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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:10:57 UTC

Update Date

2021-09-23 03:10:57 UTC

HMDB ID

HMDB0301866

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone

Description

5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone is a member of the class of compounds known as 3-o-methylated flavonoids. 3-o-methylated flavonoids are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone is considered to be a flavonoid lipid molecule. 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone can be found in spinach, which makes 5,3',4'-trihydroxy-3-methoxy-6,7-methylenedioxyflavone a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 09041206472D          

 25 28  0  0  0  0            999 V2000
   -1.4883   -0.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883    0.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590   -0.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590    0.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7736    1.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7736    2.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883    2.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0822    4.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0822    3.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676    3.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3690    2.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0822    2.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968    2.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968    3.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5115    3.6743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603    2.4374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544    2.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544    1.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3690    0.7883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833    1.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4724    1.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    0.9452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2029    1.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2029    2.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    2.2800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2 23  1  0  0  0  0
  2  5  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 16  1  0  0  0  0
  7 24  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 17  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 23 24  2  0  0  0  0
M  END

HMDB0301866
     RDKit          3D
5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone
 37 40  0  0  0  0  0  0  0  0999 V2000
    1.0200    3.2341    1.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622    2.5682   -0.2039 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    1.3892   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6434    0.1776   -0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673   -0.0848   -0.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112   -1.3912    0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8358   -1.7376    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058   -0.7733    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1393   -1.1594    0.0993 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264    0.5200   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3993    1.4774   -0.4267 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.8229   -0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -0.8776   -0.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672   -0.8099   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451   -1.9608   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6181   -1.9117   -0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2837   -0.7188   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212    0.4577   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2107    1.6174   -0.4461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384    0.3960   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583    1.5288   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480    2.6735   -0.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6440   -0.9780   -0.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8785   -2.3353   -0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6204   -2.9010   -0.3515 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0156    2.5226    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0101    3.7139    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2788    4.0191    1.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -2.1551    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0874   -2.7646    0.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3767   -2.1024    0.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3645    1.1977   -0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384    1.8285   -0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -2.9080   -0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9858    2.5572   -0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7138   -2.7912   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9875   -2.3411    1.0556 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 21  3  1  0
 12  5  1  0
 20 14  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 19 35  1  0
 24 36  1  0
 24 37  1  0
M  END


  Mrv0541 09041206472D          

 25 28  0  0  0  0            999 V2000
   -1.4883   -0.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883    0.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590   -0.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590    0.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7736    1.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7736    2.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883    2.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0822    4.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0822    3.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676    3.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3690    2.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0822    2.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968    2.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968    3.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5115    3.6743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603    2.4374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544    2.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544    1.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3690    0.7883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833    1.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4724    1.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    0.9452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2029    1.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2029    2.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    2.2800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2 23  1  0  0  0  0
  2  5  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 16  1  0  0  0  0
  7 24  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 17  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301866

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC2=CC3=C(OCO3)C(O)=C2C1=O)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O8/c1-22-17-14(21)12-10(5-11-16(13(12)20)24-6-23-11)25-15(17)7-2-3-8(18)9(19)4-7/h2-5,18-20H,6H2,1H3

> <INCHI_KEY>
BBZORTSKYSEICL-UHFFFAOYSA-N

> <FORMULA>
C17H12O8

> <MOLECULAR_WEIGHT>
344.2724

> <EXACT_MASS>
344.05321736

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
33.01905959407638

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(3,4-dihydroxyphenyl)-9-hydroxy-7-methoxy-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
2.1959256426666665

> <ALOGPS_LOGS>
-3.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.980381696020272

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.35183705881557

> <JCHEM_PKA_STRONGEST_BASIC>
-4.406539562964967

> <JCHEM_POLAR_SURFACE_AREA>
114.68000000000002

> <JCHEM_REFRACTIVITY>
85.39940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(3,4-dihydroxyphenyl)-9-hydroxy-7-methoxy-2H-[1,3]dioxolo[4,5-g]chromen-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301866
     RDKit          3D
5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone
 37 40  0  0  0  0  0  0  0  0999 V2000
    1.0200    3.2341    1.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622    2.5682   -0.2039 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    1.3892   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6434    0.1776   -0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673   -0.0848   -0.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112   -1.3912    0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8358   -1.7376    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058   -0.7733    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1393   -1.1594    0.0993 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264    0.5200   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3993    1.4774   -0.4267 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.8229   -0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -0.8776   -0.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672   -0.8099   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451   -1.9608   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6181   -1.9117   -0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2837   -0.7188   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212    0.4577   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2107    1.6174   -0.4461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384    0.3960   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583    1.5288   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480    2.6735   -0.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6440   -0.9780   -0.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8785   -2.3353   -0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6204   -2.9010   -0.3515 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0156    2.5226    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0101    3.7139    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2788    4.0191    1.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -2.1551    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0874   -2.7646    0.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3767   -2.1024    0.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3645    1.1977   -0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384    1.8285   -0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -2.9080   -0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9858    2.5572   -0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7138   -2.7912   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9875   -2.3411    1.0556 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 21  3  1  0
 12  5  1  0
 20 14  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 19 35  1  0
 24 36  1  0
 24 37  1  0
M  END

HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  O   UNK     0      -2.778  -0.068   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.778   1.474   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.110  -0.068   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.110   1.471   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.444   2.244   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.444   3.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.778   4.550   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.887   8.396   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.887   6.859   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.553   6.089   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.555   4.552   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.887   3.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.221   4.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.221   6.089   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.555   6.859   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.113   4.550   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.222   3.783   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.222   2.241   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.555   1.471   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.889   2.242   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.482   3.010   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.577   1.764   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.112   2.241   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.112   3.780   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.577   4.256   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   23    5                                                  
CONECT    3    4                                                            
CONECT    4    3    5   18                                                  
CONECT    5    2    4    6                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6   24                                                       
CONECT    8    9                                                            
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    9   13   15                                                  
CONECT   15   14                                                            
CONECT   16    6   17                                                       
CONECT   17   11   16   18                                                  
CONECT   18    4   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   22   25                                                       
CONECT   22   21   23                                                       
CONECT   23    2   22   24                                                  
CONECT   24    7   25   23                                                  
CONECT   25   24   21                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0301866
HETATM    1  C1  UNL     1       1.020   3.234   1.050  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.762   2.568  -0.204  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.031   1.389  -0.222  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.643   0.178  -0.162  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.067  -0.085  -0.084  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.511  -1.391   0.175  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.836  -1.738   0.234  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.806  -0.773   0.032  1.00  0.00           C  
HETATM    9  O2  UNL     1       6.139  -1.159   0.099  1.00  0.00           O  
HETATM   10  C8  UNL     1       4.426   0.520  -0.226  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.399   1.477  -0.427  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.074   0.823  -0.276  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.169  -0.878  -0.176  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.467  -0.810  -0.244  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.245  -1.961  -0.254  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.618  -1.912  -0.326  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.284  -0.719  -0.390  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.521   0.458  -0.381  1.00  0.00           C  
HETATM   19  O5  UNL     1      -4.211   1.617  -0.446  1.00  0.00           O  
HETATM   20  C15 UNL     1      -2.138   0.396  -0.309  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.358   1.529  -0.297  1.00  0.00           C  
HETATM   22  O6  UNL     1      -1.848   2.674  -0.351  1.00  0.00           O  
HETATM   23  O7  UNL     1      -5.644  -0.978  -0.452  1.00  0.00           O  
HETATM   24  C17 UNL     1      -5.878  -2.335  -0.056  1.00  0.00           C  
HETATM   25  O8  UNL     1      -4.620  -2.901  -0.352  1.00  0.00           O  
HETATM   26  H1  UNL     1       1.016   2.523   1.882  1.00  0.00           H  
HETATM   27  H2  UNL     1       2.010   3.714   0.930  1.00  0.00           H  
HETATM   28  H3  UNL     1       0.279   4.019   1.245  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.750  -2.155   0.336  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.087  -2.765   0.439  1.00  0.00           H  
HETATM   31  H6  UNL     1       6.377  -2.102   0.288  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.365   1.198  -0.378  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.838   1.828  -0.501  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.747  -2.908  -0.205  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.986   2.557  -0.459  1.00  0.00           H  
HETATM   36  H11 UNL     1      -6.714  -2.791  -0.588  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.988  -2.341   1.056  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   13
CONECT    5    6    6   12
CONECT    6    7   29
CONECT    7    8    8   30
CONECT    8    9   10
CONECT    9   31
CONECT   10   11   12   12
CONECT   11   32
CONECT   12   33
CONECT   13   14
CONECT   14   15   15   20
CONECT   15   16   34
CONECT   16   17   17   25
CONECT   17   18   23
CONECT   18   19   20   20
CONECT   19   35
CONECT   20   21
CONECT   21   22   22
CONECT   23   24
CONECT   24   25   36   37
END

HMDB0301866
     RDKit          3D
5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone
 37 40  0  0  0  0  0  0  0  0999 V2000
    1.0200    3.2341    1.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622    2.5682   -0.2039 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    1.3892   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6434    0.1776   -0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673   -0.0848   -0.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112   -1.3912    0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8358   -1.7376    0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058   -0.7733    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1393   -1.1594    0.0993 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264    0.5200   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3993    1.4774   -0.4267 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.8229   -0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -0.8776   -0.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672   -0.8099   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451   -1.9608   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6181   -1.9117   -0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2837   -0.7188   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212    0.4577   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2107    1.6174   -0.4461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384    0.3960   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583    1.5288   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480    2.6735   -0.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6440   -0.9780   -0.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8785   -2.3353   -0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6204   -2.9010   -0.3515 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0156    2.5226    1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0101    3.7139    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2788    4.0191    1.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -2.1551    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0874   -2.7646    0.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3767   -2.1024    0.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3645    1.1977   -0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384    1.8285   -0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -2.9080   -0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9858    2.5572   -0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7138   -2.7912   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9875   -2.3411    1.0556 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 21  3  1  0
 12  5  1  0
 20 14  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 19 35  1  0
 24 36  1  0
 24 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₂O₈

Average Molecular Weight

344.2724

Monoisotopic Molecular Weight

344.05321736

IUPAC Name

6-(3,4-dihydroxyphenyl)-9-hydroxy-7-methoxy-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one

Traditional Name

6-(3,4-dihydroxyphenyl)-9-hydroxy-7-methoxy-2H-[1,3]dioxolo[4,5-g]chromen-8-one

CAS Registry Number

Not Available

SMILES

COC1=C(OC2=CC3=C(OCO3)C(O)=C2C1=O)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C17H12O8/c1-22-17-14(21)12-10(5-11-16(13(12)20)24-6-23-11)25-15(17)7-2-3-8(18)9(19)4-7/h2-5,18-20H,6H2,1H3

InChI Key

BBZORTSKYSEICL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3-O-methylated flavonoids

Alternative Parents

Substituents

3-methoxyflavonoid-skeleton
Flavone
Hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3'-hydroxyflavonoid
3-methoxychromone
Chromone
1-benzopyran
Benzopyran
Benzodioxole
Catechol
Alkyl aryl ether
Pyranone
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Oxacycle
Acetal
Organoheterocyclic compound
Ether
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12113020 )

Ontology

Not Available

Spinach (FooDB: FOOD00178)

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	2.65	ALOGPS
logP	2.2	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.35	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.4 m³·mol⁻¹	ChemAxon
Polarizability	33.02 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
AllCCS	[M+H]+	177.796	32859911
AllCCS	[M+H-H2O]+	174.382	32859911
AllCCS	[M+Na]+	181.869	32859911
AllCCS	[M+NH4]+	180.96	32859911
AllCCS	[M-H]-	177.592	32859911
AllCCS	[M+Na-2H]-	176.715	32859911
AllCCS	[M+HCOO]-	175.899	32859911
DeepCCS	[M+H]+	184.668	30932474
DeepCCS	[M-H]-	182.31	30932474
DeepCCS	[M-2H]-	216.263	30932474
DeepCCS	[M+Na]+	191.49	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 10V, Positive-QTOF	splash10-0002-0009000000-eed85fb5835ad71f8add	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 20V, Positive-QTOF	splash10-0002-0119000000-05df6f5ac6d9a6dd0cc4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 40V, Positive-QTOF	splash10-0aps-3891000000-2cc4c535aa4079ca7d59	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 10V, Negative-QTOF	splash10-0006-0009000000-7d5b4f3b263e19ae7b34	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 20V, Negative-QTOF	splash10-0006-0029000000-7e3bf9e2d96b4a19b3d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 40V, Negative-QTOF	splash10-0400-4932000000-6c8b1f577de4e1d0a788	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 10V, Positive-QTOF	splash10-0002-0009000000-3f68f407690ad3c91ed6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 20V, Positive-QTOF	splash10-0002-0009000000-108425f0323ef4d96a49	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 40V, Positive-QTOF	splash10-00ls-2933000000-7ec930a261ffcf61e4e8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 10V, Negative-QTOF	splash10-0006-0009000000-830d07053efb41c3c321	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 20V, Negative-QTOF	splash10-0006-0309000000-22356ebc5fe11cdaaa95	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone 40V, Negative-QTOF	splash10-032c-1912000000-90c9bae5fdb0eeecb40f	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB001548

KNApSAcK ID

C00005050

Chemspider ID

24845587

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

Not Available

Showing metabocard for 5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone (HMDB0301866)

MOL for HMDB0301866 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

3D MOL for HMDB0301866 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

3D SDF for HMDB0301866 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

3D-SDF for HMDB0301866 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

PDB for HMDB0301866 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

3D PDB for HMDB0301866 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

SMILES for HMDB0301866 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

INCHI for HMDB0301866 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

Structure for HMDB0301866 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

3D Structure for HMDB0301866 (5,3',4'-Trihydroxy-3-methoxy-6,7-methylenedioxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra