NP-MRD: Showing NP-Card for [(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate (NP0267790)

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Record Information

Version

2.0

Created at

2022-09-08 12:40:42 UTC

Updated at

2022-09-08 12:40:42 UTC

NP-MRD ID

NP0267790

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate

Description

Calyculaglycoside A belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. Based on a literature review very few articles have been published on Calyculaglycoside A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082214402D          

 38 39  0  0  1  0            999 V2000
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7006    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8756    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7671   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 16  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 18 29  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 32 37  1  0  0  0  0
  6 37  1  0  0  0  0
 37 38  1  1  0  0  0
M  END

     RDKit          3D

 86 87  0  0  0  0  0  0  0  0999 V2000
   10.2023    1.9373   -1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9620    1.8837   -0.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841    1.2638   -0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3217    1.2853    0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979    1.9674    1.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6717    0.7401    0.0010 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9323   -0.3755    1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6641   -1.7192    0.4880 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8318    0.4012   -1.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2454   -1.2459    1.2879 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.8178   -3.6510    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2620   -4.9148    0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4472   -3.6624    2.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3306   -0.6497    0.3818 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5785   -1.6307   -0.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9407    1.5098   -0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6533    2.0089   -2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9646    2.9625   -0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4734    0.2023   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6673    1.3747    0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7298    1.6128    0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1924    2.8064   -1.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6442    1.7339   -1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475    3.0408   -0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8717   -0.2363    1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
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  8  9  1  0
  9 10  1  0
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 10 12  1  0
 10 13  1  0
 13 14  1  0
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 15 16  2  0
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 29 28  1  0
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 26 25  2  0
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 37  6  1  0
 19 18  1  0
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  1 40  1  0
  1 41  1  0
  5 42  1  0
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  6 44  1  1
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 30 79  1  1
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 35 82  1  0
 35 83  1  0
 35 84  1  0
 37 85  1  1
 38 86  1  0
M  END


  Mrv1652309082214402D          

 38 39  0  0  1  0            999 V2000
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    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7671   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 16  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 18 29  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 32 37  1  0  0  0  0
  6 37  1  0  0  0  0
 37 38  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0267790

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O8/c1-19-10-8-11-20(2)14-16-24(15-13-19)21(3)12-9-17-30(6,7)38-29-27(34)28(36-23(5)32)26(33)25(37-29)18-35-22(4)31/h10,12,14,24-29,33-34H,8-9,11,13,15-18H2,1-7H3/b19-10+,20-14+,21-12+/t24-,25+,26-,27+,28-,29-/m0/s1

> <INCHI_KEY>
UQBXPJSEBVIDIT-VQGBBKTLSA-N

> <FORMULA>
C30H48O8

> <MOLECULAR_WEIGHT>
536.706

> <EXACT_MASS>
536.334918506

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
60.93160518710987

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-4-(acetyloxy)-6-{[(5E)-6-[(1S,3E,7E)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate

> <JCHEM_LOGP>
4.5271875026666635

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.204187985988959

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.257484093686376

> <JCHEM_PKA_STRONGEST_BASIC>
-3.663870157500571

> <JCHEM_POLAR_SURFACE_AREA>
111.52000000000002

> <JCHEM_REFRACTIVITY>
146.86040000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-4-(acetyloxy)-6-{[(5E)-6-[(1S,3E,7E)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  10.010   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.337  10.780   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      12.003   8.470   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      13.337   7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      14.670   5.390   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.670   3.850   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      16.004   3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.108   2.516   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.568   5.184   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.005   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.005   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.339   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.673   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.339   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.673  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.673  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.006  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.340  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.006  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.673  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.339  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.339  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.965  -1.673   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.005  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.005  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.337   3.080   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      13.337   1.540   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.669   3.080   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.336   0.770   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      12.003   5.390   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   37                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   30                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   29                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   18                                                       
CONECT   30    8   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   32    6   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₈O₈

Average Mass

536.7060 Da

Monoisotopic Mass

536.33492 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-4-(acetyloxy)-6-{[(5E)-6-[(1S,3E,7E)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate

Traditional Name

[(2R,3S,4S,5R,6S)-4-(acetyloxy)-6-{[(5E)-6-[(1S,3E,7E)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@H]1O[C@@H](OC(C)(C)CC\C=C(/C)[C@H]2CC\C(C)=C\CC\C(C)=C\C2)[C@H](O)[C@@H](OC(C)=O)[C@H]1O

InChI Identifier

InChI=1S/C30H48O8/c1-19-10-8-11-20(2)14-16-24(15-13-19)21(3)12-9-17-30(6,7)38-29-27(34)28(36-23(5)32)26(33)25(37-29)18-35-22(4)31/h10,12,14,24-29,33-34H,8-9,11,13,15-18H2,1-7H3/b19-10+,20-14+,21-12+/t24-,25+,26-,27+,28-,29-/m0/s1

InChI Key

UQBXPJSEBVIDIT-VQGBBKTLSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not 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.

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
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Dicarboxylic acid or derivatives
Fatty acyl
Oxane
Monosaccharide
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.53	ChemAxon
pKa (Strongest Acidic)	12.26	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	111.52 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	146.86 m³·mol⁻¹	ChemAxon
Polarizability	60.93 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

Not Available

Chemspider ID

8567846

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10392404

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate (NP0267790)

MOL for NP0267790 ([(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate)

3D MOL for NP0267790 ([(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate)

3D SDF for NP0267790 ([(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate)

3D-SDF for NP0267790 ([(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate)

PDB for NP0267790 ([(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate)

3D PDB for NP0267790 ([(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate)

SMILES for NP0267790 ([(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate)

INCHI for NP0267790 ([(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate)

Structure for NP0267790 ([(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate)

3D Structure for NP0267790 ([(2r,3s,4s,5r,6s)-4-(acetyloxy)-6-{[(5e)-6-[(1s,3e,7e)-4,8-dimethylcyclodeca-3,7-dien-1-yl]-2-methylhept-5-en-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]methyl acetate)