Np mrd loader

Showing NP-Card for 3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside (NP0339562)

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Record Information
Version2.0
Created at2024-09-11 22:27:15 UTC
Updated at2024-09-11 22:27:15 UTC
NP-MRD IDNP0339562
Secondary Accession NumbersNone
Natural Product Identification
Common Name3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside
Description(1R,4R,5R,7R,9R,10S,13R,15S)-15-hydroxy-7-{[(3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]Hexadecane-5-carboxylic acid belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated (1R,4R,5R,7R,9R,10S,13R,15S)-15-hydroxy-7-{[(3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]Hexadecane-5-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0339562 (3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside)


  Mrv1652304022019342D          

 54 59  0  0  1  0            999 V2000
   11.7513   -0.4941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6537    0.1851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8658   -2.8020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3773   -0.2412    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6608    0.1677    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9122   -0.2542    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9099   -1.1135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3571    0.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3949   -1.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9149    1.5328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1437    0.0640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5338    0.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6562   -1.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1453    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0919    1.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1404   -1.5708    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3830    0.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6322    0.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3655   -0.2321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3630   -1.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1477   -2.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1981    0.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365   -0.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2248    0.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077   -0.2133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2140   -1.4554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5022   -1.0382    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0876    0.4948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9157   -1.7735    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1063    2.1644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311   -1.0477    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6428   -1.4649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7850   -1.4460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960    0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788   -0.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6373   -2.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9101   -2.6794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3437   -2.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3279   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0343   -3.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5643   -2.9792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6056   -3.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4941   -2.6929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7797   -2.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652   -2.6929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0652   -3.5179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7797   -3.9304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4941   -3.5179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3507   -2.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086   -2.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7797   -4.7554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086   -3.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3507   -3.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6363   -2.6929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 19  2  1  1  0  0  0
  3 21  2  0  0  0  0
  4  5  1  0  0  0  0
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  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  5 28  1  1  0  0  0
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 23 31  1  0  0  0  0
 31 26  1  0  0  0  0
 31 32  1  6  0  0  0
 27 33  1  6  0  0  0
 25 34  1  1  0  0  0
 34 35  1  0  0  0  0
  2 23  1  1  0  0  0
 26 50  1  1  0  0  0
 32 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 21 41  1  0  0  0  0
 39 42  1  0  0  0  0
 48 43  1  0  0  0  0
 44 43  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 45 49  1  1  0  0  0
 43 50  1  1  0  0  0
 47 51  1  1  0  0  0
 48 52  1  6  0  0  0
 46 53  1  6  0  0  0
 49 54  1  0  0  0  0
M  END
Download

3D MOL for NP0339562 (3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside)

Download
3D SDF for NP0339562 (3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside)

  Mrv1652304022019342D          

 54 59  0  0  1  0            999 V2000
   11.7513   -0.4941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6537    0.1851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8658   -2.8020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3773   -0.2412    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6608    0.1677    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9122   -0.2542    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9099   -1.1135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3571    0.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3949   -1.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9149    1.5328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1437    0.0640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5338    0.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6562   -1.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1453    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0919    1.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1404   -1.5708    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3830    0.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6322    0.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3655   -0.2321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3630   -1.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1477   -2.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1981    0.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365   -0.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2248    0.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077   -0.2133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2140   -1.4554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5022   -1.0382    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0876    0.4948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9157   -1.7735    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1063    2.1644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311   -1.0477    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6428   -1.4649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7850   -1.4460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960    0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788   -0.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6373   -2.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9101   -2.6794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3437   -2.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3279   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0343   -3.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5643   -2.9792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6056   -3.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4941   -2.6929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7797   -2.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652   -2.6929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0652   -3.5179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7797   -3.9304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4941   -3.5179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3507   -2.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086   -2.2804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7797   -4.7554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086   -3.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3507   -3.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6363   -2.6929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  6  0  0  0
 19  2  1  1  0  0  0
  3 21  2  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  6  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  5 28  1  1  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  6 18  1  6  0  0  0
  7 13  1  0  0  0  0
  7 16  1  0  0  0  0
  7 29  1  1  0  0  0
  8 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 15  1  0  0  0  0
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 11 17  1  0  0  0  0
 12 15  1  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 16 21  1  6  0  0  0
 17 22  2  0  0  0  0
 19 20  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
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 26 27  1  0  0  0  0
 23 31  1  0  0  0  0
 31 26  1  0  0  0  0
 31 32  1  6  0  0  0
 27 33  1  6  0  0  0
 25 34  1  1  0  0  0
 34 35  1  0  0  0  0
  2 23  1  1  0  0  0
 26 50  1  1  0  0  0
 32 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 21 41  1  0  0  0  0
 39 42  1  0  0  0  0
 48 43  1  0  0  0  0
 44 43  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 45 49  1  1  0  0  0
 43 50  1  1  0  0  0
 47 51  1  1  0  0  0
 48 52  1  6  0  0  0
 46 53  1  6  0  0  0
 49 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339562

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C[C@@]3(CC[C@]4([H])[C@@H](C[C@H](C[C@@]4(C)[C@]3([H])CC1)OC1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]1OC(=O)CC(C)C)C(O)=O)[C@@H](O)C2=C

> <INCHI_IDENTIFIER>
InChI=1S/C36H56O15/c1-15(2)9-24(39)50-30-29(51-33-28(43)27(42)25(40)21(13-37)48-33)26(41)22(14-38)49-34(30)47-18-10-19(32(45)46)20-7-8-36-11-17(16(3)31(36)44)5-6-23(36)35(20,4)12-18/h15,17-23,25-31,33-34,37-38,40-44H,3,5-14H2,1-2,4H3,(H,45,46)/t17-,18-,19-,20-,21-,22-,23+,25-,26-,27+,28-,29+,30-,31+,33+,34?,35-,36-/m1/s1

> <INCHI_KEY>
DOYDQNQLCHBFDK-KSEREDHQSA-N

> <FORMULA>
C36H56O15

> <MOLECULAR_WEIGHT>
728.829

> <EXACT_MASS>
728.361921103

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
75.87981266270646

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4R,5R,7R,9R,10S,13R,15S)-15-hydroxy-7-{[(3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid

> <ALOGPS_LOGP>
-0.08

> <JCHEM_LOGP>
0.12177205566666624

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.14880269963903

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.043988347402118

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7380456232170344

> <JCHEM_POLAR_SURFACE_AREA>
242.12999999999994

> <JCHEM_REFRACTIVITY>
173.6482

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4R,5R,7R,9R,10S,13R,15S)-15-hydroxy-7-{[(3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0339562 (3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside)
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PDB for NP0339562 (3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside)
HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  O   UNK     0      21.936  -0.922   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      12.420   0.346   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      16.549  -5.230   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      19.371  -0.450   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.033   0.313   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.636  -0.475   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.632  -2.079   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.333   1.369   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.404  -2.054   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.374   2.861   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.802   0.119   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.796   1.835   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.025  -2.874   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.205   0.387   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.838   2.969   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.195  -2.932   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.248   1.593   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.113   0.974   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.749  -0.433   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.744  -2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.209  -4.472   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.770   1.830   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.081  -0.416   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.753   0.363   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.414  -0.398   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.733  -2.717   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.404  -1.938   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      16.964   0.924   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      16.643  -3.311   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      20.732   4.040   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0      11.071  -1.956   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      12.400  -2.734   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       7.065  -2.699   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.086   0.381   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.747  -0.381   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      12.390  -4.274   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      11.032  -5.002   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      13.708  -5.070   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.679  -6.610   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.997  -7.405   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      14.120  -5.561   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      12.330  -7.354   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       8.389  -5.027   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       7.055  -4.257   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       5.722  -5.027   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.722  -6.567   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.055  -7.337   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.389  -6.567   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.388  -4.257   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       9.723  -4.257   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       7.055  -8.877   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       9.723  -7.337   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       4.388  -7.337   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       3.054  -5.027   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   19   23                                                       
CONECT    3   21                                                            
CONECT    4    5    8    9   11                                             
CONECT    5    4    6   12   28                                             
CONECT    6    5    7   14   18                                             
CONECT    7    6   13   16   29                                             
CONECT    8    4   10                                                       
CONECT    9    4   13                                                       
CONECT   10    8   15   17   30                                             
CONECT   11    1    4   17                                                  
CONECT   12    5   15                                                       
CONECT   13    7    9                                                       
CONECT   14    6   19                                                       
CONECT   15   10   12                                                       
CONECT   16    7   20   21                                                  
CONECT   17   10   11   22                                                  
CONECT   18    6                                                            
CONECT   19    2   14   20                                                  
CONECT   20   16   19                                                       
CONECT   21    3   16   41                                                  
CONECT   22   17                                                            
CONECT   23   24   31    2                                                  
CONECT   24   23   25                                                       
CONECT   25   24   27   34                                                  
CONECT   26   27   31   50                                                  
CONECT   27   25   26   33                                                  
CONECT   28    5                                                            
CONECT   29    7                                                            
CONECT   30   10                                                            
CONECT   31   23   26   32                                                  
CONECT   32   31   36                                                       
CONECT   33   27                                                            
CONECT   34   25   35                                                       
CONECT   35   34                                                            
CONECT   36   32   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40   42                                                  
CONECT   40   39                                                            
CONECT   41   21                                                            
CONECT   42   39                                                            
CONECT   43   48   44   50                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   49                                                  
CONECT   46   45   47   53                                                  
CONECT   47   46   48   51                                                  
CONECT   48   43   47   52                                                  
CONECT   49   45   54                                                       
CONECT   50   26   43                                                       
CONECT   51   47                                                            
CONECT   52   48                                                            
CONECT   53   46                                                            
CONECT   54   49                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  118    0
END

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3D PDB for NP0339562 (3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside)
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SMILES for NP0339562 (3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside)
[H][C@]12C[C@@]3(CC[C@]4([H])[C@@H](C[C@H](C[C@@]4(C)[C@]3([H])CC1)OC1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]1OC(=O)CC(C)C)C(O)=O)[C@@H](O)C2=C
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INCHI for NP0339562 (3'-O-beta-D-glucopyranosyl-2'-O-isovaleryl-2beta-(2-desoxy-atractyligenin)-beta-D-glucopyranoside)
InChI=1S/C36H56O15/c1-15(2)9-24(39)50-30-29(51-33-28(43)27(42)25(40)21(13-37)48-33)26(41)22(14-38)49-34(30)47-18-10-19(32(45)46)20-7-8-36-11-17(16(3)31(36)44)5-6-23(36)35(20,4)12-18/h15,17-23,25-31,33-34,37-38,40-44H,3,5-14H2,1-2,4H3,(H,45,46)/t17-,18-,19-,20-,21-,22-,23+,25-,26-,27+,28-,29+,30-,31+,33+,34?,35-,36-/m1/s1
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Synonyms
ValueSource
(1R,4R,5R,7R,9R,10S,13R,15S)-15-Hydroxy-7-{[(3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0,.0,]hexadecane-5-carboxylateGenerator
(1R,4R,5R,7R,9R,10S,13R,15S)-15-Hydroxy-7-{[(3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylateGenerator
Chemical FormulaC36H56O15
Average Mass728.8290 Da
Monoisotopic Mass728.36192 Da
IUPAC Name(1R,4R,5R,7R,9R,10S,13R,15S)-15-hydroxy-7-{[(3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid
Traditional Name(1R,4R,5R,7R,9R,10S,13R,15S)-15-hydroxy-7-{[(3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(3-methylbutanoyl)oxy]-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid
CAS Registry NumberNot Available
SMILES
[H][C@]12C[C@@]3(CC[C@]4([H])[C@@H](C[C@H](C[C@@]4(C)[C@]3([H])CC1)OC1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]1OC(=O)CC(C)C)C(O)=O)[C@@H](O)C2=C
InChI Identifier
InChI=1S/C36H56O15/c1-15(2)9-24(39)50-30-29(51-33-28(43)27(42)25(40)21(13-37)48-33)26(41)22(14-38)49-34(30)47-18-10-19(32(45)46)20-7-8-36-11-17(16(3)31(36)44)5-6-23(36)35(20,4)12-18/h15,17-23,25-31,33-34,37-38,40-44H,3,5-14H2,1-2,4H3,(H,45,46)/t17-,18-,19-,20-,21-,22-,23+,25-,26-,27+,28-,29+,30-,31+,33+,34?,35-,36-/m1/s1
InChI KeyDOYDQNQLCHBFDK-KSEREDHQSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTerpene glycosides  
Direct ParentDiterpene glycosides  
Alternative Parents
Substituents
  • Diterpene glycoside
    • 

  • Diterpenoid
    • 

  • Kaurane diterpenoid
    • 

  • Saccharolipid
    • 

  • Fatty acyl glycoside
    • 

  • Fatty acyl glycoside of mono- or disaccharide
    • 

  • Disaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Fatty acid ester
    • 

  • Oxane
    • 

  • Fatty acyl
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid ester
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Carboxylic acid
    • 

  • Acetal
    • 

  • Primary alcohol
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.08ALOGPS
logP0.12ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)4.04ChemAxon
pKa (Strongest Basic)-0.74ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area242.13 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity173.65 m³·mol⁻¹ChemAxon
Polarizability75.88 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available