NP-MRD: Showing NP-Card for 2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0246540)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 08:03:14 UTC

Updated at

2022-09-07 08:03:14 UTC

NP-MRD ID

NP0246540

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Description

2-({19-Ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]Henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. 2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate is found in Adina eurhyncha. 2-({19-Ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]Henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171514572D          

 48 54  0  0  0  0            999 V2000
    9.7145    1.1811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9040    1.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6318    0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8213    0.0949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5491   -0.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7386   -0.8377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2002   -0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723    0.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339    1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1234    1.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512    0.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0407    0.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    0.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744    1.5090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360    2.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254    1.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533    1.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    0.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636   -0.1288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7826   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365   -0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316    0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6463    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3924    0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850    1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8571    2.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896   -0.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1175   -1.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6559   -1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0875   -1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8154   -2.0879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8981   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4365   -1.7804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1643   -2.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3538   -2.7130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7028   -3.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4306   -3.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9690   -4.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7796   -4.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3180   -5.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0458   -5.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5842   -6.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2353   -5.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9631   -6.7710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6969   -5.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1702   -0.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9808   -0.2228    0.0000 O   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  0  0  0  0
  5  6  1  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  2  0  0  0  0
 10 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 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 20 25  1  0  0  0  0
 14 26  1  0  0  0  0
 10 26  1  0  0  0  0
 26 27  2  0  0  0  0
 11 28  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 37 35  1  4  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 39 46  1  0  0  0  0
 33 47  1  0  0  0  0
  3 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END


  Mrv1533004171514572D          

 48 54  0  0  0  0            999 V2000
    9.7145    1.1811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9040    1.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6318    0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8213    0.0949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5491   -0.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7386   -0.8377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2002   -0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723    0.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339    1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1234    1.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512    0.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0407    0.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    0.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744    1.5090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360    2.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254    1.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533    1.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    0.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636   -0.1288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7826   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365   -0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316    0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6463    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3924    0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850    1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8571    2.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896   -0.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1175   -1.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6559   -1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0875   -1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8154   -2.0879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8981   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4365   -1.7804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1643   -2.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3538   -2.7130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7028   -3.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4306   -3.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9690   -4.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7796   -4.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3180   -5.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0458   -5.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5842   -6.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2353   -5.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9631   -6.7710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6969   -5.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1702   -0.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9808   -0.2228    0.0000 O   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  0  0  0  0
  5  6  1  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  2  0  0  0  0
 10 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 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 20 25  1  0  0  0  0
 14 26  1  0  0  0  0
 10 26  1  0  0  0  0
 26 27  2  0  0  0  0
 11 28  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 37 35  1  4  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 39 46  1  0  0  0  0
 33 47  1  0  0  0  0
  3 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246540

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2OC=C3C(CC4N(CCC5=C4NC4=CC=CC=C54)C3=O)C2C=C)C(O)C(OC(=O)C=CC2=CC=C(O)C(O)=C2)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C35H36N2O11/c1-2-18-21-14-24-29-20(19-5-3-4-6-23(19)36-29)11-12-37(24)33(44)22(21)16-45-34(18)48-35-31(43)32(30(42)27(15-38)46-35)47-28(41)10-8-17-7-9-25(39)26(40)13-17/h2-10,13,16,18,21,24,27,30-32,34-36,38-40,42-43H,1,11-12,14-15H2

> <INCHI_KEY>
QBRCFTQRAWIKKQ-UHFFFAOYSA-N

> <FORMULA>
C35H36N2O11

> <MOLECULAR_WEIGHT>
660.676

> <EXACT_MASS>
660.231909987

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
67.16763684154961

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
2.4016392830000015

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.094434829354572

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.208210575018118

> <JCHEM_PKA_STRONGEST_BASIC>
0.04893227627093899

> <JCHEM_POLAR_SURFACE_AREA>
191.23999999999998

> <JCHEM_REFRACTIVITY>
170.3804

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0      18.134   2.205   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      16.621   1.918   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.113   0.464   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      14.600   0.177   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      14.092  -1.277   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.579  -1.564   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      11.574  -0.397   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.082   1.057   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.077   2.224   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.564   1.937   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.056   0.483   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.543   0.196   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.538   1.363   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       7.046   2.817   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       6.041   3.984   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.527   3.697   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.019   2.243   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.025   1.076   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.225  -0.240   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       2.726   0.113   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.461  -0.765   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.068  -0.108   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.059   1.427   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.206   2.305   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.599   1.648   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.559   3.104   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.067   4.557   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      10.061  -0.684   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.553  -2.138   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.558  -3.304   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.097  -2.444   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      14.589  -3.897   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      16.610  -2.157   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      17.615  -3.323   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      17.107  -4.777   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      15.594  -5.064   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      18.112  -5.944   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      17.604  -7.398   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      18.609  -8.565   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      20.122  -8.278   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      21.127  -9.445   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      20.619 -10.898   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      21.624 -12.065   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      19.106 -11.185   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      18.598 -12.639   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      18.101 -10.019   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      17.118  -0.703   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      18.631  -0.416   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   47                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   31                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   26                                                  
CONECT   11   10   12   28                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   17   20                                                  
CONECT   26   14   10   27                                                  
CONECT   27   26                                                            
CONECT   28   11    7   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31    5   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   47                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   46                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   39                                                       
CONECT   47   33    3   48                                                  
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  108    0
END

View in JSmol

Synonyms

Value	Source
2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0,.0,.0,]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator
2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₃₅H₃₆N₂O₁₁

Average Mass

660.6760 Da

Monoisotopic Mass

660.23191 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2OC=C3C(CC4N(CCC5=C4NC4=CC=CC=C54)C3=O)C2C=C)C(O)C(OC(=O)C=CC2=CC=C(O)C(O)=C2)C1O

InChI Identifier

InChI=1S/C35H36N2O11/c1-2-18-21-14-24-29-20(19-5-3-4-6-23(19)36-29)11-12-37(24)33(44)22(21)16-45-34(18)48-35-31(43)32(30(42)27(15-38)46-35)47-28(41)10-8-17-7-9-25(39)26(40)13-17/h2-10,13,16,18,21,24,27,30-32,34-36,38-40,42-43H,1,11-12,14-15H2

InChI Key

QBRCFTQRAWIKKQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Adina eurhyncha	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hexose monosaccharide
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Glycosyl compound
O-glycosyl compound
3-alkylindole
Indole
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Delta-lactam
Fatty acid ester
Phenol
Piperidinone
Benzenoid
Piperidine
Fatty acyl
Oxane
Monocyclic benzene moiety
Monosaccharide
Alpha,beta-unsaturated carboxylic ester
Pyrrole
Enoate ester
Vinylogous ester
Tertiary carboxylic acid amide
Heteroaromatic compound
Secondary alcohol
Carboxamide group
Carboxylic acid ester
Lactam
Acetal
Carboxylic acid derivative
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
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	2.51	ALOGPS
logP	2.4	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	0.049	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	191.24 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	170.38 m³·mol⁻¹	ChemAxon
Polarizability	67.17 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0246540)

MOL for NP0246540 (2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D MOL for NP0246540 (2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D SDF for NP0246540 (2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D-SDF for NP0246540 (2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

PDB for NP0246540 (2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D PDB for NP0246540 (2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

SMILES for NP0246540 (2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

INCHI for NP0246540 (2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

Structure for NP0246540 (2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D Structure for NP0246540 (2-({19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15-pentaen-18-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)