MiMeDB: Showing metabocard for Tenuifolioside B (MMDBc0015361)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:12:04 UTC

Update Date

2022-08-31 06:39:14 UTC

Metabolite ID

MMDBc0015361

Metabolite Identification

Common Name

Tenuifolioside B

Description

(1S,2R,5S,7S,10R,11R,14S,15R)-14-[(3R)-2,3-dihydroxy-6-methylheptan-2-yl]-11-hydroxy-2,15-dimethyl-5-{[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-8-one belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton (1S,2R,5S,7S,10R,11R,14S,15R)-14-[(3R)-2,3-dihydroxy-6-methylheptan-2-yl]-11-hydroxy-2,15-dimethyl-5-{[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-8-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152108122D          

 54 58  0  0  1  0            999 V2000
   -3.3028   -4.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1073   -3.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8006   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9792   -4.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2392    0.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965   -4.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8059   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2741   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8983   -1.3047    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3665   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4271    0.0521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3571   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6556   -3.7922    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8953    0.6828    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0832    0.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8029   -0.2384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3347   -0.8691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6180   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1817   -2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1493   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5195    0.9732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6468    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -4.5563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1756    1.4587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5513    1.1683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9907   -0.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5021   -3.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1468   -0.7239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5226   -1.0143    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -1.4499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4301   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7074    0.8280    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4531   -2.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665   -3.0280    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3635    1.3135    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6150   -0.0932    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2710    0.3923    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8665   -1.4998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17  6  1  0  0  0  0
 18  8  1  0  0  0  0
 18 14  1  0  0  0  0
 19  9  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 22 21  1  0  0  0  0
 23 16  1  1  0  0  0
 24 10  1  0  0  0  0
 25  7  1  0  0  0  0
 26 23  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30  3  1  1  0  0  0
 30 11  1  0  0  0  0
 30 19  1  0  0  0  0
 30 21  1  0  0  0  0
 31  4  1  1  0  0  0
 31 12  1  0  0  0  0
 31 24  1  0  0  0  0
 32  5  1  0  0  0  0
 24 32  1  1  0  0  0
 32 25  1  0  0  0  0
 33 13  1  0  0  0  0
 33 20  1  0  0  0  0
 33 31  1  0  0  0  0
 34 16  1  0  0  0  0
 35 22  2  0  0  0  0
 25 36  1  1  0  0  0
 26 37  1  6  0  0  0
 27 38  1  1  0  0  0
 28 39  1  6  0  0  0
 40 32  1  0  0  0  0
 33 41  1  6  0  0  0
 18 42  1  1  0  0  0
 29 42  1  1  0  0  0
 43 23  1  0  0  0  0
 43 29  1  0  0  0  0
 18 44  1  6  0  0  0
 19 45  1  6  0  0  0
 20 46  1  1  0  0  0
 21 47  1  6  0  0  0
 23 48  1  6  0  0  0
 24 49  1  6  0  0  0
 25 50  1  1  0  0  0
 26 51  1  1  0  0  0
 27 52  1  1  0  0  0
 28 53  1  1  0  0  0
 29 54  1  6  0  0  0
M  END


  Mrv1652305152108122D          

 54 58  0  0  1  0            999 V2000
   -3.3028   -4.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1073   -3.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8006   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9792   -4.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2392    0.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965   -4.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8059   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2741   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8983   -1.3047    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3665   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4271    0.0521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3571   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6556   -3.7922    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8953    0.6828    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0832    0.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8029   -0.2384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3347   -0.8691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6180   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1817   -2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1493   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5195    0.9732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6468    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -4.5563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1756    1.4587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5513    1.1683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9907   -0.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5021   -3.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596   -0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1468   -0.7239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5226   -1.0143    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -1.4499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4301   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7074    0.8280    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4531   -2.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665   -3.0280    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3635    1.3135    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6150   -0.0932    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2710    0.3923    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8665   -1.4998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17  6  1  0  0  0  0
 18  8  1  0  0  0  0
 18 14  1  0  0  0  0
 19  9  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 22 21  1  0  0  0  0
 23 16  1  1  0  0  0
 24 10  1  0  0  0  0
 25  7  1  0  0  0  0
 26 23  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30  3  1  1  0  0  0
 30 11  1  0  0  0  0
 30 19  1  0  0  0  0
 30 21  1  0  0  0  0
 31  4  1  1  0  0  0
 31 12  1  0  0  0  0
 31 24  1  0  0  0  0
 32  5  1  0  0  0  0
 24 32  1  1  0  0  0
 32 25  1  0  0  0  0
 33 13  1  0  0  0  0
 33 20  1  0  0  0  0
 33 31  1  0  0  0  0
 34 16  1  0  0  0  0
 35 22  2  0  0  0  0
 25 36  1  1  0  0  0
 26 37  1  6  0  0  0
 27 38  1  1  0  0  0
 28 39  1  6  0  0  0
 40 32  1  0  0  0  0
 33 41  1  6  0  0  0
 18 42  1  1  0  0  0
 29 42  1  1  0  0  0
 43 23  1  0  0  0  0
 43 29  1  0  0  0  0
 18 44  1  6  0  0  0
 19 45  1  6  0  0  0
 20 46  1  1  0  0  0
 21 47  1  6  0  0  0
 23 48  1  6  0  0  0
 24 49  1  6  0  0  0
 25 50  1  1  0  0  0
 26 51  1  1  0  0  0
 27 52  1  1  0  0  0
 28 53  1  1  0  0  0
 29 54  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0015361

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CCC(C)C)C(C)(O)[C@@]1([H])CC[C@@]2(O)[C@]3([H])CC(=O)[C@@]4([H])C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C33H56O10/c1-17(2)6-7-25(36)32(5,40)24-10-13-33(41)20-15-22(35)21-14-18(8-11-30(21,3)19(20)9-12-31(24,33)4)42-29-28(39)27(38)26(37)23(16-34)43-29/h17-21,23-29,34,36-41H,6-16H2,1-5H3/t18-,19-,20+,21+,23+,24-,25+,26+,27+,28+,29+,30+,31+,32?,33+/m0/s1

> <INCHI_KEY>
KTYXGLHTBUYJCL-OSAVQHGPSA-N

> <FORMULA>
C33H56O10

> <MOLECULAR_WEIGHT>
612.801

> <EXACT_MASS>
612.387348003

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
69.1359445736796

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,7S,10R,11R,14S,15R)-14-[(3R)-2,3-dihydroxy-6-methylheptan-2-yl]-11-hydroxy-2,15-dimethyl-5-{[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-one

> <ALOGPS_LOGP>
1.16

> <JCHEM_LOGP>
1.352925455999999

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.042391044219304

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.188566377933752

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083541530082

> <JCHEM_POLAR_SURFACE_AREA>
177.14

> <JCHEM_REFRACTIVITY>
157.34180000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,7S,10R,11R,14S,15R)-14-[(3R)-2,3-dihydroxy-6-methylheptan-2-yl]-11-hydroxy-2,15-dimethyl-5-{[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-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      -6.165  -9.089   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.800  -6.447   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.230  -5.332   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.534  -6.083   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.494  -4.918   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.695  -8.084   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.749  -6.868   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.262  -4.790   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.714  -5.603   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.239  -3.168   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.746  -5.061   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.198  -5.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.513  -2.304   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.793  -2.164   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.768  -1.529   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.380   0.368   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.220  -7.873   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.786  -3.342   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.238  -4.155   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.245  -2.978   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.277  -2.436   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.284  -1.258   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.864   0.097   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.667  -4.647   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.224  -7.079   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.871   1.274   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.355   1.003   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.832  -0.445   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.825  -1.622   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.754  -3.884   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.206  -4.697   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.279  -5.863   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.729  -3.249   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      15.903   1.817   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       6.807   0.190   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -0.643  -8.505   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      13.394   2.723   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      10.362   2.181   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       9.316  -0.716   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.937  -6.808   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       3.098  -1.754   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      11.302  -3.071   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      13.341  -1.351   0.000  0.00  0.00           O+0
HETATM   44  H   UNK     0      10.309  -1.893   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       5.761  -2.707   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.722  -4.426   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       8.270  -3.613   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      14.387   1.546   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.846  -4.357   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.804  -5.652   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      11.878   2.452   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      12.348  -0.174   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       9.839   0.732   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      12.817  -2.800   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   30                                                            
CONECT    4   31                                                            
CONECT    5   32                                                            
CONECT    6    7   17                                                       
CONECT    7    6   25                                                       
CONECT    8   11   18                                                       
CONECT    9   12   19                                                       
CONECT   10   13   24                                                       
CONECT   11    8   30                                                       
CONECT   12    9   31                                                       
CONECT   13   10   33                                                       
CONECT   14   18   21                                                       
CONECT   15   20   22                                                       
CONECT   16   23   34                                                       
CONECT   17    1    2    6                                                  
CONECT   18    8   14   42   44                                             
CONECT   19    9   20   30   45                                             
CONECT   20   15   19   33   46                                             
CONECT   21   14   22   30   47                                             
CONECT   22   15   21   35                                                  
CONECT   23   16   26   43   48                                             
CONECT   24   10   31   32   49                                             
CONECT   25    7   32   36   50                                             
CONECT   26   23   27   37   51                                             
CONECT   27   26   28   38   52                                             
CONECT   28   27   29   39   53                                             
CONECT   29   28   42   43   54                                             
CONECT   30    3   11   19   21                                             
CONECT   31    4   12   24   33                                             
CONECT   32    5   24   25   40                                             
CONECT   33   13   20   31   41                                             
CONECT   34   16                                                            
CONECT   35   22                                                            
CONECT   36   25                                                            
CONECT   37   26                                                            
CONECT   38   27                                                            
CONECT   39   28                                                            
CONECT   40   32                                                            
CONECT   41   33                                                            
CONECT   42   18   29                                                       
CONECT   43   23   29                                                       
CONECT   44   18                                                            
CONECT   45   19                                                            
CONECT   46   20                                                            
CONECT   47   21                                                            
CONECT   48   23                                                            
CONECT   49   24                                                            
CONECT   50   25                                                            
CONECT   51   26                                                            
CONECT   52   27                                                            
CONECT   53   28                                                            
CONECT   54   29                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  116    0
END

Synonyms

Not Available

Molecular Formula

C₃₃H₅₆O₁₀

Average Mass

612.801

Monoisotopic Mass

612.387348003

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CCC(C)C)C(C)(O)[C@@]1([H])CC[C@@]2(O)[C@]3([H])CC(=O)[C@@]4([H])C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C33H56O10/c1-17(2)6-7-25(36)32(5,40)24-10-13-33(41)20-15-22(35)21-14-18(8-11-30(21,3)19(20)9-12-31(24,33)4)42-29-28(39)27(38)26(37)23(16-34)43-29/h17-21,23-29,34,36-41H,6-16H2,1-5H3/t18-,19-,20+,21+,23+,24-,25+,26+,27+,28+,29+,30+,31+,32?,33+/m0/s1

InChI Key

KTYXGLHTBUYJCL-OSAVQHGPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Diterpene glycoside
Cholesterol
Cholestane-skeleton
Steroidal glycoside
Ecdysteroid
Trihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
22-hydroxysteroid
Bile acid, alcohol, or derivatives
20-hydroxysteroid
Diterpenoid
6-oxosteroid
Oxosteroid
Hydroxysteroid
14-hydroxysteroid
Terpene glycoside
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	0.29 g/L	ALOGPS
logP	1.16	ALOGPS
logP	1.35	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	12.19	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	177.14 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	157.34 m³·mol⁻¹	ChemAxon
Polarizability	69.14 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

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	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

78438084

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587316

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 Tenuifolioside B (MMDBc0015361)

MOL for #<Metabolite:0x00005634bef10b28>

3D MOL for #<Metabolite:0x00005634bef10b28>

3D SDF for #<Metabolite:0x00005634bef10b28>

3D-SDF for #<Metabolite:0x00005634bef10b28>

PDB for #<Metabolite:0x00005634bef10b28>

3D PDB for #<Metabolite:0x00005634bef10b28>

SMILES for #<Metabolite:0x00005634bef10b28>

INCHI for #<Metabolite:0x00005634bef10b28>

Structure for #<Metabolite:0x00005634bef10b28>

3D Structure for #<Metabolite:0x00005634bef10b28>