NP-MRD: Showing NP-Card for Rhodojaponin III (NP0078691)

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Record Information

Version

2.0

Created at

2022-04-28 23:42:49 UTC

Updated at

2022-04-28 23:42:50 UTC

NP-MRD ID

NP0078691

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rhodojaponin III

Description

Rhodojaponin iii belongs to the class of organic compounds known as grayanoids. These are diterpenoids containing a skeleton based on or derived from the ent-kaurane moiety. Grayanoids usually possess either one of the grayanane, the 2,4-seco-grayanane, the 9,10-seco-grayanane, the 1,5-seco-grayanane, the kalmane, or the leucothane skeleton. Some derivatives also include the 1,5-seco-kalmane skeleton. Thus, rhodojaponin III is considered to be an isoprenoid. Rhodojaponin III is found in Elliottia paniculata, Rhododendron japonicum, Rhododendron molle, Rhododendron molle G.Don , Rhododendron molle(flower), Rhododendron molle(fruit) and Rhododendron simsii. Rhodojaponin III was first documented in 2018 (PMID: 30047461). Based on a literature review a small amount of articles have been published on Rhodojaponin iii (PMID: 34357261) (PMID: 34054153) (PMID: 33781451) (PMID: 31301694).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292201432D          

 26 30  0  0  1  0            999 V2000
    0.9148   -0.1179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2205    0.7019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7136    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5653    1.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822    0.5406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3804   -0.1863    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6085   -0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7370   -0.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5284   -1.2231    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2152   -0.7574    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2945    0.0638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7051    0.6415    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2957    1.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5862    1.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0999    0.2422    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5185   -0.4687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9717   -1.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5225   -1.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7317   -1.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9249    0.2492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916   -1.5788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410   -2.0404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292    0.2832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3311    0.9379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121    0.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3393   -0.7090    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
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  1  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  1  0  0  0
 11 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  6  0  0  0
 15 20  1  6  0  0  0
 10 21  1  6  0  0  0
  9 22  1  6  0  0  0
  6 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  1  0  0  0
  1 25  1  6  0  0  0
  1 26  1  1  0  0  0
M  END

     RDKit          3D

 58 62  0  0  0  0  0  0  0  0999 V2000
    3.4214   -1.3266    1.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666   -0.4222    0.4336 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3155   -0.9385   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8046    0.9923    0.7531 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6744    1.8524   -0.3291 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6840    1.8941    0.6110 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4795    0.9939    0.5346 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3705    1.6346   -0.2125 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8743    2.4212   -1.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1599    2.6433    0.6323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002    0.7286   -0.7110 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8688    1.6087   -1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2044    1.0615   -0.8384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3950    0.2932    0.4276 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0848    0.2773    1.2299 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2163   -0.5393    2.3458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676   -0.3374    0.1886 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1482   -1.1808    0.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965   -1.4276    0.0712 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7417   -2.0497   -1.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9747   -0.2397   -0.1197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1079   -0.0179   -1.4892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684   -1.2677   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3976   -1.1927    0.0323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5588   -1.5416   -0.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3656   -1.9749    1.1935 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367   -1.2826    2.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6334   -2.3559    1.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3403   -1.0339    2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3372   -0.9162   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0412   -1.9469   -0.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3448   -0.1760   -1.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7047    1.1668    1.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6044    2.7539    1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1443    0.8470    1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8856    1.7803   -2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    3.2356   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8144    2.9373   -1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3046    3.5045    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2830    0.2245   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8029    2.6231   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7619    1.8322   -2.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5403    0.4587   -1.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9411    1.9159   -0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2552    0.5688    1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7944    1.2644    1.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6306   -0.1989    3.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547   -0.8407    1.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5956   -2.2102    1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6972   -2.1879    0.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5814   -3.0053   -0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738   -0.8624   -1.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0858   -0.9831   -1.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960   -2.3184   -0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2216   -0.6831   -1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2174   -2.0803   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2017   -2.2626   -0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1749   -1.7130    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 26  1  1
 24 23  1  0
 17 23  1  6
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  6
 21  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  1
  2  3  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  1
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 24  1  0
 11 17  1  0
 15 17  1  0
  2 21  1  0
  4  6  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 23 53  1  0
 23 54  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  1
 20 51  1  0
 22 52  1  0
  7 35  1  1
  6 34  1  1
  4 33  1  1
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  6
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  1
 15 46  1  1
 16 47  1  0
M  END


  Mrv1652304292201432D          

 26 30  0  0  1  0            999 V2000
    0.9148   -0.1179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2205    0.7019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7136    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5653    1.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822    0.5406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3804   -0.1863    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6085   -0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7370   -0.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5284   -1.2231    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2152   -0.7574    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2945    0.0638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7051    0.6415    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2957    1.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5862    1.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0999    0.2422    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5185   -0.4687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9717   -1.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5225   -1.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7317   -1.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9249    0.2492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916   -1.5788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410   -2.0404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292    0.2832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3311    0.9379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121    0.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3393   -0.7090    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
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  1  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  1  0  0  0
 11 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  6  0  0  0
 15 20  1  6  0  0  0
 10 21  1  6  0  0  0
  9 22  1  6  0  0  0
  6 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  1  0  0  0
  1 25  1  6  0  0  0
  1 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0078691

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]1(O)C[C@@]23C[C@@H](O)[C@@]4(O)[C@@H]([C@@H]5O[C@@H]5C4(C)C)[C@](C)(O)[C@@H]2CC[C@@H]1[C@H]3O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O6/c1-16(2)15-12(26-15)13-18(4,24)10-6-5-9-14(22)19(10,8-17(9,3)23)7-11(21)20(13,16)25/h9-15,21-25H,5-8H2,1-4H3/t9-,10+,11-,12+,13+,14-,15+,17-,18-,19+,20-/m1/s1

> <INCHI_KEY>
VUMZHZYKXUYIHM-GLHQSWFFSA-N

> <FORMULA>
C20H32O6

> <MOLECULAR_WEIGHT>
368.47

> <EXACT_MASS>
368.21988875

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
39.03544621526293

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,4R,6R,8S,9S,10R,11R,14R,15R,17R)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0^{1,11}.0^{4,9}.0^{6,8}]heptadecane-3,4,10,15,17-pentol

> <ALOGPS_LOGP>
-0.01

> <JCHEM_LOGP>
-0.8665377029999999

> <ALOGPS_LOGS>
-1.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.97097903949303

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.97873539379649

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9365820178514515

> <JCHEM_POLAR_SURFACE_AREA>
113.68

> <JCHEM_REFRACTIVITY>
92.44319999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,4R,6R,8S,9S,10R,11R,14R,15R,17R)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0^{1,11}.0^{4,9}.0^{6,8}]heptadecane-3,4,10,15,17-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       1.708  -0.220   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.278   1.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.199   2.654   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.789   2.511   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.380   1.009   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.443  -0.348   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.003  -1.200   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.109  -1.790   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.586  -2.283   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.868  -1.414   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.016   0.119   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.916   1.197   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.019   2.273   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.694   2.721   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.520   0.452   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.301  -0.875   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.281  -2.028   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.309  -3.175   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.833  -3.502   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.060   0.465   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.011  -2.947   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.797  -3.809   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.415   0.529   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.351   1.751   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.209   0.135   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.633  -1.323   0.000  0.00  0.00           O+0
CONECT    1    2    7   25   26                                             
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7    8   23                                             
CONECT    7    6    1                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   22                                                  
CONECT   10    9   11   17   21                                             
CONECT   11   10   12   15                                                  
CONECT   12   11    5   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   11   16   20                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   10   18   19                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   15                                                       
CONECT   21   10                                                            
CONECT   22    9                                                            
CONECT   23    6    2   24                                                  
CONECT   24   23                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂O₆

Average Mass

368.4700 Da

Monoisotopic Mass

368.21989 Da

IUPAC Name

(1S,3R,4R,6R,8S,9S,10R,11R,14R,15R,17R)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0^{1,11}.0^{4,9}.0^{6,8}]heptadecane-3,4,10,15,17-pentol

Traditional Name

(1S,3R,4R,6R,8S,9S,10R,11R,14R,15R,17R)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0^{1,11}.0^{4,9}.0^{6,8}]heptadecane-3,4,10,15,17-pentol

CAS Registry Number

Not Available

SMILES

C[C@@]1(O)C[C@@]23C[C@@H](O)[C@@]4(O)[C@@H]([C@@H]5O[C@@H]5C4(C)C)[C@](C)(O)[C@@H]2CC[C@@H]1[C@H]3O

InChI Identifier

InChI=1S/C20H32O6/c1-16(2)15-12(26-15)13-18(4,24)10-6-5-9-14(22)19(10,8-17(9,3)23)7-11(21)20(13,16)25/h9-15,21-25H,5-8H2,1-4H3/t9-,10+,11-,12+,13+,14-,15+,17-,18-,19+,20-/m1/s1

InChI Key

VUMZHZYKXUYIHM-GLHQSWFFSA-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
Elliottia paniculata	LOTUS Database	35616633
Rhododendron japonicum	Plant	KNApSAcK
Rhododendron molle	LOTUS Database	35616633
Rhododendron molle G.Don	Plant	KNApSAcK
Rhododendron molle(flower)	Plant	KNApSAcK
Rhododendron molle(fruit)	Plant	KNApSAcK
Rhododendron simsii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as grayanoids. These are diterpenoids containing a skeleton based on or derived from the ent-kaurane moiety. Grayanoids usually possess either one of the grayanane, the 2,4-seco-grayanane, the 9,10-seco-grayanane, the 1,5-seco-grayanane, the kalmane, or the leucothane skeleton. Some derivatives also include the 1,5-seco-kalmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Grayanoids

Alternative Parents

Substituents

Grayanoid
Oxane
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Polyol
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Leucothol and grayanotoxane diterpenoids (LMPR0104180003 )

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	-0.01	ALOGPS
logP	-0.87	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.98	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	113.68 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.44 m³·mol⁻¹	ChemAxon
Polarizability	39.04 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

C00042910

Chemspider ID

20087458

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21151017

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jia Q, Zeng H, Zhang J, Gao S, Xiao N, Tang J, Dong X, Xie W: The Crystal Structure of the Spodoptera litura Chemosensory Protein CSP8. Insects. 2021 Jul 1;12(7). pii: insects12070602. doi: 10.3390/insects12070602. [PubMed:34357261 ]
Webster CG, Park H, Ennis AF, Hong J: Synthetic efforts toward the bicyclo[3.2.1]octane fragment of rhodojaponin III. Tetrahedron Lett. 2021 May 11;71. doi: 10.1016/j.tetlet.2021.153055. Epub 2021 Apr 6. [PubMed:34054153 ]
He YC, Yao YM, Xue QW, Fang X, Liang S: Anti-rheumatoid arthritis potential of diterpenoid fraction derived from Rhododendron molle fruits. Chin J Nat Med. 2021 Mar;19(3):181-187. doi: 10.1016/S1875-5364(21)60019-5. [PubMed:33781451 ]
Zhang JQ, Zhao CC, Yang QY, Liang S, Wu F, Ma BL, Feng Y: Pharmacokinetics, bioavailability and tissue distribution studies of rhodojaponin III in mice using QTRAP LC-MS/MS. Biomed Chromatogr. 2019 Nov;33(11):e4649. doi: 10.1002/bmc.4649. Epub 2019 Aug 12. [PubMed:31301694 ]
Cai YQ, Hu JH, Qin J, Sun T, Li XL: Rhododendron Molle (Ericaceae): phytochemistry, pharmacology, and toxicology. Chin J Nat Med. 2018 Jun;16(6):401-410. doi: 10.1016/S1875-5364(18)30073-6. [PubMed:30047461 ]

Showing NP-Card for Rhodojaponin III (NP0078691)

MOL for NP0078691 (Rhodojaponin III)

3D MOL for NP0078691 (Rhodojaponin III)

3D SDF for NP0078691 (Rhodojaponin III)

3D-SDF for NP0078691 (Rhodojaponin III)

PDB for NP0078691 (Rhodojaponin III)

3D PDB for NP0078691 (Rhodojaponin III)

SMILES for NP0078691 (Rhodojaponin III)

INCHI for NP0078691 (Rhodojaponin III)

Structure for NP0078691 (Rhodojaponin III)

3D Structure for NP0078691 (Rhodojaponin III)