NP-MRD: Showing NP-Card for 7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one (NP0237217)

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Record Information

Version

2.0

Created at

2022-09-06 20:17:48 UTC

Updated at

2022-09-06 20:17:48 UTC

NP-MRD ID

NP0237217

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

Description

Samarcandin 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). 7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one is found in Dolichorrhiza persica, Ferula kokanica, Ferula lipskyi and Ferula moschata. 7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one was first documented in 2014 (PMID: 25237347). Based on a literature review a small amount of articles have been published on Samarcandin (PMID: 31629871) (PMID: 26998943) (PMID: 26503061) (PMID: 26134757).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062222172D          

 29 32  0  0  1  0            999 V2000
   -1.7111   -5.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -4.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9592   -1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -1.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 13 16  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  2  0  0  0  0
 19 29  1  0  0  0  0
M  END

     RDKit          3D

 61 64  0  0  0  0  0  0  0  0999 V2000
   -4.0522   -2.3641    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9285   -0.9304   -0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1370   -0.2124    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0899   -0.7573   -1.5992 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1614    0.0586   -1.9541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8531   -0.1414   -2.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6081   -0.7950   -1.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113   -0.5625   -0.2304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7707   -1.7909    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7375   -0.2051    0.3643 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6217   -0.1393    1.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    0.7737    2.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8194    1.4789    1.1075 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4477    2.0888    1.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5361    2.6310    0.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4686    0.6088   -0.0531 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9799    0.1761   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8530    1.2889   -0.1812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2252    1.0901   -0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0703    2.1715   -0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4361    1.9786   -0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9926    0.7080   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3533    0.5015   -0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8733   -0.7852   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9487   -1.8121   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4215   -2.9824   -0.2517 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6594   -1.5787   -0.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1363   -0.3635   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7661   -0.1715   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6705   -2.5720    1.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1457   -2.6610    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6313   -3.0027   -0.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9996   -0.4104   -0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3405   -0.6981    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9180    0.8565    0.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2722   -1.7389   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0388    0.9703   -1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9179   -0.3845   -3.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8415    0.9549   -2.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7529   -0.3815   -2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6616   -1.8687   -1.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -2.6640    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0099   -2.1154   -0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3120   -1.6511    1.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9223    0.8698    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5611   -1.1404    2.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5848    0.3179    2.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7526    0.1825    2.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358    1.5738    2.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8448    2.9141    1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    2.5623    2.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1639    1.3142    2.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    3.1229    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5878    1.2644   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2004   -0.5313   -0.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2669   -0.3450    0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702    3.1967   -0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1364    2.7978   -0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0377    1.3302   -0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9393   -0.9625   -0.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1424   -1.0637   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 15  1  6
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 12 11  1  0
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 10  2  1  0
  2  1  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
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 29 19  1  0
  8 10  1  0
 28 22  1  0
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 14 51  1  0
 14 52  1  0
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 12 48  1  0
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  1 31  1  0
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  4 36  1  6
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  7 40  1  0
  7 41  1  0
  9 42  1  0
  9 43  1  0
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 16 54  1  6
 17 55  1  0
 17 56  1  0
 20 57  1  0
 21 58  1  0
 23 59  1  0
 24 60  1  0
 29 61  1  0
M  END


  Mrv1652309062222172D          

 29 32  0  0  1  0            999 V2000
   -1.7111   -5.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -4.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9592   -1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -1.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 13 16  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  2  0  0  0  0
 19 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0237217

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O5/c1-22(2)18-9-12-24(4,27)19(23(18,3)11-10-20(22)25)14-28-16-7-5-15-6-8-21(26)29-17(15)13-16/h5-8,13,18-20,25,27H,9-12,14H2,1-4H3/t18-,19+,20+,23-,24+/m1/s1

> <INCHI_KEY>
WNANPKYNOALKIV-XJRISUEFSA-N

> <FORMULA>
C24H32O5

> <MOLECULAR_WEIGHT>
400.515

> <EXACT_MASS>
400.22497413

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.55779378345994

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{[(1R,2S,4aS,6S,8aR)-2,6-dihydroxy-2,5,5,8a-tetramethyl-decahydronaphthalen-1-yl]methoxy}-2H-chromen-2-one

> <JCHEM_LOGP>
3.331138375666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.489431440997276

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.699053596232957

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8350805404587193

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
111.47699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
7-{[(1R,2S,4aS,6S,8aR)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1H-naphthalen-1-yl]methoxy}chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.194 -10.687   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.184  -8.973   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334 -11.550   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.657  -3.440   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.677  -3.440   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   10                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   16                                             
CONECT    9    8                                                            
CONECT   10    8    2   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13    8   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   29                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   22   29                                                  
CONECT   29   28   19                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₂O₅

Average Mass

400.5150 Da

Monoisotopic Mass

400.22497 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H32O5/c1-22(2)18-9-12-24(4,27)19(23(18,3)11-10-20(22)25)14-28-16-7-5-15-6-8-21(26)29-17(15)13-16/h5-8,13,18-20,25,27H,9-12,14H2,1-4H3/t18-,19+,20+,23-,24+/m1/s1

InChI Key

WNANPKYNOALKIV-XJRISUEFSA-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 kokanica	LOTUS Database	35616633
Ferula lipskyi	LOTUS Database	35616633
Ferula moschata	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
Tertiary alcohol
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00037111

Chemspider ID

10047553

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11873225

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Farhadi F, Asili J, Iranshahy M, Iranshahi M: NMR-based metabolomic study of asafoetida. Fitoterapia. 2019 Nov;139:104361. doi: 10.1016/j.fitote.2019.104361. Epub 2019 Oct 17. [PubMed:31629871 ]
Ghoran SH, Atabaki V, Babaei E, Olfatkhah SR, Dusek M, Eigner V, Soltani A, Khalaji AD: Isolation, spectroscopic characterization, X-ray, theoretical studies as well as in vitro cytotoxicity of Samarcandin. Bioorg Chem. 2016 Jun;66:27-32. doi: 10.1016/j.bioorg.2016.03.005. Epub 2016 Mar 15. [PubMed:26998943 ]
Kasaian J, Mosaffa F, Behravan J, Masullo M, Piacente S, Iranshahi M: Modulation of Multidrug Resistance Protein 2 Efflux in the Cisplatin Resistance Human Ovarian Carcinoma Cells A2780/RCIS by Sesquiterpene Coumarins. Phytother Res. 2016 Jan;30(1):84-9. doi: 10.1002/ptr.5504. Epub 2015 Oct 27. [PubMed:26503061 ]
Asghari J, Atabaki V, Baher E, Mazaheritehrani M: Identification of sesquiterpene coumarins of oleo-gum resin of Ferula assa-foetida L. from the Yasuj region. Nat Prod Res. 2016;30(3):350-3. doi: 10.1080/14786419.2015.1050669. Epub 2015 Jul 2. [PubMed:26134757 ]
Ghannadi A, Fattahian K, Shokoohinia Y, Behbahani M, Shahnoush A: Anti-Viral Evaluation of Sesquiterpene Coumarins from Ferula assa-foetida against HSV-1. Iran J Pharm Res. 2014 Spring;13(2):523-30. [PubMed:25237347 ]
LOTUS database [Link]

Showing NP-Card for 7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one (NP0237217)

MOL for NP0237217 (7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one)

3D MOL for NP0237217 (7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one)

3D SDF for NP0237217 (7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one)

3D-SDF for NP0237217 (7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one)

PDB for NP0237217 (7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one)

3D PDB for NP0237217 (7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one)

SMILES for NP0237217 (7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one)

INCHI for NP0237217 (7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one)

Structure for NP0237217 (7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one)

3D Structure for NP0237217 (7-{[(1r,2s,4as,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one)