NP-MRD: Showing NP-Card for methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate (NP0327289)

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Record Information

Version

2.0

Created at

2022-09-12 09:44:18 UTC

Updated at

2022-09-12 09:44:19 UTC

NP-MRD ID

NP0327289

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate

Description

Methyl (1S,2S,5S,7S)-2-[(3R,3aR,4R,7R,7aR)-4-[(R)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-octahydro-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]Octane-7-carboxylate belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate is found in Cedrela salvadorensis. Based on a literature review very few articles have been published on methyl (1S,2S,5S,7S)-2-[(3R,3aR,4R,7R,7aR)-4-[(R)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-octahydro-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]Octane-7-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122211442D          

 43 47  0  0  1  0            999 V2000
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8371    0.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0834    0.8706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8161    1.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4421    0.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6257   -0.0358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0871    1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0871    2.1079    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4421    2.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.4387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1234    3.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076    2.9607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248    3.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9105    4.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    1.6954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1319    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0619    1.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5517    1.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2287   -3.4189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3422   -1.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1592   -1.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3025   -2.1974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5740   -2.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  1  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
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
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  9 12  1  0  0  0  0
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 25 20  1  1  0  0  0
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 29 30  1  0  0  0  0
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 31 32  1  6  0  0  0
 31 33  1  1  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 33 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 38 42  2  0  0  0  0
 31 43  1  0  0  0  0
 43  5  1  1  0  0  0
  9 43  1  0  0  0  0
M  END

     RDKit          3D

 83 87  0  0  0  0  0  0  0  0999 V2000
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   -2.5834   -2.6223   -1.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7379   -2.8351   -1.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
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 24 59  1  0
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 24 61  1  0
M  END


  Mrv1652309122211442D          

 43 47  0  0  1  0            999 V2000
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1387   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.1387   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8371    0.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0834    0.8706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8161    1.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4421    0.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6257   -0.0358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0871    1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0871    2.1079    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4421    2.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.4387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1234    3.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076    2.9607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248    3.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9105    4.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    1.6954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1319    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0619    1.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5517    1.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1075   -2.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681   -2.1549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8859   -2.9302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162   -3.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341   -4.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287   -3.4189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9806   -2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3422   -1.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1592   -1.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3025   -2.1974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5740   -2.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  1  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
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  1  0  0  0
 13 15  1  1  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 20  1  1  0  0  0
 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 12 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  1  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 33 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 38 42  2  0  0  0  0
 31 43  1  0  0  0  0
 43  5  1  1  0  0  0
  9 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327289

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)[C@H]1[C@H]2[C@@](OC1=O)(C=O)[C@H](CC[C@@]2(C)[C@@H](OC(C)=O)C1=COC=C1)[C@]1(C)[C@H]2[C@H](O[C@@H](CC1=O)C2(C)C)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C32H40O11/c1-8-18(35)22-24-30(5,26(41-16(2)34)17-10-12-40-14-17)11-9-19(32(24,15-33)43-27(22)37)31(6)20(36)13-21-29(3,4)25(31)23(42-21)28(38)39-7/h10,12,14-15,19,21-26H,8-9,11,13H2,1-7H3/t19-,21+,22+,23+,24-,25+,26+,30-,31+,32-/m1/s1

> <INCHI_KEY>
UZGWMMOVPDKSHU-JLEHADDRSA-N

> <FORMULA>
C32H40O11

> <MOLECULAR_WEIGHT>
600.661

> <EXACT_MASS>
600.257062108

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
61.005234740600926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1S,2S,5S,7S)-2-[(3R,3aR,4R,7R,7aR)-4-[(R)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-octahydro-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate

> <JCHEM_LOGP>
3.4560234256666673

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.17543483772321

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.567682176555277

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8700847339407147

> <JCHEM_POLAR_SURFACE_AREA>
152.48000000000002

> <JCHEM_REFRACTIVITY>
147.60079999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,2S,5S,7S)-2-[(3R,3aR,4R,7R,7aR)-4-[(R)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3H-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.680  -5.158   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.320  -1.303   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.126  -0.057   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.429   0.999   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.022   1.625   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.924   1.777   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.390   1.915   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.425   1.434   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.768  -0.067   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.629   2.395   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.629   3.935   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.425   4.895   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.924   4.552   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.964   5.756   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.441   5.527   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.526   7.190   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.566   8.394   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.256   3.165   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.846   3.971   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.716   2.437   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.630   2.646   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.934  -4.023   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.914  -4.023   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.387  -5.470   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       6.377  -6.649   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.850  -8.096   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       7.894  -6.382   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       7.430  -3.755   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.106  -2.371   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.631  -2.585   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       9.898  -4.102   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       8.538  -4.825   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.590  -2.073   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   43                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   12   43                                             
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   29                                                  
CONECT   13   12   14   15   25                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25   20   13   26                                                  
CONECT   26   25   18   27   28                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   12   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33   43                                             
CONECT   32   31                                                            
CONECT   33   31   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   33   39   42                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   38                                                       
CONECT   43   31    5    9                                                  
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1S,2S,5S,7S)-2-[(3R,3ar,4R,7R,7ar)-4-[(R)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-octahydro-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylic acid	Generator

Chemical Formula

C₃₂H₄₀O₁₁

Average Mass

600.6610 Da

Monoisotopic Mass

600.25706 Da

IUPAC Name

methyl (1S,2S,5S,7S)-2-[(3R,3aR,4R,7R,7aR)-4-[(R)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-octahydro-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate

Traditional Name

methyl (1S,2S,5S,7S)-2-[(3R,3aR,4R,7R,7aR)-4-[(R)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3H-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate

CAS Registry Number

Not Available

SMILES

CCC(=O)[C@H]1[C@H]2[C@@](OC1=O)(C=O)[C@H](CC[C@@]2(C)[C@@H](OC(C)=O)C1=COC=C1)[C@]1(C)[C@H]2[C@H](O[C@@H](CC1=O)C2(C)C)C(=O)OC

InChI Identifier

InChI=1S/C32H40O11/c1-8-18(35)22-24-30(5,26(41-16(2)34)17-10-12-40-14-17)11-9-19(32(24,15-33)43-27(22)37)31(6)20(36)13-21-29(3,4)25(31)23(42-21)28(38)39-7/h10,12,14-15,19,21-26H,8-9,11,13H2,1-7H3/t19-,21+,22+,23+,24-,25+,26+,30-,31+,32-/m1/s1

InChI Key

UZGWMMOVPDKSHU-JLEHADDRSA-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
Cedrela salvadorensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Tricarboxylic acid or derivatives
Oxepane
Gamma butyrolactone
Alpha-acyloxy aldehyde
1,3-dicarbonyl compound
Furan
Heteroaromatic compound
Methyl ester
Tetrahydrofuran
Carboxylic acid ester
Cyclic ketone
Ketone
Lactone
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organic oxide
Aldehyde
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen 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	3.46	ChemAxon
pKa (Strongest Acidic)	9.57	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	152.48 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	147.6 m³·mol⁻¹	ChemAxon
Polarizability	61.01 Å³	ChemAxon
Number of Rings	5	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

162941487

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate (NP0327289)

MOL for NP0327289 (methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate)

3D MOL for NP0327289 (methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate)

3D SDF for NP0327289 (methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate)

3D-SDF for NP0327289 (methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate)

PDB for NP0327289 (methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate)

3D PDB for NP0327289 (methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate)

SMILES for NP0327289 (methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate)

INCHI for NP0327289 (methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate)

Structure for NP0327289 (methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate)

3D Structure for NP0327289 (methyl (1s,2s,5s,7s)-2-[(3r,3ar,4r,7r,7ar)-4-[(r)-(acetyloxy)(furan-3-yl)methyl]-7a-formyl-4-methyl-2-oxo-3-propanoyl-tetrahydro-3h-1-benzofuran-7-yl]-2,8,8-trimethyl-3-oxo-6-oxabicyclo[3.2.1]octane-7-carboxylate)