NP-MRD: Showing NP-Card for 1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate (NP0222610)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 00:29:12 UTC

Updated at

2022-09-06 00:29:12 UTC

NP-MRD ID

NP0222610

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate

Description

1-{[4,5-Dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-decahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate belongs to the class of organic compounds known as phenylbenzofurans. These are organic aromatic compounds that contain a phenyl group attached to a benzofuran moiety. Benzofuran is a bicyclic compound containing a benzene fused to a furan. 1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate is found in Ixeris repens. 1-{[4,5-Dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-decahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241514252D          

 52 55  0  0  0  0            999 V2000
   -4.7651    3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0352    2.3939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4951    1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7651    0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850    1.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149    2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449    1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    1.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0647    0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246   -0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6048   -1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449   -0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6653   -1.5204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8657   -0.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5736   -0.9025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5608   -1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8400   -2.1287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8271   -2.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1063   -3.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0934   -4.1798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5351   -3.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5222   -4.2021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2559   -2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9638   -3.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2687   -2.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9895   -1.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8748   -0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2251    0.3671    0.0000 O   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
   -0.4444    0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6358    1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    1.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    2.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    3.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    3.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058   -0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860    0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362    0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -1.0361    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
  5  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
 15 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 12 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 38 44  1  0  0  0  0
 36 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
M  END


  Mrv1533004241514252D          

 52 55  0  0  0  0            999 V2000
   -4.7651    3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0352    2.3939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4951    1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7651    0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850    1.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149    2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449    1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    1.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0647    0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246   -0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6048   -1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449   -0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6653   -1.5204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8657   -0.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5736   -0.9025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5608   -1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8400   -2.1287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8271   -2.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1063   -3.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0934   -4.1798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5351   -3.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5222   -4.2021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2559   -2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9638   -3.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2687   -2.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9895   -1.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8748   -0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2251    0.3671    0.0000 O   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
   -0.4444    0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6358    1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    1.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    2.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    3.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    3.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058   -0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860    0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560   -0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362    0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -1.0361    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
  5  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
 15 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 12 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 38 44  1  0  0  0  0
 36 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222610

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(=C)C1CCC2(C)C(CCC(O)(COC3OC(CO)C(O)C(O)C3O)C2C1O)OC(=O)C(CC1=CC=C(O)C=C1)OC(=O)C(O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C36H52O16/c1-17(2)25(39)33(46)50-22(14-19-6-8-20(38)9-7-19)32(45)52-24-11-13-36(47,16-49-34-29(43)28(42)27(41)23(15-37)51-34)30-26(40)21(10-12-35(24,30)4)18(3)31(44)48-5/h6-9,17,21-30,34,37-43,47H,3,10-16H2,1-2,4-5H3

> <INCHI_KEY>
IXOSXWZLCNJRLS-UHFFFAOYSA-N

> <FORMULA>
C36H52O16

> <MOLECULAR_WEIGHT>
740.796

> <EXACT_MASS>
740.325535594

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
76.16353031402991

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-decahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
0.49037636766666526

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.015998041773816

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.501731606014962

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834236351296

> <JCHEM_POLAR_SURFACE_AREA>
259.2

> <JCHEM_REFRACTIVITY>
178.0277

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate

> <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      -8.895   5.924   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -9.399   4.469   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -8.391   3.304   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -8.895   1.849   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -6.879   3.595   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.375   5.051   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.870   2.431   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.358   2.722   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.350   1.558   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.854   0.103   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.342   0.394   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.846  -1.061   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.350  -2.516   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.862  -2.807   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.870  -1.643   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.842  -2.838   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -7.216  -0.894   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -8.537  -1.685   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -8.513  -3.225   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -7.168  -3.974   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -7.144  -5.513   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.798  -6.263   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -5.774  -7.802   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -8.465  -6.304   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -8.441  -7.844   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -9.811  -5.555   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -11.132  -6.346   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -9.835  -4.015   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -11.180  -3.266   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -5.366  -0.188   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.375   0.976   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -7.887   0.685   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.830   0.685   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.838   1.849   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.683   0.976   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.187   2.431   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.179   3.595   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.334   3.304   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.342   4.469   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.838   5.924   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -2.846   7.088   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -0.326   6.215   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.683   5.051   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       1.691  -0.188   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       3.203   0.103   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       3.707   1.558   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       4.211  -1.061   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       3.707  -2.516   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       5.723  -0.770   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       6.228   0.685   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       6.732  -1.934   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    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   31                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   30                                             
CONECT   11   10                                                            
CONECT   12   10   13   33                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   30                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   19   29                                                  
CONECT   29   28                                                            
CONECT   30   15   10   31                                                  
CONECT   31   30    7   32                                                  
CONECT   32   31                                                            
CONECT   33   12   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   45                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   44                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   38                                                       
CONECT   45   36   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  110    0
END

View in JSmol

Synonyms

Value	Source
1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-decahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoic acid	Generator

Chemical Formula

C₃₆H₅₂O₁₆

Average Mass

740.7960 Da

Monoisotopic Mass

740.32554 Da

IUPAC Name

1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-decahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)C(=C)C1CCC2(C)C(CCC(O)(COC3OC(CO)C(O)C(O)C3O)C2C1O)OC(=O)C(CC1=CC=C(O)C=C1)OC(=O)C(O)C(C)C

InChI Identifier

InChI=1S/C36H52O16/c1-17(2)25(39)33(46)50-22(14-19-6-8-20(38)9-7-19)32(45)52-24-11-13-36(47,16-49-34-29(43)28(42)27(41)23(15-37)51-34)30-26(40)21(10-12-35(24,30)4)18(3)31(44)48-5/h6-9,17,21-30,34,37-43,47H,3,10-16H2,1-2,4-5H3

InChI Key

IXOSXWZLCNJRLS-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ixeris repens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylbenzofurans. These are organic aromatic compounds that contain a phenyl group attached to a benzofuran moiety. Benzofuran is a bicyclic compound containing a benzene fused to a furan.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Phenylbenzofurans

Direct Parent

Phenylbenzofurans

Alternative Parents

Substituents

Phenylbenzofuran
Dibenzofuran
Anisole
Catechol
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Furan
Heteroaromatic compound
Oxacycle
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	0.44	ALOGPS
logP	0.49	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	259.2 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	178.03 m³·mol⁻¹	ChemAxon
Polarizability	76.16 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

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 1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate (NP0222610)

MOL for NP0222610 (1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate)

3D MOL for NP0222610 (1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate)

3D SDF for NP0222610 (1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate)

3D-SDF for NP0222610 (1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate)

PDB for NP0222610 (1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate)

3D PDB for NP0222610 (1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate)

SMILES for NP0222610 (1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate)

INCHI for NP0222610 (1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate)

Structure for NP0222610 (1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate)

3D Structure for NP0222610 (1-{[4,5-dihydroxy-6-(3-methoxy-3-oxoprop-1-en-2-yl)-8a-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-octahydronaphthalen-1-yl]oxy}-3-(4-hydroxyphenyl)-1-oxopropan-2-yl 2-hydroxy-3-methylbutanoate)