NP-MRD: Showing NP-Card for Fuscaflavanone B (NP0086374)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 06:40:55 UTC

Updated at

2022-04-29 06:40:55 UTC

NP-MRD ID

NP0086374

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fuscaflavanone B

Description

(8S)-2-Methyl-5-hydroxy-8beta-(4-hydroxyphenyl)-10-prenyl-4,2-(epoxymethano)-3,4,7,8-tetrahydro-2H,6H-benzo[1,2-b:5,4-B']dipyran-6-one belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position. Fuscaflavanone B is found in Erythrina fusca . Based on a literature review very few articles have been published on (8S)-2-Methyl-5-hydroxy-8beta-(4-hydroxyphenyl)-10-prenyl-4,2-(epoxymethano)-3,4,7,8-tetrahydro-2H,6H-benzo[1,2-b:5,4-B']dipyran-6-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292208412D          

 32 36  0  0  1  0            999 V2000
    1.8042    4.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4906    3.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2302    4.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4374    3.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1238    2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0706    1.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570    1.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038    0.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3902    0.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1298    0.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1830    1.2810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9225    1.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9757    2.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7153    2.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4017    2.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413    2.7434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3485    1.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6089    1.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2361    2.1043    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    1.7388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370   -0.7311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9642    0.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9110   -0.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2778    0.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310    1.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205    2.0202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060    1.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4343    2.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5009    1.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8102    0.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010    0.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387    0.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 12 18  1  0  0  0  0
 11 19  1  1  0  0  0
 11 20  1  0  0  0  0
  7 20  1  0  0  0  0
  9 21  2  0  0  0  0
  8 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 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
 31 32  1  0  0  0  0
 27 32  1  0  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
   -0.2490    4.0687    1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5530    3.3926    1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878    4.0554    2.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9147    2.2810    0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883    1.6337   -0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397    0.2626    0.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5851   -0.0376    0.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950   -1.3234    1.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0755   -2.3035    0.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2626   -3.5817    1.2068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3048   -2.0579    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975   -0.7476   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8294   -0.4594   -0.6498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7170   -1.5083   -0.9393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7783   -1.1588   -1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2880   -1.9741    0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4115   -2.8768    0.9190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3518   -3.0836    0.0530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9522   -2.7650   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1941   -1.6539    1.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5291   -2.8589    1.6379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183   -0.5270    2.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9085    0.5935    1.1264 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6768    0.3502   -0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893    1.2426   -1.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2973    1.0249   -2.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1149   -0.0743   -2.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8203   -0.2615   -3.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2153   -0.9627   -1.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4945   -0.7362   -0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5615    0.9314    0.8341 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6174    3.4607    1.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2167    5.0600    1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1588    4.2331   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411    3.3387    2.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    4.9071    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8994    4.5157    3.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8836    1.8468    0.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904    1.5999   -1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689    2.2323   -0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3726   -4.3387    1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6295   -0.6121   -1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3629   -0.4805   -2.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1510   -2.0647   -2.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4781   -1.0944    1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2599   -2.4766    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9944   -4.1140    0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6669   -3.5401   -1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1700   -2.5724   -2.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5612   -0.1831    3.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0610   -0.7731    2.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3544    1.5037    1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    2.1050   -1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2294    1.7188   -3.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7631    0.1296   -3.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8558   -1.8245   -1.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6059   -1.4617    0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 12  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
  6  7  2  0
  7 31  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 31 23  1  0
 30 24  1  0
  7  8  1  0
 18 11  1  0
 19 14  1  0
 23 52  1  1
 22 50  1  0
 22 51  1  0
 10 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  6
 19 48  1  0
 19 49  1  0
  5 39  1  0
  5 40  1  0
  4 38  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
 25 53  1  0
 26 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
M  END


  Mrv1652304292208412D          

 32 36  0  0  1  0            999 V2000
    1.8042    4.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4906    3.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2302    4.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4374    3.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1238    2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0706    1.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570    1.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038    0.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3902    0.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1298    0.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1830    1.2810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9225    1.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9757    2.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7153    2.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4017    2.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413    2.7434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3485    1.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6089    1.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2361    2.1043    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    1.7388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370   -0.7311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9642    0.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9110   -0.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2778    0.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310    1.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205    2.0202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060    1.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4343    2.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5009    1.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8102    0.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010    0.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387    0.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 12 18  1  0  0  0  0
 11 19  1  1  0  0  0
 11 20  1  0  0  0  0
  7 20  1  0  0  0  0
  9 21  2  0  0  0  0
  8 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 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
 31 32  1  0  0  0  0
 27 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086374

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CC(=O)C2=C(O)C3=C(OC4(C)COC3C4)C(CC=C(C)C)=C2O1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O6/c1-13(2)4-9-16-23-20(17(27)10-18(30-23)14-5-7-15(26)8-6-14)22(28)21-19-11-25(3,12-29-19)31-24(16)21/h4-8,18-19,26,28H,9-12H2,1-3H3/t18-,19?,25?/m0/s1

> <INCHI_KEY>
RYLCEQGYXQNKIH-ONSGGECDSA-N

> <FORMULA>
C25H26O6

> <MOLECULAR_WEIGHT>
422.477

> <EXACT_MASS>
422.172938557

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.910811124185386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7S)-3-hydroxy-7-(4-hydroxyphenyl)-13-methyl-10-(3-methylbut-2-en-1-yl)-8,12,15-trioxatetracyclo[11.2.1.0^{2,11}.0^{4,9}]hexadeca-2(11),3,9-trien-5-one

> <ALOGPS_LOGP>
3.29

> <JCHEM_LOGP>
4.702366502666665

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.496099902031139

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.209710273905918

> <JCHEM_PKA_STRONGEST_BASIC>
-4.067732963198853

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
116.48799999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7S)-3-hydroxy-7-(4-hydroxyphenyl)-13-methyl-10-(3-methylbut-2-en-1-yl)-8,12,15-trioxatetracyclo[11.2.1.0^{2,11}.0^{4,9}]hexadeca-2(11),3,9-trien-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       3.368   8.200   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.649   7.346   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.030   8.028   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.550   5.809   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.831   4.954   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.732   3.418   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.013   2.563   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.914   1.026   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.195   0.172   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.576   0.854   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.675   2.391   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.055   3.074   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.155   4.611   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.535   5.293   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.816   4.439   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      15.197   5.121   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.717   2.902   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.337   2.219   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0       9.774   3.928   0.000  0.00  0.00           H+0
HETATM   20  O   UNK     0       8.394   3.246   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.096  -1.365   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.533   0.344   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.434  -1.193   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.252   1.198   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.351   2.735   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.212   3.771   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.691   3.526   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.811   4.789   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.935   2.184   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.512   0.757   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.989   0.318   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.939   1.760   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   19   20                                             
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19   11                                                            
CONECT   20   11    7                                                       
CONECT   21    9                                                            
CONECT   22    8   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   31                                                  
CONECT   25   24    6   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29   32                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   24   32                                                  
CONECT   32   31   27                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Value	Source
(8S)-2-Methyl-5-hydroxy-8b-(4-hydroxyphenyl)-10-prenyl-4,2-(epoxymethano)-3,4,7,8-tetrahydro-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one	Generator
(8S)-2-Methyl-5-hydroxy-8β-(4-hydroxyphenyl)-10-prenyl-4,2-(epoxymethano)-3,4,7,8-tetrahydro-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one	Generator

Chemical Formula

C₂₅H₂₆O₆

Average Mass

422.4770 Da

Monoisotopic Mass

422.17294 Da

IUPAC Name

(7S)-3-hydroxy-7-(4-hydroxyphenyl)-13-methyl-10-(3-methylbut-2-en-1-yl)-8,12,15-trioxatetracyclo[11.2.1.0^{2,11}.0^{4,9}]hexadeca-2(11),3,9-trien-5-one

Traditional Name

(7S)-3-hydroxy-7-(4-hydroxyphenyl)-13-methyl-10-(3-methylbut-2-en-1-yl)-8,12,15-trioxatetracyclo[11.2.1.0^{2,11}.0^{4,9}]hexadeca-2(11),3,9-trien-5-one

CAS Registry Number

Not Available

SMILES

[H][C@]1(CC(=O)C2=C(O)C3=C(OC4(C)COC3C4)C(CC=C(C)C)=C2O1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C25H26O6/c1-13(2)4-9-16-23-20(17(27)10-18(30-23)14-5-7-15(26)8-6-14)22(28)21-19-11-25(3,12-29-19)31-24(16)21/h4-8,18-19,26,28H,9-12H2,1-3H3/t18-,19?,25?/m0/s1

InChI Key

RYLCEQGYXQNKIH-ONSGGECDSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

8-prenylated flavanones

Alternative Parents

Substituents

6-prenylated flavanone
8-prenylated flavanone
6-prenylated flavan
Pyranoflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Pyranochromene
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Oxolane
Vinylogous acid
Ketone
Dialkyl ether
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organic oxide
Organooxygen compound
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	3.29	ALOGPS
logP	4.7	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	8.21	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	116.49 m³·mol⁻¹	ChemAxon
Polarizability	45.91 Å³	ChemAxon
Number of Rings	5	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

C00056608

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

44235618

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Fuscaflavanone B (NP0086374)

MOL for NP0086374 (Fuscaflavanone B)

3D MOL for NP0086374 (Fuscaflavanone B)

3D SDF for NP0086374 (Fuscaflavanone B)

3D-SDF for NP0086374 (Fuscaflavanone B)

PDB for NP0086374 (Fuscaflavanone B)

3D PDB for NP0086374 (Fuscaflavanone B)

SMILES for NP0086374 (Fuscaflavanone B)

INCHI for NP0086374 (Fuscaflavanone B)

Structure for NP0086374 (Fuscaflavanone B)

3D Structure for NP0086374 (Fuscaflavanone B)