NP-MRD: Showing NP-Card for 7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one (NP0323950)

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Record Information

Version

2.0

Created at

2022-09-12 03:42:20 UTC

Updated at

2022-09-12 03:42:20 UTC

NP-MRD ID

NP0323950

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one

Description

Farnesiferol A, also known as isobadrakemin or mogoltadin, 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). Farnesiferol A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Farnesiferol A has been detected, but not quantified in, green vegetables and herbs and spices. 7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one is found in Dolichorrhiza persica, Ferula assa-foetida, Ferula loscosii and Ferula sumbul. This could make farnesiferol a a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241210162D          

 28 31  0  0  0  0            999 V2000
    0.0000    2.3778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    2.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    3.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    3.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    3.6153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -0.0969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -1.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -2.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -2.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -1.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -2.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.9842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2442   -3.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -2.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842   -3.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 27  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 27  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.3123   -2.5026   -2.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994   -2.0392   -1.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9830   -2.7506   -0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9692   -1.8467    0.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7113   -0.4302    0.1466 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5902    0.5651    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0345    0.1246    0.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554    0.6306    2.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4332    1.9181    0.1799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5202    2.2701   -0.6192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026    1.9929   -0.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0338    1.3962    0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328   -0.1138    0.2363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6458   -0.4710    1.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5853   -0.7774   -0.9347 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.6513    0.1077   -0.6360 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0174    0.0901   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6808   -1.1241   -0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533   -1.0981   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7393    0.0958   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1184    0.0794   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7989    1.2765    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0563    2.4374    0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6964    3.5127    0.2716 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7471    2.4138   -0.0211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0695    1.3034   -0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6963    1.2807   -0.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166   -1.9917   -3.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8324   -3.4219   -2.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4646   -3.6688   -0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1898   -3.1193    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0390   -1.9991    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9823   -2.1202    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9699   -0.3857   -0.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3274   -0.7288    1.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0875   -0.1930   -0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6674   -0.3741    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3070    1.2744    2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5464    1.1003    2.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621    2.7083    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9242    3.1216   -0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3565    1.4610   -1.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9748    3.0681   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9385    1.9042    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1277    1.6194   -0.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036    0.4328    2.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116   -1.1435    1.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3924   -0.9607    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7420   -0.1057   -1.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280   -1.8734   -0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1796   -1.4470   -1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1038   -2.0275   -0.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5666   -2.0513   -0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6603   -0.8597   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8575    1.2545    0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1819    2.2380   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  6  9  1  0
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 11 12  1  0
 12 13  1  0
 13 14  1  1
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 16 17  1  0
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 18 28  2  0
 28 27  1  0
 27 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 21 20  1  0
 20 19  2  0
 15  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5 13  1  0
 19 18  1  0
 26 27  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  1
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 11 44  1  0
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 14 48  1  0
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 28 58  1  0
 22 56  1  0
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  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
M  END


  Mrv0541 02241210162D          

 28 31  0  0  0  0            999 V2000
    0.0000    2.3778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    2.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285    3.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    3.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    3.6153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -0.0969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -1.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -2.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -2.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4285   -2.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.9842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 27  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 27  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323950

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C(O)CCC2(C)C(COC3=CC4=C(C=CC(=O)O4)C=C3)C(=C)CCC12

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O4/c1-15-5-9-20-23(2,3)21(25)11-12-24(20,4)18(15)14-27-17-8-6-16-7-10-22(26)28-19(16)13-17/h6-8,10,13,18,20-21,25H,1,5,9,11-12,14H2,2-4H3

> <INCHI_KEY>
FCWYNTDTQPCVPG-UHFFFAOYSA-N

> <FORMULA>
C24H30O4

> <MOLECULAR_WEIGHT>
382.4926

> <EXACT_MASS>
382.214409448

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
43.336993174688715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
4.3350967926666675

> <ALOGPS_LOGS>
-5.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.489413240225534

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8350886011260935

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
109.59419999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl)methoxy]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       0.000   4.439   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334   3.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.129   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.359   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.129   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   5.979   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   6.749   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   5.979   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334   6.749   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667  -0.181   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -0.951   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.491   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.261   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.491   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -4.801   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -5.571   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000  -4.801   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -3.261   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -1.721   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -2.491   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667  -3.261   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.667  -4.801   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.001  -5.571   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.323  -6.749   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334  -5.571   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.344  -6.749   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    1    9   11                                                  
CONECT   11   10                                                            
CONECT   12    4   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   14   19   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24                                                            
CONECT   26   27                                                            
CONECT   27   19   24   26   28                                             
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
Isobadrakemin	HMDB
Mogoltadin	HMDB

Chemical Formula

C₂₄H₃₀O₄

Average Mass

382.4926 Da

Monoisotopic Mass

382.21441 Da

IUPAC Name

7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

Traditional Name

7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl)methoxy]chromen-2-one

CAS Registry Number

Not Available

SMILES

CC1(C)C(O)CCC2(C)C(COC3=CC4=C(C=CC(=O)O4)C=C3)C(=C)CCC12

InChI Identifier

InChI=1S/C24H30O4/c1-15-5-9-20-23(2,3)21(25)11-12-24(20,4)18(15)14-27-17-8-6-16-7-10-22(26)28-19(16)13-17/h6-8,10,13,18,20-21,25H,1,5,9,11-12,14H2,2-4H3

InChI Key

FCWYNTDTQPCVPG-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
Dolichorrhiza persica	LOTUS Database	35616633
Ferula assa-foetida	LOTUS Database	35616633
Ferula loscosii	LOTUS Database	35616633
Ferula sumbul	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
Cyclic alcohol
Heteroaromatic compound
Lactone
Secondary alcohol
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
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	4.52	ALOGPS
logP	4.34	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	109.59 m³·mol⁻¹	ChemAxon
Polarizability	43.34 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

HMDB0029488

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000620

KNApSAcK ID

C00037229

Chemspider ID

433696

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

495441

PDB ID

Not Available

ChEBI ID

139463

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one (NP0323950)

MOL for NP0323950 (7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one)

3D MOL for NP0323950 (7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one)

3D SDF for NP0323950 (7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one)

3D-SDF for NP0323950 (7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one)

PDB for NP0323950 (7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one)

3D PDB for NP0323950 (7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one)

SMILES for NP0323950 (7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one)

INCHI for NP0323950 (7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one)

Structure for NP0323950 (7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one)

3D Structure for NP0323950 (7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one)