NP-MRD: Showing NP-Card for methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate (NP0323162)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 02:24:50 UTC

Updated at

2022-09-12 02:24:50 UTC

NP-MRD ID

NP0323162

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate

Description

Pseudolaric acid B-O-beta-D-glucopyranoside belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate is found in Larix kaempferi and Pseudolarix amabilis. Pseudolaric acid B-O-beta-D-glucopyranoside is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004191521502D          

 42 45  0  0  0  0            999 V2000
    5.5861    0.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7553    0.4854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125    1.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4341    1.8629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2484    0.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0849    0.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3507   -0.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5988   -0.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9226    0.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5312    1.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7194    1.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0984    1.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    1.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1359    0.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8612   -0.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9157   -1.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991    1.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1563    2.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7790    2.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013    2.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1070    3.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129    1.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7303    1.7478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4072    1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131   -0.2077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5248   -0.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0190   -1.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3307   -2.3872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421   -1.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6537   -1.8475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8478   -0.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6652   -0.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5362    0.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0419    0.9839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3953    0.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8934    1.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182    1.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5984    0.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639   -1.0348    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 12  1  4  0  0  0
 17 18  2  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 11 36  1  0  0  0  0
  8 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
  5 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END


  Mrv1533004191521502D          

 42 45  0  0  0  0            999 V2000
    5.5861    0.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7553    0.4854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125    1.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4341    1.8629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2484    0.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0849    0.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3507   -0.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5988   -0.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9226    0.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5312    1.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7194    1.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0984    1.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    1.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1359    0.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8612   -0.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9157   -1.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991    1.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1563    2.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7790    2.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013    2.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1070    3.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129    1.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7303    1.7478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4072    1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    0.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131   -0.2077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5248   -0.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0190   -1.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3307   -2.3872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421   -1.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6537   -1.8475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8478   -0.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6652   -0.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5362    0.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0419    0.9839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3953    0.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8934    1.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182    1.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5984    0.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210   -0.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639   -1.0348    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 12  1  4  0  0  0
 17 18  2  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 11 36  1  0  0  0  0
  8 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
  5 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323162

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CCC23CCC(C2(CC1)OC(C)=O)C(C)(OC3=O)C=CC=C(C)C(=O)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H38O13/c1-15(23(35)40-25-22(34)21(33)20(32)18(14-30)39-25)6-5-10-27(3)19-9-12-28(26(37)42-27)11-7-17(24(36)38-4)8-13-29(19,28)41-16(2)31/h5-7,10,18-22,25,30,32-34H,8-9,11-14H2,1-4H3

> <INCHI_KEY>
UUDZDKPKXAEKLA-UHFFFAOYSA-N

> <FORMULA>
C29H38O13

> <MOLECULAR_WEIGHT>
594.61

> <EXACT_MASS>
594.231241284

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
60.35254998618524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate

> <ALOGPS_LOGP>
1.17

> <JCHEM_LOGP>
0.9128719793333326

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.194438899494454

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.195723003645796

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810938228983064

> <JCHEM_POLAR_SURFACE_AREA>
195.34999999999997

> <JCHEM_REFRACTIVITY>
143.5627

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      10.427   1.124   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.877   0.906   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.677   1.979   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.277   3.477   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.064   1.568   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.759   0.059   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.388  -0.644   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.984  -0.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.589   1.406   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.858   2.762   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.343   3.036   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.184   2.022   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.488   2.041   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.254   0.484   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.607  -0.231   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.709  -1.919   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.558   3.587   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.158   4.024   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.321   5.108   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.856   4.898   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.800   6.114   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.437   3.472   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.963   3.263   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.493   2.255   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.075   0.829   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.131  -0.388   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.713  -1.814   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.769  -3.030   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.351  -4.456   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -6.239  -2.023   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.820  -3.449   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -7.183  -0.806   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -8.708  -1.015   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -6.601   0.620   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -7.545   1.837   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.604   1.482   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.534   2.710   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.074   2.748   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.117   0.682   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.226  -0.966   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       0.590  -2.475   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -1.239  -1.932   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   38                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   15   36                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   36                                                  
CONECT   12   11   13   14   17                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    8   16                                                  
CONECT   16   15                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34                                                            
CONECT   36   11    8   37   39                                             
CONECT   37   36   38                                                       
CONECT   38   37    5                                                       
CONECT   39   36   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
Pseudolarate b-O-b-D-glucopyranoside	Generator
Pseudolarate b-O-beta-D-glucopyranoside	Generator
Pseudolarate b-O-β-D-glucopyranoside	Generator
Pseudolaric acid b-O-b-D-glucopyranoside	Generator
Pseudolaric acid b-O-β-D-glucopyranoside	Generator
Methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylic acid	Generator
Methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0,]tridec-3-ene-4-carboxylic acid	Generator

Chemical Formula

C₂₉H₃₈O₁₃

Average Mass

594.6100 Da

Monoisotopic Mass

594.23124 Da

IUPAC Name

methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate

Traditional Name

methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CCC23CCC(C2(CC1)OC(C)=O)C(C)(OC3=O)C=CC=C(C)C(=O)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C29H38O13/c1-15(23(35)40-25-22(34)21(33)20(32)18(14-30)39-25)6-5-10-27(3)19-9-12-28(26(37)42-27)11-7-17(24(36)38-4)8-13-29(19,28)41-16(2)31/h5-7,10,18-22,25,30,32-34H,8-9,11-14H2,1-4H3

InChI Key

UUDZDKPKXAEKLA-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Larix kaempferi	LOTUS Database	35616633
Pseudolarix amabilis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Prenyldaucane diterpenoid
Tetracarboxylic acid or derivatives
Hexose monosaccharide
Caprolactone
Delta valerolactone
Fatty acid ester
Delta_valerolactone
Oxepane
Fatty acyl
Monosaccharide
Oxane
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Lactone
Polyol
Carboxylic acid derivative
Oxacycle
Acetal
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Carbonyl group
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	1.17	ALOGPS
logP	0.91	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	195.35 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	143.56 m³·mol⁻¹	ChemAxon
Polarizability	60.35 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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

85097919

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate (NP0323162)

MOL for NP0323162 (methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate)

3D MOL for NP0323162 (methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate)

3D SDF for NP0323162 (methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate)

3D-SDF for NP0323162 (methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate)

PDB for NP0323162 (methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate)

3D PDB for NP0323162 (methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate)

SMILES for NP0323162 (methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate)

INCHI for NP0323162 (methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate)

Structure for NP0323162 (methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate)

3D Structure for NP0323162 (methyl 7-(acetyloxy)-9-methyl-9-(4-methyl-5-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl)-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-3-ene-4-carboxylate)