NP-MRD: Showing NP-Card for Parellin (NP0006864)

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Record Information

Version

2.0

Created at

2020-12-09 03:46:52 UTC

Updated at

2021-07-15 16:56:00 UTC

NP-MRD ID

NP0006864

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Parellin

Provided By

NPAtlas

Description

Parellin is found in Ochrolechia parella. Parellin was first documented in 2007 (PMID: 17256903). Based on a literature review very few articles have been published on 5-chloro-14-hydroxy-6-methoxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]Pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbaldehyde.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118353D          

 40 42  0  0  0  0            999 V2000
    5.5722    0.0456   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120    0.0615    0.3008 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553   -0.1882    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4619    0.8414    0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565    2.2341   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040    0.6173    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120   -0.6742    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221   -1.6861    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -3.0776    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988   -1.4662    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9778   -2.8053    0.6731 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6989   -1.1394    0.1630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8506   -0.3811    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9564   -1.2360   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713   -2.6735   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753   -3.5086   -0.1737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778   -0.6679   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3383   -1.4016   -0.4020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2859    0.7170   -0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    1.5942   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4272    3.0612   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995    0.9953   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613    2.0184    0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    3.1189    0.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3872    1.8188   -0.2006 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571    1.0001   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0563   -0.0918   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3530   -0.7582   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0642    2.2435   -0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7443    2.8698    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    2.6935   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199   -3.4480   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412   -3.7316    0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -3.0687    1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7544   -3.0521    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048   -2.3606   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857    1.1448   -0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    3.5790    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9154    3.5872   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943    3.1753   -0.6296 H   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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 10  3  1  0  0  0  0
 22 13  1  0  0  0  0
 25  6  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  5 29  1  0  0  0  0
  5 30  1  0  0  0  0
  5 31  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
 15 35  1  0  0  0  0
 18 36  1  0  0  0  0
 19 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    5.5722    0.0456   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120    0.0615    0.3008 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553   -0.1882    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4619    0.8414    0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565    2.2341   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040    0.6173    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120   -0.6742    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221   -1.6861    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -3.0776    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988   -1.4662    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9778   -2.8053    0.6731 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6989   -1.1394    0.1630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8506   -0.3811    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9564   -1.2360   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713   -2.6735   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753   -3.5086   -0.1737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778   -0.6679   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3383   -1.4016   -0.4020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2859    0.7170   -0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    1.5942   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4272    3.0612   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995    0.9953   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613    2.0184    0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    3.1189    0.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3872    1.8188   -0.2006 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571    1.0001   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0563   -0.0918   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3530   -0.7582   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0642    2.2435   -0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7443    2.8698    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    2.6935   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199   -3.4480   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412   -3.7316    0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -3.0687    1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7544   -3.0521    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048   -2.3606   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857    1.1448   -0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    3.5790    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9154    3.5872   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943    3.1753   -0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 10  3  1  0
 22 13  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 15 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
M  END


  Mrv1652306242118353D          

 40 42  0  0  0  0            999 V2000
    5.5722    0.0456   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120    0.0615    0.3008 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553   -0.1882    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4619    0.8414    0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565    2.2341   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040    0.6173    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120   -0.6742    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221   -1.6861    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -3.0776    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988   -1.4662    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9778   -2.8053    0.6731 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6989   -1.1394    0.1630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8506   -0.3811    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9564   -1.2360   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713   -2.6735   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753   -3.5086   -0.1737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778   -0.6679   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3383   -1.4016   -0.4020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2859    0.7170   -0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    1.5942   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4272    3.0612   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995    0.9953   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613    2.0184    0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    3.1189    0.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3872    1.8188   -0.2006 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571    1.0001   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0563   -0.0918   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3530   -0.7582   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0642    2.2435   -0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7443    2.8698    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    2.6935   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199   -3.4480   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412   -3.7316    0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -3.0687    1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7544   -3.0521    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048   -2.3606   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857    1.1448   -0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    3.5790    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9154    3.5872   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943    3.1753   -0.6296 H   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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 10  3  1  0  0  0  0
 22 13  1  0  0  0  0
 25  6  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  5 29  1  0  0  0  0
  5 30  1  0  0  0  0
  5 31  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
 15 35  1  0  0  0  0
 18 36  1  0  0  0  0
 19 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006864

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C2C(OC3=C(OC2=O)C(=C(OC([H])([H])[H])C(Cl)=C3C([H])([H])[H])C([H])([H])[H])=C1C([H])=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H15ClO6/c1-7-5-11(21)10(6-20)17-12(7)18(22)25-16-9(3)14(23-4)13(19)8(2)15(16)24-17/h5-6,21H,1-4H3

> <INCHI_KEY>
FZBRFXCENCOJRK-UHFFFAOYSA-N

> <FORMULA>
C18H15ClO6

> <MOLECULAR_WEIGHT>
362.76

> <EXACT_MASS>
362.0557159

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
36.212938212447426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-chloro-14-hydroxy-6-methoxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-15-carbaldehyde

> <ALOGPS_LOGP>
3.90

> <JCHEM_LOGP>
5.007297197333335

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.262388979019828

> <JCHEM_PKA_STRONGEST_BASIC>
-3.772953520024912

> <JCHEM_POLAR_SURFACE_AREA>
82.06000000000002

> <JCHEM_REFRACTIVITY>
93.00019999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-chloro-14-hydroxy-6-methoxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-15-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    5.5722    0.0456   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120    0.0615    0.3008 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553   -0.1882    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4619    0.8414    0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565    2.2341   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040    0.6173    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120   -0.6742    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221   -1.6861    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -3.0776    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988   -1.4662    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9778   -2.8053    0.6731 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6989   -1.1394    0.1630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8506   -0.3811    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9564   -1.2360   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713   -2.6735   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753   -3.5086   -0.1737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778   -0.6679   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3383   -1.4016   -0.4020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2859    0.7170   -0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    1.5942   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4272    3.0612   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995    0.9953   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3555    3.1189    0.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1571    1.0001   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0563   -0.0918   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3530   -0.7582   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0642    2.2435   -0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7443    2.8698    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    2.6935   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199   -3.4480   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412   -3.7316    0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -3.0687    1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7544   -3.0521    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048   -2.3606   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857    1.1448   -0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    3.5790    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9154    3.5872   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943    3.1753   -0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
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 10 11  1  0
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 23 25  1  0
 10  3  1  0
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 25  6  1  0
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  5 29  1  0
  5 30  1  0
  5 31  1  0
  9 32  1  0
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 15 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       5.572   0.046  -0.799  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.712   0.062   0.301  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.355  -0.188   0.259  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.462   0.841   0.059  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.957   2.234  -0.114  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.104   0.617   0.013  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.612  -0.674   0.172  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.522  -1.686   0.370  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.034  -3.078   0.547  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.899  -1.466   0.418  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       3.978  -2.805   0.673  0.00  0.00          Cl+0
HETATM   12  O   UNK     0      -0.699  -1.139   0.163  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.851  -0.381   0.012  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.956  -1.236  -0.112  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.771  -2.674  -0.073  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.675  -3.509  -0.174  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.178  -0.668  -0.269  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.338  -1.402  -0.402  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.286   0.717  -0.300  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.234   1.594  -0.183  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.427   3.061  -0.231  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.000   0.995  -0.024  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.961   2.018   0.095  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.355   3.119   0.488  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.387   1.819  -0.201  0.00  0.00           O+0
HETATM   26  H   UNK     0       6.157   1.000  -0.840  0.00  0.00           H+0
HETATM   27  H   UNK     0       5.056  -0.092  -1.768  0.00  0.00           H+0
HETATM   28  H   UNK     0       6.353  -0.758  -0.715  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.064   2.244  -0.240  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.744   2.870   0.773  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.545   2.693  -1.036  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.620  -3.448  -0.422  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.841  -3.732   0.898  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.263  -3.069   1.355  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.754  -3.052   0.056  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.505  -2.361  -0.410  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.286   1.145  -0.428  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.552   3.579   0.713  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.915   3.587  -1.058  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.494   3.175  -0.630  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   29   30   31                                             
CONECT    6    4    7   25                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   32   33   34                                             
CONECT   10    8   11    3                                                  
CONECT   11   10                                                            
CONECT   12    7   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16   35                                                  
CONECT   16   15                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17   36                                                       
CONECT   19   17   20   37                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   38   39   40                                             
CONECT   22   20   23   13                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    6                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    5                                                            
CONECT   30    5                                                            
CONECT   31    5                                                            
CONECT   32    9                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35   15                                                            
CONECT   36   18                                                            
CONECT   37   19                                                            
CONECT   38   21                                                            
CONECT   39   21                                                            
CONECT   40   21                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
    5.5722    0.0456   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120    0.0615    0.3008 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553   -0.1882    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4619    0.8414    0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565    2.2341   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1040    0.6173    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120   -0.6742    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221   -1.6861    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -3.0776    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988   -1.4662    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9778   -2.8053    0.6731 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6989   -1.1394    0.1630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8506   -0.3811    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9564   -1.2360   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713   -2.6735   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6753   -3.5086   -0.1737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778   -0.6679   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3383   -1.4016   -0.4020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2859    0.7170   -0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    1.5942   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4272    3.0612   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995    0.9953   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613    2.0184    0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    3.1189    0.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3872    1.8188   -0.2006 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571    1.0001   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0563   -0.0918   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3530   -0.7582   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0642    2.2435   -0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7443    2.8698    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    2.6935   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6199   -3.4480   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412   -3.7316    0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -3.0687    1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7544   -3.0521    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048   -2.3606   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857    1.1448   -0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518    3.5790    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9154    3.5872   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943    3.1753   -0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 10  3  1  0
 22 13  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 15 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₈H₁₅ClO₆

Average Mass

362.7600 Da

Monoisotopic Mass

362.05572 Da

IUPAC Name

5-chloro-14-hydroxy-6-methoxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-15-carbaldehyde

Traditional Name

5-chloro-14-hydroxy-6-methoxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-15-carbaldehyde

CAS Registry Number

Not Available

SMILES

COC1=C(Cl)C(C)=C2OC3=C(C(C)=CC(O)=C3C=O)C(=O)OC2=C1C

InChI Identifier

InChI=1S/C18H15ClO6/c1-7-5-11(21)10(6-20)17-12(7)18(22)25-16-9(3)14(23-4)13(19)8(2)15(16)24-17/h5-6,21H,1-4H3

InChI Key

FZBRFXCENCOJRK-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ochrolechia parella	NPAtlas	17256903

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depsidone
Diaryl ether
Anisole
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Alkyl aryl ether
Aryl-aldehyde
Phenol
Dioxepine
Aryl chloride
Aryl halide
Benzenoid
Vinylogous acid
Carboxylic acid ester
Lactone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Organic oxide
Aldehyde
Organic oxygen compound
Organooxygen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
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	3.9	ALOGPS
logP	5.01	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	7.26	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	93 m³·mol⁻¹	ChemAxon
Polarizability	36.21 Å³	ChemAxon
Number of Rings	3	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

NPAtlas ID

NPA016832

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00039931

Chemspider ID

17267243

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16109864

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Millot M, Tomasi S, Articus K, Rouaud I, Bernard A, Boustie J: Metabolites from the Lichen Ochrolechia parella growing under two different heliotropic conditions. J Nat Prod. 2007 Feb;70(2):316-8. doi: 10.1021/np060561p. Epub 2007 Jan 26. [PubMed:17256903 ]

Showing NP-Card for Parellin (NP0006864)

MOL for NP0006864 (Parellin)

3D MOL for NP0006864 (Parellin)

3D SDF for NP0006864 (Parellin)

3D-SDF for NP0006864 (Parellin)

PDB for NP0006864 (Parellin)

3D PDB for NP0006864 (Parellin)

SMILES for NP0006864 (Parellin)

INCHI for NP0006864 (Parellin)

Structure for NP0006864 (Parellin)

3D Structure for NP0006864 (Parellin)