NP-MRD: Showing NP-Card for (1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one (NP0327357)

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Record Information

Version

2.0

Created at

2022-09-12 09:52:09 UTC

Updated at

2022-09-12 09:52:09 UTC

NP-MRD ID

NP0327357

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one

Description

Hydroxycristacarpone belongs to the class of organic compounds known as coumarans. Coumarans are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring. (1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one is found in Erythrina fusca, Erythrina subumbrans and Erythrina variegata. It was first documented in 2008 (PMID: 18171023). Based on a literature review very few articles have been published on Hydroxycristacarpone (PMID: 20079815).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122211522D          

 27 30  0  0  1  0            999 V2000
   -0.5839   -1.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5447   -2.4545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886   -2.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278   -3.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6551   -3.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6159   -2.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434   -1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102   -1.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710   -0.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    0.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3875   -2.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036   -3.1164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7273   -3.1635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3563   -2.4266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -2.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0036   -2.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3746   -3.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1982   -3.3049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219   -3.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0983   -3.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6456   -4.5901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -4.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510   -3.8061    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9287   -4.4447    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  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  7 14  1  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  6 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
    4.0660    2.7634    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2989    1.5757    0.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9267    1.6248    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963    2.8355    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708    2.8863   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7827    1.7217   -0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044    0.4864    0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    0.4716    0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8262   -0.8513    0.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908   -1.3697   -0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7519   -1.7416   -0.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5945   -1.6696    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592   -2.2519   -1.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1918   -0.5057    0.1713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2615    0.0249   -0.5680 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6017   -0.6189   -0.2556 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5176    0.1327   -1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7266   -1.9825   -0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1944   -2.9423    0.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6209   -2.6959    1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0718   -3.5939    2.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4898   -1.3005    1.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0222   -0.3814    1.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9110    0.9404    1.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8378    1.7675    1.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2645    1.4571   -0.1575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8070    2.2701   -1.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0950    3.1125   -0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6710    3.5594    0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1114    2.5851    0.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    3.7316   -0.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5905    3.8189   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576   -1.6104    0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313   -0.7894    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9045   -1.4456   -1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8436   -0.6122    0.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5739   -2.1915    0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0735   -2.0782    1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7289   -2.0658   -2.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6128   -3.3159   -1.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3139   -1.6912   -2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0683   -0.0550   -1.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1039    0.3022   -1.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4224   -2.2747   -1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2787   -3.9628   -0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8023   -1.0770    2.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0756    1.7088    1.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2489    2.8157    1.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570    2.4827   -1.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7 14  1  0
 14 15  1  0
 15 26  1  0
 26 27  1  6
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  2  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  2  0
 18 16  1  0
 16 17  1  6
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  8  3  1  0
 26  6  1  0
 16 23  1  0
 16 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
 15 42  1  6
 27 49  1  0
 25 47  1  0
 25 48  1  0
 22 46  1  0
 19 45  1  0
 18 44  1  0
 17 43  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
M  END


  Mrv1652309122211522D          

 27 30  0  0  1  0            999 V2000
   -0.5839   -1.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5447   -2.4545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886   -2.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278   -3.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6551   -3.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6159   -2.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434   -1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102   -1.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710   -0.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    0.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3875   -2.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036   -3.1164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7273   -3.1635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3563   -2.4266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -2.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0036   -2.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3746   -3.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1982   -3.3049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219   -3.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0983   -3.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6456   -4.5901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -4.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510   -3.8061    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9287   -4.4447    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  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  7 14  1  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  6 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0327357

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(O[C@@H]3[C@@]2(O)COC2=CC(=O)C=C[C@]32O)=C1CC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O6/c1-12(2)4-5-14-16(25-3)7-6-15-18(14)27-19-20(23)9-8-13(22)10-17(20)26-11-21(15,19)24/h4,6-10,19,23-24H,5,11H2,1-3H3/t19-,20+,21+/m0/s1

> <INCHI_KEY>
XDJKLTBEDCQEBP-PWRODBHTSA-N

> <FORMULA>
C21H22O6

> <MOLECULAR_WEIGHT>
370.401

> <EXACT_MASS>
370.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.802756256897254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,10S)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-3,6,11,13,15-pentaen-5-one

> <JCHEM_LOGP>
1.9225353813333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.448680249884855

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.743680952129946

> <JCHEM_PKA_STRONGEST_BASIC>
-4.09141012341652

> <JCHEM_POLAR_SURFACE_AREA>
85.22

> <JCHEM_REFRACTIVITY>
101.69469999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,10S)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-3,6,11,13,15-pentaen-5-one

> <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      -1.090  -3.043   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.017  -4.582   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.352  -5.287   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.425  -6.826   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.794  -7.531   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.090  -6.699   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.016  -5.161   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.648  -4.455   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.574  -2.917   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.206  -2.211   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.132  -0.673   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.236   0.033   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.428   0.160   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.457  -4.616   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.420  -5.817   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.958  -5.905   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.265  -4.530   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.803  -4.618   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.340  -4.706   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.033  -6.081   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.570  -6.169   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.188  -7.369   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.650  -7.281   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.805  -8.568   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.268  -8.480   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.575  -7.105   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.600  -8.297   0.000  0.00  0.00           O+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   26                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    7   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17   18   23                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   16   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    6   15   27                                             
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₆

Average Mass

370.4010 Da

Monoisotopic Mass

370.14164 Da

IUPAC Name

(1R,2S,10S)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-3,6,11,13,15-pentaen-5-one

Traditional Name

(1R,2S,10S)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-3,6,11,13,15-pentaen-5-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(O[C@@H]3[C@@]2(O)COC2=CC(=O)C=C[C@]32O)=C1CC=C(C)C

InChI Identifier

InChI=1S/C21H22O6/c1-12(2)4-5-14-16(25-3)7-6-15-18(14)27-19-20(23)9-8-13(22)10-17(20)26-11-21(15,19)24/h4,6-10,19,23-24H,5,11H2,1-3H3/t19-,20+,21+/m0/s1

InChI Key

XDJKLTBEDCQEBP-PWRODBHTSA-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
Erythrina fusca	LOTUS Database	35616633
Erythrina subumbrans	LOTUS Database	35616633
Erythrina variegata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarans. Coumarans are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Coumarans

Sub Class

Not Available

Direct Parent

Coumarans

Alternative Parents

Substituents

Coumaran
Anisole
Phenol ether
Alkyl aryl ether
Oxane
Benzenoid
Tertiary alcohol
Vinylogous ester
Ketone
Cyclic ketone
Oxacycle
Ether
Alcohol
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic oxide
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	1.92	ChemAxon
pKa (Strongest Acidic)	11.74	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.69 m³·mol⁻¹	ChemAxon
Polarizability	37.8 Å³	ChemAxon
Number of Rings	4	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

C00019478

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

101995345

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rukachaisirikul T, Innok P, Suksamrarn A: Erythrina alkaloids and a pterocarpan from the bark of Erythrina subumbrans. J Nat Prod. 2008 Jan;71(1):156-8. doi: 10.1021/np070506w. Epub 2008 Jan 3. [PubMed:18171023 ]
Innok P, Rukachaisirikul T, Phongpaichit S, Suksamrarn A: Fuscacarpans A-C, new pterocarpans from the stems of Erythrina fusca. Fitoterapia. 2010 Sep;81(6):518-23. doi: 10.1016/j.fitote.2010.01.009. Epub 2010 Jan 15. [PubMed:20079815 ]
LOTUS database [Link]

Showing NP-Card for (1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one (NP0327357)

MOL for NP0327357 ((1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one)

3D MOL for NP0327357 ((1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one)

3D SDF for NP0327357 ((1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one)

3D-SDF for NP0327357 ((1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one)

PDB for NP0327357 ((1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one)

3D PDB for NP0327357 ((1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one)

SMILES for NP0327357 ((1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one)

INCHI for NP0327357 ((1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one)

Structure for NP0327357 ((1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one)

3D Structure for NP0327357 ((1r,2s,10s)-2,10-dihydroxy-14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-3,6,11,13,15-pentaen-5-one)