NP-MRD: Showing NP-Card for 15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione (NP0157795)

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Record Information

Version

2.0

Created at

2022-09-02 15:16:02 UTC

Updated at

2022-09-02 15:16:02 UTC

NP-MRD ID

NP0157795

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione

Description

15-Chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]Hexadeca-2,7-diene-4,11-dione belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. 15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione is found in Podocarpus macrophyllus. 15-Chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]Hexadeca-2,7-diene-4,11-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171514572D          

 27 30  0  0  0  0            999 V2000
    2.5645   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4561    1.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6053    2.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6209    3.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1701    2.7575    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    1.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 13 27  1  0  0  0  0
 17 27  1  0  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    4.9875    0.0246   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4840   -0.2227   -0.0593 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3572   -1.2217    1.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9258   -0.6695    2.2300 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8078    1.0716    0.3452 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0235    2.0830   -0.6067 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2541    2.2362   -1.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    2.8811   -2.7217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9180    1.6687   -1.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4981    1.0035   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3414    0.8654    0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7841    0.5571    1.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262    0.3394    1.8518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8320   -1.0226    2.2614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1685   -1.2305    2.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9666   -1.9382    2.8061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6171   -0.4652    0.9046 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8542    0.2954    1.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0088   -1.4329   -0.1279 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3584   -1.1674   -0.4838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537   -1.5184   -1.3892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9472   -0.9067   -2.4626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8711   -0.9206   -1.3511 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2226   -2.1237   -0.7134 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8602    0.4114   -0.6718 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6962    1.3273   -1.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5036    0.4786    0.6514 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4819   -0.1051    0.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3845   -0.7156   -0.9330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1478    1.0630   -0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245   -0.6239   -0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -1.4183    1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8899   -2.1558    0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7539   -1.1550    2.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    1.3922    1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2862    1.7621   -2.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4693    0.4786    2.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9714    0.9572    2.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5296    0.7263    2.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0927    1.1561    0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6818   -0.3858    1.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0871   -2.4839    0.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5096   -0.2143   -0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1199   -2.5710   -1.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4487   -1.5497   -2.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5822   -0.7355   -2.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3831    2.3827   -1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7640    1.2754   -1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987    0.9876   -2.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290    1.5294    0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  1
 17 27  1  0
 27 25  1  0
 25 26  1  6
 25 23  1  0
 23 24  1  0
 23 21  1  0
 21 22  1  0
 21 19  1  0
 19 20  1  0
 11  5  1  0
 27 13  1  0
 25 10  1  0
 19 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  6
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  1
  9 36  1  0
 12 37  1  0
 13 38  1  1
 18 39  1  0
 18 40  1  0
 18 41  1  0
 27 50  1  1
 26 47  1  0
 26 48  1  0
 26 49  1  0
 23 46  1  6
 21 44  1  6
 22 45  1  0
 19 42  1  1
 20 43  1  0
M  END


  Mrv1533004171514572D          

 27 30  0  0  0  0            999 V2000
    2.5645   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4561    1.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6053    2.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6209    3.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1701    2.7575    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    1.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 13 27  1  0  0  0  0
 17 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0157795

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CO)C1OC(=O)C=C2C1=CC1OC(=O)C3(C)C1C2(C)C(Cl)C(O)C3O

> <INCHI_IDENTIFIER>
InChI=1S/C19H23ClO7/c1-7(6-21)13-8-4-10-14-18(2,9(8)5-11(22)27-13)15(20)12(23)16(24)19(14,3)17(25)26-10/h4-5,7,10,12-16,21,23-24H,6H2,1-3H3

> <INCHI_KEY>
MYDXZQQTJDVANI-UHFFFAOYSA-N

> <FORMULA>
C19H23ClO7

> <MOLECULAR_WEIGHT>
398.84

> <EXACT_MASS>
398.1132308

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.39702902454858

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione

> <ALOGPS_LOGP>
1.15

> <JCHEM_LOGP>
0.16009530200000102

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.390183757708567

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.958776227526123

> <JCHEM_PKA_STRONGEST_BASIC>
-2.63009452990285

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
94.9679

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       4.787  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.121  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.454  -4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.454   0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.788   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.655  -0.476   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.790   0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.851   2.336   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.130   3.998   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.159   6.059   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0       4.051   5.147   0.000  0.00  0.00          Cl+0
HETATM   25  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.666   3.259   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   25                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   27                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   27                                             
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   10   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   13   17                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₃ClO₇

Average Mass

398.8400 Da

Monoisotopic Mass

398.11323 Da

IUPAC Name

15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione

Traditional Name

15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione

CAS Registry Number

Not Available

SMILES

CC(CO)C1OC(=O)C=C2C1=CC1OC(=O)C3(C)C1C2(C)C(Cl)C(O)C3O

InChI Identifier

InChI=1S/C19H23ClO7/c1-7(6-21)13-8-4-10-14-18(2,9(8)5-11(22)27-13)15(20)12(23)16(24)19(14,3)17(25)26-10/h4-5,7,10,12-16,21,23-24H,6H2,1-3H3

InChI Key

MYDXZQQTJDVANI-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

Species Name	Source	Reference
Podocarpus macrophyllus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Dihydropyranone
Dicarboxylic acid or derivatives
Gamma butyrolactone
Pyran
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Chlorohydrin
Halohydrin
Lactone
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Alkyl halide
Alkyl chloride
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Primary alcohol
Organohalogen compound
Organochloride
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.15	ALOGPS
logP	0.16	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	12.96	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.97 m³·mol⁻¹	ChemAxon
Polarizability	38.4 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

74941371

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione (NP0157795)

MOL for NP0157795 (15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione)

3D MOL for NP0157795 (15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione)

3D SDF for NP0157795 (15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione)

3D-SDF for NP0157795 (15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione)

PDB for NP0157795 (15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione)

3D PDB for NP0157795 (15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione)

SMILES for NP0157795 (15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione)

INCHI for NP0157795 (15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione)

Structure for NP0157795 (15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione)

3D Structure for NP0157795 (15-chloro-13,14-dihydroxy-6-(1-hydroxypropan-2-yl)-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2,7-diene-4,11-dione)