Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:49:10 UTC

Update Date

2021-09-26 23:13:17 UTC

HMDB ID

HMDB0257131

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Recoflavone

Description

Recoflavone belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone. Based on a literature review very few articles have been published on Recoflavone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Recoflavone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Recoflavone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652310201623162D          

 28 30  0  0  0  0            999 V2000
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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    0.8250    0.0000 C   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
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -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
   -0.7145   -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
    0.0000   -2.4750    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 15 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END

HMDB0257131
     RDKit          3D
Recoflavone
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.5457   -3.0250   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2862   -1.6560   -0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0172   -1.1115   -0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9220   -1.9362   -0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6575   -1.4147   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186   -0.0468   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0546    0.4230   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7448    1.7587    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734    2.1980    0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915    3.4411    0.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619    1.2501    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8680    1.6538    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    3.0030    0.5337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597    3.3652    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326    0.6733    0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5278   -0.6701    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544   -1.6922    0.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8323   -1.5149    0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5080   -0.8209   -0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -0.4757   -1.2541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8600   -0.5297   -0.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908   -1.0418    0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1927   -0.0787    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0621   -0.4231    0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5172    0.7537   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975    0.2471   -0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950    1.0917   -0.6548 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8246    2.4854   -0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5328   -3.5038    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8482   -3.5563   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5634   -3.1851   -1.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -3.0261   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976   -2.0789   -0.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5328    2.4848   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1953    2.9414   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9248    2.9598    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6984    4.4459    0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8427    0.9970    0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2714   -2.5452    0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0733   -0.9398    1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2242    0.3564   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366   -2.0836    0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068    1.8232   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9399    2.8615   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7694    2.8880   -1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7543    2.8627    0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 16 22  1  0
 22 23  2  0
 23 24  1  0
  6 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 26  3  1  0
 24  7  1  0
 23 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  8 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 18 39  1  0
 18 40  1  0
 21 41  1  0
 22 42  1  0
 25 43  1  0
 28 44  1  0
 28 45  1  0
 28 46  1  0
M  END


  Mrv1652310201623162D          

 28 30  0  0  0  0            999 V2000
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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    0.8250    0.0000 C   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
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -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
   -0.7145   -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
    0.0000   -2.4750    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 15 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257131

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1OC)C1=CC(=O)C2=C(OC)C=C(OCC(O)=O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O8/c1-24-14-5-4-11(6-16(14)25-2)15-9-13(21)20-17(26-3)7-12(8-18(20)28-15)27-10-19(22)23/h4-9H,10H2,1-3H3,(H,22,23)

> <INCHI_KEY>
BCPQOBQIVJZOFL-UHFFFAOYSA-N

> <FORMULA>
C20H18O8

> <MOLECULAR_WEIGHT>
386.356

> <EXACT_MASS>
386.10016754

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
39.31666533030226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[2-(3,4-dimethoxyphenyl)-5-methoxy-4-oxo-4H-chromen-7-yl]oxy}acetic acid

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
1.814683344333334

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.404199931033908

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.787770188795929

> <JCHEM_PKA_STRONGEST_BASIC>
-4.268679209900799

> <JCHEM_POLAR_SURFACE_AREA>
100.52000000000002

> <JCHEM_REFRACTIVITY>
98.9086

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[2-(3,4-dimethoxyphenyl)-5-methoxy-4-oxochromen-7-yl]oxy}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257131
     RDKit          3D
Recoflavone
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.5457   -3.0250   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2862   -1.6560   -0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0172   -1.1115   -0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9220   -1.9362   -0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6575   -1.4147   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186   -0.0468   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0546    0.4230   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7448    1.7587    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734    2.1980    0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915    3.4411    0.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619    1.2501    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8680    1.6538    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    3.0030    0.5337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597    3.3652    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326    0.6733    0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5278   -0.6701    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544   -1.6922    0.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8323   -1.5149    0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5080   -0.8209   -0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -0.4757   -1.2541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8600   -0.5297   -0.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908   -1.0418    0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1927   -0.0787    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0621   -0.4231    0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5172    0.7537   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975    0.2471   -0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950    1.0917   -0.6548 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8246    2.4854   -0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5328   -3.5038    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8482   -3.5563   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5634   -3.1851   -1.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -3.0261   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976   -2.0789   -0.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5328    2.4848   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1953    2.9414   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9248    2.9598    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6984    4.4459    0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8427    0.9970    0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2714   -2.5452    0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0733   -0.9398    1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2242    0.3564   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366   -2.0836    0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068    1.8232   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9399    2.8615   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7694    2.8880   -1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7543    2.8627    0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 16 22  1  0
 22 23  2  0
 23 24  1  0
  6 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 26  3  1  0
 24  7  1  0
 23 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  8 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 18 39  1  0
 18 40  1  0
 21 41  1  0
 22 42  1  0
 25 43  1  0
 28 44  1  0
 28 45  1  0
 28 46  1  0
M  END

HEADER    PROTEIN                                 20-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-OCT-16         0                                  
HETATM    1  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.002   1.540   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                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   11                                                       
CONECT   18   16   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   15   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   19   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0257131
HETATM    1  C1  UNL     1       6.546  -3.025  -0.740  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.286  -1.656  -0.706  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.017  -1.112  -0.540  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.922  -1.936  -0.396  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.658  -1.415  -0.231  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.419  -0.047  -0.200  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.055   0.423  -0.021  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.745   1.759   0.019  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.573   2.198   0.191  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.791   3.441   0.220  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.562   1.250   0.321  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.868   1.654   0.492  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.186   3.003   0.534  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.560   3.365   0.714  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.833   0.673   0.619  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.528  -0.670   0.578  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.454  -1.692   0.698  1.00  0.00           O  
HETATM   18  C14 UNL     1      -5.832  -1.515   0.864  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.508  -0.821  -0.239  1.00  0.00           C  
HETATM   20  O5  UNL     1      -5.864  -0.476  -1.254  1.00  0.00           O  
HETATM   21  O6  UNL     1      -7.860  -0.530  -0.192  1.00  0.00           O  
HETATM   22  C16 UNL     1      -2.191  -1.042   0.403  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.193  -0.079   0.273  1.00  0.00           C  
HETATM   24  O7  UNL     1       0.062  -0.423   0.109  1.00  0.00           O  
HETATM   25  C18 UNL     1       3.517   0.754  -0.344  1.00  0.00           C  
HETATM   26  C19 UNL     1       4.797   0.247  -0.511  1.00  0.00           C  
HETATM   27  O8  UNL     1       5.895   1.092  -0.655  1.00  0.00           O  
HETATM   28  C20 UNL     1       5.825   2.485  -0.646  1.00  0.00           C  
HETATM   29  H1  UNL     1       6.533  -3.504   0.265  1.00  0.00           H  
HETATM   30  H2  UNL     1       5.848  -3.556  -1.424  1.00  0.00           H  
HETATM   31  H3  UNL     1       7.563  -3.185  -1.155  1.00  0.00           H  
HETATM   32  H4  UNL     1       4.082  -3.026  -0.417  1.00  0.00           H  
HETATM   33  H5  UNL     1       1.798  -2.079  -0.118  1.00  0.00           H  
HETATM   34  H6  UNL     1       1.533   2.485  -0.084  1.00  0.00           H  
HETATM   35  H7  UNL     1      -5.195   2.941  -0.107  1.00  0.00           H  
HETATM   36  H8  UNL     1      -4.925   2.960   1.676  1.00  0.00           H  
HETATM   37  H9  UNL     1      -4.698   4.446   0.729  1.00  0.00           H  
HETATM   38  H10 UNL     1      -4.843   0.997   0.760  1.00  0.00           H  
HETATM   39  H11 UNL     1      -6.271  -2.545   0.983  1.00  0.00           H  
HETATM   40  H12 UNL     1      -6.073  -0.940   1.801  1.00  0.00           H  
HETATM   41  H13 UNL     1      -8.224   0.356  -0.467  1.00  0.00           H  
HETATM   42  H14 UNL     1      -1.937  -2.084   0.370  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.407   1.823  -0.329  1.00  0.00           H  
HETATM   44  H16 UNL     1       4.940   2.861  -1.189  1.00  0.00           H  
HETATM   45  H17 UNL     1       6.769   2.888  -1.067  1.00  0.00           H  
HETATM   46  H18 UNL     1       5.754   2.863   0.415  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   32
CONECT    5    6    6   33
CONECT    6    7   25
CONECT    7    8    8   24
CONECT    8    9   34
CONECT    9   10   10   11
CONECT   11   12   12   23
CONECT   12   13   15
CONECT   13   14
CONECT   14   35   36   37
CONECT   15   16   16   38
CONECT   16   17   22
CONECT   17   18
CONECT   18   19   39   40
CONECT   19   20   20   21
CONECT   21   41
CONECT   22   23   23   42
CONECT   23   24
CONECT   25   26   26   43
CONECT   26   27
CONECT   27   28
CONECT   28   44   45   46
END

