NP-MRD: Showing NP-Card for 8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate (NP0253965)

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Record Information

Version

2.0

Created at

2022-09-07 17:59:34 UTC

Updated at

2022-09-07 17:59:34 UTC

NP-MRD ID

NP0253965

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate

Description

8-Chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. 8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate is found in Mikania vitifolia. 8-Chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241500042D          

 28 30  0  0  0  0            999 V2000
    1.7100   -2.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201   -1.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202   -1.9280    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007   -0.1350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8988    1.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0217    1.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871    0.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0304    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    1.0191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5524    1.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.1363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974    2.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118    1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6831    2.9943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    2.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7195    3.6794    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996   -0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541   -1.6331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493   -1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5944   -1.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9864   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6749   -0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  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
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 28  1  0  0  0  0
  2 28  1  0  0  0  0
  7 28  1  0  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
    1.1328   -2.5102    1.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0017   -1.8744    1.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2422   -2.3592    2.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3562   -3.3825    2.9439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2763   -1.4514    1.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425   -0.8781    0.6731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4440    0.3690    0.2049 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8557    0.6238    0.4698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4740    0.5463    1.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4922    0.9916   -0.6307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1757    1.4561   -0.6669 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5759    0.8734   -1.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8916    1.1593   -2.9448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2973    0.3866   -1.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2394    0.0136   -1.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    0.0929   -3.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3872    0.9596   -3.9881 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0738   -0.5120   -1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3935   -0.0147   -0.0812 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7866   -0.0019    0.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    1.1241    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0091    2.2485    0.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9821    1.0233    0.5943 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6165    0.3443   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5532    2.2900    0.7055 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003    0.1684    1.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0824    0.1416    1.9966 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3846   -0.5798    1.0332 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0274   -2.1350    1.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788   -3.4990    2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8958   -1.6579   -0.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8260    1.2616    0.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8091    0.9668    2.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6832   -0.5017    2.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4237    1.1081    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9323   -0.9408   -3.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3149    0.1210   -3.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3352    1.7439   -3.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8457   -0.1336   -2.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324   -1.6163   -1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1150    1.0906   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -0.7601   -0.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0981    0.5593   -1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6580    0.7162   -0.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    2.5423   -0.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796   -0.8647    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7969    0.6207    2.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571    0.1302    1.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  1
 23 26  1  0
 26 27  1  0
 19 28  1  0
 28  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  6  7  1  0
  7  8  1  0
  7 14  1  0
  2 28  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  6
 24 42  1  0
 24 43  1  0
 24 44  1  0
 25 45  1  0
 26 46  1  0
 26 47  1  0
 28 48  1  1
  6 31  1  6
  1 29  1  0
  1 30  1  0
  7 32  1  1
M  END


  Mrv1533004241500042D          

 28 30  0  0  0  0            999 V2000
    1.7100   -2.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201   -1.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202   -1.9280    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007   -0.1350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8988    1.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0217    1.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871    0.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0304    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    1.0191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5524    1.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.1363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974    2.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118    1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6831    2.9943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    2.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7195    3.6794    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996   -0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541   -1.6331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493   -1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5944   -1.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9864   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6749   -0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  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
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 28  1  0  0  0  0
  2 28  1  0  0  0  0
  7 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0253965

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(Cl)C(=O)C2=C(CO)CC(OC(=O)C(C)(O)CCl)C3C(OC(=O)C3=C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H20Cl2O7/c1-7-12-13(15(23)14(7)21)9(5-22)4-10(27-18(25)19(3,26)6-20)11-8(2)17(24)28-16(11)12/h10-12,16,22,26H,2,4-6H2,1,3H3

> <INCHI_KEY>
YKUQOQMKFOWHQA-UHFFFAOYSA-N

> <FORMULA>
C19H20Cl2O7

> <MOLECULAR_WEIGHT>
431.26

> <EXACT_MASS>
430.0586084

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
40.78882670718242

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate

> <ALOGPS_LOGP>
1.39

> <JCHEM_LOGP>
1.304300579

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.087381514337345

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.833416281297449

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7606822335250545

> <JCHEM_POLAR_SURFACE_AREA>
110.13

> <JCHEM_REFRACTIVITY>
101.31200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       3.192  -4.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.651  -3.049   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.166  -2.639   0.000  0.00  0.00           C+0
HETATM    4 Cl   UNK     0      -0.038  -3.599   0.000  0.00  0.00          Cl+0
HETATM    5  C   UNK     0       1.097  -1.100   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.188  -0.252   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.539  -0.559   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.882   0.942   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.678   1.902   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.907   3.425   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.269   1.610   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.657   0.942   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.861   1.902   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.631   3.425   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.198   3.988   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.835   4.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.795   3.181   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.875   5.589   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.039   5.345   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       8.810   6.868   0.000  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       5.999  -0.559   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.039  -1.763   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.888  -3.049   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.372  -2.639   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.576  -3.599   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.441  -1.100   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.726  -0.252   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.499  -1.763   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    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   28                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20                                                       
CONECT   20   19                                                            
CONECT   21   12   22   26                                                  
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   21   27                                                  
CONECT   27   26                                                            
CONECT   28   22    2    7                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
8-Chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-2H,3H,3ah,4H,5H,7H,9ah,9BH-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoic acid	Generator

Chemical Formula

C₁₉H₂₀Cl₂O₇

Average Mass

431.2600 Da

Monoisotopic Mass

430.05861 Da

IUPAC Name

8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate

Traditional Name

8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC1=C(Cl)C(=O)C2=C(CO)CC(OC(=O)C(C)(O)CCl)C3C(OC(=O)C3=C)C12

InChI Identifier

InChI=1S/C19H20Cl2O7/c1-7-12-13(15(23)14(7)21)9(5-22)4-10(27-18(25)19(3,26)6-20)11-8(2)17(24)28-16(11)12/h10-12,16,22,26H,2,4-6H2,1,3H3

InChI Key

YKUQOQMKFOWHQA-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

Species Name	Source	Reference
Mikania vitifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Gamma butyrolactone
Alpha-haloketone
Alpha-chloroketone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Chlorohydrin
Halohydrin
Ketone
Carboxylic acid derivative
Oxacycle
Chloroalkene
Haloalkene
Vinyl halide
Vinyl chloride
Alkyl halide
Alkyl chloride
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organohalogen compound
Organochloride
Organooxygen compound
Primary alcohol
Carbonyl group
Alcohol
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	1.39	ALOGPS
logP	1.3	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	11.83	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	101.31 m³·mol⁻¹	ChemAxon
Polarizability	40.79 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	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate (NP0253965)

MOL for NP0253965 (8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate)

3D MOL for NP0253965 (8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate)

3D SDF for NP0253965 (8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate)

3D-SDF for NP0253965 (8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate)

PDB for NP0253965 (8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate)

3D PDB for NP0253965 (8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate)

SMILES for NP0253965 (8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate)

INCHI for NP0253965 (8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate)

Structure for NP0253965 (8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate)

3D Structure for NP0253965 (8-chloro-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate)