NP-MRD: Showing NP-Card for (+)-trans-Erioaustralasine hydrate (NP0068429)

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Record Information

Version

2.0

Created at

2022-04-28 13:36:26 UTC

Updated at

2022-04-28 13:36:26 UTC

NP-MRD ID

NP0068429

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-trans-Erioaustralasine hydrate

Description

[(11S,12R,13S,16S)-12,13-dihydroxy-13,17,17-trimethyl-9-oxo-18-oxa-8-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadeca-1(10),2,4,6-tetraen-8-yl]methyl acetate belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine. (+)-trans-Erioaustralasine hydrate is found in Halfordia kendack. Based on a literature review very few articles have been published on [(11S,12R,13S,16S)-12,13-dihydroxy-13,17,17-trimethyl-9-oxo-18-oxa-8-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadeca-1(10),2,4,6-tetraen-8-yl]methyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282215362D          

 29 32  0  0  1  0            999 V2000
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097   -1.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5953   -0.5082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9222    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1902    2.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -1.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753   -2.7057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 10  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  6  0  0  0
 17 20  1  6  0  0  0
 17 21  1  1  0  0  0
 16 22  1  1  0  0  0
 13 23  1  0  0  0  0
 13 24  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
    5.7756    3.1047   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1397    2.3640    0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5865    2.4968    1.1870 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0564    1.5209   -0.1781 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5128    0.8591    0.9386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3900    0.0158    0.5838 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1239    0.5331    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0620    1.7420    1.0359 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0057   -0.1939    0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2455   -1.4937   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5195   -2.0192   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7483   -3.3180   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0129   -3.8675   -0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040   -3.0967   -0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9073   -1.7931    0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6316   -1.2475    0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8025   -2.3621   -0.4217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1455   -2.0092   -0.0835 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0285   -2.7540   -1.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5009   -2.4461    1.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3265   -0.5580   -0.3181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7047   -0.1428    0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9728    1.1820   -0.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8903    2.1734   -0.4091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2893    3.1886    0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8938    2.9338   -1.6055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5036    1.6959   -0.2032 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8070    1.6782   -1.4349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3460    0.3436    0.4016 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5873    2.5070   -1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0536    3.3423   -1.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2110    4.0219   -0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3027    0.3020    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805    1.6275    1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886   -3.9500   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871   -4.8847   -0.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1233   -3.4499   -0.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591   -1.1895    0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0599   -2.8547   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5622   -3.7574   -1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9794   -2.2739   -2.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8351   -1.9021    2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648   -2.2184    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3874   -3.5465    1.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3153   -0.3408   -1.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7554   -0.0647    1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4340   -0.8702   -0.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2075    0.9472   -1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9171    1.5771   -0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569    2.6368    1.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1629    3.7528    0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4682    3.8709    0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    3.8088   -1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9896    2.5200    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4724    1.4649   -2.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6786    0.3935    1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  6
 24 27  1  0
 27 28  1  0
 27 29  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  6  1  0
 29  9  1  0
 16 11  1  0
 29 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  5 34  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  6
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  1
 28 55  1  0
 29 56  1  1
 12 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
M  END


  Mrv1652304282215362D          

 29 32  0  0  1  0            999 V2000
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097   -1.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5953   -0.5082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9222    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1902    2.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -1.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753   -2.7057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 10  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  6  0  0  0
 17 20  1  6  0  0  0
 17 21  1  1  0  0  0
 16 22  1  1  0  0  0
 13 23  1  0  0  0  0
 13 24  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068429

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCN1C(=O)C2=C(OC(C)(C)[C@H]3CC[C@](C)(O)[C@H](O)[C@H]23)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H27NO6/c1-12(24)28-11-23-15-8-6-5-7-13(15)18-17(20(23)26)16-14(21(2,3)29-18)9-10-22(4,27)19(16)25/h5-8,14,16,19,25,27H,9-11H2,1-4H3/t14-,16-,19+,22-/m0/s1

> <INCHI_KEY>
WSNJPVCNURDQDC-CRRBVOBQSA-N

> <FORMULA>
C22H27NO6

> <MOLECULAR_WEIGHT>
401.459

> <EXACT_MASS>
401.183837593

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
42.75548759444058

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(11S,12R,13S,16S)-12,13-dihydroxy-13,17,17-trimethyl-9-oxo-18-oxa-8-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2,4,6-tetraen-8-yl]methyl acetate

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
0.7196628200000001

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.012607183383732

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.535511704706433

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3909387063533344

> <JCHEM_POLAR_SURFACE_AREA>
96.30000000000001

> <JCHEM_REFRACTIVITY>
105.58760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(11S,12R,13S,16S)-12,13-dihydroxy-13,17,17-trimethyl-9-oxo-18-oxa-8-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2,4,6-tetraen-8-yl]methyl 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       9.903   0.479   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.399   1.934   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.879   1.061   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.895  -0.685   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       6.375  -1.558   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.854  -2.431   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.366   1.352   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.862   2.807   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.350   3.098   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.342   1.934   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.326  -0.394   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.018  -1.895   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.111  -0.949   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.342  -2.140   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.588   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.222   4.146   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.879  -3.013   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.391  -3.304   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.895  -4.760   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.407  -5.051   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.887  -5.924   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   25                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10    4   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   23   24                                             
CONECT   14   13   15   19                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   20   21                                             
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17                                                            
CONECT   21   17                                                            
CONECT   22   16                                                            
CONECT   23   13                                                            
CONECT   24   13                                                            
CONECT   25    7   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Value	Source
[(11S,12R,13S,16S)-12,13-Dihydroxy-13,17,17-trimethyl-9-oxo-18-oxa-8-azatetracyclo[8.8.0.0,.0,]octadeca-1(10),2,4,6-tetraen-8-yl]methyl acetic acid	Generator

Chemical Formula

C₂₂H₂₇NO₆

Average Mass

401.4590 Da

Monoisotopic Mass

401.18384 Da

IUPAC Name

[(11S,12R,13S,16S)-12,13-dihydroxy-13,17,17-trimethyl-9-oxo-18-oxa-8-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2,4,6-tetraen-8-yl]methyl acetate

Traditional Name

[(11S,12R,13S,16S)-12,13-dihydroxy-13,17,17-trimethyl-9-oxo-18-oxa-8-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2,4,6-tetraen-8-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCN1C(=O)C2=C(OC(C)(C)[C@H]3CC[C@](C)(O)[C@H](O)[C@H]23)C2=CC=CC=C12

InChI Identifier

InChI=1S/C22H27NO6/c1-12(24)28-11-23-15-8-6-5-7-13(15)18-17(20(23)26)16-14(21(2,3)29-18)9-10-22(4,27)19(16)25/h5-8,14,16,19,25,27H,9-11H2,1-4H3/t14-,16-,19+,22-/m0/s1

InChI Key

WSNJPVCNURDQDC-CRRBVOBQSA-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
Halfordia kendack	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Pyranoquinolines

Alternative Parents

Substituents

Pyranoquinoline
Dihydroquinolone
Pyranopyridine
Dihydroquinoline
Pyridinone
Alkyl aryl ether
Benzenoid
Pyridine
Pyran
Heteroaromatic compound
Vinylogous ester
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Lactam
Carboxylic acid ester
1,2-diol
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	1.65	ALOGPS
logP	0.72	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.54	ChemAxon
pKa (Strongest Basic)	-0.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	105.59 m³·mol⁻¹	ChemAxon
Polarizability	42.76 Å³	ChemAxon
Number of Rings	4	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12967249

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (+)-trans-Erioaustralasine hydrate (NP0068429)

MOL for NP0068429 ((+)-trans-Erioaustralasine hydrate)

3D MOL for NP0068429 ((+)-trans-Erioaustralasine hydrate)

3D SDF for NP0068429 ((+)-trans-Erioaustralasine hydrate)

3D-SDF for NP0068429 ((+)-trans-Erioaustralasine hydrate)

PDB for NP0068429 ((+)-trans-Erioaustralasine hydrate)

3D PDB for NP0068429 ((+)-trans-Erioaustralasine hydrate)

SMILES for NP0068429 ((+)-trans-Erioaustralasine hydrate)

INCHI for NP0068429 ((+)-trans-Erioaustralasine hydrate)

Structure for NP0068429 ((+)-trans-Erioaustralasine hydrate)

3D Structure for NP0068429 ((+)-trans-Erioaustralasine hydrate)