(-)-terpestacin (MMDBc0016856)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:23:30 UTC

Update Date

2022-08-31 06:41:36 UTC

Metabolite ID

MMDBc0016856

Metabolite Identification

Common Name

24-Î±-D-glucosyl-(-)-terpestacin

Description

24-alpha-D-glucosyl-(-)-terpestacin belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Based on a literature review a significant number of articles have been published on 24-alpha-D-glucosyl-(-)-terpestacin.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109232D          

 51 53  0  0  1  0            999 V2000
    8.5123    2.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6170    1.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2442    5.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4257    1.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0291    1.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148    1.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3142    0.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5167    3.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845    4.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0995    3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0326    4.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7093    0.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0968    1.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4576    6.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9180    4.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6873    2.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    0.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4982    4.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7248    4.0375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7631    2.9967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3186    4.4681    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2036    6.1247    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9788    3.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564    5.5122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4931    2.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5023    4.7273    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3044    4.5549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9772    1.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8572    5.1673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7621    2.1717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2644    7.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5744    5.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5631    5.6847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6681    2.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0551    4.1149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585    3.7699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7214    1.1333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6640    4.9948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032    5.9522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2681    1.4364    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2961    3.2890    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4534    0.0806    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4707    4.8224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5699    2.8242    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0627    3.6838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    6.2972    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3091    4.8998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0504    5.3398    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483    3.9424    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112    4.3824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12  9  1  0  0  0  0
 14 13  1  0  0  0  0
 17  1  1  0  0  0  0
 17  7  2  0  0  0  0
 17  9  1  0  0  0  0
 18  2  1  0  0  0  0
 18  8  1  0  0  0  0
 18 13  2  0  0  0  0
 19  3  1  0  0  0  0
 19 10  2  0  0  0  0
 20  4  1  1  0  0  0
 20 16  1  0  0  0  0
 21 11  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 23 15  1  1  0  0  0
 24 20  1  0  0  0  0
 24 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  2  0  0  0  0
 27 25  1  0  0  0  0
 28 27  1  0  0  0  0
 29 26  1  0  0  0  0
 30 28  1  0  0  0  0
 31  5  1  1  0  0  0
 31 14  1  0  0  0  0
 31 21  1  0  0  0  0
 31 29  1  0  0  0  0
 32 15  1  0  0  0  0
 22 33  1  6  0  0  0
 25 34  1  6  0  0  0
 35 26  1  0  0  0  0
 27 36  1  6  0  0  0
 28 37  1  6  0  0  0
 38 29  2  0  0  0  0
 39 16  1  0  0  0  0
 30 39  1  6  0  0  0
 40 23  1  0  0  0  0
 40 30  1  0  0  0  0
 41  7  1  0  0  0  0
 42 10  1  0  0  0  0
 43 13  1  0  0  0  0
 20 44  1  6  0  0  0
 21 45  1  6  0  0  0
 22 46  1  6  0  0  0
 23 47  1  6  0  0  0
 25 48  1  1  0  0  0
 27 49  1  6  0  0  0
 28 50  1  1  0  0  0
 30 51  1  1  0  0  0
M  END


  Mrv1652305152109232D          

 51 53  0  0  1  0            999 V2000
    8.5123    2.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6170    1.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2442    5.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4257    1.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0291    1.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148    1.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3142    0.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5167    3.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845    4.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0995    3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0326    4.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7093    0.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0968    1.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4576    6.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9180    4.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6873    2.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    0.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4982    4.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7248    4.0375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7631    2.9967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3186    4.4681    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2036    6.1247    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9788    3.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564    5.5122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4931    2.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5023    4.7273    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3044    4.5549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9772    1.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8572    5.1673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7621    2.1717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2644    7.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5744    5.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5631    5.6847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6681    2.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0551    4.1149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585    3.7699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7214    1.1333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6640    4.9948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032    5.9522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2681    1.4364    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2961    3.2890    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4534    0.0806    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4707    4.8224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5699    2.8242    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0627    3.6838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    6.2972    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3091    4.8998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0504    5.3398    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483    3.9424    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112    4.3824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12  9  1  0  0  0  0
 14 13  1  0  0  0  0
 17  1  1  0  0  0  0
 17  7  2  0  0  0  0
 17  9  1  0  0  0  0
 18  2  1  0  0  0  0
 18  8  1  0  0  0  0
 18 13  2  0  0  0  0
 19  3  1  0  0  0  0
 19 10  2  0  0  0  0
 20  4  1  1  0  0  0
 20 16  1  0  0  0  0
 21 11  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 23 15  1  1  0  0  0
 24 20  1  0  0  0  0
 24 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  2  0  0  0  0
 27 25  1  0  0  0  0
 28 27  1  0  0  0  0
 29 26  1  0  0  0  0
 30 28  1  0  0  0  0
 31  5  1  1  0  0  0
 31 14  1  0  0  0  0
 31 21  1  0  0  0  0
 31 29  1  0  0  0  0
 32 15  1  0  0  0  0
 22 33  1  6  0  0  0
 25 34  1  6  0  0  0
 35 26  1  0  0  0  0
 27 36  1  6  0  0  0
 28 37  1  6  0  0  0
 38 29  2  0  0  0  0
 39 16  1  0  0  0  0
 30 39  1  6  0  0  0
 40 23  1  0  0  0  0
 40 30  1  0  0  0  0
 41  7  1  0  0  0  0
 42 10  1  0  0  0  0
 43 13  1  0  0  0  0
 20 44  1  6  0  0  0
 21 45  1  6  0  0  0
 22 46  1  6  0  0  0
 23 47  1  6  0  0  0
 25 48  1  1  0  0  0
 27 49  1  6  0  0  0
 28 50  1  1  0  0  0
 30 51  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016856

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C1=C(C)\CC[C@]([H])(O)\C(C)=C([H])\C[C@]2([H])C(=C(O)C(=O)[C@@]2(C)C\C([H])=C(C)\CC1)[C@]([H])(C)CO[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C31H48O9/c1-17-7-6-8-18(2)13-14-31(5)21(11-10-19(3)22(33)12-9-17)24(26(35)29(31)38)20(4)16-39-30-28(37)27(36)25(34)23(15-32)40-30/h7,10,13,20-23,25,27-28,30,32-37H,6,8-9,11-12,14-16H2,1-5H3/b17-7-,18-13+,19-10+/t20-,21-,22+,23-,25-,27+,28-,30+,31+/m1/s1

> <INCHI_KEY>
RVSWMQVCYJCHMC-DAUADZTISA-N

> <FORMULA>
C31H48O9

> <MOLECULAR_WEIGHT>
564.716

> <EXACT_MASS>
564.329833126

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
61.23259189719823

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3aR,7S,16aS)-2,7-dihydroxy-6,10,14,16a-tetramethyl-3-[(2S)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl]-1H,3aH,4H,7H,8H,9H,12H,13H,16H,16aH-cyclopenta[15]annulen-1-one

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
2.5942367756666647

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.211195823113744

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.908807557736209

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3283562468505745

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
154.54790000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,7S,16aS)-2,7-dihydroxy-6,10,14,16a-tetramethyl-3-[(2S)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl]-3aH,4H,7H,8H,9H,12H,13H,16H-cyclopenta[15]annulen-1-one

