NP-MRD: Showing NP-Card for isofiliformine (NP0033548)

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Record Information

Version

2.0

Created at

2021-06-20 17:32:24 UTC

Updated at

2021-06-30 00:03:23 UTC

NP-MRD ID

NP0033548

Secondary Accession Numbers

None

Natural Product Identification

Common Name

isofiliformine

Provided By

JEOL Database JEOL Logo

Description

16-Hydroxy-7,17-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]Icosa-1,6,8(20),9,11,14,16,18-octaen-13-one belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. isofiliformine is found in Cassytha filiformis. isofiliformine was first documented in 2008 (Tsai, T. -H., et al.). Based on a literature review very few articles have been published on 16-hydroxy-7,17-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]Icosa-1,6,8(20),9,11,14,16,18-octaen-13-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119323D          

 39 43  0  0  0  0            999 V2000
    3.4106   -4.6926   -0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -3.9056    0.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9567   -2.6408    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3521   -2.0461   -0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -0.7296   -0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -0.0386    0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -0.6221    1.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0529   -1.9121    1.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6367   -2.4618    2.4681 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4495    1.3444    0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    1.9355    1.5247 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8076    1.9801   -0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647    3.2499   -0.5213 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2220    3.8656   -1.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894    3.2721   -2.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    1.9581   -3.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0900    1.3236   -4.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7069    2.0659   -5.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970    1.4885   -6.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867    0.0313   -4.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9986   -0.6318   -3.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1840   -0.0605   -2.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6982    1.2693   -1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -1.8907   -3.7060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -1.9508   -5.0723 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3281   -0.7425   -5.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3703   -4.8744   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701   -5.6621   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754   -4.2308   -1.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -2.6265   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508   -0.0740    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084   -3.3604    2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654    4.8784   -1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758    3.8377   -3.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508    0.6123   -6.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607    1.2585   -6.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006    2.2328   -7.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -2.1462   -5.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2482   -2.7798   -5.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 10  1  0  0  0  0
 23 22  2  0  0  0  0
 22  5  1  0  0  0  0
  6 10  1  0  0  0  0
 21 20  2  0  0  0  0
 22 21  1  0  0  0  0
  6  5  2  0  0  0  0
 16 23  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  2  0  0  0  0
 12 13  2  0  0  0  0
  3  8  1  0  0  0  0
 20 17  1  0  0  0  0
  8  7  2  0  0  0  0
  7  6  1  0  0  0  0
 20 26  1  0  0  0  0
 17 18  1  0  0  0  0
 26 25  1  0  0  0  0
 18 19  1  0  0  0  0
 25 24  1  0  0  0  0
 10 11  2  0  0  0  0
 24 21  1  0  0  0  0
  8  9  1  0  0  0  0
 12 23  1  0  0  0  0
  3  2  1  0  0  0  0
 13 14  1  0  0  0  0
  2  1  1  0  0  0  0
 14 33  1  0  0  0  0
 15 34  1  0  0  0  0
 25 38  1  0  0  0  0
 25 39  1  0  0  0  0
  4 30  1  0  0  0  0
  7 31  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
  9 32  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END

     RDKit          3D

 39 43  0  0  0  0  0  0  0  0999 V2000
    3.4106   -4.6926   -0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -3.9056    0.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9567   -2.6408    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3521   -2.0461   -0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -0.7296   -0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -0.0386    0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -0.6221    1.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0529   -1.9121    1.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6367   -2.4618    2.4681 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4495    1.3444    0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    1.9355    1.5247 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8076    1.9801   -0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647    3.2499   -0.5213 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2220    3.8656   -1.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894    3.2721   -2.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    1.9581   -3.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0900    1.3236   -4.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7069    2.0659   -5.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970    1.4885   -6.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867    0.0313   -4.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9986   -0.6318   -3.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1840   -0.0605   -2.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6982    1.2693   -1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -1.8907   -3.7060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -1.9508   -5.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -0.7425   -5.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3703   -4.8744   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701   -5.6621   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754   -4.2308   -1.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -2.6265   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508   -0.0740    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084   -3.3604    2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654    4.8784   -1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758    3.8377   -3.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508    0.6123   -6.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607    1.2585   -6.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006    2.2328   -7.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -2.1462   -5.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2482   -2.7798   -5.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  2  0
 14 15  2  0
 15 16  1  0
 12 10  1  0
 23 22  2  0
 22  5  1  0
  6 10  1  0
 21 20  2  0
 22 21  1  0
  6  5  2  0
 16 23  1  0
  5  4  1  0
  4  3  2  0
 12 13  2  0
  3  8  1  0
 20 17  1  0
  8  7  2  0
  7  6  1  0
 20 26  1  0
 17 18  1  0
 26 25  1  0
 18 19  1  0
 25 24  1  0
 10 11  2  0
 24 21  1  0
  8  9  1  0
 12 23  1  0
  3  2  1  0
 13 14  1  0
  2  1  1  0
 14 33  1  0
 15 34  1  0
 25 38  1  0
 25 39  1  0
  4 30  1  0
  7 31  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
  9 32  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652306202119323D          

 39 43  0  0  0  0            999 V2000
    3.4106   -4.6926   -0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -3.9056    0.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9567   -2.6408    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3521   -2.0461   -0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -0.7296   -0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -0.0386    0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -0.6221    1.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0529   -1.9121    1.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6367   -2.4618    2.4681 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4495    1.3444    0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    1.9355    1.5247 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8076    1.9801   -0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647    3.2499   -0.5213 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2220    3.8656   -1.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894    3.2721   -2.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    1.9581   -3.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0900    1.3236   -4.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7069    2.0659   -5.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970    1.4885   -6.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867    0.0313   -4.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9986   -0.6318   -3.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1840   -0.0605   -2.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6982    1.2693   -1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -1.8907   -3.7060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -1.9508   -5.0723 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3281   -0.7425   -5.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3703   -4.8744   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701   -5.6621   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754   -4.2308   -1.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -2.6265   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508   -0.0740    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084   -3.3604    2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654    4.8784   -1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758    3.8377   -3.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508    0.6123   -6.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607    1.2585   -6.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006    2.2328   -7.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -2.1462   -5.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2482   -2.7798   -5.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 10  1  0  0  0  0
 23 22  2  0  0  0  0
 22  5  1  0  0  0  0
  6 10  1  0  0  0  0
 21 20  2  0  0  0  0
 22 21  1  0  0  0  0
  6  5  2  0  0  0  0
 16 23  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  2  0  0  0  0
 12 13  2  0  0  0  0
  3  8  1  0  0  0  0
 20 17  1  0  0  0  0
  8  7  2  0  0  0  0
  7  6  1  0  0  0  0
 20 26  1  0  0  0  0
 17 18  1  0  0  0  0
 26 25  1  0  0  0  0
 18 19  1  0  0  0  0
 25 24  1  0  0  0  0
 10 11  2  0  0  0  0
 24 21  1  0  0  0  0
  8  9  1  0  0  0  0
 12 23  1  0  0  0  0
  3  2  1  0  0  0  0
 13 14  1  0  0  0  0
  2  1  1  0  0  0  0
 14 33  1  0  0  0  0
 15 34  1  0  0  0  0
 25 38  1  0  0  0  0
 25 39  1  0  0  0  0
  4 30  1  0  0  0  0
  7 31  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
  9 32  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033548

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C([H])=C1OC([H])([H])[H])C1=C3C(=NC([H])=C([H])C3=C(OC([H])([H])[H])C3=C1OC([H])([H])O3)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H13NO6/c1-23-12-6-9-10(5-11(12)21)16(22)15-13-8(3-4-20-15)17(24-2)19-18(14(9)13)25-7-26-19/h3-6,21H,7H2,1-2H3

> <INCHI_KEY>
WQASXWBMZSTCJF-UHFFFAOYSA-N

> <FORMULA>
C19H13NO6

> <MOLECULAR_WEIGHT>
351.314

> <EXACT_MASS>
351.074287143

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
35.30610735203256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
16-hydroxy-7,17-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.268558669333333

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.034846540618142

> <JCHEM_PKA_STRONGEST_BASIC>
2.824332173921652

> <JCHEM_POLAR_SURFACE_AREA>
87.11000000000001

> <JCHEM_REFRACTIVITY>
90.3072

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.99e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-hydroxy-7,17-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 43  0  0  0  0  0  0  0  0999 V2000
    3.4106   -4.6926   -0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -3.9056    0.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9567   -2.6408    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3521   -2.0461   -0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -0.7296   -0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -0.0386    0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -0.6221    1.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0529   -1.9121    1.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6367   -2.4618    2.4681 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4495    1.3444    0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    1.9355    1.5247 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8076    1.9801   -0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647    3.2499   -0.5213 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2220    3.8656   -1.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894    3.2721   -2.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    1.9581   -3.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0900    1.3236   -4.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7069    2.0659   -5.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970    1.4885   -6.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867    0.0313   -4.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9986   -0.6318   -3.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1840   -0.0605   -2.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6982    1.2693   -1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -1.8907   -3.7060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -1.9508   -5.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -0.7425   -5.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3703   -4.8744   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701   -5.6621   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754   -4.2308   -1.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -2.6265   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508   -0.0740    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084   -3.3604    2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654    4.8784   -1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758    3.8377   -3.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508    0.6123   -6.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607    1.2585   -6.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006    2.2328   -7.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -2.1462   -5.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2482   -2.7798   -5.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  2  0
 14 15  2  0
 15 16  1  0
 12 10  1  0
 23 22  2  0
 22  5  1  0
  6 10  1  0
 21 20  2  0
 22 21  1  0
  6  5  2  0
 16 23  1  0
  5  4  1  0
  4  3  2  0
 12 13  2  0
  3  8  1  0
 20 17  1  0
  8  7  2  0
  7  6  1  0
 20 26  1  0
 17 18  1  0
 26 25  1  0
 18 19  1  0
 25 24  1  0
 10 11  2  0
 24 21  1  0
  8  9  1  0
 12 23  1  0
  3  2  1  0
 13 14  1  0
  2  1  1  0
 14 33  1  0
 15 34  1  0
 25 38  1  0
 25 39  1  0
  4 30  1  0
  7 31  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
  9 32  1  0
  1 27  1  0
  1 28  1  0
  1 29  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       3.411  -4.693  -0.945  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.483  -3.906   0.238  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.957  -2.641   0.179  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.352  -2.046  -0.936  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.835  -0.730  -0.903  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.960  -0.039   0.321  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.563  -0.622   1.446  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.053  -1.912   1.361  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.637  -2.462   2.468  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.450   1.344   0.456  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.564   1.936   1.525  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.808   1.980  -0.723  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.365   3.250  -0.521  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.222   3.866  -1.556  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.389   3.272  -2.791  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.067   1.958  -3.005  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.090   1.324  -4.258  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.707   2.066  -5.231  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.897   1.488  -6.515  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.387   0.031  -4.385  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.999  -0.632  -3.331  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.184  -0.061  -2.068  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.698   1.269  -1.924  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.380  -1.891  -3.706  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.956  -1.951  -5.072  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.328  -0.743  -5.508  0.00  0.00           O+0
HETATM   27  H   UNK     0       2.370  -4.874  -1.234  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.870  -5.662  -0.729  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.975  -4.231  -1.761  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.286  -2.627  -1.845  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.651  -0.074   2.381  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.908  -3.360   2.198  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.565   4.878  -1.365  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.876   3.838  -3.581  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.551   0.612  -6.463  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.061   1.258  -6.992  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.401   2.233  -7.139  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.828  -2.146  -5.706  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.248  -2.780  -5.187  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1                                                       
CONECT    3    4    8    2                                                  
CONECT    4    5    3   30                                                  
CONECT    5   22    6    4                                                  
CONECT    6   10    5    7                                                  
CONECT    7    8    6   31                                                  
CONECT    8    3    7    9                                                  
CONECT    9    8   32                                                       
CONECT   10   12    6   11                                                  
CONECT   11   10                                                            
CONECT   12   10   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   15   13   33                                                  
CONECT   15   14   16   34                                                  
CONECT   16   17   15   23                                                  
CONECT   17   16   20   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   35   36   37                                             
CONECT   20   21   17   26                                                  
CONECT   21   20   22   24                                                  
CONECT   22   23    5   21                                                  
CONECT   23   22   16   12                                                  
CONECT   24   25   21                                                       
CONECT   25   26   24   38   39                                             
CONECT   26   20   25                                                       
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    4                                                            
CONECT   31    7                                                            
CONECT   32    9                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   19                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
CONECT   38   25                                                            
CONECT   39   25                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

RDKit          3D

39 43  0  0  0  0  0  0  0  0999 V2000
    3.4106   -4.6926   -0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -3.9056    0.2384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9567   -2.6408    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3521   -2.0461   -0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -0.7296   -0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -0.0386    0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -0.6221    1.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0529   -1.9121    1.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6367   -2.4618    2.4681 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4495    1.3444    0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    1.9355    1.5247 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8076    1.9801   -0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647    3.2499   -0.5213 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2220    3.8656   -1.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3894    3.2721   -2.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    1.9581   -3.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0900    1.3236   -4.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7069    2.0659   -5.2305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970    1.4885   -6.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3867    0.0313   -4.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9986   -0.6318   -3.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1840   -0.0605   -2.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6982    1.2693   -1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -1.8907   -3.7060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -1.9508   -5.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -0.7425   -5.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3703   -4.8744   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701   -5.6621   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754   -4.2308   -1.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -2.6265   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508   -0.0740    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084   -3.3604    2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654    4.8784   -1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758    3.8377   -3.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508    0.6123   -6.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607    1.2585   -6.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006    2.2328   -7.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -2.1462   -5.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2482   -2.7798   -5.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  2  0
 14 15  2  0
 15 16  1  0
 12 10  1  0
 23 22  2  0
 22  5  1  0
  6 10  1  0
 21 20  2  0
 22 21  1  0
  6  5  2  0
 16 23  1  0
  5  4  1  0
  4  3  2  0
 12 13  2  0
  3  8  1  0
 20 17  1  0
  8  7  2  0
  7  6  1  0
 20 26  1  0
 17 18  1  0
 26 25  1  0
 18 19  1  0
 25 24  1  0
 10 11  2  0
 24 21  1  0
  8  9  1  0
 12 23  1  0
  3  2  1  0
 13 14  1  0
  2  1  1  0
 14 33  1  0
 15 34  1  0
 25 38  1  0
 25 39  1  0
  4 30  1  0
  7 31  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
  9 32  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₃NO₆

Average Mass

351.3140 Da

Monoisotopic Mass

351.07429 Da

IUPAC Name

16-hydroxy-7,17-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one

Traditional Name

16-hydroxy-7,17-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C([H])=C1OC([H])([H])[H])C1=C3C(=NC([H])=C([H])C3=C(OC([H])([H])[H])C3=C1OC([H])([H])O3)C2=O

InChI Identifier

InChI=1S/C19H13NO6/c1-23-12-6-9-10(5-11(12)21)16(22)15-13-8(3-4-20-15)17(24-2)19-18(14(9)13)25-7-26-19/h3-6,21H,7H2,1-2H3

InChI Key

WQASXWBMZSTCJF-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CF₃CO₂D, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CF₃CO₂D, 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
Cassytha filiformis	JEOL database	Tsai, T. -H., et al, J. Nat. Prod. 71, 289 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
Isoquinoline
Naphthalene
Quinoline
Benzodioxole
Anisole
Aryl ketone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyridine
Benzenoid
Heteroaromatic compound
Ketone
Organoheterocyclic compound
Acetal
Azacycle
Ether
Oxacycle
Aldehyde
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic anion
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	2.2	ALOGPS
logP	2.27	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.03	ChemAxon
pKa (Strongest Basic)	2.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	87.11 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.31 m³·mol⁻¹	ChemAxon
Polarizability	35.31 Å³	ChemAxon
Number of Rings	5	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

C00039441

Chemspider ID

23314470

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135844959

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tsai, T. -H., et al. (2008). Tsai, T. -H., et al, J. Nat. Prod. 71, 289 (2008) . J. Nat. Prod..

Showing NP-Card for isofiliformine (NP0033548)

MOL for NP0033548 (isofiliformine)

3D MOL for NP0033548 (isofiliformine)

3D SDF for NP0033548 (isofiliformine)

3D-SDF for NP0033548 (isofiliformine)

PDB for NP0033548 (isofiliformine)

3D PDB for NP0033548 (isofiliformine)

SMILES for NP0033548 (isofiliformine)

INCHI for NP0033548 (isofiliformine)

Structure for NP0033548 (isofiliformine)

3D Structure for NP0033548 (isofiliformine)