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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:44:41 UTC

HMDB ID

HMDB0001557

Secondary Accession Numbers

HMDB01557

Metabolite Identification

Common Name

Riboflavin reduced

Description

Riboflavin reduced, also known as reduced riboflavin, belongs to the class of organic compounds known as alloxazines and isoalloxazines. These are organic compounds comprising the (iso)alloxazine structure (Benzo[g]pteridine-2,4-dione). Riboflavin reduced exists in all living organisms, ranging from bacteria to humans. Riboflavin reduced has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make riboflavin reduced a potential biomarker for the consumption of these foods. Riboflavin reduced is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a small amount of articles have been published on Riboflavin reduced.

Structure

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

Untitled Document-1
  Mrv1652304202019272D          

 25 27  0  0  0  0            999 V2000
   -2.5006   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -2.2688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.8563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -3.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.6188    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0717    1.4437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7862    1.8563    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7862    2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    3.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14  9  2  0  0  0  0
 11 15  2  0  0  0  0
 13 16  2  0  0  0  0
 17 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 18 23  1  1  0  0  0
 19 24  1  6  0  0  0
 20 25  1  6  0  0  0
M  END

HMDB0001557
     RDKit          3D
Riboflavin reduced
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.2244   -2.6161   -3.9561 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8396   -1.9698   -3.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1485   -1.2075   -2.1710 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8210   -0.5460   -1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001    0.2228   -0.3539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3311    0.3108   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0762   -0.7553    0.2950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8701   -0.7877    1.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299   -0.6978   -0.1010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2597   -1.7979    0.3596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    0.5461    0.3084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3959    0.6810    1.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6288    0.4875   -0.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3366   -0.5867    0.1449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    0.8785    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1215    1.6775    1.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8309    2.3416    2.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967    2.2532    2.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8914    1.4668    1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1757    0.7923    0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    0.0272   -0.1665 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660   -0.6520   -1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9361   -1.4437   -2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2029   -1.5667   -1.9947 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1786   -2.0702   -2.9538 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517    1.3221   -0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5497    0.0569   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931   -1.7298   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2670   -0.0987    2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6250   -0.7535   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2456   -2.5455   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    1.4591   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6640   -0.1519    2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1747    1.4504   -0.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329    0.4042   -1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4048   -0.6018    1.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352    1.7496    1.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    2.9683    3.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7548    2.7986    3.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9685    1.3698    1.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6641   -2.6857   -3.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25  2  1  0
 22  4  1  0
 20 15  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  6
  8 29  1  0
  9 30  1  6
 10 31  1  0
 11 32  1  6
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 25 41  1  0
M  END

Untitled Document-1
  Mrv1652304202019272D          

 25 27  0  0  0  0            999 V2000
   -2.5006   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -2.2688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.8563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -3.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.6188    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0717    1.4437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7862    1.8563    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7862    2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    3.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14  9  2  0  0  0  0
 11 15  2  0  0  0  0
 13 16  2  0  0  0  0
 17 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 18 23  1  1  0  0  0
 19 24  1  6  0  0  0
 20 25  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0001557

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@@H](O)[C@H](O)[C@H](O)CN1C2=CC=CC=C2N=C2C(=O)NC(=O)N=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H16N4O6/c20-6-10(22)12(23)9(21)5-19-8-4-2-1-3-7(8)16-11-13(19)17-15(25)18-14(11)24/h1-4,9-10,12,20-23H,5-6H2,(H,18,24,25)/t9-,10-,12-/m1/s1

> <INCHI_KEY>
ATANIONNQLTUND-CKYFFXLPSA-N

> <FORMULA>
C15H16N4O6

> <MOLECULAR_WEIGHT>
348.3107

> <EXACT_MASS>
348.106984264

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
33.23818558641372

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-[(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl]-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione

> <ALOGPS_LOGP>
-1.64

> <JCHEM_LOGP>
-1.9433830386666664

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.852833325035373

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.969939673882121

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9741788041843122

> <JCHEM_POLAR_SURFACE_AREA>
155.04999999999998

> <JCHEM_REFRACTIVITY>
86.18599999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-[(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl]-3H-benzo[g]pteridine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001557
     RDKit          3D
Riboflavin reduced
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.2244   -2.6161   -3.9561 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8396   -1.9698   -3.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1485   -1.2075   -2.1710 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8210   -0.5460   -1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001    0.2228   -0.3539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3311    0.3108   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0762   -0.7553    0.2950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8701   -0.7877    1.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299   -0.6978   -0.1010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2597   -1.7979    0.3596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    0.5461    0.3084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3959    0.6810    1.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6288    0.4875   -0.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3366   -0.5867    0.1449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    0.8785    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1215    1.6775    1.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8309    2.3416    2.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967    2.2532    2.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8914    1.4668    1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1757    0.7923    0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    0.0272   -0.1665 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660   -0.6520   -1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9361   -1.4437   -2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2029   -1.5667   -1.9947 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1786   -2.0702   -2.9538 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517    1.3221   -0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5497    0.0569   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931   -1.7298   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2670   -0.0987    2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6250   -0.7535   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2456   -2.5455   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    1.4591   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6640   -0.1519    2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1747    1.4504   -0.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329    0.4042   -1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4048   -0.6018    1.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352    1.7496    1.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    2.9683    3.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7548    2.7986    3.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9685    1.3698    1.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6641   -2.6857   -3.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25  2  1  0
 22  4  1  0
 20 15  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  6
  8 29  1  0
  9 30  1  6
 10 31  1  0
 11 32  1  6
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 25 41  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-1                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      -4.668  -1.925   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.668  -3.465   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.334  -4.235   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.001  -3.465   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.001  -1.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.334  -1.155   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.667  -4.235   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.667  -3.465   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.667  -1.925   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.667  -1.155   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.001  -4.235   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.334  -3.465   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.334  -1.925   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.001  -1.155   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       2.001  -5.775   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.668  -1.155   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.667   0.385   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.001   1.155   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.001   2.695   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.334   3.465   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.334   5.005   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.668   5.775   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.334   0.385   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.667   3.465   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -4.668   2.695   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9    5   17                                                  
CONECT   11    8   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13    9                                                       
CONECT   15   11                                                            
CONECT   16   13                                                            
CONECT   17   10   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25   20                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0001557
HETATM    1  O1  UNL     1       1.224  -2.616  -3.956  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.840  -1.970  -3.035  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.148  -1.207  -2.171  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.821  -0.546  -1.222  1.00  0.00           C  
HETATM    5  N2  UNL     1       1.100   0.223  -0.354  1.00  0.00           N  
HETATM    6  C3  UNL     1      -0.331   0.311  -0.468  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.076  -0.755   0.295  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.870  -0.788   1.639  1.00  0.00           O  
HETATM    9  C5  UNL     1      -2.530  -0.698  -0.101  1.00  0.00           C  
HETATM   10  O3  UNL     1      -3.260  -1.798   0.360  1.00  0.00           O  
HETATM   11  C6  UNL     1      -3.242   0.546   0.308  1.00  0.00           C  
HETATM   12  O4  UNL     1      -3.396   0.681   1.673  1.00  0.00           O  
HETATM   13  C7  UNL     1      -4.629   0.488  -0.345  1.00  0.00           C  
HETATM   14  O5  UNL     1      -5.337  -0.587   0.145  1.00  0.00           O  
HETATM   15  C8  UNL     1       1.781   0.878   0.588  1.00  0.00           C  
HETATM   16  C9  UNL     1       1.122   1.677   1.495  1.00  0.00           C  
HETATM   17  C10 UNL     1       1.831   2.342   2.446  1.00  0.00           C  
HETATM   18  C11 UNL     1       3.197   2.253   2.548  1.00  0.00           C  
HETATM   19  C12 UNL     1       3.891   1.467   1.662  1.00  0.00           C  
HETATM   20  C13 UNL     1       3.176   0.792   0.697  1.00  0.00           C  
HETATM   21  N3  UNL     1       3.893   0.027  -0.166  1.00  0.00           N  
HETATM   22  C14 UNL     1       3.266  -0.652  -1.131  1.00  0.00           C  
HETATM   23  C15 UNL     1       3.936  -1.444  -2.036  1.00  0.00           C  
HETATM   24  O6  UNL     1       5.203  -1.567  -1.995  1.00  0.00           O  
HETATM   25  N4  UNL     1       3.179  -2.070  -2.954  1.00  0.00           N  
HETATM   26  H1  UNL     1      -0.752   1.322  -0.372  1.00  0.00           H  
HETATM   27  H2  UNL     1      -0.550   0.057  -1.558  1.00  0.00           H  
HETATM   28  H3  UNL     1      -0.693  -1.730  -0.115  1.00  0.00           H  
HETATM   29  H4  UNL     1      -1.267  -0.099   2.187  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.625  -0.753  -1.227  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.246  -2.546  -0.270  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.768   1.459  -0.132  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.664  -0.152   2.100  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.175   1.450  -0.146  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.533   0.404  -1.440  1.00  0.00           H  
HETATM   36  H11 UNL     1      -5.405  -0.602   1.116  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.035   1.750   1.407  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.316   2.968   3.158  1.00  0.00           H  
HETATM   39  H14 UNL     1       3.755   2.799   3.326  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.969   1.370   1.708  1.00  0.00           H  
HETATM   41  H16 UNL     1       3.664  -2.686  -3.663  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   25
CONECT    3    4    4
CONECT    4    5   22
CONECT    5    6   15
CONECT    6    7   26   27
CONECT    7    8    9   28
CONECT    8   29
CONECT    9   10   11   30
CONECT   10   31
CONECT   11   12   13   32
CONECT   12   33
CONECT   13   14   34   35
CONECT   14   36
CONECT   15   16   16   20
CONECT   16   17   37
CONECT   17   18   18   38
CONECT   18   19   39
CONECT   19   20   20   40
CONECT   20   21
CONECT   21   22   22
CONECT   22   23
CONECT   23   24   24   25
CONECT   25   41
END

