NP-MRD: Showing NP-Card for (1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate (NP0293210)

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Record Information

Version

2.0

Created at

2022-09-10 01:06:17 UTC

Updated at

2022-09-10 01:06:17 UTC

NP-MRD ID

NP0293210

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate

Description

Microlobin belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). (1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate is found in Ferula assa-foetida and Ferula microloba. (1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate was first documented in 2016 (PMID: 27463028). Based on a literature review very few articles have been published on Microlobin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102203062D          

 32 35  0  0  1  0            999 V2000
    4.3848   -4.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -3.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704   -3.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -3.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -2.3317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3848   -1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6704   -0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -0.6817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5690   -0.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296   -0.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3474    0.7255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8777    1.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5956    2.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1259    2.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9383    2.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4686    3.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2811    3.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3757    2.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0330    1.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2205    1.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6902    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8138   -1.0942    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5282   -0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427   -1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572   -2.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -2.3317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5282   -3.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8138   -1.9192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8138   -2.7442    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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
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 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
 13 23  1  0  0  0  0
  9 24  1  0  0  0  0
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 27 28  2  0  0  0  0
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 29 30  1  6  0  0  0
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 24 31  1  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  6  0  0  0
M  END

     RDKit          3D

 64 67  0  0  0  0  0  0  0  0999 V2000
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   -4.3534    1.6980    1.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3364    0.9134    1.3877 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9667   -0.3790   -0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1707    0.1464    1.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3989    0.7981    1.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6972    1.5780    0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9277    2.2196    0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1633    2.9809   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1773    3.0589   -1.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4236    3.7683   -2.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254    2.4281   -1.7087 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7405    1.6854   -0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5072    1.0309   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2815   -1.4665   -0.5763 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8912   -1.8140   -1.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0006   -2.6749   -2.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2690   -2.3452   -1.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0751   -3.2225   -1.5621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4661   -0.9122   -1.4899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6015   -0.0997   -2.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3286   -0.4016   -0.5946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8421    0.9368   -1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1065    3.2160    2.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1208    3.6502    0.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140   -0.6969    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3015    0.3735    1.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1824   -1.1364    2.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523   -0.9461    3.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1069   -2.4663    2.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -2.5249    1.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113   -2.8248   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1985   -3.3901    0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124    0.6785   -0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3007   -0.7475   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9799   -0.4492    2.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1532    0.7147    2.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6732    2.1229    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0939    3.5101   -1.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767    1.1265   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970   -2.3958   -0.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967   -0.9281   -2.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0311   -2.4356   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1453   -2.5322   -3.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7803   -3.7527   -2.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4480   -0.8573   -0.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6793    0.3294   -3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  2  0
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 23 13  1  0
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 11 46  1  0
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 14 48  1  0
 15 49  1  0
 17 50  1  0
 18 51  1  0
 23 52  1  0
M  END


  Mrv1652309102203062D          

 32 35  0  0  1  0            999 V2000
    4.3848   -4.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -3.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704   -3.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -3.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -2.3317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3848   -1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6704   -0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -0.6817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5690   -0.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296   -0.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3474    0.7255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8777    1.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9383    2.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4686    3.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2811    3.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3757    2.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0330    1.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2205    1.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6902    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8138   -1.0942    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5282   -0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427   -1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572   -2.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -2.3317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5282   -3.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8138   -1.9192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8138   -2.7442    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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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  5 31  1  0  0  0  0
 31 32  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0293210

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@@H](OC(C)=O)[C@]2(C)[C@@H](C)C(=O)CC[C@H]2[C@@]1(C)COC1=CC=C2C=CC(=O)OC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O6/c1-15-12-23(31-17(3)27)26(5)16(2)20(28)9-10-22(26)25(15,4)14-30-19-8-6-18-7-11-24(29)32-21(18)13-19/h6-8,11,13,15-16,22-23H,9-10,12,14H2,1-5H3/t15-,16+,22+,23-,25+,26-/m1/s1

> <INCHI_KEY>
PIGAODQEDMJGTF-BXTCTJPFSA-N

> <FORMULA>
C26H32O6

> <MOLECULAR_WEIGHT>
440.536

> <EXACT_MASS>
440.21988875

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
47.57765246922885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3R,4S,4aS,8R,8aS)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}-decahydronaphthalen-1-yl acetate

> <JCHEM_LOGP>
4.278571200666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.842064689662273

> <JCHEM_PKA_STRONGEST_BASIC>
-4.844705966022797

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
119.55849999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,4S,4aS,8R,8aS)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1H-naphthalen-1-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       8.185  -8.203   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.185  -6.663   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.851  -5.893   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.519  -5.893   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.519  -4.353   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.185  -3.583   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.185  -2.043   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.851  -1.273   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.519  -1.273   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.529  -0.093   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.509  -0.093   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.982   1.354   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.972   2.534   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.445   3.981   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.435   5.161   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.952   4.893   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.941   6.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.458   5.806   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.985   4.359   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      17.501   4.091   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      14.995   3.179   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      13.478   3.446   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.488   2.267   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.852  -2.043   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.186  -1.273   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.520  -2.043   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.520  -3.583   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.853  -4.353   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      12.186  -4.353   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.186  -5.893   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.852  -3.583   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.852  -5.123   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   31                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11   24                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   16   23                                                  
CONECT   23   22   13                                                       
CONECT   24    9   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   24    5   32                                             
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₂O₆

Average Mass

440.5360 Da

Monoisotopic Mass

440.21989 Da

IUPAC Name

(1R,3R,4S,4aS,8R,8aS)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}-decahydronaphthalen-1-yl acetate

Traditional Name

(1R,3R,4S,4aS,8R,8aS)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1H-naphthalen-1-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@@H](OC(C)=O)[C@]2(C)[C@@H](C)C(=O)CC[C@H]2[C@@]1(C)COC1=CC=C2C=CC(=O)OC2=C1

InChI Identifier

InChI=1S/C26H32O6/c1-15-12-23(31-17(3)27)26(5)16(2)20(28)9-10-22(26)25(15,4)14-30-19-8-6-18-7-11-24(29)32-21(18)13-19/h6-8,11,13,15-16,22-23H,9-10,12,14H2,1-5H3/t15-,16+,22+,23-,25+,26-/m1/s1

InChI Key

PIGAODQEDMJGTF-BXTCTJPFSA-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
Ferula assa-foetida	LOTUS Database	35616633
Ferula microloba	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Carboxylic acid ester
Ketone
Lactone
Cyclic ketone
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
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	4.28	ChemAxon
pKa (Strongest Acidic)	19.84	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.56 m³·mol⁻¹	ChemAxon
Polarizability	47.58 Å³	ChemAxon
Number of Rings	4	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

C00047997

Chemspider ID

24656255

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46882990

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Aldaghi L, Rad A, Arab A, Kasaian J, Iranshahi M, Sadr AS, Soltani F: In Silico and In Vitro Evaluation of Cytotoxic Activities of Farnesiferol C and Microlobin on MCF-7, HeLa and KYSE Cell Lines. Drug Res (Stuttg). 2016 Oct;66(10):532-538. doi: 10.1055/s-0042-111200. Epub 2016 Jul 27. [PubMed:27463028 ]
LOTUS database [Link]

Showing NP-Card for (1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate (NP0293210)

MOL for NP0293210 ((1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate)

3D MOL for NP0293210 ((1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate)

3D SDF for NP0293210 ((1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate)

3D-SDF for NP0293210 ((1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate)

PDB for NP0293210 ((1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate)

3D PDB for NP0293210 ((1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate)

SMILES for NP0293210 ((1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate)

INCHI for NP0293210 ((1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate)

Structure for NP0293210 ((1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate)

3D Structure for NP0293210 ((1r,3r,4s,4as,8r,8as)-3,4,8,8a-tetramethyl-7-oxo-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate)