NP-MRD: Showing NP-Card for Ginsenoside Rh1 (NP0071294)

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Record Information

Version

2.0

Created at

2022-04-28 16:40:47 UTC

Updated at

2022-04-28 16:40:47 UTC

NP-MRD ID

NP0071294

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ginsenoside Rh1

Description

(20S)-ginsenoside Rh1, also known as ginsenoside g-RH(1), belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Thus, (20S)-ginsenoside RH1 is considered to be an isoprenoid. Ginsenoside Rh1 is found in Gynostemma yixingense, Panax ginseng, Panax ginseng C.A.Meyer , Panax japonicus, Panax notoginseng , Panax pseudoginseng, Panax quinquefolium , Panax spp., Panax vietnamensis and Panax zingiberensis. Ginsenoside Rh1 was first documented in 2000 (PMID: 11210151). Based on a literature review a small amount of articles have been published on (20S)-ginsenoside Rh1 (PMID: 24558875) (PMID: 35408532) (PMID: 32894450) (PMID: 26054809).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218402D          

 45 49  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9323   -0.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005   -1.1451    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6808   -1.9210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1490   -2.5517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3369   -2.4065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0566   -1.6306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5884   -0.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444   -1.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2874   -2.1161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8050   -3.0372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4293   -3.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929   -2.0662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187    3.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3701    3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592    4.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5655    4.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2547    5.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    6.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374    5.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2124    3.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151    2.2220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -0.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6077    0.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    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  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  1  0  0  0
 18 19  1  0  0  0  0
 15 20  1  6  0  0  0
 14 21  1  1  0  0  0
 13 22  1  6  0  0  0
  8 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  6  0  0  0
 25 27  1  6  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 23 30  1  0  0  0  0
 28 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 31 38  1  6  0  0  0
 31 39  1  6  0  0  0
 23 40  1  1  0  0  0
  8 41  1  6  0  0  0
  5 42  1  6  0  0  0
  3 43  1  0  0  0  0
  3 44  1  0  0  0  0
  2 45  1  6  0  0  0
M  END

     RDKit          3D

107111  0  0  0  0  0  0  0  0999 V2000
    9.1729   -0.2168   -1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6947    1.0060   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6159    1.7635    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4530    1.4420   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5274    0.7046   -1.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3357    0.0727   -0.8493 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4651    1.0465   -0.1967 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9658    2.0222   -1.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2321    1.8114    0.7120 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3502    0.4987    0.6674 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6477    1.7660    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5631   -4.6934    0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8181   -4.0285    0.3175 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2514   -4.4689   -0.9360 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6487   -2.2314    1.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0349    3.4526   -0.3430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4486    4.8307   -0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8379    5.6594   -1.1372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220    3.6383   -0.5043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7449    4.1398   -1.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2840    2.3499   -0.3899 C   0  0  2  0  0  0  0  0  0  0  0  0
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 44 13  1  0
 29 20  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  3 49  1  0
  3 50  1  0
  3 51  1  0
  4 52  1  0
  5 53  1  0
  5 54  1  0
  6 55  1  0
  6 56  1  0
  8 57  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  0
 10 61  1  1
 11 62  1  0
 11 63  1  0
 12 64  1  0
 12 65  1  0
 14 66  1  0
 14 67  1  0
 14 68  1  0
 15 69  1  6
 16 70  1  1
 17 71  1  0
 18 72  1  0
 18 73  1  0
 19 74  1  1
 21 75  1  0
 21 76  1  0
 21 77  1  0
 22 78  1  0
 22 79  1  0
 23 80  1  0
 23 81  1  0
 24 82  1  1
 25 83  1  0
 27 84  1  0
 27 85  1  0
 27 86  1  0
 28 87  1  0
 28 88  1  0
 28 89  1  0
 29 90  1  1
 30 91  1  6
 43103  1  0
 43104  1  0
 45105  1  0
 45106  1  0
 45107  1  0
 32 92  1  6
 34 93  1  6
 35 94  1  0
 35 95  1  0
 36 96  1  0
 37 97  1  1
 38 98  1  0
 39 99  1  6
 40100  1  0
 41101  1  1
 42102  1  0
M  END


  Mrv1652304282218402D          

 45 49  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9323   -0.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005   -1.1451    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6808   -1.9210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1490   -2.5517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3369   -2.4065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0566   -1.6306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5884   -0.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444   -1.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2874   -2.1161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8050   -3.0372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4293   -3.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929   -2.0662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187    3.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3701    3.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592    4.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5655    4.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2547    5.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    6.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374    5.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2124    3.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151    2.2220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -0.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6077    0.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    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  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  1  0  0  0
 18 19  1  0  0  0  0
 15 20  1  6  0  0  0
 14 21  1  1  0  0  0
 13 22  1  6  0  0  0
  8 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  6  0  0  0
 25 27  1  6  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 23 30  1  0  0  0  0
 28 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 31 38  1  6  0  0  0
 31 39  1  6  0  0  0
 23 40  1  1  0  0  0
  8 41  1  6  0  0  0
  5 42  1  6  0  0  0
  3 43  1  0  0  0  0
  3 44  1  0  0  0  0
  2 45  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0071294

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC[C@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3[C@H](C[C@@]21C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C36H62O9/c1-19(2)10-9-13-36(8,43)20-11-15-34(6)26(20)21(38)16-24-33(5)14-12-25(39)32(3,4)30(33)22(17-35(24,34)7)44-31-29(42)28(41)27(40)23(18-37)45-31/h10,20-31,37-43H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24+,25-,26-,27+,28-,29+,30-,31+,33+,34+,35+,36-/m0/s1

> <INCHI_KEY>
RAQNTCRNSXYLAH-RFCGZQMISA-N

> <FORMULA>
C36H62O9

> <MOLECULAR_WEIGHT>
638.883

> <EXACT_MASS>
638.439383576

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
72.87745712811565

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(1R,2R,5S,7R,8S,10R,11R,14S,15R,16R)-5,16-dihydroxy-14-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.4523373623333296

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.170860990607942

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.207106820940874

> <JCHEM_PKA_STRONGEST_BASIC>
-2.838900957340167

> <JCHEM_POLAR_SURFACE_AREA>
160.07

> <JCHEM_REFRACTIVITY>
171.2417000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(1R,2R,5S,7R,8S,10R,11R,14S,15R,16R)-5,16-dihydroxy-14-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.474  -0.960   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.481  -2.138   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.004  -3.586   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.011  -4.763   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.495  -4.492   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.972  -3.044   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.965  -1.866   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.456  -2.773   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.536  -3.950   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.503  -5.669   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.535  -6.212   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.520  -3.857   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.342   6.553   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.612   5.093   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.557   6.309   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.977   7.735   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.922   8.951   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.342  10.377   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.287  11.593   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.816  10.588   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.396   6.038   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -2.828   4.148   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       1.764   0.984   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.331   0.781   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.241  -0.130   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.601   0.361   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   45                                                  
CONECT    3    2    4   43   44                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   42                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   26                                                  
CONECT    8    7    9   23   41                                             
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   22                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20   15                                                            
CONECT   21   14                                                            
CONECT   22   13                                                            
CONECT   23    8   24   30   40                                             
CONECT   24   23   25   28                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25    7                                                       
CONECT   27   25                                                            
CONECT   28   24   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29   23                                                       
CONECT   31   28   32   38   39                                             
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   31                                                            
CONECT   39   31                                                            
CONECT   40   23                                                            
CONECT   41    8                                                            
CONECT   42    5                                                            
CONECT   43    3                                                            
CONECT   44    3                                                            
CONECT   45    2                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

View in JSmol

Synonyms

Value	Source
Ginsenoside g-RH(1)	MeSH
Ginsenoside RH(1)	MeSH

Chemical Formula

C₃₆H₆₂O₉

Average Mass

638.8830 Da

Monoisotopic Mass

638.43938 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-{[(1R,2R,5S,7R,8S,10R,11R,14S,15R,16R)-5,16-dihydroxy-14-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)=CCC[C@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3[C@H](C[C@@]21C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C36H62O9/c1-19(2)10-9-13-36(8,43)20-11-15-34(6)26(20)21(38)16-24-33(5)14-12-25(39)32(3,4)30(33)22(17-35(24,34)7)44-31-29(42)28(41)27(40)23(18-37)45-31/h10,20-31,37-43H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24+,25-,26-,27+,28-,29+,30-,31+,33+,34+,35+,36-/m0/s1

InChI Key

RAQNTCRNSXYLAH-RFCGZQMISA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Gynostemma yixingense	LOTUS Database	35616633
Panax ginseng	LOTUS Database	35616633
Panax ginseng C.A.Meyer	Plant	KNApSAcK
Panax Japonicus	LOTUS Database	35616633
Panax notoginseng	Plant	KNApSAcK
Panax pseudoginseng	LOTUS Database	35616633
Panax quinquefolius	Plant	KNApSAcK
Panax spp.	Plant	KNApSAcK
Panax vietnamensis	Plant	KNApSAcK
Panax zingiberensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
20-hydroxysteroid
3-hydroxysteroid
14-alpha-methylsteroid
12-hydroxysteroid
Hydroxysteroid
3-beta-hydroxysteroid
Steroid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Monosaccharide
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Acetal
Polyol
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Primary alcohol
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.68	ALOGPS
logP	2.45	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	160.07 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	171.24 m³·mol⁻¹	ChemAxon
Polarizability	72.88 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00030402

Chemspider ID

10229013

KEGG Compound ID

Not Available

BioCyc ID

CPD-15446

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12855920

PDB ID

Not Available

ChEBI ID

142487

Good Scents ID

rw1700481

References

General References

Yu HS, Zhang LJ, Song XB, Liu YX, Zhang J, Cao M, Kang LP, Kang TG, Ma BP: [Chemical constituents from processed rhizomes of Panax notoginseng]. Zhongguo Zhong Yao Za Zhi. 2013 Nov;38(22):3910-7. [PubMed:24558875 ]
Ali MY, Zaib S, Jannat S, Khan I, Rahman MM, Park SK, Chang MS: Inhibition of Aldose Reductase by Ginsenoside Derivatives via a Specific Structure Activity Relationship with Kinetics Mechanism and Molecular Docking Study. Molecules. 2022 Mar 25;27(7). pii: molecules27072134. doi: 10.3390/molecules27072134. [PubMed:35408532 ]
Zhu JH, Xu JD, Zhou SS, Zhang XY, Zhou J, Kong M, Mao Q, Zhu H, Li SL: Differences in Intestinal Metabolism of Ginseng Between Normal and Immunosuppressed Rats. Eur J Drug Metab Pharmacokinet. 2021 Jan;46(1):93-104. doi: 10.1007/s13318-020-00645-1. [PubMed:32894450 ]
Lee SY, Jeong JJ, Eun SH, Kim DH: Anti-inflammatory effects of ginsenoside Rg1 and its metabolites ginsenoside Rh1 and 20(S)-protopanaxatriol in mice with TNBS-induced colitis. Eur J Pharmacol. 2015 Sep 5;762:333-43. doi: 10.1016/j.ejphar.2015.06.011. Epub 2015 Jun 6. [PubMed:26054809 ]
Ko SR, Suzuki Y, Choi KJ, Kim YH: Enzymatic preparation of genuine prosapogenin, 20(S)-ginsenoside Rh1, from ginsenosides Re and Rg1. Biosci Biotechnol Biochem. 2000 Dec;64(12):2739-43. doi: 10.1271/bbb.64.2739. [PubMed:11210151 ]

Showing NP-Card for Ginsenoside Rh1 (NP0071294)

MOL for NP0071294 (Ginsenoside Rh1)

3D MOL for NP0071294 (Ginsenoside Rh1)

3D SDF for NP0071294 (Ginsenoside Rh1)

3D-SDF for NP0071294 (Ginsenoside Rh1)

PDB for NP0071294 (Ginsenoside Rh1)

3D PDB for NP0071294 (Ginsenoside Rh1)

SMILES for NP0071294 (Ginsenoside Rh1)

INCHI for NP0071294 (Ginsenoside Rh1)

Structure for NP0071294 (Ginsenoside Rh1)

3D Structure for NP0071294 (Ginsenoside Rh1)