NP-MRD: Showing NP-Card for Yuanhuanin (NP0138467)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-06-29 17:30:53 UTC

Updated at

2022-06-29 17:30:53 UTC

NP-MRD ID

NP0138467

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Yuanhuanin

Description

Luteolin 7-methyl ether 5-glucoside belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Thus, luteolin 7-methyl ether 5-glucoside is considered to be a flavonoid. Yuanhuanin is found in Daphne feddei and Wikstroemia canescens. It was first documented in 2022 (PMID: 35850976). Based on a literature review a significant number of articles have been published on Luteolin 7-methyl ether 5-glucoside (PMID: 35850975) (PMID: 35850974) (PMID: 35850973) (PMID: 35850972) (PMID: 35850964) (PMID: 35850957).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292219302D          

 33 36  0  0  1  0            999 V2000
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    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
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  1  0  0  0
 16 17  1  0  0  0  0
 13 18  1  6  0  0  0
 12 19  1  1  0  0  0
 11 20  1  6  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
 29 32  1  0  0  0  0
 28 33  1  0  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
   -1.6875    5.2700   -0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4769    4.5610   -0.3905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5371    3.1556   -0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6026    2.4067   -0.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6076    0.9953   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7224    0.3734   -0.0437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8614   -0.2621    0.0355 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5445    0.1270    1.2116 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5990   -0.7222    1.4912 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6731    0.0423    2.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0893    0.5063    3.4782 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1666   -1.4217    0.3159 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7416   -2.7561    0.3160 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0132   -0.7610   -1.0059 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1545   -0.0032   -1.3553 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7616    0.0144   -1.1747 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0686   -0.4375   -2.2937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6396    0.3875   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7306   -0.9879   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2886   -1.7008    0.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0079   -1.5468   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283   -0.7569   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4763   -1.3156   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6996   -2.6643   -0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -3.1714   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0464   -2.2822   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3371   -2.7960   -0.1504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8457   -0.9303   -0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8949   -0.0392   -0.4117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5613   -0.4533   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9622    0.5380   -0.2088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978    1.1523   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500    2.5246   -0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2811    5.2782    0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3633    4.8831   -1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5049    6.3546   -0.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526    2.9272   -0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8720   -1.3957    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214   -1.4790    2.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4746   -0.6597    2.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0806    0.8818    1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6595    1.1736    3.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2837   -1.4969    0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9020   -3.2101   -0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0206   -1.5948   -1.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9271   -0.6070   -1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9140    1.1016   -1.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3278    0.1716   -2.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698   -2.6136    0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8835   -3.3863    0.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1792   -4.2307    0.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5231   -3.7793   -0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7073    0.9364   -0.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3928    0.5993   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6513    3.1000   -0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 33  2  0
 33 32  1  0
 32 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 31  1  0
 22 23  1  0
 23 30  2  0
 30 28  1  0
 28 29  1  0
 28 26  2  0
 26 27  1  0
 26 25  1  0
 25 24  2  0
 18  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5  4  2  0
  4  3  1  0
 31 32  1  0
 24 23  1  0
 16  7  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 33 55  1  0
 21 49  1  0
 30 54  1  0
 29 53  1  0
 27 52  1  0
 25 51  1  0
 24 50  1  0
  7 38  1  1
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  1
 13 44  1  0
 14 45  1  6
 15 46  1  0
 16 47  1  6
 17 48  1  0
  4 37  1  0
M  END


  Mrv1652306292219302D          

 33 36  0  0  1  0            999 V2000
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    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
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  1  0  0  0
 16 17  1  0  0  0  0
 13 18  1  6  0  0  0
 12 19  1  1  0  0  0
 11 20  1  6  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
 29 32  1  0  0  0  0
 28 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138467

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(=O)C=C(O2)C2=CC(O)=C(O)C=C2)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O11/c1-30-10-5-15-18(13(26)7-14(31-15)9-2-3-11(24)12(25)4-9)16(6-10)32-22-21(29)20(28)19(27)17(8-23)33-22/h2-7,17,19-25,27-29H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1

> <INCHI_KEY>
ZXVSQQSRCKKYLS-MIUGBVLSSA-N

> <FORMULA>
C22H22O11

> <MOLECULAR_WEIGHT>
462.407

> <EXACT_MASS>
462.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
45.40187918667278

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-7-methoxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

> <ALOGPS_LOGP>
0.60

> <JCHEM_LOGP>
-0.36905022533333287

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.87814462077646

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.703014043651827

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092346309512

> <JCHEM_POLAR_SURFACE_AREA>
175.36999999999998

> <JCHEM_REFRACTIVITY>
111.52149999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxyphenyl)-7-methoxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       9.336  -2.310   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   25                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   10                                                       
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   13                                                            
CONECT   19   12                                                            
CONECT   20   11                                                            
CONECT   21    6   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24    5                                                       
CONECT   26   24   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
CONECT   32   29                                                            
CONECT   33   28                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₂O₁₁

Average Mass

462.4070 Da

Monoisotopic Mass

462.11621 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

83133-14-6

SMILES

COC1=CC2=C(C(=O)C=C(O2)C2=CC(O)=C(O)C=C2)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C1

InChI Identifier

InChI=1S/C22H22O11/c1-30-10-5-15-18(13(26)7-14(31-15)9-2-3-11(24)12(25)4-9)16(6-10)32-22-21(29)20(28)19(27)17(8-23)33-22/h2-7,17,19-25,27-29H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1

InChI Key

ZXVSQQSRCKKYLS-MIUGBVLSSA-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
Daphne feddei	LOTUS Database	35616633
Wikstroemia canescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid-5-o-glycoside
Flavonoid o-glycoside
7-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
4'-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Phenolic glycoside
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Anisole
Catechol
Pyranone
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Oxane
Pyran
Monosaccharide
Benzenoid
Monocyclic benzene moiety
Vinylogous ester
Heteroaromatic compound
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Ether
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Alcohol
Organic oxygen compound
Primary 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00004333

Chemspider ID

156391

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

179680

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Bravi CA, Dell'Oglio P, Mazzone E, Moschovas MC, Falagario U, Piazza P, Scarcella S, Bednarz C, Sarchi L, Tappero S, Knipper S, De Groote R, Sjoberg D, Schiavina R, Suardi N, Terrone C, Autorino R, Carrieri G, Galosi A, Galfano A, Briganti A, Montorsi F, Patel V, Vickers A, Mottrie A: The Surgical Learning Curve for Biochemical Recurrence After Robot-assisted Radical Prostatectomy. Eur Urol Oncol. 2022 Jul 15. pii: S2588-9311(22)00113-4. doi: 10.1016/j.euo.2022.06.010. [PubMed:35850976 ]
Santiago T, Santos EJF, Ruaro B, Lepri G, Green L, Wildt M, Watanabe S, Lescoat A, Hesselstrand R, Del Galdo F, Pauling JD, Reeve LJ, D'Agostino MA, Matucci-Cerinic M, Iagnocco A, da Silva JAP: Recommendations for the execution and reporting of skin ultrasound in systemic sclerosis: an international collaboration under the WSF skin ultrasound group. RMD Open. 2022 Jul;8(2). pii: rmdopen-2022-002371. doi: 10.1136/rmdopen-2022-002371. [PubMed:35850975 ]
Baraliakos X, Pournara E, Gossec L, Mease PJ, White R, O'Brien E, Schulz B, Marzo-Ortega H, Coates LC: Predictors of response to secukinumab in patients with psoriatic arthritis and axial manifestations: a post-hoc analysis of the MAXIMISE trial. RMD Open. 2022 Jul;8(2). pii: rmdopen-2022-002303. doi: 10.1136/rmdopen-2022-002303. [PubMed:35850974 ]
van Zante A, Flanagan MB, Floyd AD, Johnson DN, Manucha V, McGrath CM, VandenBussche CJ, Griffith CC: High-risk human papillomavirus testing in cytology aspiration samples from the head and neck part 2: a survey of the American Society of Cytopathology community. J Am Soc Cytopathol. 2022 Sep-Oct;11(5):306-312. doi: 10.1016/j.jasc.2022.06.005. Epub 2022 Jun 22. [PubMed:35850973 ]
Wise J: Record number of consultant physician jobs are unfilled, census shows. BMJ. 2022 Jul 18;378:o1782. doi: 10.1136/bmj.o1782. [PubMed:35850972 ]
Lona-Reyes JC, Gomez-Ruiz LM, Cordero-Zamora A, Cortes-Gonzalez SI, Quiles-Corona M, Perez-Ramirez RO, Pinto-Macedo H: Incidence and factors associated with invasive candidiasis in a neonatal intensive care unit in Mexico. An Pediatr (Engl Ed). 2022 Aug;97(2):79-86. doi: 10.1016/j.anpede.2021.07.008. Epub 2022 Jul 15. [PubMed:35850964 ]
van Ede ES, Scheerhoorn J, Bonomi AG, Buise MP, Bouwman RA, Nienhuijs SW: Continuous remote monitoring in post-bariatric surgery patients: development of an early warning protocol. Surg Obes Relat Dis. 2022 Jun 21. pii: S1550-7289(22)00284-2. doi: 10.1016/j.soard.2022.06.018. [PubMed:35850957 ]
Li P, Jin C, Cui C, Cai P, Manohar SA, Jin L, Wei X, Pan S, Dixon RAF, Liu Q: Impact of family history of coronary artery disease on clinical outcomes in Takotsubo cardiomyopathy. J Investig Med. 2022 Jul 18. pii: jim-2021-002186. doi: 10.1136/jim-2021-002186. [PubMed:35850971 ]
Ramon A, Torres AM, Milara J, Cascon J, Blasco P, Mateo J: eXtreme Gradient Boosting-based method to classify patients with COVID-19. J Investig Med. 2022 Jul 18. pii: jim-2021-002278. doi: 10.1136/jim-2021-002278. [PubMed:35850970 ]
Rotimi DE, Olaolu TD, Adeyemi OS: Pharmacological action of quercetin against testicular dysfunction: A mini review. J Integr Med. 2022 Sep;20(5):396-401. doi: 10.1016/j.joim.2022.07.001. Epub 2022 Jul 8. [PubMed:35850969 ]
Zhang Y, Zhong DL, Zheng YL, Li YX, Huang YJ, Jiang YJ, Jin RJ, Li J: Influence of electroacupuncture on ghrelin and the phosphoinositide 3-kinase/protein kinase B/endothelial nitric oxide synthase signaling pathway in spontaneously hypertensive rats. J Integr Med. 2022 Sep;20(5):432-441. doi: 10.1016/j.joim.2022.06.007. Epub 2022 Jun 30. [PubMed:35850968 ]
Topaz O: Excimer Laser-Induced Adverse Coronary Events: Discerning the Merits and Shortcomings of the MAUDE Database Report. Cardiovasc Revasc Med. 2022 Oct;43:155-157. doi: 10.1016/j.carrev.2022.07.005. Epub 2022 Jul 11. [PubMed:35850967 ]
Stein AP, Anderson RD: Temporary Permanent Pacers for RBBB Undergoing TAVR: Could This Be a Solution? Cardiovasc Revasc Med. 2022 Sep;42:26-27. doi: 10.1016/j.carrev.2022.06.266. Epub 2022 Jul 2. [PubMed:35850966 ]
McCay L: Covid continues to disrupt: what is the plan to deal with it? BMJ. 2022 Jul 18;378:o1780. doi: 10.1136/bmj.o1780. [PubMed:35850965 ]
Elosegui JJH, Torices MSS, Risquez ACF, Montes JFE, Garcia ALC: Neonatal oropharyngeal infection by HPV in our area. An Pediatr (Engl Ed). 2022 Aug;97(2):112-118. doi: 10.1016/j.anpede.2021.12.002. Epub 2022 Jul 15. [PubMed:35850963 ]
Dyer C: Doctors can lawfully stop life support for boy who was brain damaged, High Court rules. BMJ. 2022 Jul 18;378:o1788. doi: 10.1136/bmj.o1788. [PubMed:35850962 ]
Verberkt CA, van den Beuken-Everdingen MHJ, Schols JMGA, Wouters EFM, Janssen DJA: Morphine for chronic breathlessness in COPD: improvement predictors-cross-sectional study. BMJ Support Palliat Care. 2022 Jul 18:bmjspcare-2022-003693. doi: 10.1136/spcare-2022-003693. [PubMed:35850961 ]
Morselli M, Banchelli F, Borelli E, Cordella S, Forghieri F, Bettelli F, Bigi S, Longo G, D'Amico R, Porro CA, Efficace F, Bruera E, Luppi M, Bandieri E, Potenza L: Edmonton symptom assessment system Global Distress Score and overall survival in acute leukaemia. BMJ Support Palliat Care. 2022 Jul 18:spcare-2022-003838. doi: 10.1136/spcare-2022-003838. [PubMed:35850960 ]
Wells G, Llewellyn C, Hiersche A, Minton O, Barclay D, Wright J: Care of the dying - medical student confidence and preparedness: mixed-methods simulation study. BMJ Support Palliat Care. 2022 Jul 18:bmjspcare-2022-003698. doi: 10.1136/spcare-2022-003698. [PubMed:35850959 ]
Stewart E, Tavabie S, McGovern C, Round A, Shaw L, BAss S, Herriott R, Savage E, Young K, Bruun A, Droney J, Monnery D, Wells G, White N, Minton O: Cancer centre supportive oncology service: health economic evaluation. BMJ Support Palliat Care. 2022 Jul 18:bmjspcare-2022-003716. doi: 10.1136/spcare-2022-003716. [PubMed:35850958 ]

Showing NP-Card for Yuanhuanin (NP0138467)

MOL for NP0138467 (Yuanhuanin)

3D MOL for NP0138467 (Yuanhuanin)

3D SDF for NP0138467 (Yuanhuanin)

3D-SDF for NP0138467 (Yuanhuanin)

PDB for NP0138467 (Yuanhuanin)

3D PDB for NP0138467 (Yuanhuanin)

SMILES for NP0138467 (Yuanhuanin)

INCHI for NP0138467 (Yuanhuanin)

Structure for NP0138467 (Yuanhuanin)

3D Structure for NP0138467 (Yuanhuanin)