NP-MRD: Showing NP-Card for Clausarinol (NP0084623)

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Record Information

Version

2.0

Created at

2022-04-29 05:18:37 UTC

Updated at

2022-04-29 05:18:37 UTC

NP-MRD ID

NP0084623

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Clausarinol

Description

(6S,7R)-5,6,7-trihydroxy-8,8-dimethyl-3,10-bis(2-methylbut-3-en-2-yl)-2H,6H,7H,8H-pyrano[3,2-g]chromen-2-one belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. Clausarinol is found in Citrus aurantium and Citrus paradisi X Citrus tangerina . Based on a literature review very few articles have been published on (6S,7R)-5,6,7-trihydroxy-8,8-dimethyl-3,10-bis(2-methylbut-3-en-2-yl)-2H,6H,7H,8H-pyrano[3,2-g]chromen-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207182D          

 30 32  0  0  1  0            999 V2000
   -2.1434   -2.8875    0.0000 O   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
   -0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
    3.5724   -1.2375    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
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   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
   -1.8661   -0.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -1.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 18  2  0  0  0  0
  8 18  1  0  0  0  0
 11 19  2  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
 21 25  1  0  0  0  0
 20 26  2  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    6.1560    0.0458    1.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752    0.2748    1.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4724    0.6231    0.2065 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6444    2.0963    0.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3978   -0.1002   -0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0560    0.2015    0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1378    1.1883   -0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7996    0.8166   -0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1760    1.7348   -0.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1035    3.0767   -0.8766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5148    1.3041   -0.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7757   -0.0388   -0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8036   -0.9518   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979   -2.3608   -0.0786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5423   -2.6923   -0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3238   -3.2709   -1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121   -2.8219    1.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473   -1.9732    2.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249   -0.5002   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282   -1.4298    0.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6885   -1.1119    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612   -1.9558    0.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1396   -0.3687   -0.7363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748    0.5734   -0.2372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9405    0.8252    1.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4935    0.0631   -0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9213    1.8207   -1.0553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3850    1.4968   -2.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5167    2.3313   -1.1327 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4193    3.4435   -0.2911 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9334    0.0969    1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4737   -0.2054    2.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1581    0.2080    2.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3591    2.4024   -0.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7242    2.3519    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0072    2.6076    0.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8517   -1.0103   -0.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2608    0.5842   -0.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9506   -0.3301   -1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4129    2.2085   -0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223    3.4289   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2061   -2.2373    0.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -3.8210   -0.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902   -2.5073   -1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712   -2.9179   -2.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634   -4.2512   -1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6932   -3.4929   -0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6590   -3.8767    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1684   -2.2850    3.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089   -0.9127    2.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452    0.0930    1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8897    0.7264    1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2555    1.8661    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1453    0.8936   -0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4517   -0.7482   -1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9097   -0.3476    0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6310    2.6005   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9536    0.6326   -2.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3759    2.7233   -2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200    3.1796    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  1
  3  5  1  0
  3  2  1  0
  2  1  2  3
  3  6  1  0
  6  7  2  0
  7  8  1  0
  8 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 19 13  1  0
 13 12  2  0
 12 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 11  1  0
 11  9  2  0
  9 10  1  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
 14 17  1  0
 17 18  2  3
 21  6  1  0
 11 12  1  0
  9  8  1  0
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  5 39  1  0
  2 33  1  0
  1 31  1  0
  1 32  1  0
  7 40  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 27 57  1  1
 28 58  1  0
 29 59  1  6
 30 60  1  0
 10 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
M  END


  Mrv1652304292207182D          

 30 32  0  0  1  0            999 V2000
   -2.1434   -2.8875    0.0000 O   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
   -0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
    3.5724   -1.2375    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
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   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
   -1.8661   -0.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -1.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 18  2  0  0  0  0
  8 18  1  0  0  0  0
 11 19  2  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
 21 25  1  0  0  0  0
 20 26  2  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084623

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(C=C)C1=CC2=C(OC1=O)C(=C1OC(C)(C)[C@H](O)[C@@H](O)C1=C2O)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O6/c1-9-22(3,4)13-11-12-16(25)14-17(26)20(27)24(7,8)30-19(14)15(23(5,6)10-2)18(12)29-21(13)28/h9-11,17,20,25-27H,1-2H2,3-8H3/t17-,20+/m0/s1

> <INCHI_KEY>
AMSRLBLJHNYGNW-FXAWDEMLSA-N

> <FORMULA>
C24H30O6

> <MOLECULAR_WEIGHT>
414.498

> <EXACT_MASS>
414.204238686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.674816830847575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(11S,12R)-9,11,12-trihydroxy-13,13-dimethyl-2,6-bis(2-methylbut-3-en-2-yl)-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),6,9-tetraen-5-one

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
3.7632351370000006

> <ALOGPS_LOGS>
-4.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.737726415816184

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.848955205993293

> <JCHEM_PKA_STRONGEST_BASIC>
-3.726061184812443

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
115.46719999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(11S,12R)-9,11,12-trihydroxy-13,13-dimethyl-2,6-bis(2-methylbut-3-en-2-yl)-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),6,9-tetraen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.438  -4.056   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.898  -6.724   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.206  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.874  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.483  -1.774   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.206  -3.026   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   26                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   18                                                  
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17                                                       
CONECT   17   16                                                            
CONECT   18   12    8                                                       
CONECT   19   11                                                            
CONECT   20    9   21   26                                                  
CONECT   21   20   22   24   25                                             
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21                                                            
CONECT   25   21                                                            
CONECT   26   20    5   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27    2   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₀O₆

Average Mass

414.4980 Da

Monoisotopic Mass

414.20424 Da

IUPAC Name

(11S,12R)-9,11,12-trihydroxy-13,13-dimethyl-2,6-bis(2-methylbut-3-en-2-yl)-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),6,9-tetraen-5-one

Traditional Name

(11S,12R)-9,11,12-trihydroxy-13,13-dimethyl-2,6-bis(2-methylbut-3-en-2-yl)-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),6,9-tetraen-5-one

CAS Registry Number

Not Available

SMILES

CC(C)(C=C)C1=CC2=C(OC1=O)C(=C1OC(C)(C)[C@H](O)[C@@H](O)C1=C2O)C(C)(C)C=C

InChI Identifier

InChI=1S/C24H30O6/c1-9-22(3,4)13-11-12-16(25)14-17(26)20(27)24(7,8)30-19(14)15(23(5,6)10-2)18(12)29-21(13)28/h9-11,17,20,25-27H,1-2H2,3-8H3/t17-,20+/m0/s1

InChI Key

AMSRLBLJHNYGNW-FXAWDEMLSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Citrus aurantium	LOTUS Database	35616633
Citrus paradisi x Citrus tangerina	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Linear pyranocoumarins

Alternative Parents

Substituents

Linear pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
1,2-diol
Lactone
Secondary alcohol
Oxacycle
Ether
Organoheterocyclic compound
Polyol
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organooxygen 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	3.57	ALOGPS
logP	3.76	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	115.47 m³·mol⁻¹	ChemAxon
Polarizability	44.67 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00054133

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

162975713

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Clausarinol (NP0084623)

MOL for NP0084623 (Clausarinol)

3D MOL for NP0084623 (Clausarinol)

3D SDF for NP0084623 (Clausarinol)

3D-SDF for NP0084623 (Clausarinol)

PDB for NP0084623 (Clausarinol)

3D PDB for NP0084623 (Clausarinol)

SMILES for NP0084623 (Clausarinol)

INCHI for NP0084623 (Clausarinol)

Structure for NP0084623 (Clausarinol)

3D Structure for NP0084623 (Clausarinol)