NP-MRD: Showing NP-Card for Fenfangjine G (NP0069167)

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Record Information

Version

2.0

Created at

2022-04-28 14:28:56 UTC

Updated at

2022-04-28 14:28:56 UTC

NP-MRD ID

NP0069167

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fenfangjine G

Description

SCHEMBL15735574 belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Fenfangjine G is found in Stephania tetrandra . Based on a literature review very few articles have been published on SCHEMBL15735574.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216282D          

 31 34  0  0  1  0            999 V2000
    0.2425    0.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0501   -0.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1920   -1.5032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433   -1.8440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7097   -0.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0906   -0.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6643   -0.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4378    0.4279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3625    0.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9362    0.0355    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7661   -0.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2897    0.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1037    0.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3939   -0.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8703   -0.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0564   -0.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7155   -1.5538    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2792   -2.1562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6273    1.1100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4412    0.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9995    1.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0115    1.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7850    1.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3588    2.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0153    2.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4646   -0.5659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6911   -1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1174   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914   -1.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3171   -1.7515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2567   -2.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10  5  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  1  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 21  1  0  0  0  0
  8 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  7 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -2.3845   -3.5350   -1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6436   -2.7965   -0.1533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1563   -1.5091   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0646   -1.3243   -0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9775   -2.4725   -1.0412 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2297   -2.5677   -2.4695 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8920   -1.3985   -2.9383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3395   -0.0907   -2.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6587    0.0178   -1.2316 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4385    1.0147   -1.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4676    0.9031   -0.2491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3191    2.0011   -0.3656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4596    2.9684    0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3587    4.1353    0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7755    2.8330    1.6531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1508   -0.4166   -0.2728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8337   -0.5802    0.9629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1959   -0.8346    1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8558   -0.9961    2.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8413   -0.9228   -0.0358 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6951    0.2432   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4600   -0.8572    0.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -0.7033    1.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7495    0.5111    1.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9867    1.5996    1.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2205    2.8264    1.8562 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2043    3.1050    2.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9877    1.4420    0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2551    2.5422    0.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3094   -2.2316   -0.3810 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4236   -3.1642    0.6791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3058   -2.9884   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7662   -3.7304   -2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6140   -4.5122   -0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4964   -3.4148   -0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990   -3.3930   -2.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666   -1.4870   -4.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980   -1.3820   -2.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251    0.2469   -3.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379    0.6883   -2.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904    2.0239   -1.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0595    0.6690   -2.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625    0.9849    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7963    5.1007    0.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9786    4.0549   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302    4.1487    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8989   -0.5313   -1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5461   -1.8571    2.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1057   -1.1303    3.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4692   -0.0881    2.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0891   -1.5600    1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5434    0.5502    2.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2122    3.1814    2.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9269    4.0976    3.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2243    2.3271    3.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3893    3.4727    0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530   -2.4720   -1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2146   -2.7418    1.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 25  1  0
 25 24  2  0
 24 23  1  0
 23 22  2  0
 22 30  1  0
 30 31  1  0
 30  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9  8  1  6
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
  9 21  1  0
 21 28  2  0
 28 29  1  0
 28 25  1  0
 21 22  1  0
  4  5  1  0
  4  9  1  0
 27 53  1  0
 27 54  1  0
 27 55  1  0
 24 52  1  0
 23 51  1  0
 30 57  1  6
 31 58  1  0
  5 35  1  1
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  1
 14 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  6
 19 48  1  0
 19 49  1  0
 19 50  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 29 56  1  0
M  END


  Mrv1652304282216282D          

 31 34  0  0  1  0            999 V2000
    0.2425    0.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0501   -0.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1920   -1.5032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433   -1.8440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7097   -0.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0906   -0.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6643   -0.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4378    0.4279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3625    0.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9362    0.0355    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7661   -0.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2897    0.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1037    0.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3939   -0.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8703   -0.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0564   -0.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7155   -1.5538    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2792   -2.1562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6273    1.1100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4412    0.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9995    1.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0115    1.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7850    1.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3588    2.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0153    2.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4646   -0.5659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6911   -1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1174   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914   -1.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3171   -1.7515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2567   -2.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10  5  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  1  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 21  1  0  0  0  0
  8 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  7 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069167

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2[C@@H](O)[C@@H]3NCC[C@]4(C[C@@H](OC(C)=O)[C@H](OC(C)=O)C(OC)=C34)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H27NO8/c1-10(24)30-14-9-22-7-8-23-17(16(22)21(29-4)20(14)31-11(2)25)18(26)12-5-6-13(28-3)19(27)15(12)22/h5-6,14,17-18,20,23,26-27H,7-9H2,1-4H3/t14-,17-,18-,20+,22+/m1/s1

> <INCHI_KEY>
YVYLKUBETBPYFU-LCYWIJLYSA-N

> <FORMULA>
C22H27NO8

> <MOLECULAR_WEIGHT>
433.457

> <EXACT_MASS>
433.173666833

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.22157163735443

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,8R,9R,12S,13R)-13-(acetyloxy)-3,8-dihydroxy-4,11-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6,10-tetraen-12-yl acetate

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
-0.6580344864348158

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.869996755217947

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.59054146320007

> <JCHEM_PKA_STRONGEST_BASIC>
8.46637258971992

> <JCHEM_POLAR_SURFACE_AREA>
123.55000000000003

> <JCHEM_REFRACTIVITY>
109.05340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,8R,9R,12S,13R)-13-(acetyloxy)-3,8-dihydroxy-4,11-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6,10-tetraen-12-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       0.453   0.038   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.093  -1.166   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.358  -2.806   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.761  -3.442   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.325  -1.415   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.169  -1.789   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.240  -0.682   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.817   0.799   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.677   1.173   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.748   0.066   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.297  -0.056   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.274   1.134   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.794   0.882   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.335  -0.559   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.358  -1.749   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.839  -1.498   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.202  -2.900   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.255  -4.025   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.771   2.072   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.290   1.821   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.732   2.575   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.888   1.905   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.465   3.386   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.536   4.493   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.028   3.760   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.734  -1.056   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.157  -2.537   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.086  -3.644   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.651  -2.911   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.592  -3.270   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.479  -4.376   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   17                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7   30                                                  
CONECT    7    6    8   26                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10                                                       
CONECT   10    9    1    5   11                                             
CONECT   11   10   12   16                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16    4   18                                                  
CONECT   18   17                                                            
CONECT   19   13   20                                                       
CONECT   20   19                                                            
CONECT   21   12                                                            
CONECT   22    8   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    7   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30    6   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₇NO₈

Average Mass

433.4570 Da

Monoisotopic Mass

433.17367 Da

IUPAC Name

(1S,8R,9R,12S,13R)-13-(acetyloxy)-3,8-dihydroxy-4,11-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6,10-tetraen-12-yl acetate

Traditional Name

(1S,8R,9R,12S,13R)-13-(acetyloxy)-3,8-dihydroxy-4,11-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6,10-tetraen-12-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC=C2[C@@H](O)[C@@H]3NCC[C@]4(C[C@@H](OC(C)=O)[C@H](OC(C)=O)C(OC)=C34)C2=C1O

InChI Identifier

InChI=1S/C22H27NO8/c1-10(24)30-14-9-22-7-8-23-17(16(22)21(29-4)20(14)31-11(2)25)18(26)12-5-6-13(28-3)19(27)15(12)22/h5-6,14,17-18,20,23,26-27H,7-9H2,1-4H3/t14-,17-,18-,20+,22+/m1/s1

InChI Key

YVYLKUBETBPYFU-LCYWIJLYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Stephania tetrandra	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Benzazocine
Tetralin
Anisole
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Alkyl aryl ether
Piperidine
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Secondary amine
Ether
Secondary aliphatic amine
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	0.95	ALOGPS
logP	-0.66	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.59	ChemAxon
pKa (Strongest Basic)	8.47	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	123.55 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	109.05 m³·mol⁻¹	ChemAxon
Polarizability	43.22 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

10203188

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10622655

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Fenfangjine G (NP0069167)

MOL for NP0069167 (Fenfangjine G)

3D MOL for NP0069167 (Fenfangjine G)

3D SDF for NP0069167 (Fenfangjine G)

3D-SDF for NP0069167 (Fenfangjine G)

PDB for NP0069167 (Fenfangjine G)

3D PDB for NP0069167 (Fenfangjine G)

SMILES for NP0069167 (Fenfangjine G)

INCHI for NP0069167 (Fenfangjine G)

Structure for NP0069167 (Fenfangjine G)

3D Structure for NP0069167 (Fenfangjine G)