NP-MRD: Showing NP-Card for rehmaionoside a (NP0172538)

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Record Information

Version

2.0

Created at

2022-09-03 09:29:34 UTC

Updated at

2022-09-03 09:29:34 UTC

NP-MRD ID

NP0172538

Secondary Accession Numbers

None

Natural Product Identification

Common Name

rehmaionoside a

Description

Rehmaionoside A belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. rehmaionoside a is found in Rehmannia glutinosa. rehmaionoside a was first documented in 2017 (PMID: 29271157). Based on a literature review a small amount of articles have been published on Rehmaionoside A (PMID: 33626396) (PMID: 32458564) (PMID: 32338065).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032211292D          

 27 28  0  0  1  0            999 V2000
    0.2752    0.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0877    0.5146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3699    1.2898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6180   -0.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358   -0.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -1.5246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3964   -0.8927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1517   -1.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8695   -1.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392   -2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1517   -2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806   -2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806   -1.9371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4051   -1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8423   -1.2663    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2795   -0.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1040   -0.5954    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5411    0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538    0.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4913   -1.3239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3158   -1.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541   -2.0235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4414   -2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296   -1.9947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7924   -2.6944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  6  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  1  0  0  0
M  END

     RDKit          3D

 61 62  0  0  0  0  0  0  0  0999 V2000
   -4.0519    2.6330    2.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5792    2.5237    1.0874 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6924    2.7611    0.2767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765    1.1149    0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2957    0.7949   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8255   -0.6060   -0.2914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6135   -1.4605    0.5185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0197   -1.0939   -1.7088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2323   -1.9923   -1.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2188    0.0620   -2.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7879   -1.8507   -2.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2825   -2.8187   -1.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1235   -2.2660    0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080   -0.7855    0.2101 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4602   -0.4168    1.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.0548   -0.4844 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078   -0.1455   -0.0101 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1328    1.1074    0.5381 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3238    1.1908    1.1528 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7467    2.6692    1.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8305    3.4687    1.7863 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4584    0.3986    0.6252 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2742   -0.0410    1.6765 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -0.7865   -0.2013 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1375   -1.2069   -1.0160 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8819   -0.3758   -1.0420 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6032   -1.2678   -2.0219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3153    3.2121    3.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2380    1.6128    2.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0236    3.1757    2.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8060    3.2530    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    2.0031    0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3396    0.3189    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987    1.5458   -0.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5690   -1.3108    0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762   -2.7590   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790   -1.4177   -1.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2224   -2.5138   -2.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601    0.7735   -2.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3325   -0.3620   -3.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1879    0.5623   -2.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1559   -2.4497   -3.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0476   -1.1293   -2.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8895   -3.7691   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302   -3.1895   -1.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8418   -2.5329    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902   -2.7468    0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3610   -0.9357    2.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447    0.6682    1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3974   -0.8005    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9079   -0.8336    0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1887    0.9608    2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7814    2.7960    1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6991    2.9484    0.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723    4.3719    1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1345    1.0387   -0.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    0.5994    2.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8341   -1.6519    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125   -1.8095   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.6082   -1.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4220   -1.7924   -2.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  6
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 14  6  1  0
 26 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  6
  3 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 15 48  1  0
 15 49  1  0
 15 50  1  0
 17 51  1  1
 19 52  1  1
 20 53  1  0
 20 54  1  0
 21 55  1  0
 22 56  1  6
 23 57  1  0
 24 58  1  1
 25 59  1  0
 26 60  1  6
 27 61  1  0
M  END


  Mrv1652309032211292D          

 27 28  0  0  1  0            999 V2000
    0.2752    0.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0877    0.5146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3699    1.2898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6180   -0.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358   -0.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -1.5246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3964   -0.8927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1517   -1.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8695   -1.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392   -2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1517   -2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806   -2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806   -1.9371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4051   -1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8423   -1.2663    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2795   -0.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1040   -0.5954    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5411    0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538    0.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4913   -1.3239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3158   -1.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541   -2.0235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4414   -2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296   -1.9947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7924   -2.6944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  6  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0172538

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](O)\C=C\[C@@]1(O)C(C)(C)CCC[C@@]1(C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H34O8/c1-11(21)6-9-19(25)17(2,3)7-5-8-18(19,4)27-16-15(24)14(23)13(22)12(10-20)26-16/h6,9,11-16,20-25H,5,7-8,10H2,1-4H3/b9-6+/t11-,12+,13+,14-,15+,16-,18+,19+/m0/s1

> <INCHI_KEY>
ICINSKFENWFTQI-UNYLSTHLSA-N

> <FORMULA>
C19H34O8

> <MOLECULAR_WEIGHT>
390.473

> <EXACT_MASS>
390.225368055

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
41.41716450387939

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(1R,2R)-2-hydroxy-2-[(1E,3S)-3-hydroxybut-1-en-1-yl]-1,3,3-trimethylcyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.33

> <JCHEM_LOGP>
-0.3640380453333339

> <ALOGPS_LOGS>
-1.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.84280665555347

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.141784990174221

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6683517871899802

> <JCHEM_POLAR_SURFACE_AREA>
139.84

> <JCHEM_REFRACTIVITY>
97.4775

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.56e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(1R,2R)-2-hydroxy-2-[(1E,3S)-3-hydroxybut-1-en-1-yl]-1,3,3-trimethylcyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       0.514   0.693   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.030   0.961   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.557   2.408   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.020  -0.219   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.494  -1.666   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.483  -2.846   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.473  -1.666   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.150  -3.616   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.623  -2.169   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.633  -3.883   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.150  -5.156   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.483  -5.926   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.817  -5.156   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.817  -3.616   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.356  -3.562   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.633  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.172  -2.364   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.988  -1.058   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.527  -1.111   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.343   0.194   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.620   1.554   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      10.250  -2.471   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.789  -2.525   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.434  -3.777   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.157  -5.137   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.895  -3.723   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.079  -5.029   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   14                                             
CONECT    7    6                                                            
CONECT    8    6    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    6   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   17   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₃₄O₈

Average Mass

390.4730 Da

Monoisotopic Mass

390.22537 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{[(1R,2R)-2-hydroxy-2-[(1E,3S)-3-hydroxybut-1-en-1-yl]-1,3,3-trimethylcyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5S,6R)-2-{[(1R,2R)-2-hydroxy-2-[(1E,3S)-3-hydroxybut-1-en-1-yl]-1,3,3-trimethylcyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

C[C@H](O)\C=C\[C@@]1(O)C(C)(C)CCC[C@@]1(C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C19H34O8/c1-11(21)6-9-19(25)17(2,3)7-5-8-18(19,4)27-16-15(24)14(23)13(22)12(10-20)26-16/h6,9,11-16,20-25H,5,7-8,10H2,1-4H3/b9-6+/t11-,12+,13+,14-,15+,16-,18+,19+/m0/s1

InChI Key

ICINSKFENWFTQI-UNYLSTHLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Rehmannia glutinosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Sesquiterpenoid
Megastigmane sesquiterpenoid
Cyclofarsesane sesquiterpenoid
Ionone derivative
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Cyclohexanol
Monosaccharide
Oxane
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organoheterocyclic compound
Acetal
Oxacycle
Polyol
Organooxygen compound
Primary alcohol
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

terpene glycoside (CHEBI:81097 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-0.33	ALOGPS
logP	-0.36	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	12.14	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.48 m³·mol⁻¹	ChemAxon
Polarizability	41.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8198863

KEGG Compound ID

C17450

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10023290

PDB ID

Not Available

ChEBI ID

81097

Good Scents ID

Not Available

References

General References

Olivero-Verbel J, De la Parra-Guerra A, Caballero-Gallardo K, Sierra-Marquez L, Fuentes-Lopez K, Franco-Marmolejo J, Jannasch AS, Sepulveda MS, Stashenko E: The aqueous extract of Fridericia chica grown in northern Colombia ameliorates toxicity induced by Tergitol on Caenorhabditis elegans. Comp Biochem Physiol C Toxicol Pharmacol. 2021 Jun;244:109026. doi: 10.1016/j.cbpc.2021.109026. Epub 2021 Feb 21. [PubMed:33626396 ]
Liu W, Yin DX, Zhang T, Qiao Q, Yang YQ, Wang WL: Phytochemical Profiles and Antioxidant Activity of Rehmannia glutinosa from Different Production Locations. Chem Biodivers. 2020 Aug;17(8):e2000341. doi: 10.1002/cbdv.202000341. Epub 2020 Jul 10. [PubMed:32458564 ]
Cuc NT, Cuong NT, Anh LT, Yen DTH, Tai BH, Thu Trang D, Yen PH, Kiem PV, Nam NH, Minh CV, Nhiem NX: Dihydrostilbene glycosides from Camellia sasanqua and their alpha-glucosidase and alpha-amylase inhibitory activities. Nat Prod Res. 2021 Nov;35(21):4025-4031. doi: 10.1080/14786419.2020.1756802. Epub 2020 Apr 27. [PubMed:32338065 ]
Xie CX, Zhang M, Li YJ, Geng XT, Wang FQ, Zhang ZY: [Comparison of chemical quality characteristics between radial striations and non-radial striations in tuberous root of Rehmannia glutinosa]. Zhongguo Zhong Yao Za Zhi. 2017 Nov;42(21):4172-4179. doi: 10.19540/j.cnki.cjcmm.20170905.004. [PubMed:29271157 ]
LOTUS database [Link]

Showing NP-Card for rehmaionoside a (NP0172538)

MOL for NP0172538 (rehmaionoside a)

3D MOL for NP0172538 (rehmaionoside a)

3D SDF for NP0172538 (rehmaionoside a)

3D-SDF for NP0172538 (rehmaionoside a)

PDB for NP0172538 (rehmaionoside a)

3D PDB for NP0172538 (rehmaionoside a)

SMILES for NP0172538 (rehmaionoside a)

INCHI for NP0172538 (rehmaionoside a)

Structure for NP0172538 (rehmaionoside a)

3D Structure for NP0172538 (rehmaionoside a)