NP-MRD: Showing NP-Card for methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate (NP0271136)

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Record Information

Version

2.0

Created at

2022-09-08 17:19:19 UTC

Updated at

2022-09-08 17:19:19 UTC

NP-MRD ID

NP0271136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate

Description

Methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate is found in Turraea floribunda. Methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251507012D          

 47 50  0  0  0  0            999 V2000
    0.6431    3.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2759    3.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0507    3.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1927    4.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706    2.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6794    3.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1166    3.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7201    4.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2992    4.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9411    3.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5026    4.4030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3284    3.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2230    3.1583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8489    3.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6706    4.5369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6356    3.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8913    2.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6240    1.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611    1.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8908    2.5152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8561    1.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6968    1.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0181    0.4782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3035   -0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8031   -1.1916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5590   -0.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2428   -0.1902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -0.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8468   -0.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8655   -1.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676    0.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6725    3.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 C   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 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  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
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 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 24 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 43 47  1  0  0  0  0
M  END

     RDKit          3D

 91 94  0  0  0  0  0  0  0  0999 V2000
    0.8391   -2.9243   -2.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0048   -1.8612   -1.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3396   -1.2167   -1.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541   -1.1357   -2.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3887   -0.4214   -2.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9693    0.3627   -1.0758 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1326    0.7880   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4172    2.1225   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4655    1.0571   -2.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
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  4 50  1  0
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 11 56  1  0
  9 55  1  0
  8 54  1  0
M  END


  Mrv1533004251507012D          

 47 50  0  0  0  0            999 V2000
    0.6431    3.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2759    3.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0507    3.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1927    4.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706    2.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6794    3.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1166    3.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7201    4.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2992    4.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9411    3.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5026    4.4030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3284    3.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2230    3.1583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8489    3.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6706    4.5369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6356    3.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8913    2.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6240    1.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611    1.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8908    2.5152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8561    1.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6968    1.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0181    0.4782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3035   -0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8031   -1.1916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5590   -0.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2428   -0.1902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -0.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8468   -0.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8655   -1.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676    0.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6725    3.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 C   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 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  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 24 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 43 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0271136

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1C(C)(C)C(=O)C(OC(C)=O)C(OC(C)=O)C1(C)C1C(OC(C)=O)C(OC(C)=O)C2(C)C(CC=C2C1=C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C35H44O12/c1-17-23-11-12-24(22-13-14-43-16-22)34(23,8)31(46-20(4)38)28(44-18(2)36)27(17)35(9)25(15-26(40)42-10)33(6,7)30(41)29(45-19(3)37)32(35)47-21(5)39/h11,13-14,16,24-25,27-29,31-32H,1,12,15H2,2-10H3

> <INCHI_KEY>
PGHKNUKMRCMMQP-UHFFFAOYSA-N

> <FORMULA>
C35H44O12

> <MOLECULAR_WEIGHT>
656.725

> <EXACT_MASS>
656.283276857

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
66.31842592811111

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.0295380653333326

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.093076537039785

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8774906357372725

> <JCHEM_POLAR_SURFACE_AREA>
161.71000000000004

> <JCHEM_REFRACTIVITY>
163.891

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       1.200   7.116   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.382   6.128   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.828   6.657   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.093   8.174   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.172   5.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.868   5.743   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.684   7.049   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.944   8.554   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.025   8.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.223   6.995   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.271   8.219   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.946   5.635   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.616   5.896   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.785   6.965   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.452   8.469   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.253   6.501   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.130   4.329   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.498   3.418   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.061   3.380   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.863   4.695   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      12.798   2.028   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.767   3.209   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.500   0.893   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.033  -0.633   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.966  -2.224   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.643  -0.408   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.053  -0.355   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       7.330  -1.653   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.047  -1.083   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.216  -3.340   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.299   0.510   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.989   6.400   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       1.650  -2.359   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       0.185  -0.344   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17    6   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25   41                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   30   36   37   40                                             
CONECT   36   35                                                            
CONECT   37   35   38   43                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   35   41                                                  
CONECT   41   40   24   42                                                  
CONECT   42   41                                                            
CONECT   43   37   44   47                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   43                                                       
MASTER        0    0    0    0    0    0    0    0   47    0  100    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetic acid	Generator

Chemical Formula

C₃₅H₄₄O₁₂

Average Mass

656.7250 Da

Monoisotopic Mass

656.28328 Da

IUPAC Name

methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate

Traditional Name

methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1C(C)(C)C(=O)C(OC(C)=O)C(OC(C)=O)C1(C)C1C(OC(C)=O)C(OC(C)=O)C2(C)C(CC=C2C1=C)C1=COC=C1

InChI Identifier

InChI=1S/C35H44O12/c1-17-23-11-12-24(22-13-14-43-16-22)34(23,8)31(46-20(4)38)28(44-18(2)36)27(17)35(9)25(15-26(40)42-10)33(6,7)30(41)29(45-19(3)37)32(35)47-21(5)39/h11,13-14,16,24-25,27-29,31-32H,1,12,15H2,2-10H3

InChI Key

PGHKNUKMRCMMQP-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
Turraea floribunda	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Alpha-acyloxy ketone
Furan
Methyl ester
Heteroaromatic compound
Carboxylic acid ester
Ketone
Cyclic ketone
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.54	ALOGPS
logP	3.03	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	15.09	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	161.71 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	163.89 m³·mol⁻¹	ChemAxon
Polarizability	66.32 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

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 methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate (NP0271136)

MOL for NP0271136 (methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

3D MOL for NP0271136 (methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

3D SDF for NP0271136 (methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

3D-SDF for NP0271136 (methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

PDB for NP0271136 (methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

3D PDB for NP0271136 (methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

SMILES for NP0271136 (methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

INCHI for NP0271136 (methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

Structure for NP0271136 (methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate)

3D Structure for NP0271136 (methyl 2-[3,4-bis(acetyloxy)-2-[6,7-bis(acetyloxy)-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohexyl]acetate)