NP-MRD: Showing NP-Card for 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran (NP0031661)

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Record Information

Version

1.0

Created at

2021-06-19 22:40:56 UTC

Updated at

2021-06-30 00:00:22 UTC

NP-MRD ID

NP0031661

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran

Provided By

JEOL Database JEOL Logo

Description

2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran is found in Lecanora cinereocarnea and Lecanora leprosa. It was first documented in 2001 (Tanahashi, T., et al.). Based on a literature review very few articles have been published on 12-chloro-11-methoxy-3,13-dimethyl-8-oxatricyclo[7.4.0.0²,⁷]Trideca-1(13),2(7),3,5,9,11-hexaen-5-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100403D          

 32 34  0  0  0  0            999 V2000
   -1.8433    3.9064    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    3.2438    0.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    1.9331    0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0150    1.2479    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7259   -0.0918    1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -0.8665    1.9683 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -2.1095    1.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -3.1713    2.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6293   -4.3896    1.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474   -5.4962    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0826   -4.5366    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -3.4542   -0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5820   -3.7783   -1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589   -2.1703    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910   -0.8053   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7340   -0.0762   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -0.6634   -2.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944    1.2801   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124    2.1805   -1.9891 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185    3.4009    2.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592    4.9167    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    4.0001    1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6843    1.6924    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120   -3.0269    2.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -5.2509    2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1229   -5.5252   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036   -3.1931   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9924   -3.5991   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903   -4.8300   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9350    0.0775   -3.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -1.0904   -2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -1.4236   -2.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 11  2  0  0  0  0
 18 16  2  0  0  0  0
 16 15  1  0  0  0  0
  5 15  2  0  0  0  0
  7  8  2  0  0  0  0
 11 12  1  0  0  0  0
 12 14  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
 15 14  1  0  0  0  0
 14  7  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
 16 17  1  0  0  0  0
  4  3  2  0  0  0  0
 18 19  1  0  0  0  0
  2  1  1  0  0  0  0
  3 18  1  0  0  0  0
  9 10  1  0  0  0  0
  8 24  1  0  0  0  0
 11 26  1  0  0  0  0
  4 23  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
 13 29  1  0  0  0  0
 17 30  1  0  0  0  0
 17 31  1  0  0  0  0
 17 32  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
 10 25  1  0  0  0  0
M  END

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.8433    3.9064    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    3.2438    0.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    1.9331    0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0150    1.2479    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7259   -0.0918    1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -0.8665    1.9683 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -2.1095    1.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -3.1713    2.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6293   -4.3896    1.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474   -5.4962    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0826   -4.5366    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -3.4542   -0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5820   -3.7783   -1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589   -2.1703    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910   -0.8053   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7340   -0.0762   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -0.6634   -2.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944    1.2801   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124    2.1805   -1.9891 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185    3.4009    2.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592    4.9167    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    4.0001    1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6843    1.6924    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120   -3.0269    2.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -5.2509    2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1229   -5.5252   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036   -3.1931   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9924   -3.5991   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903   -4.8300   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9350    0.0775   -3.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -1.0904   -2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -1.4236   -2.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 11  2  0
 18 16  2  0
 16 15  1  0
  5 15  2  0
  7  8  2  0
 11 12  1  0
 12 14  2  0
  7  6  1  0
  6  5  1  0
 15 14  1  0
 14  7  1  0
  3  2  1  0
  5  4  1  0
 12 13  1  0
  8  9  1  0
 16 17  1  0
  4  3  2  0
 18 19  1  0
  2  1  1  0
  3 18  1  0
  9 10  1  0
  8 24  1  0
 11 26  1  0
  4 23  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 17 30  1  0
 17 31  1  0
 17 32  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 10 25  1  0
M  END


  Mrv1652306202100403D          

 32 34  0  0  0  0            999 V2000
   -1.8433    3.9064    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    3.2438    0.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    1.9331    0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0150    1.2479    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7259   -0.0918    1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -0.8665    1.9683 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -2.1095    1.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -3.1713    2.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6293   -4.3896    1.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474   -5.4962    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0826   -4.5366    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -3.4542   -0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5820   -3.7783   -1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589   -2.1703    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910   -0.8053   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7340   -0.0762   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -0.6634   -2.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944    1.2801   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124    2.1805   -1.9891 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185    3.4009    2.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592    4.9167    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    4.0001    1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6843    1.6924    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120   -3.0269    2.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -5.2509    2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1229   -5.5252   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036   -3.1931   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9924   -3.5991   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903   -4.8300   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9350    0.0775   -3.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -1.0904   -2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -1.4236   -2.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 11  2  0  0  0  0
 18 16  2  0  0  0  0
 16 15  1  0  0  0  0
  5 15  2  0  0  0  0
  7  8  2  0  0  0  0
 11 12  1  0  0  0  0
 12 14  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
 15 14  1  0  0  0  0
 14  7  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
 16 17  1  0  0  0  0
  4  3  2  0  0  0  0
 18 19  1  0  0  0  0
  2  1  1  0  0  0  0
  3 18  1  0  0  0  0
  9 10  1  0  0  0  0
  8 24  1  0  0  0  0
 11 26  1  0  0  0  0
  4 23  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
 13 29  1  0  0  0  0
 17 30  1  0  0  0  0
 17 31  1  0  0  0  0
 17 32  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
 10 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031661

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C2C(OC3=C2C(=C(Cl)C(OC([H])([H])[H])=C3[H])C([H])([H])[H])=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H13ClO3/c1-7-4-9(17)5-10-13(7)14-8(2)15(16)12(18-3)6-11(14)19-10/h4-6,17H,1-3H3

> <INCHI_KEY>
QACFBZKFGZSWFE-UHFFFAOYSA-N

> <FORMULA>
C15H13ClO3

> <MOLECULAR_WEIGHT>
276.72

> <EXACT_MASS>
276.055322

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
29.160679535536346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-chloro-11-methoxy-3,13-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2,4,6,10,12-hexaen-5-ol

> <ALOGPS_LOGP>
4.64

> <JCHEM_LOGP>
4.320897964666666

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.403922744829256

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8277267601370437

> <JCHEM_POLAR_SURFACE_AREA>
42.6

> <JCHEM_REFRACTIVITY>
74.5581

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-chloro-11-methoxy-3,13-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2,4,6,10,12-hexaen-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.8433    3.9064    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    3.2438    0.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    1.9331    0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0150    1.2479    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7259   -0.0918    1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -0.8665    1.9683 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -2.1095    1.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -3.1713    2.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6293   -4.3896    1.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474   -5.4962    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0826   -4.5366    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -3.4542   -0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5820   -3.7783   -1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589   -2.1703    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910   -0.8053   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7340   -0.0762   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -0.6634   -2.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944    1.2801   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124    2.1805   -1.9891 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185    3.4009    2.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592    4.9167    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    4.0001    1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6843    1.6924    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120   -3.0269    2.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -5.2509    2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1229   -5.5252   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036   -3.1931   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9924   -3.5991   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903   -4.8300   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9350    0.0775   -3.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -1.0904   -2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -1.4236   -2.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 11  2  0
 18 16  2  0
 16 15  1  0
  5 15  2  0
  7  8  2  0
 11 12  1  0
 12 14  2  0
  7  6  1  0
  6  5  1  0
 15 14  1  0
 14  7  1  0
  3  2  1  0
  5  4  1  0
 12 13  1  0
  8  9  1  0
 16 17  1  0
  4  3  2  0
 18 19  1  0
  2  1  1  0
  3 18  1  0
  9 10  1  0
  8 24  1  0
 11 26  1  0
  4 23  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 17 30  1  0
 17 31  1  0
 17 32  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 10 25  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.843   3.906   1.748  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.135   3.244   0.524  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.744   1.933   0.394  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.015   1.248   1.361  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.726  -0.092   1.108  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.026  -0.867   1.968  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.033  -2.110   1.437  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.691  -3.171   2.056  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.629  -4.390   1.401  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.247  -5.496   1.907  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.083  -4.537   0.218  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.772  -3.454  -0.386  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.582  -3.778  -1.611  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.659  -2.170   0.225  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.091  -0.805  -0.032  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.734  -0.076  -1.078  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.026  -0.663  -2.432  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.094   1.280  -0.805  0.00  0.00           C+0
HETATM   19 Cl   UNK     0      -3.012   2.180  -1.989  0.00  0.00          Cl+0
HETATM   20  H   UNK     0      -2.318   3.401   2.595  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.259   4.917   1.688  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.763   4.000   1.896  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.684   1.692   2.290  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.212  -3.027   2.993  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.705  -5.251   2.728  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.123  -5.525  -0.239  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.504  -3.193  -1.630  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.992  -3.599  -2.514  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.890  -4.830  -1.613  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.935   0.078  -3.232  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.032  -1.090  -2.456  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.286  -1.424  -2.684  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    3    1                                                       
CONECT    3    2    4   18                                                  
CONECT    4    5    3   23                                                  
CONECT    5   15    6    4                                                  
CONECT    6    7    5                                                       
CONECT    7    8    6   14                                                  
CONECT    8    7    9   24                                                  
CONECT    9   11    8   10                                                  
CONECT   10    9   25                                                       
CONECT   11    9   12   26                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   27   28   29                                             
CONECT   14   12   15    7                                                  
CONECT   15   16    5   14                                                  
CONECT   16   18   15   17                                                  
CONECT   17   16   30   31   32                                             
CONECT   18   16   19    3                                                  
CONECT   19   18                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    4                                                            
CONECT   24    8                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
CONECT   27   13                                                            
CONECT   28   13                                                            
CONECT   29   13                                                            
CONECT   30   17                                                            
CONECT   31   17                                                            
CONECT   32   17                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

