Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:52 UTC

Update Date

2022-03-07 02:52:33 UTC

HMDB ID

HMDB0030450

Secondary Accession Numbers

HMDB30450

Metabolite Identification

Common Name

Atalantoflavone

Description

Atalantoflavone, also known as limonianin, belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. Thus, atalantoflavone is considered to be a flavonoid. Based on a literature review very few articles have been published on Atalantoflavone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061305142D          

 25 28  0  0  0  0            999 V2000
    6.0754   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0754    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  2  0  0  0  0
 11  3  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 16  9  2  0  0  0  0
 16 11  1  0  0  0  0
 17 10  1  0  0  0  0
 17 13  2  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  2  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20  8  1  0  0  0  0
 21 12  1  0  0  0  0
 22 14  2  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 24 19  1  0  0  0  0
 25 17  1  0  0  0  0
 25 20  1  0  0  0  0
M  END

HMDB0030450
     RDKit          3D
Atalantoflavone
 41 44  0  0  0  0  0  0  0  0999 V2000
    4.5595    2.2150    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8877    1.0530   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8217    0.6445   -1.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.5159   -1.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4784    0.9303   -0.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.1736    0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -0.6052    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5925   -1.6451    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3808   -2.2539    2.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059   -3.2868    2.9588 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1922   -1.8001    1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104   -2.3646    1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450   -3.3002    2.6748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677   -1.8393    1.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0973   -0.7967    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2695   -0.2101   -0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -0.6423   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6436   -0.0443   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4757    0.9995   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5618    1.6025   -2.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1883    1.4348   -1.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167    0.8439   -1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9144   -0.3156    0.1246 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -0.7492    0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8165    0.0018    0.3988 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0565    3.1656   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4968    2.1168    1.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6380    2.2997   -0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4403   -0.2623   -2.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9120    1.5221   -2.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8081    0.4519   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    2.3451   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5275    1.2719   -1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031   -2.0071    2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8064   -3.8736    3.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381   -2.2463    1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7537   -1.4514    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6574   -0.3809   -0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9908    2.3990   -1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0208    2.2514   -2.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0881    1.1837   -1.3060 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  1  0
 23 24  1  0
  7 25  1  0
 25  2  1  0
 24  6  1  0
 24 11  2  0
 22 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  8 34  1  0
 10 35  1  0
 14 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
M  END


  Mrv0541 05061305142D          

 25 28  0  0  0  0            999 V2000
    6.0754   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0754    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  2  0  0  0  0
 11  3  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 16  9  2  0  0  0  0
 16 11  1  0  0  0  0
 17 10  1  0  0  0  0
 17 13  2  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  2  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20  8  1  0  0  0  0
 21 12  1  0  0  0  0
 22 14  2  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 24 19  1  0  0  0  0
 25 17  1  0  0  0  0
 25 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030450

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C=C(O1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O5/c1-20(2)8-7-13-17(25-20)10-15(23)18-14(22)9-16(24-19(13)18)11-3-5-12(21)6-4-11/h3-10,21,23H,1-2H3

> <INCHI_KEY>
YEUHAZULDUVZLA-UHFFFAOYSA-N

> <FORMULA>
C20H16O5

> <MOLECULAR_WEIGHT>
336.338

> <EXACT_MASS>
336.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.41825167379645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-pyrano[2,3-f]chromen-4-one

> <ALOGPS_LOGP>
4.37

> <JCHEM_LOGP>
3.910877857333333

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.061555806845384

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.455875479466654

> <JCHEM_PKA_STRONGEST_BASIC>
-4.80685184511654

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
95.32639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
atalantoflavone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030450
     RDKit          3D
Atalantoflavone
 41 44  0  0  0  0  0  0  0  0999 V2000
    4.5595    2.2150    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8877    1.0530   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8217    0.6445   -1.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.5159   -1.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4784    0.9303   -0.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.1736    0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -0.6052    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5925   -1.6451    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3808   -2.2539    2.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059   -3.2868    2.9588 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1922   -1.8001    1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104   -2.3646    1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450   -3.3002    2.6748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677   -1.8393    1.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0973   -0.7967    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2695   -0.2101   -0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -0.6423   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6436   -0.0443   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4757    0.9995   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5618    1.6025   -2.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1883    1.4348   -1.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167    0.8439   -1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9144   -0.3156    0.1246 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -0.7492    0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8165    0.0018    0.3988 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0565    3.1656   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4968    2.1168    1.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6380    2.2997   -0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4403   -0.2623   -2.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9120    1.5221   -2.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8081    0.4519   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    2.3451   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5275    1.2719   -1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031   -2.0071    2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8064   -3.8736    3.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381   -2.2463    1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7537   -1.4514    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6574   -0.3809   -0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9908    2.3990   -1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0208    2.2514   -2.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0881    1.1837   -1.3060 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  1  0
 23 24  1  0
  7 25  1  0
 25  2  1  0
 24  6  1  0
 24 11  2  0
 22 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  8 34  1  0
 10 35  1  0
 14 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
M  END

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      11.341  -0.220   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.341   1.760   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.921  -1.897   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.231  -3.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.151  -3.231   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.461  -4.565   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.851  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.391  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.461   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.461  -1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.921  -4.565   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.231   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.541   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.851   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.771   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.161   0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.151  -5.898   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.461   3.437   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.771   4.771   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.771  -0.564   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.391   2.104   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   20                                                            
CONECT    3    5   11                                                       
CONECT    4    6   11                                                       
CONECT    5    3   12                                                       
CONECT    6    4   12                                                       
CONECT    7    8   13                                                       
CONECT    8    7   20                                                       
CONECT    9   14   16                                                       
CONECT   10   15   17                                                       
CONECT   11    3    4   16                                                  
CONECT   12    5    6   21                                                  
CONECT   13    7   17   19                                                  
CONECT   14    9   18   22                                                  
CONECT   15   10   18   23                                                  
CONECT   16    9   11   24                                                  
CONECT   17   10   13   25                                                  
CONECT   18   14   15   19                                                  
CONECT   19   13   18   24                                                  
CONECT   20    1    2    8   25                                             
CONECT   21   12                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24   16   19                                                       
CONECT   25   17   20                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0030450
HETATM    1  C1  UNL     1       4.559   2.215   0.210  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.888   1.053  -0.501  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.822   0.645  -1.626  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.601   1.516  -1.049  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.478   0.930  -0.674  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.428  -0.174   0.273  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.630  -0.605   0.785  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.593  -1.645   1.679  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.381  -2.254   2.064  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.406  -3.287   2.959  1.00  0.00           O  
HETATM   11  C10 UNL     1       0.192  -1.800   1.535  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.010  -2.365   1.883  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.145  -3.300   2.675  1.00  0.00           O  
HETATM   14  C12 UNL     1      -2.168  -1.839   1.295  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.097  -0.797   0.403  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.270  -0.210  -0.239  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.557  -0.642  -0.015  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.644  -0.044  -0.658  1.00  0.00           C  
HETATM   19  C17 UNL     1      -5.476   1.000  -1.540  1.00  0.00           C  
HETATM   20  O3  UNL     1      -6.562   1.603  -2.186  1.00  0.00           O  
HETATM   21  C18 UNL     1      -4.188   1.435  -1.766  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.117   0.844  -1.132  1.00  0.00           C  
HETATM   23  O4  UNL     1      -0.914  -0.316   0.125  1.00  0.00           O  
HETATM   24  C20 UNL     1       0.215  -0.749   0.630  1.00  0.00           C  
HETATM   25  O5  UNL     1       3.817   0.002   0.399  1.00  0.00           O  
HETATM   26  H1  UNL     1       4.057   3.166  -0.055  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.497   2.117   1.314  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.638   2.300  -0.059  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.440  -0.262  -2.152  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.912   1.522  -2.301  1.00  0.00           H  
HETATM   31  H6  UNL     1       5.808   0.452  -1.180  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.599   2.345  -1.766  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.527   1.272  -1.079  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.503  -2.007   2.097  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.806  -3.874   3.396  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.138  -2.246   1.534  1.00  0.00           H  
HETATM   37  H12 UNL     1      -4.754  -1.451   0.660  1.00  0.00           H  
HETATM   38  H13 UNL     1      -6.657  -0.381  -0.485  1.00  0.00           H  
HETATM   39  H14 UNL     1      -6.991   2.399  -1.695  1.00  0.00           H  
HETATM   40  H15 UNL     1      -4.021   2.251  -2.452  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.088   1.184  -1.306  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4   25
CONECT    3   29   30   31
CONECT    4    5    5   32
CONECT    5    6   33
CONECT    6    7    7   24
CONECT    7    8   25
CONECT    8    9    9   34
CONECT    9   10   11
CONECT   10   35
CONECT   11   12   24   24
CONECT   12   13   13   14
CONECT   14   15   15   36
CONECT   15   16   23
CONECT   16   17   17   22
CONECT   17   18   37
CONECT   18   19   19   38
CONECT   19   20   21
CONECT   20   39
CONECT   21   22   22   40
CONECT   22   41
CONECT   23   24
END

