NP-MRD: Showing NP-Card for protosappanin A dimethyl acetal (NP0028465)

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Record Information

Version

2.0

Created at

2021-06-19 20:21:03 UTC

Updated at

2021-06-29 23:55:16 UTC

NP-MRD ID

NP0028465

Secondary Accession Numbers

None

Natural Product Identification

Common Name

protosappanin A dimethyl acetal

Provided By

JEOL Database JEOL Logo

Description

protosappanin A dimethyl acetal is found in Caesalpinia sappan. protosappanin A dimethyl acetal was first documented in 2005 (Nguyen, M. T. T., et al.). Based on a literature review very few articles have been published on 10,10-dimethoxy-8-oxatricyclo[10.4.0.0²,⁷]Hexadeca-1(16),2(7),3,5,12,14-hexaene-5,14,15-triol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122213D          

 41 43  0  0  0  0            999 V2000
    2.5350    1.0523    2.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555    1.1538    1.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1419    2.1246    0.6138 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2602    3.4635    1.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    3.7981    2.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772    2.0479   -0.4509 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3313    0.7999   -1.1513 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7995    0.9426   -2.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    1.4795   -3.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0722    1.6245   -4.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.1647   -5.6598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    1.2300   -4.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145    0.6692   -3.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886    0.5062   -2.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -0.1348   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868   -1.4520   -1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5282   -2.1139   -0.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547   -3.3888   -1.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8273   -1.4977    0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5453   -2.2088    1.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -0.1999    0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6557    0.5023   -0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2455    1.9332   -0.0724 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9256    2.0337    2.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336    0.4488    3.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344    0.5374    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    4.7007    2.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6364    4.0348    1.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    3.0092    2.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2540    2.1782    0.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945    2.9100   -1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206    1.7803   -3.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919    2.1647   -6.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483    1.3394   -5.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0294    0.3513   -4.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5443   -1.9759   -2.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4273   -3.6438   -0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -1.6731    2.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267    0.2826    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0353    2.3308    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    2.5664   -0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 23  1  0  0  0  0
 23 22  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 22 15  2  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
 10 12  2  0  0  0  0
 16 17  2  0  0  0  0
  8  9  2  0  0  0  0
 17 19  1  0  0  0  0
  9 10  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
  3  2  1  0  0  0  0
 15 14  1  0  0  0  0
  3  4  1  0  0  0  0
 14  8  1  0  0  0  0
 17 18  1  0  0  0  0
  8  7  1  0  0  0  0
 19 20  1  0  0  0  0
  7  6  1  0  0  0  0
  2  1  1  0  0  0  0
  6  3  1  0  0  0  0
  4  5  1  0  0  0  0
 12 34  1  0  0  0  0
 13 35  1  0  0  0  0
  9 32  1  0  0  0  0
 11 33  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
 23 40  1  0  0  0  0
 23 41  1  0  0  0  0
 16 36  1  0  0  0  0
 21 39  1  0  0  0  0
 18 37  1  0  0  0  0
 20 38  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    2.5350    1.0523    2.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555    1.1538    1.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1419    2.1246    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2602    3.4635    1.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    3.7981    2.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772    2.0479   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3313    0.7999   -1.1513 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7995    0.9426   -2.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    1.4795   -3.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0722    1.6245   -4.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.1647   -5.6598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    1.2300   -4.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145    0.6692   -3.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886    0.5062   -2.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -0.1348   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868   -1.4520   -1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5282   -2.1139   -0.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547   -3.3888   -1.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8273   -1.4977    0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5453   -2.2088    1.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -0.1999    0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6557    0.5023   -0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2455    1.9332   -0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9256    2.0337    2.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336    0.4488    3.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344    0.5374    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    4.7007    2.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6364    4.0348    1.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    3.0092    2.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2540    2.1782    0.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945    2.9100   -1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206    1.7803   -3.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919    2.1647   -6.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483    1.3394   -5.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0294    0.3513   -4.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5443   -1.9759   -2.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4273   -3.6438   -0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -1.6731    2.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267    0.2826    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0353    2.3308    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    2.5664   -0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 23  1  0
 23 22  1  0
 10 11  1  0
 12 13  1  0
 22 15  2  0
 13 14  2  0
 15 16  1  0
 10 12  2  0
 16 17  2  0
  8  9  2  0
 17 19  1  0
  9 10  1  0
 19 21  2  0
 21 22  1  0
  3  2  1  0
 15 14  1  0
  3  4  1  0
 14  8  1  0
 17 18  1  0
  8  7  1  0
 19 20  1  0
  7  6  1  0
  2  1  1  0
  6  3  1  0
  4  5  1  0
 12 34  1  0
 13 35  1  0
  9 32  1  0
 11 33  1  0
  6 30  1  0
  6 31  1  0
 23 40  1  0
 23 41  1  0
 16 36  1  0
 21 39  1  0
 18 37  1  0
 20 38  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
M  END


  Mrv1652306192122213D          

 41 43  0  0  0  0            999 V2000
    2.5350    1.0523    2.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555    1.1538    1.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1419    2.1246    0.6138 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2602    3.4635    1.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    3.7981    2.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772    2.0479   -0.4509 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3313    0.7999   -1.1513 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7995    0.9426   -2.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    1.4795   -3.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0722    1.6245   -4.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.1647   -5.6598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    1.2300   -4.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145    0.6692   -3.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886    0.5062   -2.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -0.1348   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868   -1.4520   -1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5282   -2.1139   -0.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547   -3.3888   -1.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8273   -1.4977    0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5453   -2.2088    1.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -0.1999    0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6557    0.5023   -0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2455    1.9332   -0.0724 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9256    2.0337    2.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336    0.4488    3.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344    0.5374    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    4.7007    2.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6364    4.0348    1.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    3.0092    2.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2540    2.1782    0.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945    2.9100   -1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206    1.7803   -3.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919    2.1647   -6.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483    1.3394   -5.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0294    0.3513   -4.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5443   -1.9759   -2.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4273   -3.6438   -0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -1.6731    2.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267    0.2826    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0353    2.3308    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    2.5664   -0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 23  1  0  0  0  0
 23 22  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 22 15  2  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
 10 12  2  0  0  0  0
 16 17  2  0  0  0  0
  8  9  2  0  0  0  0
 17 19  1  0  0  0  0
  9 10  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
  3  2  1  0  0  0  0
 15 14  1  0  0  0  0
  3  4  1  0  0  0  0
 14  8  1  0  0  0  0
 17 18  1  0  0  0  0
  8  7  1  0  0  0  0
 19 20  1  0  0  0  0
  7  6  1  0  0  0  0
  2  1  1  0  0  0  0
  6  3  1  0  0  0  0
  4  5  1  0  0  0  0
 12 34  1  0  0  0  0
 13 35  1  0  0  0  0
  9 32  1  0  0  0  0
 11 33  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
 23 40  1  0  0  0  0
 23 41  1  0  0  0  0
 16 36  1  0  0  0  0
 21 39  1  0  0  0  0
 18 37  1  0  0  0  0
 20 38  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028465

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O6/c1-21-17(22-2)8-10-5-14(19)15(20)7-13(10)12-4-3-11(18)6-16(12)23-9-17/h3-7,18-20H,8-9H2,1-2H3

> <INCHI_KEY>
SVSDBMDJWUPWHK-UHFFFAOYSA-N

> <FORMULA>
C17H18O6

> <MOLECULAR_WEIGHT>
318.325

> <EXACT_MASS>
318.1103383

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
32.60421347497007

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10,10-dimethoxy-8-oxatricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2,4,6,13,15-hexaene-5,14,15-triol

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
2.829525011333333

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.731307717391749

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.998046399359417

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9737877990769115

> <JCHEM_POLAR_SURFACE_AREA>
88.38000000000001

> <JCHEM_REFRACTIVITY>
83.95230000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10,10-dimethoxy-8-oxatricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2,4,6,13,15-hexaene-5,14,15-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    2.5350    1.0523    2.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555    1.1538    1.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1419    2.1246    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2602    3.4635    1.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    3.7981    2.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772    2.0479   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3313    0.7999   -1.1513 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7995    0.9426   -2.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    1.4795   -3.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0722    1.6245   -4.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.1647   -5.6598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    1.2300   -4.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145    0.6692   -3.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886    0.5062   -2.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -0.1348   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868   -1.4520   -1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5282   -2.1139   -0.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547   -3.3888   -1.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8273   -1.4977    0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5453   -2.2088    1.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -0.1999    0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6557    0.5023   -0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2455    1.9332   -0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9256    2.0337    2.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336    0.4488    3.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344    0.5374    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    4.7007    2.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6364    4.0348    1.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    3.0092    2.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2540    2.1782    0.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945    2.9100   -1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206    1.7803   -3.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919    2.1647   -6.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483    1.3394   -5.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0294    0.3513   -4.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5443   -1.9759   -2.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4273   -3.6438   -0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -1.6731    2.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267    0.2826    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0353    2.3308    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    2.5664   -0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 23  1  0
 23 22  1  0
 10 11  1  0
 12 13  1  0
 22 15  2  0
 13 14  2  0
 15 16  1  0
 10 12  2  0
 16 17  2  0
  8  9  2  0
 17 19  1  0
  9 10  1  0
 19 21  2  0
 21 22  1  0
  3  2  1  0
 15 14  1  0
  3  4  1  0
 14  8  1  0
 17 18  1  0
  8  7  1  0
 19 20  1  0
  7  6  1  0
  2  1  1  0
  6  3  1  0
  4  5  1  0
 12 34  1  0
 13 35  1  0
  9 32  1  0
 11 33  1  0
  6 30  1  0
  6 31  1  0
 23 40  1  0
 23 41  1  0
 16 36  1  0
 21 39  1  0
 18 37  1  0
 20 38  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       2.535   1.052   2.272  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.256   1.154   1.669  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.142   2.125   0.614  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.260   3.463   1.157  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.347   3.798   2.191  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.277   2.048  -0.451  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.331   0.800  -1.151  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.800   0.943  -2.409  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.598   1.480  -3.422  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.072   1.625  -4.698  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.874   2.165  -5.660  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.769   1.230  -4.979  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.015   0.669  -3.965  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.489   0.506  -2.661  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.330  -0.135  -1.617  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.787  -1.452  -1.835  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.528  -2.114  -0.868  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.955  -3.389  -1.108  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.827  -1.498   0.338  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.545  -2.209   1.258  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.399  -0.200   0.581  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.656   0.502  -0.394  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.246   1.933  -0.072  0.00  0.00           C+0
HETATM   24  H   UNK     0       2.926   2.034   2.556  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.434   0.449   3.179  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.234   0.537   1.608  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.718   4.701   2.685  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.636   4.035   1.777  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.265   3.009   2.944  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.254   2.178   0.030  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.195   2.910  -1.131  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.621   1.780  -3.216  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.392   2.165  -6.503  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.348   1.339  -5.974  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.029   0.351  -4.198  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.544  -1.976  -2.756  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.427  -3.644  -0.290  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.603  -1.673   2.068  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.627   0.283   1.528  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.035   2.331   0.576  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.319   2.566  -0.966  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3   23    2    4    6                                             
CONECT    4    3    5                                                       
CONECT    5    4   27   28   29                                             
CONECT    6    7    3   30   31                                             
CONECT    7    8    6                                                       
CONECT    8    9   14    7                                                  
CONECT    9    8   10   32                                                  
CONECT   10   11   12    9                                                  
CONECT   11   10   33                                                       
CONECT   12   13   10   34                                                  
CONECT   13   12   14   35                                                  
CONECT   14   13   15    8                                                  
CONECT   15   22   16   14                                                  
CONECT   16   15   17   36                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17   37                                                       
CONECT   19   17   21   20                                                  
CONECT   20   19   38                                                       
CONECT   21   19   22   39                                                  
CONECT   22   23   15   21                                                  
CONECT   23    3   22   40   41                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31    6                                                            
CONECT   32    9                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   16                                                            
CONECT   37   18                                                            
CONECT   38   20                                                            
CONECT   39   21                                                            
CONECT   40   23                                                            
CONECT   41   23                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

RDKit          3D

41 43  0  0  0  0  0  0  0  0999 V2000
    2.5350    1.0523    2.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555    1.1538    1.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1419    2.1246    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2602    3.4635    1.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    3.7981    2.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772    2.0479   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3313    0.7999   -1.1513 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7995    0.9426   -2.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    1.4795   -3.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0722    1.6245   -4.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.1647   -5.6598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    1.2300   -4.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145    0.6692   -3.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886    0.5062   -2.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -0.1348   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868   -1.4520   -1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5282   -2.1139   -0.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547   -3.3888   -1.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8273   -1.4977    0.3375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5453   -2.2088    1.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -0.1999    0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6557    0.5023   -0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2455    1.9332   -0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9256    2.0337    2.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336    0.4488    3.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344    0.5374    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    4.7007    2.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6364    4.0348    1.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    3.0092    2.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2540    2.1782    0.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945    2.9100   -1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206    1.7803   -3.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919    2.1647   -6.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483    1.3394   -5.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0294    0.3513   -4.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5443   -1.9759   -2.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4273   -3.6438   -0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -1.6731    2.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267    0.2826    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0353    2.3308    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    2.5664   -0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 23  1  0
 23 22  1  0
 10 11  1  0
 12 13  1  0
 22 15  2  0
 13 14  2  0
 15 16  1  0
 10 12  2  0
 16 17  2  0
  8  9  2  0
 17 19  1  0
  9 10  1  0
 19 21  2  0
 21 22  1  0
  3  2  1  0
 15 14  1  0
  3  4  1  0
 14  8  1  0
 17 18  1  0
  8  7  1  0
 19 20  1  0
  7  6  1  0
  2  1  1  0
  6  3  1  0
  4  5  1  0
 12 34  1  0
 13 35  1  0
  9 32  1  0
 11 33  1  0
  6 30  1  0
  6 31  1  0
 23 40  1  0
 23 41  1  0
 16 36  1  0
 21 39  1  0
 18 37  1  0
 20 38  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₈O₆

Average Mass

318.3250 Da

Monoisotopic Mass

318.11034 Da

IUPAC Name

10,10-dimethoxy-8-oxatricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2,4,6,13,15-hexaene-5,14,15-triol

Traditional Name

10,10-dimethoxy-8-oxatricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2,4,6,13,15-hexaene-5,14,15-triol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H18O6/c1-21-17(22-2)8-10-5-14(19)15(20)7-13(10)12-4-3-11(18)6-16(12)23-9-17/h3-7,18-20H,8-9H2,1-2H3

InChI Key

SVSDBMDJWUPWHK-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Biancaea sappan	JEOL database	Nguyen, M. T. T., et al, Chem. Pharm. Bull. 53, 984 (2005)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Alkyl aryl ethers

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Ketal
Alkyl aryl ether
Benzenoid
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
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	1.85	ALOGPS
logP	2.83	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	88.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	83.95 m³·mol⁻¹	ChemAxon
Polarizability	32.6 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

9522631

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11347693

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nguyen, M. T. T., et al. (2005). Nguyen, M. T. T., et al, Chem. Pharm. Bull. 53, 984 (2005). Chem. Pharm. Bull..

Showing NP-Card for protosappanin A dimethyl acetal (NP0028465)

MOL for NP0028465 (protosappanin A dimethyl acetal)

3D MOL for NP0028465 (protosappanin A dimethyl acetal)

3D SDF for NP0028465 (protosappanin A dimethyl acetal)

3D-SDF for NP0028465 (protosappanin A dimethyl acetal)

PDB for NP0028465 (protosappanin A dimethyl acetal)

3D PDB for NP0028465 (protosappanin A dimethyl acetal)

SMILES for NP0028465 (protosappanin A dimethyl acetal)

INCHI for NP0028465 (protosappanin A dimethyl acetal)

Structure for NP0028465 (protosappanin A dimethyl acetal)

3D Structure for NP0028465 (protosappanin A dimethyl acetal)