> <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      15.890   4.813   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.485   3.305   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.789   9.968   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.118   8.680   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.395   2.648   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.121   2.064   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.028   3.309   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.786   1.296   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.031   6.322   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.118   7.474   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.652   7.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.127   7.569   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.791   1.614   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.647   2.646   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.854  12.898   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.580   7.859   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.350   4.815   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.322   1.774   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.263   8.503   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.086   7.537   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.024   5.594   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.795   8.341   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.380  11.433   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.560   6.071   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.412  10.290   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.654   4.827   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.938   8.824   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.568   8.502   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.557   3.580   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.600   9.646   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.023   4.054   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.360  13.220   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      12.272   9.805   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -2.918  10.611   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       3.114   4.828   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.969   7.681   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       1.042   7.037   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.080   2.116   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       3.106   9.324   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       1.126  11.111   0.000  0.00  0.00           O+0
HETATM   41  H   UNK     0      15.434   2.681   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       9.886   6.140   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       8.313   0.150   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.612   9.002   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       8.530   5.272   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      11.317   6.876   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.886  11.755   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.444   9.146   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.094   9.968   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.463   7.359   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.074   8.180   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5   31                                                            
CONECT    6    7    8                                                       
CONECT    7    6   17   41                                                  
CONECT    8    6   18                                                       
CONECT    9   12   17                                                       
CONECT   10   11   19   42                                                  
CONECT   11   10   21                                                       
CONECT   12    9   22                                                       
CONECT   13   14   18   43                                                  
CONECT   14   13   31                                                       
CONECT   15   23   32                                                       
CONECT   16   20   39                                                       
CONECT   17    1    7    9                                                  
CONECT   18    2    8   13                                                  
CONECT   19    3   10   22                                                  
CONECT   20    4   16   24   44                                             
CONECT   21   11   24   31   45                                             
CONECT   22   12   19   33   46                                             
CONECT   23   15   25   40   47                                             
CONECT   24   20   21   26                                                  
CONECT   25   23   27   34   48                                             
CONECT   26   24   29   35                                                  
CONECT   27   25   28   36   49                                             
CONECT   28   27   30   37   50                                             
CONECT   29   26   31   38                                                  
CONECT   30   28   39   40   51                                             
CONECT   31    5   14   21   29                                             
CONECT   32   15                                                            
CONECT   33   22                                                            
CONECT   34   25                                                            
CONECT   35   26                                                            
CONECT   36   27                                                            
CONECT   37   28                                                            
CONECT   38   29                                                            
CONECT   39   16   30                                                       
CONECT   40   23   30                                                       
CONECT   41    7                                                            
CONECT   42   10                                                            
CONECT   43   13                                                            
CONECT   44   20                                                            
CONECT   45   21                                                            
CONECT   46   22                                                            
CONECT   47   23                                                            
CONECT   48   25                                                            
CONECT   49   27                                                            
CONECT   50   28                                                            
CONECT   51   30                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  106    0
END

Synonyms

Value	Source
24-a-D-Glucosyl-(-)-terpestacin	Generator
24-Α-D-glucosyl-(-)-terpestacin	Generator

Molecular Formula

C₃₁H₄₈O₉

Average Mass

564.716

Monoisotopic Mass

564.329833126

IUPAC Name

(3aR,7S,16aS)-2,7-dihydroxy-6,10,14,16a-tetramethyl-3-[(2S)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl]-1H,3aH,4H,7H,8H,9H,12H,13H,16H,16aH-cyclopenta[15]annulen-1-one

Traditional Name

(3aR,7S,16aS)-2,7-dihydroxy-6,10,14,16a-tetramethyl-3-[(2S)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl]-3aH,4H,7H,8H,9H,12H,13H,16H-cyclopenta[15]annulen-1-one

CAS Registry Number

Not Available

SMILES

[H]\C1=C(C)\CC[C@]([H])(O)\C(C)=C([H])\C[C@]2([H])C(=C(O)C(=O)[C@@]2(C)C\C([H])=C(C)\CC1)[C@]([H])(C)CO[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C31H48O9/c1-17-7-6-8-18(2)13-14-31(5)21(11-10-19(3)22(33)12-9-17)24(26(35)29(31)38)20(4)16-39-30-28(37)27(36)25(34)23(15-32)40-30/h7,10,13,20-23,25,27-28,30,32-37H,6,8-9,11-12,14-16H2,1-5H3/b17-7-,18-13+,19-10+/t20-,21-,22+,23-,25-,27+,28-,30+,31+/m1/s1

InChI Key

RVSWMQVCYJCHMC-DAUADZTISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Enol
Acetal
Organic oxide
Hydrocarbon derivative
Primary alcohol
Carbonyl group
Alcohol
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	0.19 g/L	ALOGPS
logP	2.17	ALOGPS
logP	2.59	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.91	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	154.55 m³·mol⁻¹	ChemAxon
Polarizability	61.23 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	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_13) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	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 supragingival plaque	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

78443423

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587742

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 24-Î±-D-glucosyl-(-)-terpestacin (MMDBc0016856)

MOL for #<Metabolite:0x00007f46e4a25968>

3D MOL for #<Metabolite:0x00007f46e4a25968>

3D SDF for #<Metabolite:0x00007f46e4a25968>

3D-SDF for #<Metabolite:0x00007f46e4a25968>

PDB for #<Metabolite:0x00007f46e4a25968>

3D PDB for #<Metabolite:0x00007f46e4a25968>

SMILES for #<Metabolite:0x00007f46e4a25968>

INCHI for #<Metabolite:0x00007f46e4a25968>

Structure for #<Metabolite:0x00007f46e4a25968>

3D Structure for #<Metabolite:0x00007f46e4a25968>