NP-MRD: Showing NP-Card for 17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione (NP0169772)

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Record Information

Version

2.0

Created at

2022-09-03 05:47:18 UTC

Updated at

2022-09-03 05:47:18 UTC

NP-MRD ID

NP0169772

Secondary Accession Numbers

None

Natural Product Identification

Common Name

17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione

Description

17-Chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]Henicosa-3,9,11,13(21),15-pentaene-14,20-dione belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. Based on a literature review very few articles have been published on 17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]Henicosa-3,9,11,13(21),15-pentaene-14,20-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032207472D          

 31 34  0  0  0  0            999 V2000
    8.3536    3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571    2.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9175    1.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8443    0.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1139    0.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8730   -0.1253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3416   -0.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5756    0.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6414   -0.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1900    0.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5794    0.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7833   -0.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5864   -1.2723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685    0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4639   -0.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6386   -0.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441   -0.9158    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4491    0.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6770    0.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0582    1.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292    0.9708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9765    0.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9278    1.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9473    2.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4601    3.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246    3.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2733    3.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0544    3.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4746    3.8962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8334    0.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0894    1.6291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 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
 22 30  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
    5.2674    0.8465   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3259    0.4102   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2649   -1.1079   -0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040   -1.5542   -0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693   -1.7432    1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8604   -1.9773    2.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600   -1.7503    1.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228   -1.5722    0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5888   -1.3870   -1.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9897   -1.3889   -1.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5233   -1.2581   -2.5255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5154   -1.0501   -1.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908   -0.8250   -3.2030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956   -0.8923   -1.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9986   -1.2947   -1.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3389   -1.1089   -1.3979 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0075   -2.7170   -1.0367 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.3389   -0.1772   -0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0548    1.1069   -0.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1830   -0.7285    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1526    0.2263    0.2663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9838   -0.1364   -0.1223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9953    0.9388   -0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1008    1.1408    0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0411    1.7774    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3294    2.7277    2.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1349    1.7231   -0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689    1.3485    0.4249 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2773    0.8938    1.7583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341   -1.4352    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4188   -2.0125    0.9534 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9579    0.2228   -1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3906    1.9112   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715   -1.1848    0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8097   -1.5857   -0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3223   -2.0926    3.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -1.9010    2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379   -1.1782   -3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9263   -1.8422   -2.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9773   -0.7223   -2.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1453    0.9356   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6527    1.3539   -1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8229    1.8946    0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1081   -0.1189    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6266   -0.6672    1.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5341   -1.7537    0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567    0.9187   -1.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6064    1.9022   -0.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    0.7126    1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8039    2.4026    3.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890    2.9484    2.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8576    3.7025    1.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511    2.8484   -0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8889    1.2913   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1095    2.2834    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959    0.6953    2.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  2  0
 24 23  1  0
 23 22  1  0
 22 21  1  1
 21 18  1  0
 18 19  1  0
 18 20  1  0
 18 16  1  0
 16 17  1  0
 16 15  1  0
 15 14  2  0
 14 12  1  0
 12 13  2  0
 12  9  1  0
  9 10  2  0
 10 11  1  0
 10  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 28  1  0
 28 29  1  0
 28 27  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8 30  1  0
 30 31  2  0
 27 25  1  0
 14 22  1  0
  8  9  1  0
 30 22  1  0
 26 50  1  0
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 26 52  1  0
 24 49  1  0
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 19 41  1  0
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 20 44  1  0
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 16 40  1  6
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 11 38  1  0
  3 34  1  0
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  1 32  1  0
  1 33  1  0
 28 55  1  1
 29 56  1  0
 27 53  1  0
 27 54  1  0
  6 36  1  0
  7 37  1  0
M  END


  Mrv1652309032207472D          

 31 34  0  0  0  0            999 V2000
    8.3536    3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571    2.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9175    1.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8443    0.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1139    0.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8730   -0.1253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3416   -0.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5756    0.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6414   -0.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1900    0.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5794    0.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7833   -0.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5864   -1.2723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685    0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4639   -0.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6386   -0.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441   -0.9158    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4491    0.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6770    0.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0582    1.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292    0.9708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9765    0.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9278    1.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9473    2.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4601    3.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246    3.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2733    3.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0544    3.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4746    3.8962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8334    0.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0894    1.6291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 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
 22 30  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0169772

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CCC23OC(C)(C)C(Cl)C=C2C(=O)C2=C(O)C(CC(=C)C(O)C1)=C(O)C=C2C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H25ClO6/c1-11-5-6-24-15(10-18(25)23(3,4)31-24)21(29)19-14(22(24)30)9-17(27)13(20(19)28)8-12(2)16(26)7-11/h5,9-10,16,18,26-28H,2,6-8H2,1,3-4H3

> <INCHI_KEY>
ZLTRYTKUWJCABZ-UHFFFAOYSA-N

> <FORMULA>
C24H25ClO6

> <MOLECULAR_WEIGHT>
444.91

> <EXACT_MASS>
444.1339662

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.49084646824165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1^{9,13}.0^{1,15}]henicosa-3,9,11,13(21),15-pentaene-14,20-dione

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.978004138333334

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.74686067449587

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.133715452904889

> <JCHEM_PKA_STRONGEST_BASIC>
-2.993102232288475

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
118.9202

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1^{9,13}.0^{1,15}]henicosa-3,9,11,13(21),15-pentaene-14,20-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      15.593   5.705   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.293   4.879   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.779   3.413   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.643   1.837   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.146   0.369   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      16.563  -0.234   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      13.704  -0.302   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.275   0.724   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.397  -0.674   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.421   0.805   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      12.282   1.841   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.796  -0.879   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.428  -2.375   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.461   0.052   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.333  -1.060   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.792  -0.642   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       5.682  -1.709   0.000  0.00  0.00          Cl+0
HETATM   18  C   UNK     0       6.438   0.893   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.997   0.350   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.709   2.249   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.708   1.812   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.289   1.704   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.198   3.313   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.235   4.881   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.192   6.086   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.379   7.393   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.710   6.414   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.168   5.948   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      13.953   7.273   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      10.889   1.577   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      11.367   3.041   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   30                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22                                                       
CONECT   22   21   14   23   30                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27    2   29                                                  
CONECT   29   28                                                            
CONECT   30   22    8   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₅ClO₆

Average Mass

444.9100 Da

Monoisotopic Mass

444.13397 Da

IUPAC Name

17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1^{9,13}.0^{1,15}]henicosa-3,9,11,13(21),15-pentaene-14,20-dione

Traditional Name

17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1^{9,13}.0^{1,15}]henicosa-3,9,11,13(21),15-pentaene-14,20-dione

CAS Registry Number

Not Available

SMILES

CC1=CCC23OC(C)(C)C(Cl)C=C2C(=O)C2=C(O)C(CC(=C)C(O)C1)=C(O)C=C2C3=O

InChI Identifier

InChI=1S/C24H25ClO6/c1-11-5-6-24-15(10-18(25)23(3,4)31-24)21(29)19-14(22(24)30)9-17(27)13(20(19)28)8-12(2)16(26)7-11/h5,9-10,16,18,26-28H,2,6-8H2,1,3-4H3

InChI Key

ZLTRYTKUWJCABZ-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Substituents

Naphthopyranone
Naphthoquinone
Naphthalene
Tetralin
Quinone
Aryl ketone
Aryl alkyl ketone
Pyranone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyran
Vinylogous acid
Secondary alcohol
Ketone
Oxacycle
Dialkyl ether
Ether
Polyol
Hydrocarbon derivative
Organic oxygen compound
Organohalogen compound
Organochloride
Organooxygen compound
Alcohol
Organic oxide
Alkyl chloride
Alkyl halide
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	3.52	ALOGPS
logP	3.98	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	7.13	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	118.92 m³·mol⁻¹	ChemAxon
Polarizability	44.49 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

162978462

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione (NP0169772)

MOL for NP0169772 (17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione)

3D MOL for NP0169772 (17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione)

3D SDF for NP0169772 (17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione)

3D-SDF for NP0169772 (17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione)

PDB for NP0169772 (17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione)

3D PDB for NP0169772 (17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione)

SMILES for NP0169772 (17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione)

INCHI for NP0169772 (17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione)

Structure for NP0169772 (17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione)

3D Structure for NP0169772 (17-chloro-6,10,21-trihydroxy-4,18,18-trimethyl-7-methylidene-19-oxatetracyclo[10.7.1.1⁹,¹³.0¹,¹⁵]henicosa-3,9,11,13(21),15-pentaene-14,20-dione)