NP-MRD: Showing NP-Card for 9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one (NP0200044)

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Record Information

Version

2.0

Created at

2022-09-04 18:48:34 UTC

Updated at

2022-09-04 18:48:34 UTC

NP-MRD ID

NP0200044

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one

Description

Leptophylloside belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Leptophylloside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Leptophylloside has been detected, but not quantified in, herbs and spices. 9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one is found in Ruta corsica and Ruta graveolens. This could make leptophylloside a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061305342D          

 30 33  0  0  0  0            999 V2000
   -1.4534    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7534    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659   -0.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -1.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -1.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  6  1  0  0  0  0
 12  4  1  0  0  0  0
 13 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17  8  1  0  0  0  0
 17 16  2  0  0  0  0
 18  9  2  0  0  0  0
 18 16  1  0  0  0  0
 19 15  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20 11  1  0  0  0  0
 21  7  1  0  0  0  0
 22 12  2  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 28 11  1  0  0  0  0
 28 18  1  0  0  0  0
 29 12  1  0  0  0  0
 29 17  1  0  0  0  0
 30 19  1  0  0  0  0
 30 20  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -0.7214   -2.3165    0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2706   -1.0155   -0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680   -0.0672    1.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2183   -0.4443   -0.9390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4097   -0.1707   -0.3162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4014   -0.9190   -0.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6577   -0.7225   -0.4174 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8312   -1.3477    0.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1324   -1.0894    1.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0980    0.7269   -0.4396 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3294    0.8966   -1.0358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0017    1.4949   -1.1716 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7701    0.9585   -2.4377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7411    1.3196   -0.3574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6796    2.0635   -0.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0093   -1.3088   -0.8856 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5879   -0.0803   -1.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9056    0.0353   -0.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    1.0170   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0426    0.9289   -0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0458    1.8837   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1927    1.7634    0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3058    0.6497    1.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3461    0.4879    2.1353 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3579   -0.2560    1.4486 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2486   -0.1480    0.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661   -1.1302    0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4645   -2.2062    1.6165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0954   -1.0486    0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9830   -1.8845   -0.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3110   -2.9358   -0.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866   -2.9353    0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -2.1634    1.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7555    0.6097    1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -0.6644    1.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9441    0.5720    0.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4141   -0.4561    0.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3718   -1.2659   -1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7306   -2.4411    0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1540   -0.9445    1.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1892   -0.1994    1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0885    1.0833    0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4339    1.7918   -1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2576    2.5559   -1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461    1.6712   -3.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9543    1.7273    0.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1438    2.4971   -0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856   -1.9846   -1.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9618    0.8133   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -0.1859   -2.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7451    1.8606   -1.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9135    2.7397   -0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9981    2.4812    0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2864   -2.2975    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 29  2  0
 29 30  1  0
 29 27  1  0
 27 28  1  0
 27 26  2  0
 26 25  1  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 14  5  1  0
 30 16  1  0
 20 26  1  0
 19 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  5 37  1  1
  7 38  1  6
  8 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  1
 11 43  1  0
 12 44  1  6
 13 45  1  0
 14 46  1  1
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 16 48  1  6
 17 49  1  0
 17 50  1  0
 28 54  1  0
 22 53  1  0
 21 52  1  0
 19 51  1  0
M  END


  Mrv0541 05061305342D          

 30 33  0  0  0  0            999 V2000
   -1.4534    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7534    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659   -0.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -1.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -1.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  6  1  0  0  0  0
 12  4  1  0  0  0  0
 13 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17  8  1  0  0  0  0
 17 16  2  0  0  0  0
 18  9  2  0  0  0  0
 18 16  1  0  0  0  0
 19 15  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20 11  1  0  0  0  0
 21  7  1  0  0  0  0
 22 12  2  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 28 11  1  0  0  0  0
 28 18  1  0  0  0  0
 29 12  1  0  0  0  0
 29 17  1  0  0  0  0
 30 19  1  0  0  0  0
 30 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0200044

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(OC1OC(CO)C(O)C(O)C1O)C1CC2=C(O1)C(O)=C1OC(=O)C=CC1=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O10/c1-20(2,30-19-15(25)14(24)13(23)10(7-21)27-19)11-6-9-5-8-3-4-12(22)29-17(8)16(26)18(9)28-11/h3-5,10-11,13-15,19,21,23-26H,6-7H2,1-2H3

> <INCHI_KEY>
QZUDEXAHKXCIDG-UHFFFAOYSA-N

> <FORMULA>
C20H24O10

> <MOLECULAR_WEIGHT>
424.3986

> <EXACT_MASS>
424.136946988

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
41.98864754661222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
0.14

> <JCHEM_LOGP>
0.30799263966666685

> <ALOGPS_LOGS>
-2.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.223001296353296

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.724677156812737

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810836827693903

> <JCHEM_POLAR_SURFACE_AREA>
155.14

> <JCHEM_REFRACTIVITY>
100.73509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2H,3H-furo[3,2-g]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.713   1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.713   4.383   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.873   0.175   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.333   0.175   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.563  -1.158   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.023  -1.158   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.253   0.175   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -9.643  -1.158   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.865   4.383   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -7.333  -2.492   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.253  -2.492   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.713   0.175   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -6.563   1.509   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.198   4.383   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -4.253   2.843   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   20                                                            
CONECT    3    4    8                                                       
CONECT    4    3   12                                                       
CONECT    5    8    9                                                       
CONECT    6    9   11                                                       
CONECT    7   10   21                                                       
CONECT    8    3    5   17                                                  
CONECT    9    5    6   18                                                  
CONECT   10    7   13   27                                                  
CONECT   11    6   20   28                                                  
CONECT   12    4   22   29                                                  
CONECT   13   10   14   23                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   19   25                                                  
CONECT   16   17   18   26                                                  
CONECT   17    8   16   29                                                  
CONECT   18    9   16   28                                                  
CONECT   19   15   27   30                                                  
CONECT   20    1    2   11   30                                             
CONECT   21    7                                                            
CONECT   22   12                                                            
CONECT   23   13                                                            
CONECT   24   14                                                            
CONECT   25   15                                                            
CONECT   26   16                                                            
CONECT   27   10   19                                                       
CONECT   28   11   18                                                       
CONECT   29   12   17                                                       
CONECT   30   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
Isorutarin	HMDB

Chemical Formula

C₂₀H₂₄O₁₀

Average Mass

424.3986 Da

Monoisotopic Mass

424.13695 Da

IUPAC Name

9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one

Traditional Name

9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2H,3H-furo[3,2-g]chromen-7-one

CAS Registry Number

Not Available

SMILES

CC(C)(OC1OC(CO)C(O)C(O)C1O)C1CC2=C(O1)C(O)=C1OC(=O)C=CC1=C2

InChI Identifier

InChI=1S/C20H24O10/c1-20(2,30-19-15(25)14(24)13(23)10(7-21)27-19)11-6-9-5-8-3-4-12(22)29-17(8)16(26)18(9)28-11/h3-5,10-11,13-15,19,21,23-26H,6-7H2,1-2H3

InChI Key

QZUDEXAHKXCIDG-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
Ruta corsica	LOTUS Database	35616633
Ruta graveolens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Benzopyran
1-benzopyran
Coumaran
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Monosaccharide
Oxane
Benzenoid
Heteroaromatic compound
Secondary alcohol
Lactone
Acetal
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Primary alcohol
Organic oxide
Organooxygen 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	0.14	ALOGPS
logP	0.31	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	10.72	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	100.74 m³·mol⁻¹	ChemAxon
Polarizability	41.99 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

HMDB0030883

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002846

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

14325460

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one (NP0200044)

MOL for NP0200044 (9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one)

3D MOL for NP0200044 (9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one)

3D SDF for NP0200044 (9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one)

3D-SDF for NP0200044 (9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one)

PDB for NP0200044 (9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one)

3D PDB for NP0200044 (9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one)

SMILES for NP0200044 (9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one)

INCHI for NP0200044 (9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one)

Structure for NP0200044 (9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one)

3D Structure for NP0200044 (9-hydroxy-2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one)