NP-MRD: Showing NP-Card for 4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione (NP0302516)

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Record Information

Version

2.0

Created at

2022-09-10 16:09:55 UTC

Updated at

2022-09-10 16:09:55 UTC

NP-MRD ID

NP0302516

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione

Description

4,6-Dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]Tricosa-8,10,14,17,21-pentaene-7,20-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 4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]Tricosa-8,10,14,17,21-pentaene-7,20-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102218092D          

 31 35  0  0  0  0            999 V2000
    4.6367   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7341   -0.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836    0.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6461    0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352    1.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6205    1.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599    2.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5928    1.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654    2.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0291    2.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3113    3.2344    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7011    3.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798    2.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410    2.3198    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8398    3.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514    4.0216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234    3.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7958    2.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6316    2.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5854    2.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9780    3.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4206    3.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6468    4.7239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1224    2.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3821    1.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1144    0.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5566    0.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2256    1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915    2.5535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754    2.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6782    1.6080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  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
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  4  0  0  0
  2 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 29  1  0  0  0  0
 18 30  1  0  0  0  0
  5 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
    1.7970   -1.9591   -2.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3330   -1.8469   -0.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0380   -1.7063   -0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668   -0.8117    0.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4866    0.2244    0.4600 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5879   -0.0460    1.1395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8275   -0.0715    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7950    0.8776    1.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138   -1.4670    0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0043    0.1242   -0.8149 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8877   -1.4041   -1.7133 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254    1.1410   -1.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5901    0.6857   -0.9577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2113   -0.4685   -2.1756 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6478    1.8926   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906    2.8453   -1.6507 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7406    1.7781   -0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5545    1.6200    0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603    1.4031    1.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966    1.3116    1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9975    1.4366   -0.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9991    1.6809   -1.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687    1.8223   -2.5904 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4004    0.8505   -0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2686   -0.4691    0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7891   -1.6067   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3886   -1.9552    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403   -0.1666    1.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0089    1.0948    1.8440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.6222    1.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8319    2.2828    1.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8981   -0.9275   -2.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9677   -2.4348   -2.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146   -2.5402   -2.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6469   -2.3517   -0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177   -0.3604    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9488   -1.5263    1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6852    1.9076    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6750    0.7725    2.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8353    0.5612    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8621   -2.2481    0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4898   -1.4718    0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2203   -1.6171    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0268    0.5174   -0.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1887    2.0675   -0.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    1.3584   -2.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4950    1.2889    2.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0340    1.9649   -3.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1357    1.4306    0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7369    0.7627   -1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1679   -2.4258   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -3.0540    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1874   -1.4423    1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7231   -0.1083    1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1809   -0.8386    2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 29  1  0
 29 28  1  0
 28 25  1  0
 25 24  1  0
 24 21  1  0
 21 22  2  0
 22 23  1  0
 25 26  2  0
 26 27  1  0
 18 30  1  0
 30 31  2  0
 27  2  1  0
 13  5  1  0
 22 17  1  0
 30  5  1  0
 21 20  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  1
 12 45  1  0
 12 46  1  0
 19 47  1  0
 28 54  1  0
 28 55  1  0
 24 49  1  0
 24 50  1  0
 23 48  1  0
 26 51  1  0
 27 52  1  0
 27 53  1  0
M  END


  Mrv1652309102218092D          

 31 35  0  0  0  0            999 V2000
    4.6367   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7341   -0.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836    0.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6461    0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352    1.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6205    1.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599    2.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5928    1.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654    2.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0291    2.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3113    3.2344    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7011    3.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798    2.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410    2.3198    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8398    3.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514    4.0216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234    3.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7958    2.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6316    2.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5854    2.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9780    3.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4206    3.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6468    4.7239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1224    2.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3821    1.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1144    0.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5566    0.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2256    1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915    2.5535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754    2.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6782    1.6080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  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
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  4  0  0  0
  2 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 29  1  0  0  0  0
 18 30  1  0  0  0  0
  5 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0302516

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CCC23OC(C)(C)C(Cl)CC2(Cl)C(=O)C2=C(C=C4OCC(CC4=C2O)=CC1)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H24Cl2O5/c1-12-4-5-13-8-14-16(30-11-13)9-15-18(19(14)27)21(29)23(26)10-17(25)22(2,3)31-24(23,7-6-12)20(15)28/h5-6,9,17,27H,4,7-8,10-11H2,1-3H3

> <INCHI_KEY>
VCCIXRCEOVYCCA-UHFFFAOYSA-N

> <FORMULA>
C24H24Cl2O5

> <MOLECULAR_WEIGHT>
463.35

> <EXACT_MASS>
462.1000793

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
45.23986019248126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1^{10,14}.0^{1,6}.0^{8,21}]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione

> <JCHEM_LOGP>
5.062659069333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.807455969390534

> <JCHEM_PKA_STRONGEST_BASIC>
-4.194979454858043

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
120.15839999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1^{10,14}.0^{1,6}.0^{8,21}]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       8.655  -1.883   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.837  -0.353   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.436   0.354   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.806   1.796   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.412   3.378   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.892   2.817   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.658   3.753   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.973   2.374   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.175   4.168   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.788   5.278   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       2.448   6.037   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       5.042   6.182   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.122   5.016   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       4.743   4.330   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       7.168   6.266   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.256   7.507   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.630   6.872   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.952   5.328   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.512   5.145   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.293   5.274   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.159   6.133   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.119   7.337   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.541   8.818   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.428   4.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.913   2.733   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.413   1.194   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.372   0.007   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.488   3.206   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      13.797   4.767   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.794   4.223   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.733   3.002   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   27                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13   30                                             
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    5   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19   30                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   17   23                                                  
CONECT   23   22                                                            
CONECT   24   21   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26    2                                                       
CONECT   28   25   29                                                       
CONECT   29   28   20                                                       
CONECT   30   18    5   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₄Cl₂O₅

Average Mass

463.3500 Da

Monoisotopic Mass

462.10008 Da

IUPAC Name

4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1^{10,14}.0^{1,6}.0^{8,21}]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione

Traditional Name

4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1^{10,14}.0^{1,6}.0^{8,21}]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione

CAS Registry Number

Not Available

SMILES

CC1=CCC23OC(C)(C)C(Cl)CC2(Cl)C(=O)C2=C(C=C4OCC(CC4=C2O)=CC1)C3=O

InChI Identifier

InChI=1S/C24H24Cl2O5/c1-12-4-5-13-8-14-16(30-11-13)9-15-18(19(14)27)21(29)23(26)10-17(25)22(2,3)31-24(23,7-6-12)20(15)28/h5-6,9,17,27H,4,7-8,10-11H2,1-3H3

InChI Key

VCCIXRCEOVYCCA-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
Chromane
Benzopyran
Naphthalene
1-benzopyran
Tetralin
Aryl alkyl ketone
Aryl ketone
Quinone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Oxane
Benzenoid
Pyran
Alpha-haloketone
Alpha-chloroketone
Vinylogous acid
Ketone
Oxacycle
Ether
Dialkyl ether
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alkyl chloride
Organochloride
Organooxygen compound
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	5.06	ChemAxon
pKa (Strongest Acidic)	7.81	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	120.16 m³·mol⁻¹	ChemAxon
Polarizability	45.24 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

162982705

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione (NP0302516)

MOL for NP0302516 (4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione)

3D MOL for NP0302516 (4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione)

3D SDF for NP0302516 (4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione)

3D-SDF for NP0302516 (4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione)

PDB for NP0302516 (4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione)

3D PDB for NP0302516 (4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione)

SMILES for NP0302516 (4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione)

INCHI for NP0302516 (4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione)

Structure for NP0302516 (4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione)

3D Structure for NP0302516 (4,6-dichloro-9-hydroxy-3,3,17-trimethyl-2,12-dioxapentacyclo[9.8.3.1¹⁰,¹⁴.0¹,⁶.0⁸,²¹]tricosa-8(21),9,11(22),14,17-pentaene-7,20-dione)