NP-MRD: Showing NP-Card for (1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate (NP0263091)

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Record Information

Version

2.0

Created at

2022-09-08 06:09:32 UTC

Updated at

2022-09-08 06:09:33 UTC

NP-MRD ID

NP0263091

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate

Description

A14491 belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety. (1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate is found in Corydalis incisa. Based on a literature review very few articles have been published on A14491.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082208092D          

 30 35  0  0  1  0            999 V2000
    0.8694    0.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3744   -0.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4447    0.0696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6986   -0.7877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2036   -1.4477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6155   -1.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1104   -2.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9295   -1.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4245   -2.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2813   -3.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863   -2.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0328   -2.8664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3569   -3.6251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1381   -4.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760   -3.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709   -3.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3468   -2.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418   -1.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6608   -1.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9850   -2.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4900   -3.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648   -3.8370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532   -3.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -2.7691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5277   -2.2064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0227   -1.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7217   -3.8719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4299   -3.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2462   -2.6444    0.0000 O   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
  6  7  1  0  0  0  0
  7  8  2  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  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 18 26  1  0  0  0  0
 13 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  6  0  0  0
 10 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  9 30  1  0  0  0  0
M  END

     RDKit          3D

 53 58  0  0  0  0  0  0  0  0999 V2000
    1.5864   -4.2091   -1.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6044   -3.4311   -0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0716   -4.0378    0.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2741   -2.1201   -0.6819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6661   -1.4571    0.1396 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8642   -1.1655   -0.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    0.1093   -0.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9079    0.2460   -0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5715    1.4297   -0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8872    2.5302   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332    2.4036    0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563    1.2071   -0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011    1.0726    0.2011 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3780    1.4887   -0.9110 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0080    1.0405   -2.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7536    1.6990   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2886    0.5492    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689   -0.3465    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0949   -1.3698    1.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4635   -1.4979    1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2579   -0.5959    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6804    0.4256    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176    1.1674   -0.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9523    0.8085    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6520   -0.4816    0.7136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163   -0.2612    0.7726 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4289   -0.2498    2.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7731    3.5855    0.1307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0636    2.9690    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9097    1.8271   -0.5738 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3586   -4.6764   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0170   -3.5472   -1.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0066   -5.0037   -1.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768   -2.1903    0.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6475   -1.9667   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6303   -1.3126   -1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4764   -0.6248   -1.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9342    3.2338    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1687    1.8284    1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    0.0041   -2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4926    1.6812   -2.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0980    1.2264   -2.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8389    2.5891    0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3092    1.8692   -1.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5262   -2.1221    2.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9187   -2.2998    2.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7302    0.8346   -0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0974    1.5472    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2588   -1.2843    2.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4690    0.0786    2.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2714    0.4023    2.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8171    3.6772   -0.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2082    2.7200    1.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  1  1
 26  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 28  1  0
 28 29  1  0
 29 30  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 13 14  1  0
 22 17  1  0
 13 26  1  0
 25 21  1  0
 12  7  1  0
 30  9  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
 20 46  1  0
 24 47  1  0
 24 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
  5 34  1  1
  6 35  1  0
  6 36  1  0
  8 37  1  0
 29 52  1  0
 29 53  1  0
 11 38  1  0
 13 39  1  1
  1 31  1  0
  1 32  1  0
  1 33  1  0
M  END


  Mrv1652309082208092D          

 30 35  0  0  1  0            999 V2000
    0.8694    0.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3744   -0.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4447    0.0696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6986   -0.7877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2036   -1.4477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6155   -1.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1104   -2.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9295   -1.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4245   -2.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2813   -3.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863   -2.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0328   -2.8664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3569   -3.6251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1381   -4.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760   -3.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709   -3.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3468   -2.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418   -1.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6608   -1.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9850   -2.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4900   -3.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648   -3.8370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532   -3.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -2.7691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5277   -2.2064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0227   -1.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7217   -3.8719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4299   -3.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2462   -2.6444    0.0000 O   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
  6  7  1  0  0  0  0
  7  8  2  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  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 18 26  1  0  0  0  0
 13 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  6  0  0  0
 10 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  9 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0263091

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CC2=C(C=CC3=C2OCO3)[C@]2(C)[C@@H](CC3=CC4=C(OCO4)C=C3[C@H]12)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H23NO6/c1-12(25)30-20-7-13-6-18-19(28-10-27-18)8-14(13)22-23(20,2)16-4-5-17-21(29-11-26-17)15(16)9-24(22)3/h4-6,8,20,22H,7,9-11H2,1-3H3/t20-,22+,23-/m1/s1

> <INCHI_KEY>
PUHCFWFODBLSAP-AKIFATBCSA-N

> <FORMULA>
C23H23NO6

> <MOLECULAR_WEIGHT>
409.438

> <EXACT_MASS>
409.152537465

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
42.85943284583564

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12R,13S)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate

> <JCHEM_LOGP>
2.9882217183333326

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.6162304038857975

> <JCHEM_POLAR_SURFACE_AREA>
66.46000000000001

> <JCHEM_REFRACTIVITY>
106.50260000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12R,13S)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       1.623   1.178   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.699  -0.054   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.830   0.130   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.304  -1.470   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.380  -2.702   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.149  -2.518   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.073  -3.750   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.602  -3.566   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.526  -4.798   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.921  -6.215   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.392  -6.399   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.468  -5.167   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.061  -5.351   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.666  -6.767   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.258  -7.999   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.195  -6.951   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.119  -5.719   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.514  -4.303   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.438  -3.071   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.967  -3.255   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.572  -4.671   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.648  -5.903   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.534  -7.162   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.006  -6.709   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.029  -5.169   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.985  -4.119   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.909  -2.887   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.081  -7.228   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -6.402  -6.437   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -6.060  -4.936   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   30                                                  
CONECT   10    9   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   17   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   21                                                       
CONECT   26   18   13    5   27                                             
CONECT   27   26                                                            
CONECT   28   10   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    9                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₃NO₆

Average Mass

409.4380 Da

Monoisotopic Mass

409.15254 Da

IUPAC Name

(1S,12R,13S)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate

Traditional Name

(1S,12R,13S)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate

CAS Registry Number

Not Available

SMILES

CN1CC2=C(C=CC3=C2OCO3)[C@]2(C)[C@@H](CC3=CC4=C(OCO4)C=C3[C@H]12)OC(C)=O

InChI Identifier

InChI=1S/C23H23NO6/c1-12(25)30-20-7-13-6-18-19(28-10-27-18)8-14(13)22-23(20,2)16-4-5-17-21(29-11-26-17)15(16)9-24(22)3/h4-6,8,20,22H,7,9-11H2,1-3H3/t20-,22+,23-/m1/s1

InChI Key

PUHCFWFODBLSAP-AKIFATBCSA-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
Corydalis incisa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Benzophenanthridine alkaloids

Sub Class

Hexahydrobenzophenanthridine alkaloids

Direct Parent

Hexahydrobenzophenanthridine alkaloids

Alternative Parents

Substituents

Hexahydrobenzophenanthridine alkaloid skeleton
Benzoquinoline
Phenanthridine
Quinoline
Tetrahydroisoquinoline
Tetralin
Benzodioxole
Aralkylamine
Benzenoid
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid ester
Tertiary amine
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Oxacycle
Organopnictogen compound
Amine
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
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	2.99	ChemAxon
pKa (Strongest Basic)	5.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	106.5 m³·mol⁻¹	ChemAxon
Polarizability	42.86 Å³	ChemAxon
Number of Rings	6	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

82966000

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124396470

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate (NP0263091)

MOL for NP0263091 ((1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate)

3D MOL for NP0263091 ((1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate)

3D SDF for NP0263091 ((1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate)

3D-SDF for NP0263091 ((1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate)

PDB for NP0263091 ((1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate)

3D PDB for NP0263091 ((1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate)

SMILES for NP0263091 ((1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate)

INCHI for NP0263091 ((1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate)

Structure for NP0263091 ((1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate)

3D Structure for NP0263091 ((1s,12r,13s)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate)