NP-MRD: Showing NP-Card for (2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0226871)

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Record Information

Version

2.0

Created at

2022-09-06 06:02:28 UTC

Updated at

2022-09-06 06:02:28 UTC

NP-MRD ID

NP0226871

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

(2R,3R,4S,5S,6R)-2-{[(3S,4aR,6aS,10R,11S,13bS)-10-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1H,2H,3H,4H,4aH,5H,6H,6aH,9H,10H,11H,12H,13bH-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. (2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Bacopa monnieri. Based on a literature review very few articles have been published on (2R,3R,4S,5S,6R)-2-{[(3S,4aR,6aS,10R,11S,13bS)-10-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1H,2H,3H,4H,4aH,5H,6H,6aH,9H,10H,11H,12H,13bH-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062208022D          

 41 44  0  0  1  0            999 V2000
    3.4178    0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5928    0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1803   -0.6320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3553   -0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9428   -1.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1178   -1.3465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2947   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947   -0.6320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1072   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3893    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1038    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8216    1.1877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5361    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5361    2.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8216    2.8377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8216    3.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072    4.0752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1072    4.9002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3927    5.3127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3927    6.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218    6.5502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3218    7.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3927    7.7877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0362    6.1377    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7507    6.5502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0362    5.3127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7507    4.9002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218    4.9002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3218    4.0752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3927    3.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3927    2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072    2.4252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3927    2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947    1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0108   -0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5928   -1.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4178   -1.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1803   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  8  6  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  1  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 15 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 12 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
  8 37  1  0  0  0  0
 37 38  1  6  0  0  0
  3 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
M  END


  Mrv1652309062208022D          

 41 44  0  0  1  0            999 V2000
    3.4178    0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5928    0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1803   -0.6320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3553   -0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9428   -1.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1178   -1.3465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2947   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947   -0.6320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1072   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3893    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1038    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8216    1.1877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5361    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5361    2.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8216    2.8377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8216    3.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072    4.0752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1072    4.9002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3927    5.3127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3927    6.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218    6.5502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3218    7.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3927    7.7877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0362    6.1377    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7507    6.5502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0362    5.3127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7507    4.9002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218    4.9002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3218    4.0752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3927    3.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3927    2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072    2.4252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3927    2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947    1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0108   -0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5928   -1.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4178   -1.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1803   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  8  6  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  1  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 15 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 12 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
  8 37  1  0  0  0  0
 37 38  1  6  0  0  0
  3 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0226871

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](CC[C@@H](C)[C@H]1C\C=C\[C@@H]2CC[C@@H]3C[C@H](CC[C@]3(C)\C2=C\C[C@@H]1C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C35H60O6/c1-7-24(21(2)3)13-11-22(4)28-10-8-9-25-14-15-26-19-27(17-18-35(26,6)29(25)16-12-23(28)5)40-34-33(39)32(38)31(37)30(20-36)41-34/h8-9,16,21-28,30-34,36-39H,7,10-15,17-20H2,1-6H3/b9-8+,29-16+/t22-,23+,24-,25-,26-,27+,28-,30-,31-,32+,33-,34-,35+/m1/s1

> <INCHI_KEY>
UXYOSTCCNCPSRB-OQBDTSSLSA-N

> <FORMULA>
C35H60O6

> <MOLECULAR_WEIGHT>
576.859

> <EXACT_MASS>
576.438989652

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
67.97632063431416

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(3S,4aR,6aS,10R,11S,13bS)-10-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1H,2H,3H,4H,4aH,5H,6H,6aH,9H,10H,11H,12H,13bH-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
6.477516506000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.20009576999281

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210576076737308

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835415256625

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
165.27650000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(3S,4aR,6aS,10R,11S,13bS)-10-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1H,2H,3H,4H,4aH,5H,6H,6aH,9H,10H,11H,12H-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       6.380   0.154   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.840   0.154   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.070  -1.180   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.530  -1.180   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.760  -2.513   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.220  -2.513   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.550  -3.847   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.550  -1.180   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.067  -1.447   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.593   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.927   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.400   2.217   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.734   2.987   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.734   4.527   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.400   5.297   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.400   6.837   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.067   7.607   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.067   9.147   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.733   9.917   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.733  11.457   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.601  12.227   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.601  13.767   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.733  14.537   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.934  11.457   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.268  12.227   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.934   9.917   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.268   9.147   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.601   9.147   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.601   7.607   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.733   6.837   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.733   5.297   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.067   4.527   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.733   3.757   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.067   2.987   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.550   2.720   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.440   1.540   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.440   0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.887  -0.527   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.840  -2.513   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.380  -2.513   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.070  -3.847   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   39                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   37                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   34                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   32                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   30                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   19   29                                                  
CONECT   29   28                                                            
CONECT   30   17   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   15   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   12   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36    8   38                                                  
CONECT   38   37                                                            
CONECT   39    3   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₆₀O₆

Average Mass

576.8590 Da

Monoisotopic Mass

576.43899 Da

IUPAC Name

Traditional Name

(2R,3R,4S,5S,6R)-2-{[(3S,4aR,6aS,10R,11S,13bS)-10-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1H,2H,3H,4H,4aH,5H,6H,6aH,9H,10H,11H,12H-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CC[C@H](CC[C@@H](C)[C@H]1C\C=C\[C@@H]2CC[C@@H]3C[C@H](CC[C@]3(C)\C2=C\C[C@@H]1C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(C)C

InChI Identifier

InChI=1S/C35H60O6/c1-7-24(21(2)3)13-11-22(4)28-10-8-9-25-14-15-26-19-27(17-18-35(26,6)29(25)16-12-23(28)5)40-34-33(39)32(38)31(37)30(20-36)41-34/h8-9,16,21-28,30-34,36-39H,7,10-15,17-20H2,1-6H3/b9-8+,29-16+/t22-,23+,24-,25-,26-,27+,28-,30-,31-,32+,33-,34-,35+/m1/s1

InChI Key

UXYOSTCCNCPSRB-OQBDTSSLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bacopa monnieri	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpenoid
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	6.48	ChemAxon
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	165.28 m³·mol⁻¹	ChemAxon
Polarizability	67.98 Å³	ChemAxon
Number of Rings	4	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163184359

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0226871)

MOL for NP0226871 ((2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0226871 ((2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0226871 ((2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0226871 ((2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0226871 ((2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0226871 ((2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0226871 ((2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0226871 ((2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0226871 ((2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0226871 ((2r,3r,4s,5s,6r)-2-{[(3s,4ar,6as,10r,11s,13bs)-10-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-11,13b-dimethyl-1h,2h,3h,4h,4ah,5h,6h,6ah,9h,10h,11h,12h-cyclonona[a]naphthalen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)