NP-MRD: Showing NP-Card for (1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate (NP0317826)

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Record Information

Version

2.0

Created at

2022-09-11 17:55:44 UTC

Updated at

2022-09-11 17:55:44 UTC

NP-MRD ID

NP0317826

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

Description

(1S,2S,5S,7S,8R,10S,13S)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]Hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. (1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate is found in Taxus wallichiana. Based on a literature review very few articles have been published on (1S,2S,5S,7S,8R,10S,13S)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]Hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309112219552D          

 49 52  0  0  1  0            999 V2000
   -4.9500    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    1.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250    1.0461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7125    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    1.7605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4750    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8875    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.3316    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8250   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -1.0974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.3829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8875   -1.0974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    1.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    0.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.3316    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000   -0.3829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -1.0974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    1.7605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8250    1.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    1.7605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4750    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 14 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  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
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
 40 47  1  1  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
M  END


  Mrv1652309112219552D          

 49 52  0  0  1  0            999 V2000
   -4.9500    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    1.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250    1.0461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7125    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    1.7605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4750    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8875    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.3316    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8250   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -1.0974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.3829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8875   -1.0974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    1.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    0.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.3316    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000   -0.3829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -1.0974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    1.7605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8250    1.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    1.7605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4750    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 14 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  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
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
 40 47  1  1  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0317826

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)[C@H]([C@@H](O)C(=O)O[C@H]1C[C@H](OC(C)=O)[C@@]2(C)C\C1=C/[C@H](OC(C)=O)[C@H]1C[C@H](OC(C)=O)C(C)=C([C@H](O)C2=O)C1(C)C)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C37H49NO11/c1-19-26(46-20(2)39)16-25-28(47-21(3)40)15-24-18-37(7,34(44)32(42)30(19)36(25,5)6)29(48-22(4)41)17-27(24)49-35(45)33(43)31(38(8)9)23-13-11-10-12-14-23/h10-15,25-29,31-33,42-43H,16-18H2,1-9H3/b24-15+/t25-,26+,27+,28+,29+,31+,32+,33-,37-/m1/s1

> <INCHI_KEY>
BAMOWEPNOWRITR-QPCQXMDDSA-N

> <FORMULA>
C37H49NO11

> <MOLECULAR_WEIGHT>
683.795

> <EXACT_MASS>
683.330561402

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
70.67903850649448

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,3E,5S,7S,8R,10S,13S)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1^{4,8}]hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

> <JCHEM_LOGP>
2.5363324319999987

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.609414993994623

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.891901080234296

> <JCHEM_PKA_STRONGEST_BASIC>
7.528428462184435

> <JCHEM_POLAR_SURFACE_AREA>
165.97000000000003

> <JCHEM_REFRACTIVITY>
177.6109999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3E,5S,7S,8R,10S,13S)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1^{4,8}]hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.240   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.010   3.286   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0     -11.550   3.286   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -9.240   1.953   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -7.700   1.953   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.930   3.286   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.390   3.286   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.620   4.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.390   5.954   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.620   7.287   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.390   8.621   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.080   7.287   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.080   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.310   3.286   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.080   1.953   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.310   0.619   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.540  -0.715   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.080  -0.715   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.310  -2.048   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.620  -0.715   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.390  -2.048   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.390   0.619   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.930   0.619   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.700  -0.715   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.620   1.953   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.260   2.676   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.260   1.230   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.770   0.619   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.000  -0.715   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.540  -0.715   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.310   0.619   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.310  -2.048   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -0.000   1.953   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.770   3.286   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.000   4.620   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.540   4.620   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.310   5.954   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.310   3.286   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.540   1.953   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       3.850   3.286   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.620   1.953   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.160   1.953   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.930   0.619   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.160  -0.715   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.620  -0.715   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       3.850   0.619   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0       4.620   4.620   0.000  0.00  0.00           N+0
HETATM   48  C   UNK     0       3.850   5.954   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       6.160   4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   25                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14                                                       
CONECT   14   13   15   34                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   28                                             
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   25                                                  
CONECT   23   22    5   24                                                  
CONECT   24   23                                                            
CONECT   25   22    7   26   27                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   16   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   28   34                                                       
CONECT   34   33   14   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   47                                                  
CONECT   41   40   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   41                                                       
CONECT   47   40   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  104    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S,5S,7S,8R,10S,13S)-2,7,13-Tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1,]hexadeca-3,11-dien-5-yl (2R,3S)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoic acid	Generator

Chemical Formula

C₃₇H₄₉NO₁₁

Average Mass

683.7950 Da

Monoisotopic Mass

683.33056 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CN(C)[C@H]([C@@H](O)C(=O)O[C@H]1C[C@H](OC(C)=O)[C@@]2(C)C\C1=C/[C@H](OC(C)=O)[C@H]1C[C@H](OC(C)=O)C(C)=C([C@H](O)C2=O)C1(C)C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C37H49NO11/c1-19-26(46-20(2)39)16-25-28(47-21(3)40)15-24-18-37(7,34(44)32(42)30(19)36(25,5)6)29(48-22(4)41)17-27(24)49-35(45)33(43)31(38(8)9)23-13-11-10-12-14-23/h10-15,25-29,31-33,42-43H,16-18H2,1-9H3/b24-15+/t25-,26+,27+,28+,29+,31+,32+,33-,37-/m1/s1

InChI Key

BAMOWEPNOWRITR-QPCQXMDDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Taxus wallichiana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Fatty acid ester
Aralkylamine
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Fatty acyl
Amino acid or derivatives
Carboxylic acid ester
Ketone
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Organonitrogen compound
Organopnictogen compound
Alcohol
Organic oxygen compound
Amine
Organooxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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

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

163187838

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate (NP0317826)

MOL for NP0317826 ((1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

3D MOL for NP0317826 ((1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

3D SDF for NP0317826 ((1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

3D-SDF for NP0317826 ((1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

PDB for NP0317826 ((1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

3D PDB for NP0317826 ((1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

SMILES for NP0317826 ((1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

INCHI for NP0317826 ((1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

Structure for NP0317826 ((1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)

3D Structure for NP0317826 ((1s,2s,3e,5s,7s,8r,10s,13s)-2,7,13-tris(acetyloxy)-10-hydroxy-8,12,15,15-tetramethyl-9-oxotricyclo[9.3.1.1⁴,⁸]hexadeca-3,11-dien-5-yl (2r,3s)-3-(dimethylamino)-2-hydroxy-3-phenylpropanoate)