NP-MRD: Showing NP-Card for sibiricine (NP0155153)

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Record Information

Version

2.0

Created at

2022-09-02 12:09:42 UTC

Updated at

2022-09-02 12:09:42 UTC

NP-MRD ID

NP0155153

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sibiricine

Description

Sibiricine belongs to the class of organic compounds known as indanones. Indanones are compounds containing an indane ring bearing a ketone group. Sibiricine is a strong basic compound (based on its pKa). The proton nuclear magnetic resonance (PMR) spectrum of sibiricine at 100 MHz shows that sibiricine is structurally related to ochrobirine and ochotensine. These isoquinoline alkaloids are: Protopine, 13-oxoprotopine, 13-oxocryptopine, stylopine, coreximine, rheagenine, ochrobirine, and bicuculline. Sibiricine is a bioactive isoquinoline alkaloid isolated from Corydalis crispa (Fumariaceae), which is a Bhutanese medicinal plant from the Himalayas. With the exception of sibiricine, 8 other alkaloids are extracted by investigating Corydalis crispa. Using high resolution mass spectrometry, the molecular formula of sibiricine is determined to be C20H17NO6. sibiricine is found in Corydalis paczoskii and Corydalis taliensis. The IUPAC name for sibiricine is 8'-hydroxy-6-methylspiro[7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-5,7'-8H-cyclopenta[g][1,3]benzodioxole]-6'-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231523552D          

 27 32  0  0  0  0            999 V2000
    1.1497    2.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9427    2.5909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5363    3.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292    2.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286    2.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3216    1.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5210    1.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2493    0.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1058   -0.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2888   -0.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9274    0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1344    0.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9350    1.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420    1.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2566    0.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8296    0.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150    0.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874   -0.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7244   -0.8809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1939   -1.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291   -1.2035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4869   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0861    0.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1415    1.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421    1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3296    1.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7567    2.5274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 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
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END

     RDKit          3D

 44 49  0  0  0  0  0  0  0  0999 V2000
    1.0183   -2.8789    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1324   -2.2171   -0.3493 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2924   -3.0007   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714   -2.3431   -0.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5775   -0.8873   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7894   -0.2374   -0.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210    1.1254   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7605    1.8024    0.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5229    1.1766    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4638   -0.1811   -0.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1529   -0.8588    0.0409 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3728   -0.6172    1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1651   -0.9119    2.4796 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6605    0.0421    1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6536    0.4033    2.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8079    1.0303    1.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0328    1.3262    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0826    0.9871   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136    0.3500   -0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7709   -0.1019   -0.8904 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1315    0.9309   -1.5690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5496    1.3913   -1.7466 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9754    1.5094   -1.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0824    1.9434   -0.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1479    3.1312    0.3334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4968    3.2919   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099    1.9889   -0.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9049   -2.2265    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -3.4729    1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3335   -3.6439   -0.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1861   -3.9323   -0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3680   -3.3331    0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4102   -2.8153   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7911   -2.4785   -1.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077   -0.7627   -0.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    1.7522    0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4461    0.1554    3.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5638    1.3025    2.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1821   -0.7625   -1.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7605    1.6658   -1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3917    2.2282   -2.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3797    0.4713   -1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6264    3.8388   -0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0806    3.8184    0.7923 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 25  1  0
 25 26  1  0
 26 27  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 20  1  0
 20 21  1  0
 20 19  1  0
 19 18  2  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 24 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  2  0
 14 12  1  0
 12 13  2  0
 11  2  1  0
 11 12  1  1
 10  5  1  0
 14 19  1  0
 27  7  1  0
 17 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  6 35  1  0
 26 43  1  0
 26 44  1  0
  9 36  1  0
 20 39  1  6
 21 40  1  0
 23 41  1  0
 23 42  1  0
 16 38  1  0
 15 37  1  0
M  END


  Mrv1533004231523552D          

 27 32  0  0  0  0            999 V2000
    1.1497    2.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9427    2.5909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5363    3.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292    2.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286    2.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3216    1.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5210    1.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2493    0.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1058   -0.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2888   -0.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9274    0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1344    0.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9350    1.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420    1.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2566    0.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8296    0.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150    0.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2874   -0.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7244   -0.8809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1939   -1.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291   -1.2035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4869   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0861    0.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1415    1.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421    1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3296    1.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7567    2.5274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 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
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0155153

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CCC2=CC3=C(OCO3)C=C2C11C(O)C2=C3OCOC3=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(26-8-25-14)7-12(10)20(21)18(22)11-2-3-13-17(27-9-24-13)16(11)19(20)23/h2-3,6-7,19,23H,4-5,8-9H2,1H3

> <INCHI_KEY>
BQZZTMXCHPNTCL-UHFFFAOYSA-N

> <FORMULA>
C20H17NO6

> <MOLECULAR_WEIGHT>
367.357

> <EXACT_MASS>
367.105587271

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
37.16360734249288

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8'-hydroxy-6-methyl-2,6,6',7,8,8'-hexahydro-2'H-spiro[[1,3]dioxolo[4,5-g]isoquinoline-5,7'-indeno[4,5-d][1,3]dioxole]-6'-one

> <ALOGPS_LOGP>
1.54

> <JCHEM_LOGP>
1.842026960333333

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.895963042246539

> <JCHEM_PKA_STRONGEST_BASIC>
4.904700424888161

> <JCHEM_POLAR_SURFACE_AREA>
77.46000000000001

> <JCHEM_REFRACTIVITY>
93.5729

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8'-hydroxy-6-methyl-2',7,8,8'-tetrahydro-2H-spiro[[1,3]dioxolo[4,5-g]isoquinoline-5,7'-indeno[4,5-d][1,3]dioxole]-6'-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       2.146   5.261   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       3.626   4.836   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       4.734   5.906   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.215   5.481   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.587   3.987   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.067   3.562   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.439   2.067   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.799   1.344   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.531  -0.173   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.006  -0.386   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.331   0.998   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.851   1.423   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.479   2.917   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.998   3.342   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.212   1.817   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.282   0.709   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.828   1.142   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.403  -0.338   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.219  -1.644   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.229  -2.824   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.801  -2.246   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.909  -0.710   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.161   0.398   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.264   1.878   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.759   2.250   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.482   3.610   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.412   4.718   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    5   14                                                  
CONECT   14   13    2   15   26                                             
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   25                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   17   26                                                  
CONECT   26   25   14   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₇NO₆

Average Mass

367.3570 Da

Monoisotopic Mass

367.10559 Da

IUPAC Name

8'-hydroxy-6-methyl-2,6,6',7,8,8'-hexahydro-2'H-spiro[[1,3]dioxolo[4,5-g]isoquinoline-5,7'-indeno[4,5-d][1,3]dioxole]-6'-one

Traditional Name

8'-hydroxy-6-methyl-2',7,8,8'-tetrahydro-2H-spiro[[1,3]dioxolo[4,5-g]isoquinoline-5,7'-indeno[4,5-d][1,3]dioxole]-6'-one

CAS Registry Number

Not Available

SMILES

CN1CCC2=CC3=C(OCO3)C=C2C11C(O)C2=C3OCOC3=CC=C2C1=O

InChI Identifier

InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(26-8-25-14)7-12(10)20(21)18(22)11-2-3-13-17(27-9-24-13)16(11)19(20)23/h2-3,6-7,19,23H,4-5,8-9H2,1H3

InChI Key

BQZZTMXCHPNTCL-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
Corydalis paczoskii	LOTUS Database	35616633
Corydalis taliensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indanones. Indanones are compounds containing an indane ring bearing a ketone group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Indanone
Tetrahydroisoquinoline
Benzodioxole
Aryl ketone
Aryl alkyl ketone
Aralkylamine
Ketone
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Acetal
Organoheterocyclic compound
Oxacycle
Azacycle
Organic oxide
Organopnictogen compound
Amine
Alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
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	1.54	ALOGPS
logP	1.84	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.9	ChemAxon
pKa (Strongest Basic)	4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	93.57 m³·mol⁻¹	ChemAxon
Polarizability	37.16 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

Sibiricine

METLIN ID

Not Available

PubChem Compound

632652

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for sibiricine (NP0155153)

MOL for NP0155153 (sibiricine)

3D MOL for NP0155153 (sibiricine)

3D SDF for NP0155153 (sibiricine)

3D-SDF for NP0155153 (sibiricine)

PDB for NP0155153 (sibiricine)

3D PDB for NP0155153 (sibiricine)

SMILES for NP0155153 (sibiricine)

INCHI for NP0155153 (sibiricine)

Structure for NP0155153 (sibiricine)

3D Structure for NP0155153 (sibiricine)