NP-MRD: Showing NP-Card for carexane C (NP0028586)

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Record Information

Version

2.0

Created at

2021-06-19 20:26:07 UTC

Updated at

2021-06-29 23:55:27 UTC

NP-MRD ID

NP0028586

Secondary Accession Numbers

None

Natural Product Identification

Common Name

carexane C

Provided By

JEOL Database JEOL Logo

Description

carexane C is found in Carex distachya. carexane C was first documented in 2005 (D'Abrosca, B., et al.). Based on a literature review very few articles have been published on Carexane C.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122263D          

 44 47  0  0  0  0            999 V2000
    3.3418   -6.0456   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -4.9603    0.7601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -3.8669    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3006   -2.8349    1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5487   -1.6644    1.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9568   -0.6589    2.5422 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3712   -1.4939    0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793   -2.5323    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320   -3.7139    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2443   -2.3967   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -3.3461   -1.4268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -1.0091   -0.7819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1147   -0.1936   -1.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266   -0.8520   -1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753   -1.4921   -2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -1.1278   -2.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.1259   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2266    0.5253   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997    0.1556   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8851    0.7096    0.6890 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4685    0.8757    2.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    2.0577    0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634   -0.4630    0.6582 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5674   -0.2115    1.1122 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3725   -6.4597    0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913   -6.8339    0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3932   -4.4913   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4475   -0.3911   -2.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0195   -1.6228   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262    0.1468   -1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6765    1.3035    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6877    1.1512    2.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2344    1.6592    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508    2.4274    0.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149    2.0074   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261    2.8157    0.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2723   -1.2537    1.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519    0.1132    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0550    0.5720    0.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 23  1  0  0  0  0
  3  9  2  0  0  0  0
 19 14  2  0  0  0  0
  9  8  1  0  0  0  0
 14 15  1  0  0  0  0
  4  3  1  0  0  0  0
 15 16  2  0  0  0  0
  7 24  1  0  0  0  0
 16 17  1  0  0  0  0
  8 10  1  0  0  0  0
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 18 19  1  0  0  0  0
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  7  5  1  0  0  0  0
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  5  4  2  0  0  0  0
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  3  2  1  0  0  0  0
 19 20  1  0  0  0  0
  2  1  1  0  0  0  0
  4 28  1  0  0  0  0
  9 30  1  0  0  0  0
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 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
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 21 36  1  0  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 22 39  1  0  0  0  0
 22 40  1  0  0  0  0
 22 41  1  0  0  0  0
 13 31  1  0  0  0  0
  6 29  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    3.3418   -6.0456   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -4.9603    0.7601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -3.8669    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3006   -2.8349    1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5487   -1.6644    1.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9568   -0.6589    2.5422 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3712   -1.4939    0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793   -2.5323    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320   -3.7139    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2443   -2.3967   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -3.3461   -1.4268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -1.0091   -0.7819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1147   -0.1936   -1.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266   -0.8520   -1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753   -1.4921   -2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -1.1278   -2.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.1259   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2266    0.5253   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997    0.1556   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8851    0.7096    0.6890 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4685    0.8757    2.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    2.0577    0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634   -0.4630    0.6582 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5674   -0.2115    1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3725   -6.4597    0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913   -6.8339    0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398   -5.7450   -1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2113   -2.9640    2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999   -0.9128    2.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3932   -4.4913   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4475   -0.3911   -2.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6402   -2.2641   -2.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0195   -1.6228   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262    0.1468   -1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6765    1.3035    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394   -0.0483    2.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2723   -1.2537    1.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519    0.1132    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0550    0.5720    0.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 23  1  0
  3  9  2  0
 19 14  2  0
  9  8  1  0
 14 15  1  0
  4  3  1  0
 15 16  2  0
  7 24  1  0
 16 17  1  0
  8 10  1  0
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 10 12  1  0
 20 21  1  1
 23 24  1  0
 20 22  1  0
 23 12  1  0
 23 42  1  1
  7  5  1  0
 12 13  1  6
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 10 11  2  0
  7  8  2  0
  5  6  1  0
 12 14  1  0
  3  2  1  0
 19 20  1  0
  2  1  1  0
  4 28  1  0
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  1 27  1  0
M  END


  Mrv1652306192122263D          

 44 47  0  0  0  0            999 V2000
    3.3418   -6.0456   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -4.9603    0.7601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -3.8669    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3006   -2.8349    1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5487   -1.6644    1.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9568   -0.6589    2.5422 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3712   -1.4939    0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793   -2.5323    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320   -3.7139    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8997    0.1556   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8851    0.7096    0.6890 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4685    0.8757    2.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    2.0577    0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634   -0.4630    0.6582 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5674   -0.2115    1.1122 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.0913   -6.8339    0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398   -5.7450   -1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2113   -2.9640    2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999   -0.9128    2.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3932   -4.4913   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4475   -0.3911   -2.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2723   -1.2537    1.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519    0.1132    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0550    0.5720    0.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 23  1  0  0  0  0
  3  9  2  0  0  0  0
 19 14  2  0  0  0  0
  9  8  1  0  0  0  0
 14 15  1  0  0  0  0
  4  3  1  0  0  0  0
 15 16  2  0  0  0  0
  7 24  1  0  0  0  0
 16 17  1  0  0  0  0
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  7  8  2  0  0  0  0
  5  6  1  0  0  0  0
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  3  2  1  0  0  0  0
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  2  1  1  0  0  0  0
  4 28  1  0  0  0  0
  9 30  1  0  0  0  0
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 24 44  1  0  0  0  0
 15 32  1  0  0  0  0
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 18 35  1  0  0  0  0
 21 36  1  0  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 22 39  1  0  0  0  0
 22 40  1  0  0  0  0
 22 41  1  0  0  0  0
 13 31  1  0  0  0  0
  6 29  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028586

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC([H])([H])[H])=C([H])C2=C1C([H])([H])[C@]1([H])[C@](O[H])(C3=C(C([H])=C([H])C([H])=C3[H])C1(C([H])([H])[H])C([H])([H])[H])C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O4/c1-19(2)14-6-4-5-7-15(14)20(23)17(19)10-12-13(18(20)22)8-11(24-3)9-16(12)21/h4-9,17,21,23H,10H2,1-3H3/t17-,20+/m0/s1

> <INCHI_KEY>
WCFDSFKWIUXBOY-FXAWDEMLSA-N

> <FORMULA>
C20H20O4

> <MOLECULAR_WEIGHT>
324.376

> <EXACT_MASS>
324.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.53207592933198

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4bS,10aS)-4b,9-dihydroxy-7-methoxy-11,11-dimethyl-4bH,5H,10H,10aH,11H-benzo[b]fluoren-5-one

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
3.306419073333333

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.061659082484466

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.637164976801804

> <JCHEM_PKA_STRONGEST_BASIC>
-4.0946844099582345

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
90.9736

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4bS,10aS)-4b,9-dihydroxy-7-methoxy-11,11-dimethyl-10H,10aH-benzo[b]fluoren-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    3.3418   -6.0456   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -4.9603    0.7601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -3.8669    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3006   -2.8349    1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5487   -1.6644    1.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9568   -0.6589    2.5422 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3712   -1.4939    0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793   -2.5323    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320   -3.7139    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2443   -2.3967   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -3.3461   -1.4268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -1.0091   -0.7819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1147   -0.1936   -1.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266   -0.8520   -1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753   -1.4921   -2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -1.1278   -2.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.1259   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2266    0.5253   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997    0.1556   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8851    0.7096    0.6890 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4685    0.8757    2.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    2.0577    0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634   -0.4630    0.6582 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5674   -0.2115    1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3725   -6.4597    0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913   -6.8339    0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398   -5.7450   -1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2113   -2.9640    2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999   -0.9128    2.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3932   -4.4913   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4475   -0.3911   -2.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6402   -2.2641   -2.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0195   -1.6228   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262    0.1468   -1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6765    1.3035    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394   -0.0483    2.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6877    1.1512    2.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2344    1.6592    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508    2.4274    0.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149    2.0074   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261    2.8157    0.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2723   -1.2537    1.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519    0.1132    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0550    0.5720    0.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 23  1  0
  3  9  2  0
 19 14  2  0
  9  8  1  0
 14 15  1  0
  4  3  1  0
 15 16  2  0
  7 24  1  0
 16 17  1  0
  8 10  1  0
 17 18  2  0
 18 19  1  0
 10 12  1  0
 20 21  1  1
 23 24  1  0
 20 22  1  0
 23 12  1  0
 23 42  1  1
  7  5  1  0
 12 13  1  6
  5  4  2  0
 10 11  2  0
  7  8  2  0
  5  6  1  0
 12 14  1  0
  3  2  1  0
 19 20  1  0
  2  1  1  0
  4 28  1  0
  9 30  1  0
 24 43  1  0
 24 44  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 22 41  1  0
 13 31  1  0
  6 29  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       3.342  -6.046  -0.082  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.715  -4.960   0.760  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.893  -3.867   0.762  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.301  -2.835   1.611  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.549  -1.664   1.711  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.957  -0.659   2.542  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.371  -1.494   0.978  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.979  -2.532   0.103  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.732  -3.714   0.007  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.244  -2.397  -0.752  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.635  -3.346  -1.427  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.866  -1.009  -0.782  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.115  -0.194  -1.677  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.327  -0.852  -1.108  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.075  -1.492  -2.084  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.413  -1.128  -2.245  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.983  -0.126  -1.446  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.227   0.525  -0.469  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.900   0.156  -0.302  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.885   0.710   0.689  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.469   0.876   2.100  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334   2.058   0.208  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.863  -0.463   0.658  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.567  -0.212   1.112  0.00  0.00           C+0
HETATM   25  H   UNK     0       2.373  -6.460   0.215  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.091  -6.834   0.038  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.340  -5.745  -1.135  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.211  -2.964   2.189  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.800  -0.913   2.954  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.393  -4.491  -0.672  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.448  -0.391  -2.571  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.640  -2.264  -2.713  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.019  -1.623  -3.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -6.026   0.147  -1.590  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.676   1.304   0.139  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.939  -0.048   2.455  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.688   1.151   2.817  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.234   1.659   2.128  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.551   2.427   0.878  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.915   2.007  -0.802  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.126   2.816   0.180  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.272  -1.254   1.315  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.552   0.113   2.159  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.055   0.572   0.522  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    9    4    2                                                  
CONECT    4    3    5   28                                                  
CONECT    5    7    4    6                                                  
CONECT    6    5   29                                                       
CONECT    7   24    5    8                                                  
CONECT    8    9   10    7                                                  
CONECT    9    3    8   30                                                  
CONECT   10    8   12   11                                                  
CONECT   11   10                                                            
CONECT   12   10   23   13   14                                             
CONECT   13   12   31                                                       
CONECT   14   19   15   12                                                  
CONECT   15   14   16   32                                                  
CONECT   16   15   17   33                                                  
CONECT   17   16   18   34                                                  
CONECT   18   17   19   35                                                  
CONECT   19   14   18   20                                                  
CONECT   20   23   21   22   19                                             
CONECT   21   20   36   37   38                                             
CONECT   22   20   39   40   41                                             
CONECT   23   20   24   12   42                                             
CONECT   24    7   23   43   44                                             
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    6                                                            
CONECT   30    9                                                            
CONECT   31   13                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   18                                                            
CONECT   36   21                                                            
CONECT   37   21                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   22                                                            
CONECT   41   22                                                            
CONECT   42   23                                                            
CONECT   43   24                                                            
CONECT   44   24                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

RDKit          3D

44 47  0  0  0  0  0  0  0  0999 V2000
    3.3418   -6.0456   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7152   -4.9603    0.7601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -3.8669    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3006   -2.8349    1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5487   -1.6644    1.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9568   -0.6589    2.5422 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3712   -1.4939    0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793   -2.5323    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320   -3.7139    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2443   -2.3967   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -3.3461   -1.4268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -1.0091   -0.7819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1147   -0.1936   -1.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266   -0.8520   -1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753   -1.4921   -2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -1.1278   -2.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.1259   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2266    0.5253   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997    0.1556   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8851    0.7096    0.6890 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4685    0.8757    2.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    2.0577    0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634   -0.4630    0.6582 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5674   -0.2115    1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3725   -6.4597    0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913   -6.8339    0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398   -5.7450   -1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2113   -2.9640    2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999   -0.9128    2.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3932   -4.4913   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4475   -0.3911   -2.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6402   -2.2641   -2.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0195   -1.6228   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262    0.1468   -1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6765    1.3035    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394   -0.0483    2.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6877    1.1512    2.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2344    1.6592    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508    2.4274    0.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149    2.0074   -0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261    2.8157    0.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2723   -1.2537    1.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519    0.1132    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0550    0.5720    0.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 23  1  0
  3  9  2  0
 19 14  2  0
  9  8  1  0
 14 15  1  0
  4  3  1  0
 15 16  2  0
  7 24  1  0
 16 17  1  0
  8 10  1  0
 17 18  2  0
 18 19  1  0
 10 12  1  0
 20 21  1  1
 23 24  1  0
 20 22  1  0
 23 12  1  0
 23 42  1  1
  7  5  1  0
 12 13  1  6
  5  4  2  0
 10 11  2  0
  7  8  2  0
  5  6  1  0
 12 14  1  0
  3  2  1  0
 19 20  1  0
  2  1  1  0
  4 28  1  0
  9 30  1  0
 24 43  1  0
 24 44  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 22 41  1  0
 13 31  1  0
  6 29  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₄

Average Mass

324.3760 Da

Monoisotopic Mass

324.13616 Da

IUPAC Name

(4bS,10aS)-4b,9-dihydroxy-7-methoxy-11,11-dimethyl-4bH,5H,10H,10aH,11H-benzo[b]fluoren-5-one

Traditional Name

(4bS,10aS)-4b,9-dihydroxy-7-methoxy-11,11-dimethyl-10H,10aH-benzo[b]fluoren-5-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(OC([H])([H])[H])=C([H])C2=C1C([H])([H])[C@]1([H])[C@](O[H])(C3=C(C([H])=C([H])C([H])=C3[H])C1(C([H])([H])[H])C([H])([H])[H])C2=O

InChI Identifier

InChI=1S/C20H20O4/c1-19(2)14-6-4-5-7-15(14)20(23)17(19)10-12-13(18(20)22)8-11(24-3)9-16(12)21/h4-9,17,21,23H,10H2,1-3H3/t17-,20+/m0/s1

InChI Key

WCFDSFKWIUXBOY-FXAWDEMLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Carex distachya	JEOL database	D'Abrosca, B., et al, Tetrahedron Letts. 46, 5269 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Fluorenes

Sub Class

Not Available

Direct Parent

Fluorenes

Alternative Parents

Substituents

Fluorene
Tetralin
Indane
Anisole
Phenol ether
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Tertiary alcohol
Ketone
Ether
Organooxygen compound
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	3.21	ALOGPS
logP	3.31	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.64	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.97 m³·mol⁻¹	ChemAxon
Polarizability	35.53 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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101741203

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

D'Abrosca, B., et al. (2005). D'Abrosca, B., et al, Tetrahedron Letts. 46, 5269 (2005). Tetrahedron Lett.

Showing NP-Card for carexane C (NP0028586)

MOL for NP0028586 (carexane C)

3D MOL for NP0028586 (carexane C)

3D SDF for NP0028586 (carexane C)

3D-SDF for NP0028586 (carexane C)

PDB for NP0028586 (carexane C)

3D PDB for NP0028586 (carexane C)

SMILES for NP0028586 (carexane C)

INCHI for NP0028586 (carexane C)

Structure for NP0028586 (carexane C)

3D Structure for NP0028586 (carexane C)