NP-MRD: Showing NP-Card for [(1r,12s,13r)-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]oxidanesulfonic acid (NP0330706)

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Record Information

Version

1.0

Created at

2022-09-12 16:18:54 UTC

Updated at

2022-09-12 16:18:55 UTC

NP-MRD ID

NP0330706

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,12s,13r)-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]oxidanesulfonic acid

Description

[(1R,12S,13R)-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]oxidanesulfonic acid 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. [(1r,12s,13r)-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]oxidanesulfonic acid is found in Corydalis incisa. Based on a literature review very few articles have been published on [(1R,12S,13R)-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]oxidanesulfonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122218182D          

 31 36  0  0  1  0            999 V2000
    8.1844   -3.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6894   -2.5147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8703   -2.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3754   -1.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6995   -1.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2045   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3855   -0.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0613   -1.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5563   -2.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0815   -2.7266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2931   -2.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807   -1.6586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5186   -1.0960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0236   -0.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8427   -0.3373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3477    0.3227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6719    1.0814    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4305    0.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9132    1.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9960    1.8400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6618   -0.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1567   -0.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9758   -0.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4708   -1.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1467   -2.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3276   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8326   -1.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0135   -1.7560    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7680   -2.7615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4762   -2.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2925   -1.5339    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 15 21  1  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
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28  2  1  1  0  0  0
 13 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 24 31  1  0  0  0  0
M  END

     RDKit          3D

 52 57  0  0  0  0  0  0  0  0999 V2000
   -0.2876   -3.1333   -0.9720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -1.7986   -0.8201 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6687   -1.9546   -0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876   -0.7475   -0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    0.0785    0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4303    1.2021    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6807    1.5149    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985    0.6847   -0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6313   -0.4679   -0.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965   -1.1006   -1.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8000   -0.5727   -1.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437    0.7270   -1.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4162   -0.2369    1.1233 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7279   -0.9526    2.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3157    1.0119    1.5610 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5733    1.8127    0.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226    3.4324    0.6906 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.7836    3.9007   -0.2448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0174    3.7959    2.1109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835    4.3564    0.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7102    0.5338    2.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828    0.2255    0.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086    0.7551    0.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928    0.4912   -0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4880   -0.3178   -1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2523   -0.8568   -1.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6732   -0.5802   -0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3797   -1.1554    0.2904 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2690   -0.4365   -2.8401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915    0.0047   -2.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3823    0.8563   -1.4424 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769   -3.9036   -0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2676   -3.2401   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3436   -3.4486   -2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803   -2.7936    0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0977   -2.3121   -1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256    1.9230    1.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.4115    0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4289   -1.1389   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3097   -0.4998   -2.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117   -1.6467    2.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5814   -1.6201    2.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9700   -0.2312    3.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1081    1.5106    2.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341    5.3025    0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6422   -0.3212    2.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2038    1.3859    2.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1231    1.3850    1.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7109   -1.4762   -2.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6844   -2.0416    0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0489    0.5373   -3.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2105   -0.8544   -2.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  5 13  1  0
 13 14  1  1
 13 15  1  0
 15 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 29  1  0
 29 30  1  0
 30 31  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 15 16  1  0
 16 17  1  0
 17 20  1  0
 17 18  2  0
 17 19  2  0
 28  2  1  0
  9  4  1  0
 28 13  1  0
 12  8  1  0
 27 22  1  0
 31 24  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  6 37  1  0
  7 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  1
 21 46  1  0
 21 47  1  0
 23 48  1  0
 30 51  1  0
 30 52  1  0
 26 49  1  0
 28 50  1  1
 20 45  1  0
M  END


  Mrv1652309122218182D          

 31 36  0  0  1  0            999 V2000
    8.1844   -3.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6894   -2.5147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8703   -2.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3754   -1.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6995   -1.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2045   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3855   -0.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0613   -1.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5563   -2.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0815   -2.7266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2931   -2.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807   -1.6586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5186   -1.0960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0236   -0.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8427   -0.3373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3477    0.3227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6719    1.0814    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4305    0.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9132    1.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9960    1.8400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6618   -0.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1567   -0.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9758   -0.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4708   -1.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1467   -2.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3276   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8326   -1.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0135   -1.7560    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7680   -2.7615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4762   -2.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2925   -1.5339    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 15 21  1  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
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28  2  1  1  0  0  0
 13 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 24 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330706

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H21NO8S/c1-21-14-3-4-15-19(29-10-26-15)13(14)8-22(2)20(21)12-7-17-16(27-9-28-17)5-11(12)6-18(21)30-31(23,24)25/h3-5,7,18,20H,6,8-10H2,1-2H3,(H,23,24,25)/t18-,20+,21-/m0/s1

> <INCHI_KEY>
NOTJGICZOQVGSA-TYPHKJRUSA-N

> <FORMULA>
C21H21NO8S

> <MOLECULAR_WEIGHT>
447.46

> <EXACT_MASS>
447.098787814

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
44.25522342731752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1R,12S,13R)-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]oxidanesulfonic acid

> <JCHEM_LOGP>
1.1240149789822356

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.0009998376815643

> <JCHEM_PKA_STRONGEST_BASIC>
5.211659933718853

> <JCHEM_POLAR_SURFACE_AREA>
103.76

> <JCHEM_REFRACTIVITY>
107.34289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,12S,13R)-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]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      15.277  -5.926   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      14.354  -4.694   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      12.825  -4.878   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.901  -3.646   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.506  -2.230   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.582  -0.998   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.053  -1.182   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.448  -2.598   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.372  -3.830   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.485  -5.090   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.014  -4.636   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.991  -3.096   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      14.035  -2.046   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.111  -0.814   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.640  -0.630   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.716   0.602   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0      14.321   2.019   0.000  0.00  0.00           S+0
HETATM   18  O   UNK     0      15.737   1.414   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.905   2.624   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      14.926   3.435   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      16.169  -0.446   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.093  -1.678   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.622  -1.493   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.545  -2.726   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.940  -4.142   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.411  -4.326   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.488  -3.094   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.959  -3.278   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      20.100  -5.155   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      21.422  -4.365   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      21.079  -2.863   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8                                                       
CONECT   13    5   14   15   28                                             
CONECT   14   13                                                            
CONECT   15   13   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21   15   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   22   28                                                  
CONECT   28   27    2   13                                                  
CONECT   29   25   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

View in JSmol

Synonyms

Value	Source
[(1R,12S,13R)-13,24-Dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0,.0,.0,.0,]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl]oxidanesulfonate	Generator
[(1R,12S,13R)-13,24-Dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0,.0,.0,.0,]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl]oxidanesulphonate	Generator
[(1R,12S,13R)-13,24-Dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0,.0,.0,.0,]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₂₁H₂₁NO₈S

Average Mass

447.4600 Da

Monoisotopic Mass

447.09879 Da

IUPAC Name

[(1R,12S,13R)-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]oxidanesulfonic acid

Traditional Name

[(1R,12S,13R)-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]oxidanesulfonic acid

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)OS(O)(=O)=O

InChI Identifier

InChI=1S/C21H21NO8S/c1-21-14-3-4-15-19(29-10-26-15)13(14)8-22(2)20(21)12-7-17-16(27-9-28-17)5-11(12)6-18(21)30-31(23,24)25/h3-5,7,18,20H,6,8-10H2,1-2H3,(H,23,24,25)/t18-,20+,21-/m0/s1

InChI Key

NOTJGICZOQVGSA-TYPHKJRUSA-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
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Oxacycle
Acetal
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.12	ChemAxon
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	5.21	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	103.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	107.34 m³·mol⁻¹	ChemAxon
Polarizability	44.26 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

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

163008771

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1r,12s,13r)-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]oxidanesulfonic acid (NP0330706)

MOL for NP0330706 ([(1r,12s,13r)-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]oxidanesulfonic acid)

3D MOL for NP0330706 ([(1r,12s,13r)-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]oxidanesulfonic acid)

3D SDF for NP0330706 ([(1r,12s,13r)-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]oxidanesulfonic acid)

3D-SDF for NP0330706 ([(1r,12s,13r)-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]oxidanesulfonic acid)

PDB for NP0330706 ([(1r,12s,13r)-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]oxidanesulfonic acid)

3D PDB for NP0330706 ([(1r,12s,13r)-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]oxidanesulfonic acid)

SMILES for NP0330706 ([(1r,12s,13r)-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]oxidanesulfonic acid)

INCHI for NP0330706 ([(1r,12s,13r)-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]oxidanesulfonic acid)

Structure for NP0330706 ([(1r,12s,13r)-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]oxidanesulfonic acid)

3D Structure for NP0330706 ([(1r,12s,13r)-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]oxidanesulfonic acid)