NP-MRD: Showing NP-Card for [(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid (NP0258757)

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Record Information

Version

2.0

Created at

2022-09-08 00:22:11 UTC

Updated at

2022-09-08 00:22:11 UTC

NP-MRD ID

NP0258757

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid

Description

2-[(3AR,4R,6R,10aS)-6,9-dimethyl-4-{[(2E)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-2H,3H,3aH,4H,5H,6H,8H,10aH-furo[2,3-e]oxonin-6-yl]acetic acid belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. [(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid is found in Picradeniopsis woodhousei. Based on a literature review very few articles have been published on 2-[(3aR,4R,6R,10aS)-6,9-dimethyl-4-{[(2E)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-2H,3H,3aH,4H,5H,6H,8H,10aH-furo[2,3-e]oxonin-6-yl]acetic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082202222D          

 28 29  0  0  1  0            999 V2000
    0.3661   -2.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6211   -1.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362   -1.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6888   -1.2627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6211   -0.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057   -0.8502    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9360   -0.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8917    0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629   -0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949    0.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7451   -1.2627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629   -2.0380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6532   -2.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865   -2.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7399   -1.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3696   -0.6594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635   -1.4447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485   -2.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9360   -2.3072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5235   -3.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9360   -3.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235   -4.4506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7610   -3.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1735   -3.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1735   -4.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9985   -4.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057   -1.6752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  2  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
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 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
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28  2  1  1  0  0  0
  6 28  1  0  0  0  0
M  END

     RDKit          3D

 52 53  0  0  0  0  0  0  0  0999 V2000
    0.7118   -1.5870   -3.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5021   -1.6762   -1.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.4632   -1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3586   -3.0975   -1.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6235   -2.4188    0.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484   -2.1223   -0.1279 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5179   -2.0217    1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466   -1.3862    1.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2723   -1.4597    2.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2925   -0.6369    0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5209   -0.9236    0.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8128    0.3574   -0.5182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9831    1.4250   -0.2623 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8194    2.2291   -1.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6768    2.3206    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9993    2.7547    0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4258    2.3684   -0.8202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7589    3.5885    1.0956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6535    1.0653    0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511    0.2002   -0.5659 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3814   -0.1296    0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5711    0.3217   -0.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5139    1.0126   -1.5846 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8706    0.0217    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0832    0.5368   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231   -0.6962    1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4051   -0.9678    1.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5556   -1.0279   -1.0728 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5154   -2.1149   -3.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0716   -0.9682   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9986   -3.0408   -0.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -2.5630    1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090   -0.5506    3.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8231   -2.2954    3.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3695   -1.5954    2.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283    3.1990   -1.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066    1.7462   -2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7568    2.4791   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142    1.8254    1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9766    3.1931    0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7208    4.5797    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0891    2.0157    0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8143    0.6630    1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3758    0.8095   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8458   -0.2834   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5863    1.3458   -0.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8720    0.9262   -1.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1645   -1.0931    1.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -1.0815    2.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0867   -0.1117    1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8515   -1.8628    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -0.8094   -1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 24  2  0
 24 25  1  0
 24 22  1  0
 22 23  2  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 18  1  0
 16 17  2  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
 10  8  1  0
  8  9  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  2 28  1  0
 28 20  1  0
 28  6  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 26 48  1  0
 25 45  1  0
 25 46  1  0
 25 47  1  0
 20 44  1  6
 19 42  1  0
 19 43  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 18 41  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
  7 32  1  0
  6 31  1  6
  1 29  1  0
  1 30  1  0
 28 52  1  6
M  END


  Mrv1652309082202222D          

 28 29  0  0  1  0            999 V2000
    0.3661   -2.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6211   -1.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362   -1.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6888   -1.2627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6211   -0.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057   -0.8502    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9360   -0.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8917    0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629   -0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949    0.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7451   -1.2627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629   -2.0380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6532   -2.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865   -2.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7399   -1.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3696   -0.6594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635   -1.4447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485   -2.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9360   -2.3072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5235   -3.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9360   -3.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235   -4.4506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7610   -3.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1735   -3.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1735   -4.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9985   -4.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057   -1.6752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  2  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
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 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
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28  2  1  1  0  0  0
  6 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0258757

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(/C)C(=O)O[C@@H]1C[C@](C)(CC(O)=O)OC(=O)\C(C)=C/[C@@H]2OC(=O)C(=C)[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O8/c1-6-10(2)17(23)27-14-8-20(5,9-15(21)22)28-18(24)11(3)7-13-16(14)12(4)19(25)26-13/h6-7,13-14,16H,4,8-9H2,1-3,5H3,(H,21,22)/b10-6+,11-7-/t13-,14+,16-,20+/m0/s1

> <INCHI_KEY>
YXXWAANBHORCBY-MBBQNXSBSA-N

> <FORMULA>
C20H24O8

> <MOLECULAR_WEIGHT>
392.404

> <EXACT_MASS>
392.147117733

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.39073787028256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3aR,4R,6R,10aS)-6,9-dimethyl-4-{[(2E)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-2H,3H,3aH,4H,5H,6H,8H,10aH-furo[2,3-e]oxonin-6-yl]acetic acid

> <JCHEM_LOGP>
3.012455256333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.034339111105775

> <JCHEM_PKA_STRONGEST_BASIC>
-6.390551397101919

> <JCHEM_POLAR_SURFACE_AREA>
116.20000000000002

> <JCHEM_REFRACTIVITY>
97.75099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(3aR,4R,6R,10aS)-6,9-dimethyl-4-{[(2E)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3aH,4H,5H,10aH-furo[2,3-e]oxonin-6-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       0.683  -5.068   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.159  -3.603   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.254  -2.357   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.286  -2.357   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       1.159  -1.111   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.624  -1.587   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.614  -0.407   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.130  -0.140   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.398   1.377   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.464  -0.910   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.644   0.080   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       6.991  -2.357   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.464  -3.804   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.819  -5.303   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -3.894   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.848  -2.607   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.157  -1.231   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.385  -2.697   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.130  -4.574   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.614  -4.307   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.844  -5.641   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.614  -6.974   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.844  -8.308   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.154  -6.974   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.924  -5.641   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.924  -8.308   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.464  -8.308   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.624  -3.127   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   28                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15   19                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   13   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   20    2    6                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
2-[(3AR,4R,6R,10as)-6,9-dimethyl-4-{[(2E)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-2H,3H,3ah,4H,5H,6H,8H,10ah-furo[2,3-e]oxonin-6-yl]acetate	Generator

Chemical Formula

C₂₀H₂₄O₈

Average Mass

392.4040 Da

Monoisotopic Mass

392.14712 Da

IUPAC Name

2-[(3aR,4R,6R,10aS)-6,9-dimethyl-4-{[(2E)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-2H,3H,3aH,4H,5H,6H,8H,10aH-furo[2,3-e]oxonin-6-yl]acetic acid

Traditional Name

[(3aR,4R,6R,10aS)-6,9-dimethyl-4-{[(2E)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3aH,4H,5H,10aH-furo[2,3-e]oxonin-6-yl]acetic acid

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C(=O)O[C@@H]1C[C@](C)(CC(O)=O)OC(=O)\C(C)=C/[C@@H]2OC(=O)C(=C)[C@H]12

InChI Identifier

InChI=1S/C20H24O8/c1-6-10(2)17(23)27-14-8-20(5,9-15(21)22)28-18(24)11(3)7-13-16(14)12(4)19(25)26-13/h6-7,13-14,16H,4,8-9H2,1-3,5H3,(H,21,22)/b10-6+,11-7-/t13-,14+,16-,20+/m0/s1

InChI Key

YXXWAANBHORCBY-MBBQNXSBSA-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
Picradeniopsis woodhousei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Fatty acid ester
Gamma butyrolactone
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Carboxylic acid
Oxacycle
Carbonyl group
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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	3.01	ChemAxon
pKa (Strongest Acidic)	4.03	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	116.2 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.75 m³·mol⁻¹	ChemAxon
Polarizability	38.39 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

162911528

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid (NP0258757)

MOL for NP0258757 ([(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid)

3D MOL for NP0258757 ([(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid)

3D SDF for NP0258757 ([(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid)

3D-SDF for NP0258757 ([(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid)

PDB for NP0258757 ([(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid)

3D PDB for NP0258757 ([(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid)

SMILES for NP0258757 ([(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid)

INCHI for NP0258757 ([(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid)

Structure for NP0258757 ([(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid)

3D Structure for NP0258757 ([(3ar,4r,6r,10as)-6,9-dimethyl-4-{[(2e)-2-methylbut-2-enoyl]oxy}-3-methylidene-2,8-dioxo-3ah,4h,5h,10ah-furo[2,3-e]oxonin-6-yl]acetic acid)