HMDB0030450
     RDKit          3D
Atalantoflavone
 41 44  0  0  0  0  0  0  0  0999 V2000
    4.5595    2.2150    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8877    1.0530   -0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8217    0.6445   -1.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.5159   -1.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4784    0.9303   -0.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.1736    0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -0.6052    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5925   -1.6451    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3808   -2.2539    2.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059   -3.2868    2.9588 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1922   -1.8001    1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104   -2.3646    1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1450   -3.3002    2.6748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1677   -1.8393    1.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0973   -0.7967    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2695   -0.2101   -0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -0.6423   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6436   -0.0443   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4757    0.9995   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5618    1.6025   -2.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1883    1.4348   -1.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167    0.8439   -1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9144   -0.3156    0.1246 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -0.7492    0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8165    0.0018    0.3988 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0565    3.1656   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4968    2.1168    1.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6380    2.2997   -0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4403   -0.2623   -2.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9120    1.5221   -2.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8081    0.4519   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    2.3451   -1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5275    1.2719   -1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031   -2.0071    2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8064   -3.8736    3.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381   -2.2463    1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7537   -1.4514    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6574   -0.3809   -0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9908    2.3990   -1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0208    2.2514   -2.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0881    1.1837   -1.3060 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  1  0
 23 24  1  0
  7 25  1  0
 25  2  1  0
 24  6  1  0
 24 11  2  0
 22 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  8 34  1  0
 10 35  1  0
 14 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Hydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one, 9ci	HMDB
Limonianin	HMDB

Chemical Formula

C₂₀H₁₆O₅

Average Molecular Weight

336.338

Monoisotopic Molecular Weight

336.099773622

IUPAC Name

5-hydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-pyrano[2,3-f]chromen-4-one

Traditional Name

atalantoflavone

CAS Registry Number

119309-02-3

SMILES

CC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C=C(O1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C20H16O5/c1-20(2)8-7-13-17(25-20)10-15(23)18-14(22)9-16(24-19(13)18)11-3-5-12(21)6-4-11/h3-10,21,23H,1-2H3

InChI Key

YEUHAZULDUVZLA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Pyranoflavonoids

Direct Parent

Pyranoflavonoids

Alternative Parents

Substituents

Pyranoflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Ether
Oxacycle
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110420 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030450)

Cellular substructure

Membrane (HMDB: HMDB0030450)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030450)

Source

Endogenous

Endogenous (HMDB: HMDB0030450)

Plant

Plant (HMDB: HMDB0030450)

Exogenous

Food

Food (HMDB: HMDB0030450)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	289 - 290 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.57 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	4.37	ALOGPS
logP	3.91	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.46	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	95.33 m³·mol⁻¹	ChemAxon
Polarizability	35.42 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	184.146	30932474
DeepCCS	[M-H]-	181.788	30932474
DeepCCS	[M-2H]-	215.969	30932474
DeepCCS	[M+Na]+	191.071	30932474
AllCCS	[M+H]+	180.8	32859911
AllCCS	[M+H-H2O]+	177.3	32859911
AllCCS	[M+NH4]+	184.0	32859911
AllCCS	[M+Na]+	185.0	32859911
AllCCS	[M-H]-	180.8	32859911
AllCCS	[M+Na-2H]-	180.1	32859911
AllCCS	[M+HCOO]-	179.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Atalantoflavone	CC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C=C(O1)C1=CC=C(O)C=C1	4297.6	Standard polar	33892256
Atalantoflavone	CC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C=C(O1)C1=CC=C(O)C=C1	3298.3	Standard non polar	33892256
Atalantoflavone	CC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C=C(O1)C1=CC=C(O)C=C1	3437.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Atalantoflavone,1TMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC(C2=CC=C(O)C=C2)=CC3=O)O1	3336.2	Semi standard non polar	33892256
Atalantoflavone,1TMS,isomer #2	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC=C(O[Si](C)(C)C)C=C2)=CC3=O)O1	3338.5	Semi standard non polar	33892256
Atalantoflavone,2TMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC(C2=CC=C(O[Si](C)(C)C)C=C2)=CC3=O)O1	3309.5	Semi standard non polar	33892256
Atalantoflavone,1TBDMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C3=C2OC(C2=CC=C(O)C=C2)=CC3=O)O1	3567.2	Semi standard non polar	33892256
Atalantoflavone,1TBDMS,isomer #2	CC1(C)C=CC2=C(C=C(O)C3=C2OC(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)=CC3=O)O1	3553.9	Semi standard non polar	33892256
Atalantoflavone,2TBDMS,isomer #1	CC1(C)C=CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C3=C2OC(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)=CC3=O)O1	3793.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Atalantoflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-06di-0659000000-a3080bdc98c09d2278e0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atalantoflavone GC-MS (2 TMS) - 70eV, Positive	splash10-014l-3351900000-1ee3d52ce3b024b66e8d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atalantoflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 10V, Positive-QTOF	splash10-000i-0009000000-2cd9c20b510a3a103e64	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 20V, Positive-QTOF	splash10-000i-1049000000-85bd5faa22befbc97ec3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 40V, Positive-QTOF	splash10-0fvi-7390000000-6373e8a245f286e1dd9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 10V, Negative-QTOF	splash10-000i-0009000000-c3c40d6018a8ce999d2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 20V, Negative-QTOF	splash10-000i-0019000000-a9f87bf19825d97272f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 40V, Negative-QTOF	splash10-0udi-1591000000-405a56ac10c4918a0db3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 10V, Positive-QTOF	splash10-000i-0009000000-515a0c5934a26e5d5bd9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 20V, Positive-QTOF	splash10-000i-0009000000-515a0c5934a26e5d5bd9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 40V, Positive-QTOF	splash10-014r-0696000000-0c77a83b06a06c901640	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 10V, Negative-QTOF	splash10-000i-0009000000-8ffe83547f4640f95acb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 20V, Negative-QTOF	splash10-000i-0009000000-ed6abdb9a5a223bb299f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atalantoflavone 40V, Negative-QTOF	splash10-0ap0-0942000000-0b4ad5109f59a9f5d3bd	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002316

KNApSAcK ID

C00004052

Chemspider ID

24693595

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14162621

PDB ID

Not Available

ChEBI ID

603782

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1820061

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Atalantoflavone (HMDB0030450)

MOL for HMDB0030450 (Atalantoflavone)

3D MOL for HMDB0030450 (Atalantoflavone)

3D SDF for HMDB0030450 (Atalantoflavone)

3D-SDF for HMDB0030450 (Atalantoflavone)

PDB for HMDB0030450 (Atalantoflavone)

3D PDB for HMDB0030450 (Atalantoflavone)

SMILES for HMDB0030450 (Atalantoflavone)

INCHI for HMDB0030450 (Atalantoflavone)

Structure for HMDB0030450 (Atalantoflavone)

3D Structure for HMDB0030450 (Atalantoflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra