NP-MRD: Showing NP-Card for 1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate (NP0219242)

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Record Information

Version

2.0

Created at

2022-09-05 20:10:24 UTC

Updated at

2022-09-05 20:10:24 UTC

NP-MRD ID

NP0219242

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate

Description

CHEMBL258444 belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate is found in Baccharis thymifolia. Based on a literature review very few articles have been published on CHEMBL258444.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052222102D          

 29 29  0  0  1  0            999 V2000
    1.9967   -0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112   -0.1232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    0.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    4.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    4.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    5.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401    0.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691    0.7018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2835    1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691   -0.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691   -0.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7441   -0.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3941   -0.1232    0.0000 O   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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  2  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END

     RDKit          3D

 61 61  0  0  0  0  0  0  0  0999 V2000
    1.2015    3.9846    2.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7997    3.2087    1.0786 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3153    1.9657    0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1655    1.5828    1.7650 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0415    1.0249   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778    1.3030   -1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6329    2.4939   -1.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    2.0061   -1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5348    1.3142   -0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9189    0.0498   -0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9246   -0.8214   -1.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3382   -1.2863   -1.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9343   -2.0519   -0.6098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6749   -1.5306    0.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0211   -2.6196    1.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5089   -3.7061    0.6661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8601   -3.4094   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5950    2.0351    1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2485    3.2294    1.1727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0237    1.4283    2.2971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0727    2.1393    3.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7433   -0.2690   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414   -0.1713   -0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7472   -1.6164   -0.3564 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1895   -2.2372   -1.4477 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2555   -1.6561   -0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7058   -1.0256   -1.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6600   -3.1143   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941   -1.0274    0.6856 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3137    4.1046    2.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6949    4.9485    2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0018    3.4196    3.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417    0.5242   -1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378    2.8451   -2.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197    3.3305   -0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    1.4280   -2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658    2.9552   -1.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2589   -0.3704    0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103   -1.7916   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3472   -0.4864   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3145   -1.8164   -2.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -0.3620   -1.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9581   -0.5188    0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5938   -2.6193    2.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3217   -4.0685   -1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0667    2.1292    3.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2739    1.7085    4.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7894    3.1997    3.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5159   -0.8826    0.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3738   -0.8630   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6351    0.3018    0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5816    0.3812   -1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4137   -2.0919    0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618   -3.1506   -1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7855   -1.2275   -1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1653   -1.5528   -2.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228    0.0581   -1.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8291   -3.7577   -0.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5220   -3.2977   -1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8576   -3.4924    0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3084   -0.2082    0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 18  1  0
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 18  9  1  0
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  7  6  1  0
  6  5  2  0
  5 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
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 26 29  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
  9 10  2  0
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 11 12  1  0
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 13 17  2  0
 17 16  1  0
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  8 36  1  0
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  6 33  1  0
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 29 61  1  0
  1 30  1  0
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 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 17 45  1  0
 15 44  1  0
 14 43  1  0
M  END


  Mrv1652309052222102D          

 29 29  0  0  1  0            999 V2000
    1.9967   -0.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112   -0.1232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    0.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    4.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    4.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    5.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401    0.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691    0.7018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2835    1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691   -0.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5691   -0.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7441   -0.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3941   -0.1232    0.0000 O   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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  2  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219242

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(\CC\C=C(\CC[C@@H](O)C(C)(C)O)C(=O)OC)=C\CCC1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O7/c1-22(2,26)19(23)12-11-18(21(25)28-4)10-6-9-17(20(24)27-3)8-5-7-16-13-14-29-15-16/h8,10,13-15,19,23,26H,5-7,9,11-12H2,1-4H3/b17-8+,18-10-/t19-/m1/s1

> <INCHI_KEY>
WILPRVDBMLKDJM-VZQFHMKOSA-N

> <FORMULA>
C22H32O7

> <MOLECULAR_WEIGHT>
408.491

> <EXACT_MASS>
408.21480337

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.85885612001781

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,7-dimethyl (2Z,6E)-2-[(3R)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate

> <JCHEM_LOGP>
3.607456716666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.32109850693806

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.841841000267866

> <JCHEM_PKA_STRONGEST_BASIC>
-2.786573406800453

> <JCHEM_POLAR_SURFACE_AREA>
106.2

> <JCHEM_REFRACTIVITY>
110.34059999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1,7-dimethyl (2Z,6E)-2-[(3R)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       3.727  -1.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.061  -0.230   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.061   1.310   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.727   2.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.395   2.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.395   3.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.061   4.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.061   5.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.727   6.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.393   5.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.727   8.240   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.061   9.010   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.393   9.010   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.393  10.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.728   1.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.062   2.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.396   1.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.729   2.080   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      10.396  -0.230   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.396  -1.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.856  -0.230   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      11.936  -0.230   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
CONECT   18    9   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22    5   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₂O₇

Average Mass

408.4910 Da

Monoisotopic Mass

408.21480 Da

IUPAC Name

1,7-dimethyl (2Z,6E)-2-[(3R)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate

Traditional Name

1,7-dimethyl (2Z,6E)-2-[(3R)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate

CAS Registry Number

Not Available

SMILES

COC(=O)C(\CC\C=C(\CC[C@@H](O)C(C)(C)O)C(=O)OC)=C\CCC1=COC=C1

InChI Identifier

InChI=1S/C22H32O7/c1-22(2,26)19(23)12-11-18(21(25)28-4)10-6-9-17(20(24)27-3)8-5-7-16-13-14-29-15-16/h8,10,13-15,19,23,26H,5-7,9,11-12H2,1-4H3/b17-8+,18-10-/t19-/m1/s1

InChI Key

WILPRVDBMLKDJM-VZQFHMKOSA-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
Baccharis thymifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Farsesane sesquiterpenoid
Long chain fatty alcohol
Fatty alcohol
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Furan
Heteroaromatic compound
Tertiary alcohol
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
1,2-diol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.61	ChemAxon
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	106.2 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	110.34 m³·mol⁻¹	ChemAxon
Polarizability	44.86 Å³	ChemAxon
Number of Rings	1	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

23314625

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24799152

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate (NP0219242)

MOL for NP0219242 (1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate)

3D MOL for NP0219242 (1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate)

3D SDF for NP0219242 (1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate)

3D-SDF for NP0219242 (1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate)

PDB for NP0219242 (1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate)

3D PDB for NP0219242 (1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate)

SMILES for NP0219242 (1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate)

INCHI for NP0219242 (1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate)

Structure for NP0219242 (1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate)

3D Structure for NP0219242 (1,7-dimethyl (2z,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate)