NP-MRD: Showing NP-Card for 10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate (NP0259046)

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Record Information

Version

2.0

Created at

2022-09-08 00:46:54 UTC

Updated at

2022-09-08 00:46:54 UTC

NP-MRD ID

NP0259046

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate

Description

10,12,14,16,23-Pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]Hexacosan-22-yl 3,4-dimethoxybenzoate belongs to the class of organic compounds known as cerveratrum-type alkaloids. These are steroidal alkaloids containing the cevane (23-methyl-4- azahexacyclo[12.11.0.0^{2,11}.0^{4,9}.0^{15,24}.0^{18,23}]Pentacosane) moiety, which is a six ring system. Cerveratrum alkaloids have 7-9 oxygen atoms and occur as free alkamines or esters of simple aliphatic or aromatic acids. 10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate is found in Veratrum dahuricum. 10,12,14,16,23-Pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]Hexacosan-22-yl 3,4-dimethoxybenzoate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 04121517442D          

 54 61  0  0  0  0            999 V2000
   -5.3044   -3.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0426   -2.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2342   -2.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9724   -1.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1639   -1.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6173   -2.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8791   -3.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6875   -3.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9493   -4.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7577   -4.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8088   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2622   -2.7721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5471   -1.3718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386   -1.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1181   -1.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710   -0.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1403    1.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5661    0.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3702    0.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9113    1.3956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7300   -0.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1244   -0.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3187   -0.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834   -0.9243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910   -0.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6337    0.3235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -0.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9125   -0.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7354   -0.8942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0951   -1.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2777   -2.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3811   -1.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -0.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1985   -0.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388    0.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7546    1.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6324    0.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0159    0.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6562    1.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    2.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8333    1.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4736    2.1352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9367    2.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7596    2.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5770    3.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0401    4.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8629    4.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542    3.6201    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 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  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 14 30  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  0  0  0  0
 26 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 34 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 32 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 24 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  4  0  0  0
 51 54  1  0  0  0  0
M  END

     RDKit          3D

111118  0  0  0  0  0  0  0  0999 V2000
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   -2.9025    5.6798    1.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2563    3.6777    2.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7083    0.7533    1.5081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6116    1.5193    2.2596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2230    0.5295    0.1252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1317    0.5973   -0.9288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4747   -0.0159   -2.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3302   -1.1330   -2.2039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9060   -2.3051   -2.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3461   -3.6076   -2.2540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6900   -4.5916   -3.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5151   -3.5504   -1.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3061   -2.2711   -1.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4363   -1.0660   -1.3732 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0259   -0.7571    0.0440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3119   -0.6084    0.8315 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7483   -1.1625   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7018    0.8749   -1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7824    1.6879   -1.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0741    1.3133   -1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2235   -2.2789   -3.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1242   -5.4831   -2.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2126   -3.7186   -0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 04121517442D          

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M  END
> <DATABASE_ID>
NP0259046

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)C(=O)OC1CCC2(C)C3CC(O)C4C5(O)C(CC24OC13O)C1CN2CC(C)CCC2C(C)(O)C1C(O)C5OC(=O)C(C)=CC

> <INCHI_IDENTIFIER>
InChI=1S/C41H57NO12/c1-8-21(3)35(45)53-34-32(44)31-23(19-42-18-20(2)9-12-29(42)38(31,5)47)24-17-39-33(40(24,34)48)25(43)16-28-37(39,4)14-13-30(41(28,49)54-39)52-36(46)22-10-11-26(50-6)27(15-22)51-7/h8,10-11,15,20,23-25,28-34,43-44,47-49H,9,12-14,16-19H2,1-7H3

> <INCHI_KEY>
JDNSDLZYTOLFGG-UHFFFAOYSA-N

> <FORMULA>
C41H57NO12

> <MOLECULAR_WEIGHT>
755.902

> <EXACT_MASS>
755.388076279

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
111

> <JCHEM_AVERAGE_POLARIZABILITY>
81.51203816282785

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
2.8864613613333328

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.018106040364252

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.883043429372401

> <JCHEM_PKA_STRONGEST_BASIC>
7.97122765220349

> <JCHEM_POLAR_SURFACE_AREA>
184.67999999999998

> <JCHEM_REFRACTIVITY>
194.55660000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0      -9.902  -6.710   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -9.413  -5.249   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -7.904  -4.942   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.415  -3.482   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.906  -3.175   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.886  -4.328   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.374  -5.789   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.883  -6.096   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -7.372  -7.556   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -8.881  -7.863   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.376  -4.021   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.356  -5.175   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.888  -2.561   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.379  -2.254   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.220  -3.293   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.297  -2.909   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.626  -1.328   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.958  -2.100   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.319  -0.032   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.394   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.818   2.068   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.129   3.576   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.923   1.013   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.424   1.325   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.568   2.605   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.096  -0.060   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.965  -1.140   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.462  -0.587   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.716  -1.725   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.730  -0.868   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.183   0.604   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.632  -0.172   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.303  -1.558   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       8.839  -1.669   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       9.511  -3.055   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.047  -3.166   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.718  -4.552   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.911  -1.892   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.240  -0.506   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.704  -0.395   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.032   0.991   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.875   2.523   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      10.514   1.412   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       7.496   1.103   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.825   2.488   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       7.689   3.763   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       5.289   2.600   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       4.617   3.986   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       5.482   5.260   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       7.018   5.149   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       4.810   6.646   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       5.675   7.921   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       7.211   7.809   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       3.274   6.758   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   30                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   28                                             
CONECT   18   17                                                            
CONECT   19   17   20   30                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25   26   47                                             
CONECT   25   24                                                            
CONECT   26   24   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   17   23   29                                             
CONECT   29   28   30                                                       
CONECT   30   29   14   19   31                                             
CONECT   31   30                                                            
CONECT   32   26   33   44                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   40                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   34   41                                                  
CONECT   41   40   42   43   44                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   41   32   45                                                  
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   24   48                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52   54                                                  
CONECT   52   51   53                                                       
CONECT   53   52                                                            
CONECT   54   51                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  122    0
END

View in JSmol

Synonyms

Value	Source
10,12,14,16,23-Pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0,.0,.0,.0,.0,]hexacosan-22-yl 3,4-dimethoxybenzoic acid	Generator
10,12,14,16,23-Pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoic acid	Generator

Chemical Formula

C₄₁H₅₇NO₁₂

Average Mass

755.9020 Da

Monoisotopic Mass

755.38808 Da

IUPAC Name

10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)C(=O)OC1CCC2(C)C3CC(O)C4C5(O)C(CC24OC13O)C1CN2CC(C)CCC2C(C)(O)C1C(O)C5OC(=O)C(C)=CC

InChI Identifier

InChI=1S/C41H57NO12/c1-8-21(3)35(45)53-34-32(44)31-23(19-42-18-20(2)9-12-29(42)38(31,5)47)24-17-39-33(40(24,34)48)25(43)16-28-37(39,4)14-13-30(41(28,49)54-39)52-36(46)22-10-11-26(50-6)27(15-22)51-7/h8,10-11,15,20,23-25,28-34,43-44,47-49H,9,12-14,16-19H2,1-7H3

InChI Key

JDNSDLZYTOLFGG-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Veratrum dahuricum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cerveratrum-type alkaloids. These are steroidal alkaloids containing the cevane (23-methyl-4- azahexacyclo[12.11.0.0^{2,11}.0^{4,9}.0^{15,24}.0^{18,23}]Pentacosane) moiety, which is a six ring system. Cerveratrum alkaloids have 7-9 oxygen atoms and occur as free alkamines or esters of simple aliphatic or aromatic acids.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal alkaloids

Direct Parent

Cerveratrum-type alkaloids

Alternative Parents

Substituents

Cerveratrum-type alkaloid
Azasteroid
P-methoxybenzoic acid or derivatives
M-methoxybenzoic acid or derivatives
Quinolizidine
Dimethoxybenzene
Benzoate ester
O-dimethoxybenzene
Benzoic acid or derivatives
Alkaloid or derivatives
Benzoyl
Anisole
Phenoxy compound
Methoxybenzene
Phenol ether
Alkyl aryl ether
Fatty acid ester
Oxepane
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Piperidine
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Cyclic alcohol
Amino acid or derivatives
Tertiary amine
Secondary alcohol
Tertiary aliphatic amine
Hemiacetal
1,2-aminoalcohol
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Ether
Azacycle
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Carbonyl group
Organonitrogen compound
Amine
Organic oxygen compound
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	2.54	ALOGPS
logP	2.89	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	10.88	ChemAxon
pKa (Strongest Basic)	7.97	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	184.68 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	194.56 m³·mol⁻¹	ChemAxon
Polarizability	81.51 Å³	ChemAxon
Number of Rings	8	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 10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate (NP0259046)

MOL for NP0259046 (10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate)

3D MOL for NP0259046 (10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate)

3D SDF for NP0259046 (10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate)

3D-SDF for NP0259046 (10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate)

PDB for NP0259046 (10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate)

3D PDB for NP0259046 (10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate)

SMILES for NP0259046 (10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate)

INCHI for NP0259046 (10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate)

Structure for NP0259046 (10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate)

3D Structure for NP0259046 (10,12,14,16,23-pentahydroxy-6,10,19-trimethyl-13-[(2-methylbut-2-enoyl)oxy]-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²³.0¹⁹,²⁵]hexacosan-22-yl 3,4-dimethoxybenzoate)