NP-MRD: Showing NP-Card for bauhinoxepin C (NP0032926)

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Record Information

Version

2.0

Created at

2021-06-19 23:36:47 UTC

Updated at

2021-06-30 00:02:24 UTC

NP-MRD ID

NP0032926

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bauhinoxepin C

Provided By

JEOL Database JEOL Logo

Description

bauhinoxepin C is found in Bauhinia purpurea. bauhinoxepin C was first documented in 2007 (Boonphong, S., et al.). Based on a literature review very few articles have been published on 6-methoxy-5-methyl-2-oxatricyclo[9.4.0.0³,⁸]Pentadeca-1(15),3,5,7,11,13-hexaene-4,12-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101363D          

 36 38  0  0  0  0            999 V2000
    1.6003   -1.6751   -3.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -0.2734   -3.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1818    0.5391   -2.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609    0.0792   -1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    0.9627   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3773    2.3357   -0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729    2.7944   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399    4.1422   -2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999    1.9181   -2.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082    2.4337   -4.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    3.3249    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    3.2950    1.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    4.3160    1.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280    4.3423    3.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6970    3.3572    4.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931    2.3501    3.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735    1.3795    4.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099    2.3125    2.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538    1.2452    2.0279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1045    0.3338    0.9876 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2977   -1.9325   -2.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546   -2.1604   -4.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5948   -2.0550   -3.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396   -0.9853   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    4.5652   -1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4622    1.8723   -4.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9238    3.4810   -4.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705    2.3482   -4.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7129    5.0828    1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    5.1299    3.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1527    3.3906    5.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504    1.5545    5.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6628    1.7117    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    0.6398    2.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290   -0.4563    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -0.1559    1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  2  0  0  0  0
 11  6  1  0  0  0  0
  6  5  2  0  0  0  0
 18 12  1  0  0  0  0
  5  4  1  0  0  0  0
 18 19  1  0  0  0  0
  4  3  2  0  0  0  0
 12 13  2  0  0  0  0
  3  9  1  0  0  0  0
 12 11  1  0  0  0  0
  9  7  2  0  0  0  0
  7  6  1  0  0  0  0
 13 14  1  0  0  0  0
 16 17  1  0  0  0  0
  5 20  1  0  0  0  0
  7  8  1  0  0  0  0
 14 15  2  0  0  0  0
  9 10  1  0  0  0  0
 19 20  1  0  0  0  0
  3  2  1  0  0  0  0
 15 16  1  0  0  0  0
  2  1  1  0  0  0  0
 19 33  1  0  0  0  0
 19 34  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
 13 29  1  0  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
  4 24  1  0  0  0  0
 17 32  1  0  0  0  0
  8 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    1.6003   -1.6751   -3.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -0.2734   -3.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1818    0.5391   -2.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609    0.0792   -1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    0.9627   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3773    2.3357   -0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729    2.7944   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399    4.1422   -2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999    1.9181   -2.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082    2.4337   -4.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    3.3249    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    3.2950    1.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    4.3160    1.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280    4.3423    3.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6970    3.3572    4.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931    2.3501    3.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735    1.3795    4.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099    2.3125    2.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538    1.2452    2.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    0.3338    0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2977   -1.9325   -2.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546   -2.1604   -4.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5948   -2.0550   -3.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396   -0.9853   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    4.5652   -1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4622    1.8723   -4.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9238    3.4810   -4.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705    2.3482   -4.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7129    5.0828    1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    5.1299    3.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1527    3.3906    5.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504    1.5545    5.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6628    1.7117    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    0.6398    2.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290   -0.4563    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -0.1559    1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  2  0
 11  6  1  0
  6  5  2  0
 18 12  1  0
  5  4  1  0
 18 19  1  0
  4  3  2  0
 12 13  2  0
  3  9  1  0
 12 11  1  0
  9  7  2  0
  7  6  1  0
 13 14  1  0
 16 17  1  0
  5 20  1  0
  7  8  1  0
 14 15  2  0
  9 10  1  0
 19 20  1  0
  3  2  1  0
 15 16  1  0
  2  1  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
  4 24  1  0
 17 32  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END


  Mrv1652306202101363D          

 36 38  0  0  0  0            999 V2000
    1.6003   -1.6751   -3.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -0.2734   -3.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1818    0.5391   -2.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609    0.0792   -1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    0.9627   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3773    2.3357   -0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729    2.7944   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399    4.1422   -2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999    1.9181   -2.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082    2.4337   -4.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    3.3249    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    3.2950    1.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    4.3160    1.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280    4.3423    3.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6970    3.3572    4.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931    2.3501    3.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735    1.3795    4.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099    2.3125    2.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538    1.2452    2.0279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1045    0.3338    0.9876 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2977   -1.9325   -2.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546   -2.1604   -4.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5948   -2.0550   -3.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396   -0.9853   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    4.5652   -1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4622    1.8723   -4.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9238    3.4810   -4.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705    2.3482   -4.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7129    5.0828    1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    5.1299    3.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1527    3.3906    5.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504    1.5545    5.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6628    1.7117    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    0.6398    2.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290   -0.4563    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -0.1559    1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  2  0  0  0  0
 11  6  1  0  0  0  0
  6  5  2  0  0  0  0
 18 12  1  0  0  0  0
  5  4  1  0  0  0  0
 18 19  1  0  0  0  0
  4  3  2  0  0  0  0
 12 13  2  0  0  0  0
  3  9  1  0  0  0  0
 12 11  1  0  0  0  0
  9  7  2  0  0  0  0
  7  6  1  0  0  0  0
 13 14  1  0  0  0  0
 16 17  1  0  0  0  0
  5 20  1  0  0  0  0
  7  8  1  0  0  0  0
 14 15  2  0  0  0  0
  9 10  1  0  0  0  0
 19 20  1  0  0  0  0
  3  2  1  0  0  0  0
 15 16  1  0  0  0  0
  2  1  1  0  0  0  0
 19 33  1  0  0  0  0
 19 34  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
 13 29  1  0  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
  4 24  1  0  0  0  0
 17 32  1  0  0  0  0
  8 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032926

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(OC3=C(C([H])=C(OC([H])([H])[H])C(=C3O[H])C([H])([H])[H])C([H])([H])C2([H])[H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O4/c1-9-14(19-2)8-10-6-7-11-12(17)4-3-5-13(11)20-16(10)15(9)18/h3-5,8,17-18H,6-7H2,1-2H3

> <INCHI_KEY>
ZUEQCKLQPIWVQY-UHFFFAOYSA-N

> <FORMULA>
C16H16O4

> <MOLECULAR_WEIGHT>
272.3

> <EXACT_MASS>
272.104858995

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.145595343310752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-methoxy-5-methyl-2-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-4,12-diol

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
3.785269355333333

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.562693191349316

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.812868432486795

> <JCHEM_PKA_STRONGEST_BASIC>
-3.690184388721747

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
76.04520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methoxy-5-methyl-2-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-4,12-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    1.6003   -1.6751   -3.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -0.2734   -3.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1818    0.5391   -2.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609    0.0792   -1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    0.9627   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3773    2.3357   -0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729    2.7944   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399    4.1422   -2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999    1.9181   -2.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082    2.4337   -4.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    3.3249    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    3.2950    1.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    4.3160    1.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280    4.3423    3.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6970    3.3572    4.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931    2.3501    3.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735    1.3795    4.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099    2.3125    2.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538    1.2452    2.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    0.3338    0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2977   -1.9325   -2.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546   -2.1604   -4.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5948   -2.0550   -3.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396   -0.9853   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    4.5652   -1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4622    1.8723   -4.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9238    3.4810   -4.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705    2.3482   -4.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7129    5.0828    1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    5.1299    3.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1527    3.3906    5.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504    1.5545    5.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6628    1.7117    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    0.6398    2.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290   -0.4563    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -0.1559    1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  2  0
 11  6  1  0
  6  5  2  0
 18 12  1  0
  5  4  1  0
 18 19  1  0
  4  3  2  0
 12 13  2  0
  3  9  1  0
 12 11  1  0
  9  7  2  0
  7  6  1  0
 13 14  1  0
 16 17  1  0
  5 20  1  0
  7  8  1  0
 14 15  2  0
  9 10  1  0
 19 20  1  0
  3  2  1  0
 15 16  1  0
  2  1  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
  4 24  1  0
 17 32  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
  1 21  1  0
  1 22  1  0
  1 23  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       1.600  -1.675  -3.389  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.580  -0.273  -3.622  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.182   0.539  -2.591  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.761   0.079  -1.335  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.342   0.963  -0.317  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.377   2.336  -0.586  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.773   2.794  -1.855  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.740   4.142  -2.120  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.200   1.918  -2.858  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.608   2.434  -4.211  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.017   3.325   0.292  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.570   3.295   1.535  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.459   4.316   1.869  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.028   4.342   3.142  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.697   3.357   4.074  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.793   2.350   3.730  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.474   1.379   4.636  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.210   2.313   2.462  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.754   1.245   2.028  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.105   0.334   0.988  0.00  0.00           C+0
HETATM   21  H   UNK     0       2.298  -1.933  -2.585  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.955  -2.160  -4.304  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.595  -2.055  -3.180  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.740  -0.985  -1.117  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.359   4.565  -1.329  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.462   1.872  -4.605  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.924   3.481  -4.173  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.771   2.348  -4.910  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.713   5.083   1.143  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.729   5.130   3.406  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.153   3.391   5.059  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.950   1.555   5.464  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.663   1.712   1.627  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.081   0.640   2.881  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.829  -0.456   0.749  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.770  -0.156   1.437  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3    1                                                       
CONECT    3    4    9    2                                                  
CONECT    4    5    3   24                                                  
CONECT    5    6    4   20                                                  
CONECT    6   11    5    7                                                  
CONECT    7    9    6    8                                                  
CONECT    8    7   25                                                       
CONECT    9    3    7   10                                                  
CONECT   10    9   26   27   28                                             
CONECT   11    6   12                                                       
CONECT   12   18   13   11                                                  
CONECT   13   12   14   29                                                  
CONECT   14   13   15   30                                                  
CONECT   15   14   16   31                                                  
CONECT   16   18   17   15                                                  
CONECT   17   16   32                                                       
CONECT   18   16   12   19                                                  
CONECT   19   18   20   33   34                                             
CONECT   20    5   19   35   36                                             
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    4                                                            
CONECT   25    8                                                            
CONECT   26   10                                                            
CONECT   27   10                                                            
CONECT   28   10                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   17                                                            
CONECT   33   19                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   20                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

RDKit          3D

36 38  0  0  0  0  0  0  0  0999 V2000
    1.6003   -1.6751   -3.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -0.2734   -3.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1818    0.5391   -2.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609    0.0792   -1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    0.9627   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3773    2.3357   -0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729    2.7944   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399    4.1422   -2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999    1.9181   -2.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6082    2.4337   -4.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    3.3249    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    3.2950    1.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    4.3160    1.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280    4.3423    3.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6970    3.3572    4.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931    2.3501    3.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735    1.3795    4.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2099    2.3125    2.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538    1.2452    2.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    0.3338    0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2977   -1.9325   -2.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546   -2.1604   -4.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5948   -2.0550   -3.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396   -0.9853   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590    4.5652   -1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4622    1.8723   -4.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9238    3.4810   -4.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705    2.3482   -4.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7129    5.0828    1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    5.1299    3.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1527    3.3906    5.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504    1.5545    5.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6628    1.7117    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812    0.6398    2.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290   -0.4563    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -0.1559    1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  2  0
 11  6  1  0
  6  5  2  0
 18 12  1  0
  5  4  1  0
 18 19  1  0
  4  3  2  0
 12 13  2  0
  3  9  1  0
 12 11  1  0
  9  7  2  0
  7  6  1  0
 13 14  1  0
 16 17  1  0
  5 20  1  0
  7  8  1  0
 14 15  2  0
  9 10  1  0
 19 20  1  0
  3  2  1  0
 15 16  1  0
  2  1  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
  4 24  1  0
 17 32  1  0
  8 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₄

Average Mass

272.3000 Da

Monoisotopic Mass

272.10486 Da

IUPAC Name

6-methoxy-5-methyl-2-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-4,12-diol

Traditional Name

6-methoxy-5-methyl-2-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-4,12-diol

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C(OC3=C(C([H])=C(OC([H])([H])[H])C(=C3O[H])C([H])([H])[H])C([H])([H])C2([H])[H])=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C16H16O4/c1-9-14(19-2)8-10-6-7-11-12(17)4-3-5-13(11)20-16(10)15(9)18/h3-5,8,17-18H,6-7H2,1-2H3

InChI Key

ZUEQCKLQPIWVQY-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, 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
Bauhinia purpurea	JEOL database	Boonphong, S., et al, J. Nat. Prod. 70, 795 (2007)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as dibenzoxepines. These are compounds containing a dibenzoxepine moiety, which consists of two benzene connected by an oxazepine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Dibenzoxepines

Direct Parent

Dibenzoxepines

Alternative Parents

Substituents

Dibenzoxepine
Diaryl ether
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen 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	3.07	ALOGPS
logP	3.79	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.81	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	76.05 m³·mol⁻¹	ChemAxon
Polarizability	29.15 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

17612798

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16679963

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Boonphong, S., et al. (2007). Boonphong, S., et al, J. Nat. Prod. 70, 795 (2007). J. Nat. Prod..

Showing NP-Card for bauhinoxepin C (NP0032926)

MOL for NP0032926 (bauhinoxepin C)

3D MOL for NP0032926 (bauhinoxepin C)

3D SDF for NP0032926 (bauhinoxepin C)

3D-SDF for NP0032926 (bauhinoxepin C)

PDB for NP0032926 (bauhinoxepin C)

3D PDB for NP0032926 (bauhinoxepin C)

SMILES for NP0032926 (bauhinoxepin C)

INCHI for NP0032926 (bauhinoxepin C)

Structure for NP0032926 (bauhinoxepin C)

3D Structure for NP0032926 (bauhinoxepin C)