NP-MRD: Showing NP-Card for 6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one (NP0244304)

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Record Information

Version

2.0

Created at

2022-09-07 05:04:12 UTC

Updated at

2022-09-07 05:04:12 UTC

NP-MRD ID

NP0244304

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one

Description

6-(2-Hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-inden-1-one belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. 6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one is found in Pteris ensiformis and Pteris multifida. 6-(2-Hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-inden-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231523462D          

 30 32  0  0  0  0            999 V2000
    2.7845    0.6979    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
    1.3556    0.6979    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
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -0.8853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3292   -2.0129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194   -0.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263   -0.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644    0.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    0.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5025    1.2971    0.0000 O   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
   -1.2415    0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2415    2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700    2.8819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 O   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
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    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
    2.7845    2.3479    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
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  4 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    3.2034   -2.2921    1.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8754   -1.1383    0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5313   -0.8018    0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1170    0.2363   -0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0982    0.9742   -0.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4273    0.6537   -0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4498    1.4548   -1.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8455   -0.3986    0.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2606   -0.7379    0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8221   -0.3244    1.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7652    1.0213    2.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3954    1.9951   -1.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831    3.0657   -1.9400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020    1.4726   -1.7775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8852    2.6491   -2.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0685    0.5541   -2.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1449   -0.0042   -3.2986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2450    0.7617   -0.4881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0983   -0.3181   -0.5704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1738   -0.2334    0.3024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3387   -0.3110   -0.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3854    0.2671    0.2060 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6783   -0.1742   -0.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6551    0.2483   -1.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3042   -0.0762    1.6570 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5563   -0.1417    2.2636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6080   -1.3806    1.9174 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3871   -2.4436    1.4703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2350   -1.4261    1.2541 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1421   -2.5856    0.5209 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1467   -2.7967    1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866   -3.0391    1.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2168   -2.0035    2.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124   -1.4156    1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3256    1.6401   -0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8179    0.9460   -2.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1056    2.4472   -1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9230   -0.2860   -0.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4336   -1.8278    0.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8869   -0.6773    1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3027   -0.8790    2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6144    1.4274    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3144    3.4339   -2.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7520    2.4008   -2.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326    3.1354   -1.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4617    1.1710   -3.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8068   -0.2596   -2.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2023   -0.9071   -2.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5709    1.5119    0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1727    0.6701    0.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2776    1.3782    0.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7546   -1.2808   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5767    0.2012    0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3487    0.9734   -1.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7423    0.7247    2.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0902    0.6802    2.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5150   -1.5103    3.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2839   -3.2216    2.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -1.3866    2.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8520   -2.6442   -0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8  2  1  0
 18  4  1  0
 29 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  1
 20 50  1  1
 22 51  1  1
 23 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  1
 26 56  1  0
 27 57  1  1
 28 58  1  0
 29 59  1  1
 30 60  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
M  END


  Mrv1533004231523462D          

 30 32  0  0  0  0            999 V2000
    2.7845    0.6979    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
    1.3556    0.6979    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
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -0.8853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3292   -2.0129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194   -0.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263   -0.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644    0.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    0.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5025    1.2971    0.0000 O   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
   -1.2415    0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2415    2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700    2.8819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 O   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
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    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
    2.7845    2.3479    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
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  4 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0244304

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC2=C(C(=O)C(C)(CO)C2OC2OC(CO)C(O)C(O)C2O)C(C)=C1CCO

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O9/c1-9-6-12-14(10(2)11(9)4-5-22)18(28)21(3,8-24)19(12)30-20-17(27)16(26)15(25)13(7-23)29-20/h6,13,15-17,19-20,22-27H,4-5,7-8H2,1-3H3

> <INCHI_KEY>
BAJYZVANUBPHAA-UHFFFAOYSA-N

> <FORMULA>
C21H30O9

> <MOLECULAR_WEIGHT>
426.462

> <EXACT_MASS>
426.188982546

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.20925779531193

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-inden-1-one

> <ALOGPS_LOGP>
-0.62

> <JCHEM_LOGP>
-0.642799609333334

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.19066139067597

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.20896952026234

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4159162010871915

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
106.00399999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H-inden-1-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       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.744   0.132   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.250  -0.188   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.726  -1.652   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.232  -1.973   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.708  -3.437   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.215  -3.757   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -5.263  -0.828   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -6.769  -1.148   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.787   0.636   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.817   1.781   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.281   0.957   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.805   2.421   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.318   1.812   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.318   3.873   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.997   5.380   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.744   5.553   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.530   5.923   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.865   4.383   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   27                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   24                                                  
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    7   17                                                  
CONECT   17   16                                                            
CONECT   18    5   19   20   22                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   18   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    4   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    2   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₉

Average Mass

426.4620 Da

Monoisotopic Mass

426.18898 Da

IUPAC Name

6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-inden-1-one

Traditional Name

6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H-inden-1-one

CAS Registry Number

Not Available

SMILES

CC1=CC2=C(C(=O)C(C)(CO)C2OC2OC(CO)C(O)C(O)C2O)C(C)=C1CCO

InChI Identifier

InChI=1S/C21H30O9/c1-9-6-12-14(10(2)11(9)4-5-22)18(28)21(3,8-24)19(12)30-20-17(27)16(26)15(25)13(7-23)29-20/h6,13,15-17,19-20,22-27H,4-5,7-8H2,1-3H3

InChI Key

BAJYZVANUBPHAA-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
Pteris ensiformis	LOTUS Database	35616633
Pteris multifida	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
Indanone
O-glycosyl compound
Indane
Aryl ketone
Aryl alkyl ketone
Benzenoid
Oxane
Monosaccharide
Secondary alcohol
Ketone
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Primary alcohol
Hydrocarbon derivative
Organic oxide
Alcohol
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	-0.62	ALOGPS
logP	-0.64	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	106 m³·mol⁻¹	ChemAxon
Polarizability	44.21 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one (NP0244304)

MOL for NP0244304 (6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one)

3D MOL for NP0244304 (6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one)

3D SDF for NP0244304 (6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one)

3D-SDF for NP0244304 (6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one)

PDB for NP0244304 (6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one)

3D PDB for NP0244304 (6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one)

SMILES for NP0244304 (6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one)

INCHI for NP0244304 (6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one)

Structure for NP0244304 (6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one)

3D Structure for NP0244304 (6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3h-inden-1-one)