NP-MRD: Showing NP-Card for 3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid (NP0213730)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 12:48:08 UTC

Updated at

2022-09-05 12:48:09 UTC

NP-MRD ID

NP0213730

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid

Description

3-Oxo-3-[(3,4,5-trihydroxy-6-{[6-hydroxy-6-methyl-3-(propan-2-yl)cyclohex-2-en-1-yl]oxy}oxan-2-yl)methoxy]propanoic acid belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. 3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid is found in Monarda punctata. 3-Oxo-3-[(3,4,5-trihydroxy-6-{[6-hydroxy-6-methyl-3-(propan-2-yl)cyclohex-2-en-1-yl]oxy}oxan-2-yl)methoxy]propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241513392D          

 29 30  0  0  0  0            999 V2000
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    3.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027    3.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
  4 29  1  0  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
    3.7861    1.6966    2.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5962    2.2265    1.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064    3.4386    1.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792    1.1935    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462   -0.0354    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2235   -1.0677   -0.4806 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8393   -1.0395   -0.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172   -2.1555   -0.1021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4569   -1.8009    1.0944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5812   -1.0370    0.6153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8719    0.0350    1.6076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436    0.9294    1.3445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1780    0.9247    1.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8063   -0.1343    1.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0114    2.1304    0.8947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6007    2.6444    2.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3951    2.1148    3.2408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4247    3.7717    2.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6820   -1.9960    0.2834 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4369   -1.6181   -0.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -3.2925   -0.1786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7967   -4.1132   -0.8794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7709   -2.8121   -0.9965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2627   -2.0722   -2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7561   -0.8898   -1.8811 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6283   -0.8788   -2.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612   -2.0007   -2.2228 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5279    0.3877   -2.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159    1.5413   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3507    2.4479    3.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3993    0.7755    2.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8021    1.5889    2.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6116    2.5975    0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4952    3.7747    2.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7164    3.1678    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548    4.3127    0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8772   -0.2713    1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5862   -2.0468   -0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9894   -2.9002    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2844   -0.5144   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0959   -0.5194    2.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8784    0.5694    1.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8381    1.8024    0.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3556    2.8256    0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3658    3.7192    1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3300   -2.2452    1.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0836   -0.7389   -1.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6592   -3.7857    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6874   -5.0762   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3076   -3.7460   -1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866   -2.5341   -2.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9443   -0.4105   -3.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2578   -1.8879   -3.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7611   -0.2841   -2.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3513   -1.6589   -2.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5843    0.6156   -3.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693    0.2483   -1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4745    2.4597   -1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8319    1.6236   -1.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 18  1  0
 16 17  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  6 25  1  0
 25 26  1  0
 25 27  1  6
 25 28  1  0
 28 29  1  0
 29  4  1  0
 23  8  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  5 37  1  0
  6 38  1  1
  8 39  1  1
 10 40  1  6
 11 41  1  0
 11 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  1
 22 49  1  0
 23 50  1  6
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  0
 29 59  1  0
M  END


  Mrv1533004241513392D          

 29 30  0  0  0  0            999 V2000
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    3.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027    3.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
  4 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0213730

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=CC(OC2OC(COC(=O)CC(O)=O)C(O)C(O)C2O)C(C)(O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O10/c1-9(2)10-4-5-19(3,26)12(6-10)29-18-17(25)16(24)15(23)11(28-18)8-27-14(22)7-13(20)21/h6,9,11-12,15-18,23-26H,4-5,7-8H2,1-3H3,(H,20,21)

> <INCHI_KEY>
WJCBCORBKKAWBG-UHFFFAOYSA-N

> <FORMULA>
C19H30O10

> <MOLECULAR_WEIGHT>
418.439

> <EXACT_MASS>
418.183897166

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
42.11943141461911

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-oxo-3-[(3,4,5-trihydroxy-6-{[6-hydroxy-6-methyl-3-(propan-2-yl)cyclohex-2-en-1-yl]oxy}oxan-2-yl)methoxy]propanoic acid

> <ALOGPS_LOGP>
-0.22

> <JCHEM_LOGP>
-0.18218042866666717

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.204134807253928

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4495622233610255

> <JCHEM_PKA_STRONGEST_BASIC>
-3.247372950569563

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
97.5783

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.59e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -8.002  12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   7.700   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.000   3.080   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334   0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001   0.770   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.001   0.770   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.668   5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.679   5.750   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -7.658   5.750   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -8.002   7.700   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   29                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   10   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    8   24                                                  
CONECT   24   23                                                            
CONECT   25    6   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29                                                       
CONECT   29   28    4                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
3-oxo-3-[(3,4,5-Trihydroxy-6-{[6-hydroxy-6-methyl-3-(propan-2-yl)cyclohex-2-en-1-yl]oxy}oxan-2-yl)methoxy]propanoate	Generator

Chemical Formula

C₁₉H₃₀O₁₀

Average Mass

418.4390 Da

Monoisotopic Mass

418.18390 Da

IUPAC Name

3-oxo-3-[(3,4,5-trihydroxy-6-{[6-hydroxy-6-methyl-3-(propan-2-yl)cyclohex-2-en-1-yl]oxy}oxan-2-yl)methoxy]propanoic acid

Traditional Name

3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC(OC2OC(COC(=O)CC(O)=O)C(O)C(O)C2O)C(C)(O)CC1

InChI Identifier

InChI=1S/C19H30O10/c1-9(2)10-4-5-19(3,26)12(6-10)29-18-17(25)16(24)15(23)11(28-18)8-27-14(22)7-13(20)21/h6,9,11-12,15-18,23-26H,4-5,7-8H2,1-3H3,(H,20,21)

InChI Key

WJCBCORBKKAWBG-UHFFFAOYSA-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

Species Name	Source	Reference
Monarda punctata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Glycosyl compound
O-glycosyl compound
Monocyclic monoterpenoid
P-menthane monoterpenoid
Monoterpenoid
Dicarboxylic acid or derivatives
Monosaccharide
1,3-dicarbonyl compound
Oxane
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
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	-0.22	ALOGPS
logP	-0.18	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	97.58 m³·mol⁻¹	ChemAxon
Polarizability	42.12 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid (NP0213730)

MOL for NP0213730 (3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid)

3D MOL for NP0213730 (3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid)

3D SDF for NP0213730 (3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid)

3D-SDF for NP0213730 (3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid)

PDB for NP0213730 (3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid)

3D PDB for NP0213730 (3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid)

SMILES for NP0213730 (3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid)

INCHI for NP0213730 (3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid)

Structure for NP0213730 (3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid)

3D Structure for NP0213730 (3-oxo-3-({3,4,5-trihydroxy-6-[(6-hydroxy-3-isopropyl-6-methylcyclohex-2-en-1-yl)oxy]oxan-2-yl}methoxy)propanoic acid)