RDKit          3D

32 34  0  0  0  0  0  0  0  0999 V2000
   -1.8433    3.9064    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    3.2438    0.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    1.9331    0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0150    1.2479    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7259   -0.0918    1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -0.8665    1.9683 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -2.1095    1.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -3.1713    2.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6293   -4.3896    1.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474   -5.4962    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0826   -4.5366    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -3.4542   -0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5820   -3.7783   -1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589   -2.1703    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910   -0.8053   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7340   -0.0762   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -0.6634   -2.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944    1.2801   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124    2.1805   -1.9891 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185    3.4009    2.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592    4.9167    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    4.0001    1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6843    1.6924    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120   -3.0269    2.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -5.2509    2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1229   -5.5252   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036   -3.1931   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9924   -3.5991   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8903   -4.8300   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9350    0.0775   -3.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -1.0904   -2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -1.4236   -2.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 11  2  0
 18 16  2  0
 16 15  1  0
  5 15  2  0
  7  8  2  0
 11 12  1  0
 12 14  2  0
  7  6  1  0
  6  5  1  0
 15 14  1  0
 14  7  1  0
  3  2  1  0
  5  4  1  0
 12 13  1  0
  8  9  1  0
 16 17  1  0
  4  3  2  0
 18 19  1  0
  2  1  1  0
  3 18  1  0
  9 10  1  0
  8 24  1  0
 11 26  1  0
  4 23  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 17 30  1  0
 17 31  1  0
 17 32  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 10 25  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₃ClO₃

Average Mass

276.7200 Da

Monoisotopic Mass

276.05532 Da

IUPAC Name

12-chloro-11-methoxy-3,13-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2,4,6,10,12-hexaen-5-ol

Traditional Name

12-chloro-11-methoxy-3,13-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2,4,6,10,12-hexaen-5-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(=C2C(OC3=C2C(=C(Cl)C(OC([H])([H])[H])=C3[H])C([H])([H])[H])=C1[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H13ClO3/c1-7-4-9(17)5-10-13(7)14-8(2)15(16)12(18-3)6-11(14)19-10/h4-6,17H,1-3H3

InChI Key

QACFBZKFGZSWFE-UHFFFAOYSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lecanora cinereocarnea	JEOL database	Tanahashi, T., et al, Phytochemistry 58, 1129 (2001)
Lecanora leprosa	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as chlorinated dibenzofurans. These are organic compounds containing a chlorine atom attached to a dibenzofuran moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Dibenzofurans

Direct Parent

Chlorinated dibenzofurans

Alternative Parents

Substituents

Chlorinated dibenzofuran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Aryl chloride
Benzenoid
Aryl halide
Heteroaromatic compound
Furan
Oxacycle
Ether
Organochloride
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organohalogen compound
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	4.64	ALOGPS
logP	4.32	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.56 m³·mol⁻¹	ChemAxon
Polarizability	29.16 Å³	ChemAxon
Number of Rings	3	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

552267

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

636497

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tanahashi, T., et al. (2001). Tanahashi, T., et al, Phytochemistry 58, 1129 (2001) . Phytochem..

Showing NP-Card for 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran (NP0031661)

MOL for NP0031661 ( 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran)

3D MOL for NP0031661 ( 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran)

3D SDF for NP0031661 ( 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran)

3D-SDF for NP0031661 ( 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran)

PDB for NP0031661 ( 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran)

3D PDB for NP0031661 ( 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran)

SMILES for NP0031661 ( 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran)

INCHI for NP0031661 ( 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran)

Structure for NP0031661 ( 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran)

3D Structure for NP0031661 ( 2-chloro-7-hydroxy-3-methoxy-1,9-dimethyldibenzofuran)