NP-MRD: Showing NP-Card for methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate (NP0269350)

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Record Information

Version

2.0

Created at

2022-09-08 14:47:12 UTC

Updated at

2022-09-08 14:47:12 UTC

NP-MRD ID

NP0269350

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate

Description

Methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-6H,6aH,9aH-furo[2,3-h]isochromene-9-carboxylate belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Based on a literature review very few articles have been published on methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-6H,6aH,9aH-furo[2,3-h]isochromene-9-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082216472D          

 31 33  0  0  0  0            999 V2000
   -0.1310    2.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    1.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756    0.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490    0.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -0.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    1.3045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574    1.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    0.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758   -1.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500   -2.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8028   -1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8285   -0.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5040   -1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4141   -2.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0097   -2.8787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130   -3.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    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  1  0  0  0  0
  5  3  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 17 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 28  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  1  0  0  0  0
  9 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
  7 31  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    7.5539   -1.1306    1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2737   -1.8628    1.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3493   -1.5753    0.2182 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0784   -2.3156    0.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3173   -0.1992   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5035    0.7564   -0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0584    0.8501   -0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4901    2.0510   -0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458    2.1268   -0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5040    3.2895   -0.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771    4.7021   -1.3494 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698    3.3596   -1.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    4.4102   -1.0769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5327    1.9880   -1.3258 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7531    1.3701   -2.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8435    1.8252   -1.4372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716    0.6786   -0.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6109    0.2119   -0.9357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5461    1.4685   -1.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4078   -0.7835   -0.2610 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7585   -0.4896    1.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1539   -2.1300   -0.5324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2831    0.3754    0.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687   -0.7336    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2381   -0.7308    1.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1181   -1.7370    1.3906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8972   -2.7038    2.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1849    1.2866   -0.0390 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2063    0.9317   -0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8374   -0.1783    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351   -0.2051   -0.0069 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3676   -1.5692    1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8565   -1.1878    0.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4267   -0.0545    1.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7382   -1.5564    2.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4891   -2.9458    1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8818   -2.2103   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -1.9681    1.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3518   -3.4245    0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044   -2.3622   -0.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4255    0.1878   -0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0247    1.7489   -0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1420    2.8618   -0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2368    2.2035   -3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.6355   -2.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770    0.9145   -3.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5794   -0.1736   -2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4701    1.0223   -1.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5862    2.0898   -0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0441    2.0271   -2.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5046   -0.7309   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7481    0.0082    1.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9984    0.1828    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7897   -1.4187    1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2580   -2.2352   -1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5477   -2.1996    3.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775   -3.4951    2.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8664   -3.1871    2.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2367    2.1292    0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417   -1.1043    0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 17 23  2  0
 23 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 31  7  1  0
 29  9  1  0
 28 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  6
  4 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  8 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 18 47  1  6
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  6
 21 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 28 59  1  1
 30 60  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
M  END


  Mrv1652309082216472D          

 31 33  0  0  0  0            999 V2000
   -0.1310    2.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    1.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756    0.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490    0.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -0.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    1.3045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574    1.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    0.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758   -1.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500   -2.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8028   -1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8285   -0.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5040   -1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4141   -2.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0097   -2.8787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130   -3.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    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  1  0  0  0  0
  5  3  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 17 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 28  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  1  0  0  0  0
  9 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
  7 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0269350

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C=CC1=CC2=C(Cl)C(=O)C3(C)OC(C(C)C(C)O)=C(C3C2=CO1)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C24H29ClO6/c1-7-12(2)8-9-15-10-16-17(11-30-15)19-18(23(28)29-6)21(13(3)14(4)26)31-24(19,5)22(27)20(16)25/h8-14,19,26H,7H2,1-6H3

> <INCHI_KEY>
XINDMVOXUMLKKE-UHFFFAOYSA-N

> <FORMULA>
C24H29ClO6

> <MOLECULAR_WEIGHT>
448.94

> <EXACT_MASS>
448.1652664

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
47.79618058776473

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-6H,6aH,9aH-furo[2,3-h]isochromene-9-carboxylate

> <JCHEM_LOGP>
3.0319528249999994

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.91157267988321

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.133991111471296

> <JCHEM_PKA_STRONGEST_BASIC>
-2.736908165979983

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
123.10930000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9aH-furo[2,3-h]isochromene-9-carboxylate

> <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      -0.245   3.888   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.056   2.579   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.328   1.222   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.211   1.174   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.139  -0.087   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.411  -1.444   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.128  -1.492   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.939  -0.183   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.479  -0.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.290   1.078   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       3.562   2.435   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       5.829   1.030   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.640   2.339   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.557  -0.327   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.501   0.890   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.053  -0.694   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.166  -2.230   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.475  -3.041   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.427  -4.581   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.832  -2.313   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.880  -0.774   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.141  -3.125   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.740  -2.812   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.373  -4.308   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.894  -4.738   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.485  -5.374   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.118  -6.869   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.746  -1.636   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.207  -1.588   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.395  -2.897   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.856  -2.849   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   31                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   29                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16   28                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   17   24   28                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   23   14   29                                                  
CONECT   29   28    9   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30    7                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
Methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-6H,6ah,9ah-furo[2,3-H]isochromene-9-carboxylic acid	Generator

Chemical Formula

C₂₄H₂₉ClO₆

Average Mass

448.9400 Da

Monoisotopic Mass

448.16527 Da

IUPAC Name

methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-6H,6aH,9aH-furo[2,3-h]isochromene-9-carboxylate

Traditional Name

methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9aH-furo[2,3-h]isochromene-9-carboxylate

CAS Registry Number

Not Available

SMILES

CCC(C)C=CC1=CC2=C(Cl)C(=O)C3(C)OC(C(C)C(C)O)=C(C3C2=CO1)C(=O)OC

InChI Identifier

InChI=1S/C24H29ClO6/c1-7-12(2)8-9-15-10-16-17(11-30-15)19-18(23(28)29-6)21(13(3)14(4)26)31-24(19,5)22(27)20(16)25/h8-14,19,26H,7H2,1-6H3

InChI Key

XINDMVOXUMLKKE-UHFFFAOYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Pyran
Alpha-haloketone
Alpha-chloroketone
Dihydrofuran
Methyl ester
Enoate ester
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Chloroalkene
Vinyl chloride
Vinyl halide
Organoheterocyclic compound
Haloalkene
Alcohol
Organic oxide
Hydrocarbon derivative
Organohalogen compound
Organochloride
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	3.03	ChemAxon
pKa (Strongest Acidic)	15.13	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	123.11 m³·mol⁻¹	ChemAxon
Polarizability	47.8 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

74956479

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate (NP0269350)

MOL for NP0269350 (methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate)

3D MOL for NP0269350 (methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate)

3D SDF for NP0269350 (methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate)

3D-SDF for NP0269350 (methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate)

PDB for NP0269350 (methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate)

3D PDB for NP0269350 (methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate)

SMILES for NP0269350 (methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate)

INCHI for NP0269350 (methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate)

Structure for NP0269350 (methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate)

3D Structure for NP0269350 (methyl 5-chloro-8-(3-hydroxybutan-2-yl)-6a-methyl-3-(3-methylpent-1-en-1-yl)-6-oxo-9ah-furo[2,3-h]isochromene-9-carboxylate)