HMDB0257131
     RDKit          3D
Recoflavone
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.5457   -3.0250   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2862   -1.6560   -0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0172   -1.1115   -0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9220   -1.9362   -0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6575   -1.4147   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186   -0.0468   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0546    0.4230   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7448    1.7587    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734    2.1980    0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915    3.4411    0.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619    1.2501    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8680    1.6538    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    3.0030    0.5337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597    3.3652    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326    0.6733    0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5278   -0.6701    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544   -1.6922    0.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8323   -1.5149    0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5080   -0.8209   -0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8645   -0.4757   -1.2541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8600   -0.5297   -0.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908   -1.0418    0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1927   -0.0787    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0621   -0.4231    0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5172    0.7537   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975    0.2471   -0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950    1.0917   -0.6548 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8246    2.4854   -0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5328   -3.5038    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8482   -3.5563   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5634   -3.1851   -1.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -3.0261   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976   -2.0789   -0.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5328    2.4848   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1953    2.9414   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9248    2.9598    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6984    4.4459    0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8427    0.9970    0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2714   -2.5452    0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0733   -0.9398    1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2242    0.3564   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366   -2.0836    0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068    1.8232   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9399    2.8615   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7694    2.8880   -1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7543    2.8627    0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 16 22  1  0
 22 23  2  0
 23 24  1  0
  6 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 26  3  1  0
 24  7  1  0
 23 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  8 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 18 39  1  0
 18 40  1  0
 21 41  1  0
 22 42  1  0
 25 43  1  0
 28 44  1  0
 28 45  1  0
 28 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Carboxymethoxyloxy-3',4',5-trimethoxyflavone	MeSH

Chemical Formula

C₂₀H₁₈O₈

Average Molecular Weight

386.356

Monoisotopic Molecular Weight

386.10016754

IUPAC Name

2-{[2-(3,4-dimethoxyphenyl)-5-methoxy-4-oxo-4H-chromen-7-yl]oxy}acetic acid

Traditional Name

{[2-(3,4-dimethoxyphenyl)-5-methoxy-4-oxochromen-7-yl]oxy}acetic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)C1=CC(=O)C2=C(OC)C=C(OCC(O)=O)C=C2O1

InChI Identifier

InChI=1S/C20H18O8/c1-24-14-5-4-11(6-16(14)25-2)15-9-13(21)20-17(26-3)7-12(8-18(20)28-15)27-10-19(22)23/h4-9H,10H2,1-3H3,(H,22,23)

InChI Key

BCPQOBQIVJZOFL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

5-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
Flavone
Chromone
Phenoxyacetate
Benzopyran
O-dimethoxybenzene
Dimethoxybenzene
1-benzopyran
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Pyranone
Alkyl aryl ether
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous ester
Heteroaromatic compound
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.67	ALOGPS
logP	1.81	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	100.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	98.91 m³·mol⁻¹	ChemAxon
Polarizability	39.32 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	183.219	30932474
DeepCCS	[M-H]-	180.861	30932474
DeepCCS	[M-2H]-	214.772	30932474
DeepCCS	[M+Na]+	190.0	30932474
AllCCS	[M+H]+	190.0	32859911
AllCCS	[M+H-H2O]+	187.1	32859911
AllCCS	[M+NH4]+	192.8	32859911
AllCCS	[M+Na]+	193.6	32859911
AllCCS	[M-H]-	191.6	32859911
AllCCS	[M+Na-2H]-	191.6	32859911
AllCCS	[M+HCOO]-	191.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Recoflavone	COC1=CC=C(C=C1OC)C1=CC(=O)C2=C(OC)C=C(OCC(O)=O)C=C2O1	5164.0	Standard polar	33892256
Recoflavone	COC1=CC=C(C=C1OC)C1=CC(=O)C2=C(OC)C=C(OCC(O)=O)C=C2O1	3449.8	Standard non polar	33892256
Recoflavone	COC1=CC=C(C=C1OC)C1=CC(=O)C2=C(OC)C=C(OCC(O)=O)C=C2O1	3800.4	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 - Recoflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abc-1229000000-77b8038eadb0a0a1ee4c	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Recoflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Recoflavone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Recoflavone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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 - Recoflavone 10V, Positive-QTOF	splash10-000i-0009000000-36163f7f55dae0016165	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Recoflavone 20V, Positive-QTOF	splash10-00kr-0009000000-fadc79f5a239af5f6aa2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Recoflavone 40V, Positive-QTOF	splash10-08gv-2389000000-bf23dc9019342b793b24	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Recoflavone 10V, Negative-QTOF	splash10-000i-0009000000-7853f39802a4ad6d11b7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Recoflavone 20V, Negative-QTOF	splash10-000i-0019000000-6d89b538c0a86547e2c3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Recoflavone 40V, Negative-QTOF	splash10-01ot-0096000000-d7a349b939dd1b70dda0	2017-07-26	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB12058

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8127736

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

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Recoflavone (HMDB0257131)

MOL for HMDB0257131 (Recoflavone)

3D MOL for HMDB0257131 (Recoflavone)

3D SDF for HMDB0257131 (Recoflavone)

3D-SDF for HMDB0257131 (Recoflavone)

PDB for HMDB0257131 (Recoflavone)

3D PDB for HMDB0257131 (Recoflavone)

SMILES for HMDB0257131 (Recoflavone)

INCHI for HMDB0257131 (Recoflavone)

Structure for HMDB0257131 (Recoflavone)

3D Structure for HMDB0257131 (Recoflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra