NP-MRD: Showing NP-Card for calanhydroquinone A (NP0034192)

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Record Information

Version

2.0

Created at

2021-06-20 17:59:30 UTC

Updated at

2021-06-30 00:04:25 UTC

NP-MRD ID

NP0034192

Secondary Accession Numbers

None

Natural Product Identification

Common Name

calanhydroquinone A

Provided By

JEOL Database JEOL Logo

Description

5,7-Dimethoxy-9,10-dihydrophenanthrene-1,4,6-triol belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. calanhydroquinone A is found in Calanthe arisanensis. calanhydroquinone A was first documented in 2009 (Lee, C. -L., et al.). Based on a literature review very few articles have been published on 5,7-dimethoxy-9,10-dihydrophenanthrene-1,4,6-triol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119593D          

 37 39  0  0  0  0            999 V2000
   -2.2906   -3.5248    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1331   -2.3941    1.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5189   -1.1691    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683   -0.9196    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6696    0.3974    1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    1.5006    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.2256    1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7687    2.2460    1.7962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3919    2.6377    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -0.0875    1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077   -0.3223    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    2.8538    1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    3.9053    2.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3693    3.8201    3.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    5.1450    2.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627    5.3810    1.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650    4.3536    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902    4.5570    0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440    3.0948    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.9649    0.0729 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7925    0.6443    0.8229 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8097   -3.4926    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200   -4.4193    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5495   -3.6084    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4755   -1.7225    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0041    3.5207    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6476    2.9123   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0512    1.8524    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067   -1.2921    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173    3.0544    3.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0502    5.9270    3.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    6.3537    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890    5.4722    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295    2.1270   -0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    1.9234   -0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2057   -0.1641    0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438    0.6579    1.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 10  2  0  0  0  0
  6  5  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
 12 13  2  0  0  0  0
 19 17  2  0  0  0  0
 17 16  1  0  0  0  0
 16 15  2  0  0  0  0
 15 13  1  0  0  0  0
 10  3  1  0  0  0  0
  3  2  1  0  0  0  0
  6 12  1  0  0  0  0
  2  1  1  0  0  0  0
  5 21  1  0  0  0  0
 10 11  1  0  0  0  0
 21 20  1  0  0  0  0
 17 18  1  0  0  0  0
 20 19  1  0  0  0  0
 13 14  1  0  0  0  0
 12 19  1  0  0  0  0
  7  8  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  4 25  1  0  0  0  0
 21 36  1  0  0  0  0
 21 37  1  0  0  0  0
 20 34  1  0  0  0  0
 20 35  1  0  0  0  0
 16 32  1  0  0  0  0
 15 31  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 11 29  1  0  0  0  0
 18 33  1  0  0  0  0
 14 30  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -2.2906   -3.5248    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1331   -2.3941    1.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5189   -1.1691    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683   -0.9196    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6696    0.3974    1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    1.5006    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.2256    1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7687    2.2460    1.7962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3919    2.6377    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -0.0875    1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077   -0.3223    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    2.8538    1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    3.9053    2.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3693    3.8201    3.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    5.1450    2.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627    5.3810    1.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650    4.3536    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902    4.5570    0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440    3.0948    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.9649    0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    0.6443    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8097   -3.4926    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200   -4.4193    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5495   -3.6084    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4755   -1.7225    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0041    3.5207    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6476    2.9123   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0512    1.8524    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067   -1.2921    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173    3.0544    3.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0502    5.9270    3.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    6.3537    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890    5.4722    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295    2.1270   -0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    1.9234   -0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2057   -0.1641    0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438    0.6579    1.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 10  2  0
  6  5  2  0
  3  4  2  0
  4  5  1  0
 12 13  2  0
 19 17  2  0
 17 16  1  0
 16 15  2  0
 15 13  1  0
 10  3  1  0
  3  2  1  0
  6 12  1  0
  2  1  1  0
  5 21  1  0
 10 11  1  0
 21 20  1  0
 17 18  1  0
 20 19  1  0
 13 14  1  0
 12 19  1  0
  7  8  1  0
  6  7  1  0
  8  9  1  0
  4 25  1  0
 21 36  1  0
 21 37  1  0
 20 34  1  0
 20 35  1  0
 16 32  1  0
 15 31  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 11 29  1  0
 18 33  1  0
 14 30  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
M  END


  Mrv1652306202119593D          

 37 39  0  0  0  0            999 V2000
   -2.2906   -3.5248    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1331   -2.3941    1.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5189   -1.1691    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683   -0.9196    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6696    0.3974    1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    1.5006    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.2256    1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7687    2.2460    1.7962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3919    2.6377    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -0.0875    1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077   -0.3223    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    2.8538    1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    3.9053    2.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3693    3.8201    3.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    5.1450    2.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627    5.3810    1.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650    4.3536    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902    4.5570    0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440    3.0948    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.9649    0.0729 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7925    0.6443    0.8229 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8097   -3.4926    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200   -4.4193    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5495   -3.6084    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4755   -1.7225    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0041    3.5207    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6476    2.9123   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0512    1.8524    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067   -1.2921    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173    3.0544    3.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0502    5.9270    3.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    6.3537    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890    5.4722    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295    2.1270   -0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    1.9234   -0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2057   -0.1641    0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438    0.6579    1.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 10  2  0  0  0  0
  6  5  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
 12 13  2  0  0  0  0
 19 17  2  0  0  0  0
 17 16  1  0  0  0  0
 16 15  2  0  0  0  0
 15 13  1  0  0  0  0
 10  3  1  0  0  0  0
  3  2  1  0  0  0  0
  6 12  1  0  0  0  0
  2  1  1  0  0  0  0
  5 21  1  0  0  0  0
 10 11  1  0  0  0  0
 21 20  1  0  0  0  0
 17 18  1  0  0  0  0
 20 19  1  0  0  0  0
 13 14  1  0  0  0  0
 12 19  1  0  0  0  0
  7  8  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  4 25  1  0  0  0  0
 21 36  1  0  0  0  0
 21 37  1  0  0  0  0
 20 34  1  0  0  0  0
 20 35  1  0  0  0  0
 16 32  1  0  0  0  0
 15 31  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 11 29  1  0  0  0  0
 18 33  1  0  0  0  0
 14 30  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034192

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C3=C(C([H])=C(OC([H])([H])[H])C(O[H])=C3OC([H])([H])[H])C([H])([H])C([H])([H])C2=C(O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O5/c1-20-12-7-8-3-4-9-10(17)5-6-11(18)14(9)13(8)16(21-2)15(12)19/h5-7,17-19H,3-4H2,1-2H3

> <INCHI_KEY>
HUXUPTMINAVZIB-UHFFFAOYSA-N

> <FORMULA>
C16H16O5

> <MOLECULAR_WEIGHT>
288.299

> <EXACT_MASS>
288.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.109338751551867

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dimethoxy-9,10-dihydrophenanthrene-1,4,6-triol

> <ALOGPS_LOGP>
2.12

> <JCHEM_LOGP>
2.9575495576666664

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.839857976654832

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.205681756918045

> <JCHEM_PKA_STRONGEST_BASIC>
-4.614964930182918

> <JCHEM_POLAR_SURFACE_AREA>
79.15

> <JCHEM_REFRACTIVITY>
78.3435

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.71e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dimethoxy-9,10-dihydrophenanthrene-1,4,6-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -2.2906   -3.5248    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1331   -2.3941    1.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5189   -1.1691    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683   -0.9196    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6696    0.3974    1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    1.5006    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.2256    1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7687    2.2460    1.7962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3919    2.6377    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -0.0875    1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077   -0.3223    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    2.8538    1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    3.9053    2.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3693    3.8201    3.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    5.1450    2.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627    5.3810    1.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650    4.3536    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902    4.5570    0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440    3.0948    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.9649    0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    0.6443    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8097   -3.4926    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200   -4.4193    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5495   -3.6084    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4755   -1.7225    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0041    3.5207    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6476    2.9123   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0512    1.8524    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067   -1.2921    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173    3.0544    3.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0502    5.9270    3.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    6.3537    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890    5.4722    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295    2.1270   -0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    1.9234   -0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2057   -0.1641    0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438    0.6579    1.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 10  2  0
  6  5  2  0
  3  4  2  0
  4  5  1  0
 12 13  2  0
 19 17  2  0
 17 16  1  0
 16 15  2  0
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 10  3  1  0
  3  2  1  0
  6 12  1  0
  2  1  1  0
  5 21  1  0
 10 11  1  0
 21 20  1  0
 17 18  1  0
 20 19  1  0
 13 14  1  0
 12 19  1  0
  7  8  1  0
  6  7  1  0
  8  9  1  0
  4 25  1  0
 21 36  1  0
 21 37  1  0
 20 34  1  0
 20 35  1  0
 16 32  1  0
 15 31  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 11 29  1  0
 18 33  1  0
 14 30  1  0
  9 26  1  0
  9 27  1  0
  9 28  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      -2.291  -3.525   1.016  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.133  -2.394   1.209  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.519  -1.169   1.247  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.168  -0.920   1.041  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.670   0.397   1.114  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.499   1.501   1.451  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.875   1.226   1.566  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.769   2.246   1.796  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.392   2.638   0.570  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.365  -0.088   1.496  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.708  -0.322   1.674  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.864   2.854   1.588  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.313   3.905   2.415  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.369   3.820   3.282  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.665   5.145   2.458  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.463   5.381   1.683  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.965   4.354   0.898  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.090   4.557   0.150  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.344   3.095   0.870  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.959   1.965   0.073  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.793   0.644   0.823  0.00  0.00           C+0
HETATM   22  H   UNK     0      -1.810  -3.493   0.033  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.920  -4.419   1.049  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.550  -3.608   1.817  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.476  -1.722   0.810  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.004   3.521   0.776  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.648   2.912  -0.186  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.051   1.852   0.187  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.807  -1.292   1.616  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.917   3.054   3.028  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.050   5.927   3.108  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.941   6.354   1.725  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.389   5.472   0.278  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.030   2.127  -0.092  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.473   1.923  -0.910  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.206  -0.164   0.208  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.344   0.658   1.772  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1                                                       
CONECT    3    4   10    2                                                  
CONECT    4    3    5   25                                                  
CONECT    5    6    4   21                                                  
CONECT    6    5   12    7                                                  
CONECT    7   10    8    6                                                  
CONECT    8    7    9                                                       
CONECT    9    8   26   27   28                                             
CONECT   10    7    3   11                                                  
CONECT   11   10   29                                                       
CONECT   12   13    6   19                                                  
CONECT   13   12   15   14                                                  
CONECT   14   13   30                                                       
CONECT   15   16   13   31                                                  
CONECT   16   17   15   32                                                  
CONECT   17   19   16   18                                                  
CONECT   18   17   33                                                       
CONECT   19   17   20   12                                                  
CONECT   20   21   19   34   35                                             
CONECT   21    5   20   36   37                                             
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    4                                                            
CONECT   26    9                                                            
CONECT   27    9                                                            
CONECT   28    9                                                            
CONECT   29   11                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   18                                                            
CONECT   34   20                                                            
CONECT   35   20                                                            
CONECT   36   21                                                            
CONECT   37   21                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
   -2.2906   -3.5248    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1331   -2.3941    1.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5189   -1.1691    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683   -0.9196    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6696    0.3974    1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    1.5006    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8754    1.2256    1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7687    2.2460    1.7962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3919    2.6377    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -0.0875    1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077   -0.3223    1.6743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    2.8538    1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    3.9053    2.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3693    3.8201    3.2823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    5.1450    2.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627    5.3810    1.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650    4.3536    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902    4.5570    0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3440    3.0948    0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.9649    0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    0.6443    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8097   -3.4926    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200   -4.4193    1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5495   -3.6084    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4755   -1.7225    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0041    3.5207    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6476    2.9123   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0512    1.8524    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067   -1.2921    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173    3.0544    3.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0502    5.9270    3.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9410    6.3537    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890    5.4722    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295    2.1270   -0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    1.9234   -0.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2057   -0.1641    0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438    0.6579    1.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 10  2  0
  6  5  2  0
  3  4  2  0
  4  5  1  0
 12 13  2  0
 19 17  2  0
 17 16  1  0
 16 15  2  0
 15 13  1  0
 10  3  1  0
  3  2  1  0
  6 12  1  0
  2  1  1  0
  5 21  1  0
 10 11  1  0
 21 20  1  0
 17 18  1  0
 20 19  1  0
 13 14  1  0
 12 19  1  0
  7  8  1  0
  6  7  1  0
  8  9  1  0
  4 25  1  0
 21 36  1  0
 21 37  1  0
 20 34  1  0
 20 35  1  0
 16 32  1  0
 15 31  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 11 29  1  0
 18 33  1  0
 14 30  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₅

Average Mass

288.2990 Da

Monoisotopic Mass

288.09977 Da

IUPAC Name

5,7-dimethoxy-9,10-dihydrophenanthrene-1,4,6-triol

Traditional Name

5,7-dimethoxy-9,10-dihydrophenanthrene-1,4,6-triol

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C3=C(C([H])=C(OC([H])([H])[H])C(O[H])=C3OC([H])([H])[H])C([H])([H])C([H])([H])C2=C(O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C16H16O5/c1-20-12-7-8-3-4-9-10(17)5-6-11(18)14(9)13(8)16(21-2)15(12)19/h5-7,17-19H,3-4H2,1-2H3

InChI Key

HUXUPTMINAVZIB-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, 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
Calanthe arisanensis	JEOL database	Lee, C. -L., et al, J. Nat. Prod. 72, 210 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Hydrophenanthrenes

Direct Parent

Hydrophenanthrenes

Alternative Parents

Substituents

Hydrophenanthrene
1-naphthol
2-naphthol
Naphthalene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Polyol
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.12	ALOGPS
logP	2.96	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.34 m³·mol⁻¹	ChemAxon
Polarizability	30.11 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

24614914

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25243532

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lee, C. -L., et al. (2009). Lee, C. -L., et al, J. Nat. Prod. 72, 210 (2009). J. Nat. Prod..

Showing NP-Card for calanhydroquinone A (NP0034192)

MOL for NP0034192 (calanhydroquinone A)

3D MOL for NP0034192 (calanhydroquinone A)

3D SDF for NP0034192 (calanhydroquinone A)

3D-SDF for NP0034192 (calanhydroquinone A)

PDB for NP0034192 (calanhydroquinone A)

3D PDB for NP0034192 (calanhydroquinone A)

SMILES for NP0034192 (calanhydroquinone A)

INCHI for NP0034192 (calanhydroquinone A)

Structure for NP0034192 (calanhydroquinone A)

3D Structure for NP0034192 (calanhydroquinone A)