HMDB0001557
     RDKit          3D
Riboflavin reduced
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.2244   -2.6161   -3.9561 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8396   -1.9698   -3.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1485   -1.2075   -2.1710 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8210   -0.5460   -1.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001    0.2228   -0.3539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3311    0.3108   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0762   -0.7553    0.2950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8701   -0.7877    1.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299   -0.6978   -0.1010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2597   -1.7979    0.3596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    0.5461    0.3084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3959    0.6810    1.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6288    0.4875   -0.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3366   -0.5867    0.1449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    0.8785    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1215    1.6775    1.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8309    2.3416    2.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967    2.2532    2.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8914    1.4668    1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1757    0.7923    0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    0.0272   -0.1665 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660   -0.6520   -1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9361   -1.4437   -2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2029   -1.5667   -1.9947 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1786   -2.0702   -2.9538 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517    1.3221   -0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5497    0.0569   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931   -1.7298   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2670   -0.0987    2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6250   -0.7535   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2456   -2.5455   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683    1.4591   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6640   -0.1519    2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1747    1.4504   -0.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329    0.4042   -1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4048   -0.6018    1.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352    1.7496    1.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    2.9683    3.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7548    2.7986    3.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9685    1.3698    1.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6641   -2.6857   -3.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25  2  1  0
 22  4  1  0
 20 15  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  6
  8 29  1  0
  9 30  1  6
 10 31  1  0
 11 32  1  6
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 25 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4a,5-Dihydroriboflavin	HMDB
4a,5-Dihydroriboflavine	HMDB
7,8-Dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)-4a,5-dihydroisoalloxazine	HMDB
7,8-Dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)-5,10-dihydrobenzo[g]pteridine-2,4(3H,4ah)-dione	HMDB
Reduced riboflavin	HMDB

Chemical Formula

C₁₅H₁₆N₄O₆

Average Molecular Weight

348.3107

Monoisotopic Molecular Weight

348.106984264

IUPAC Name

10-[(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl]-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione

Traditional Name

10-[(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl]-3H-benzo[g]pteridine-2,4-dione

CAS Registry Number

101652-10-2

SMILES

OC[C@@H](O)[C@H](O)[C@H](O)CN1C2=CC=CC=C2N=C2C(=O)NC(=O)N=C12

InChI Identifier

InChI=1S/C15H16N4O6/c20-6-10(22)12(23)9(21)5-19-8-4-2-1-3-7(8)16-11-13(19)17-15(25)18-14(11)24/h1-4,9-10,12,20-23H,5-6H2,(H,18,24,25)/t9-,10-,12-/m1/s1

InChI Key

ATANIONNQLTUND-CKYFFXLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alloxazines and isoalloxazines. These are organic compounds comprising the (iso)alloxazine structure (Benzo[g]pteridine-2,4-dione).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Alloxazines and isoalloxazines

Direct Parent

Alloxazines and isoalloxazines

Alternative Parents

Substituents

Isoalloxazine
Diazanaphthalene
Quinoxaline
Pyrimidone
Pyrazine
Pyrimidine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Secondary alcohol
Lactam
Polyol
Azacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0001557)

Source

Endogenous

Endogenous (HMDB: HMDB0001557)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Flavin Biosynthesis (PathBank: SMP0122173)

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.48 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-1.9	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	5.97	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.05 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	86.19 m³·mol⁻¹	ChemAxon
Polarizability	33.24 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	176.104	31661259
DarkChem	[M-H]-	174.338	31661259
AllCCS	[M+H]+	176.907	32859911
AllCCS	[M-H]-	175.725	32859911
DeepCCS	[M-2H]-	203.484	30932474
DeepCCS	[M+Na]+	178.249	30932474
AllCCS	[M+H]+	176.9	32859911
AllCCS	[M+H-H2O]+	174.0	32859911
AllCCS	[M+NH4]+	179.6	32859911
AllCCS	[M+Na]+	180.3	32859911
AllCCS	[M-H]-	175.7	32859911
AllCCS	[M+Na-2H]-	175.3	32859911
AllCCS	[M+HCOO]-	175.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Riboflavin reduced	OC[C@@H](O)[C@H](O)[C@H](O)CN1C2=CC=CC=C2N=C2C(=O)NC(=O)N=C12	4325.7	Standard polar	33892256
Riboflavin reduced	OC[C@@H](O)[C@H](O)[C@H](O)CN1C2=CC=CC=C2N=C2C(=O)NC(=O)N=C12	2433.4	Standard non polar	33892256
Riboflavin reduced	OC[C@@H](O)[C@H](O)[C@H](O)CN1C2=CC=CC=C2N=C2C(=O)NC(=O)N=C12	3705.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Riboflavin reduced,1TMS,isomer #1	C[Si](C)(C)OC[C@@H](O)[C@H](O)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3173.7	Semi standard non polar	33892256
Riboflavin reduced,1TMS,isomer #2	C[Si](C)(C)O[C@H](CO)[C@H](O)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3196.0	Semi standard non polar	33892256
Riboflavin reduced,1TMS,isomer #3	C[Si](C)(C)O[C@@H]([C@H](O)CO)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3174.7	Semi standard non polar	33892256
Riboflavin reduced,1TMS,isomer #4	C[Si](C)(C)O[C@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)[C@@H](O)[C@H](O)CO	3172.2	Semi standard non polar	33892256
Riboflavin reduced,1TMS,isomer #5	C[Si](C)(C)N1C(=O)N=C2C(=NC3=CC=CC=C3N2C[C@@H](O)[C@@H](O)[C@H](O)CO)C1=O	3287.9	Semi standard non polar	33892256
Riboflavin reduced,2TMS,isomer #1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3087.2	Semi standard non polar	33892256
Riboflavin reduced,2TMS,isomer #10	C[Si](C)(C)O[C@H](CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21)[C@@H](O)[C@H](O)CO	3177.6	Semi standard non polar	33892256
Riboflavin reduced,2TMS,isomer #2	C[Si](C)(C)OC[C@@H](O)[C@H](O[Si](C)(C)C)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3063.0	Semi standard non polar	33892256
Riboflavin reduced,2TMS,isomer #3	C[Si](C)(C)OC[C@@H](O)[C@H](O)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3072.8	Semi standard non polar	33892256
Riboflavin reduced,2TMS,isomer #4	C[Si](C)(C)OC[C@@H](O)[C@H](O)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21	3182.3	Semi standard non polar	33892256
Riboflavin reduced,2TMS,isomer #5	C[Si](C)(C)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3077.1	Semi standard non polar	33892256
Riboflavin reduced,2TMS,isomer #6	C[Si](C)(C)O[C@H](CO)[C@H](O)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3092.8	Semi standard non polar	33892256
Riboflavin reduced,2TMS,isomer #7	C[Si](C)(C)O[C@H](CO)[C@H](O)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21	3195.7	Semi standard non polar	33892256
Riboflavin reduced,2TMS,isomer #8	C[Si](C)(C)O[C@@H]([C@H](O)CO)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3067.0	Semi standard non polar	33892256
Riboflavin reduced,2TMS,isomer #9	C[Si](C)(C)O[C@@H]([C@H](O)CO)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21	3179.6	Semi standard non polar	33892256
Riboflavin reduced,3TMS,isomer #1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3055.3	Semi standard non polar	33892256
Riboflavin reduced,3TMS,isomer #10	C[Si](C)(C)O[C@@H]([C@H](O)CO)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3128.6	Semi standard non polar	33892256
Riboflavin reduced,3TMS,isomer #2	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3058.5	Semi standard non polar	33892256
Riboflavin reduced,3TMS,isomer #3	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21	3141.9	Semi standard non polar	33892256
Riboflavin reduced,3TMS,isomer #4	C[Si](C)(C)OC[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3029.8	Semi standard non polar	33892256
Riboflavin reduced,3TMS,isomer #5	C[Si](C)(C)OC[C@@H](O)[C@H](O[Si](C)(C)C)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21	3121.2	Semi standard non polar	33892256
Riboflavin reduced,3TMS,isomer #6	C[Si](C)(C)OC[C@@H](O)[C@H](O)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3134.8	Semi standard non polar	33892256
Riboflavin reduced,3TMS,isomer #7	C[Si](C)(C)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3061.0	Semi standard non polar	33892256
Riboflavin reduced,3TMS,isomer #8	C[Si](C)(C)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21	3135.3	Semi standard non polar	33892256
Riboflavin reduced,3TMS,isomer #9	C[Si](C)(C)O[C@H](CO)[C@H](O)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3149.3	Semi standard non polar	33892256
Riboflavin reduced,4TMS,isomer #1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3093.6	Semi standard non polar	33892256
Riboflavin reduced,4TMS,isomer #2	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21	3149.1	Semi standard non polar	33892256
Riboflavin reduced,4TMS,isomer #3	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3146.7	Semi standard non polar	33892256
Riboflavin reduced,4TMS,isomer #4	C[Si](C)(C)OC[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3120.6	Semi standard non polar	33892256
Riboflavin reduced,4TMS,isomer #5	C[Si](C)(C)O[C@H](CO)[C@H](O[Si](C)(C)C)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3158.0	Semi standard non polar	33892256
Riboflavin reduced,5TMS,isomer #1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3199.2	Semi standard non polar	33892256
Riboflavin reduced,5TMS,isomer #1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3284.1	Standard non polar	33892256
Riboflavin reduced,5TMS,isomer #1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C	3822.9	Standard polar	33892256
Riboflavin reduced,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](O)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3389.0	Semi standard non polar	33892256
Riboflavin reduced,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@H](O)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3389.8	Semi standard non polar	33892256
Riboflavin reduced,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]([C@H](O)CO)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3368.0	Semi standard non polar	33892256
Riboflavin reduced,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)[C@@H](O)[C@H](O)CO	3381.2	Semi standard non polar	33892256
Riboflavin reduced,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C(=O)N=C2C(=NC3=CC=CC=C3N2C[C@@H](O)[C@@H](O)[C@H](O)CO)C1=O	3493.0	Semi standard non polar	33892256
Riboflavin reduced,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3468.3	Semi standard non polar	33892256
Riboflavin reduced,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@H](CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21)[C@@H](O)[C@H](O)CO	3561.4	Semi standard non polar	33892256
Riboflavin reduced,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3421.6	Semi standard non polar	33892256
Riboflavin reduced,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](O)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3453.2	Semi standard non polar	33892256
Riboflavin reduced,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](O)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21	3578.1	Semi standard non polar	33892256
Riboflavin reduced,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3435.9	Semi standard non polar	33892256
Riboflavin reduced,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@H](O)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3449.5	Semi standard non polar	33892256
Riboflavin reduced,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@H](O)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21	3570.0	Semi standard non polar	33892256
Riboflavin reduced,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]([C@H](O)CO)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3447.9	Semi standard non polar	33892256
Riboflavin reduced,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]([C@H](O)CO)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21	3548.0	Semi standard non polar	33892256
Riboflavin reduced,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21	3580.5	Semi standard non polar	33892256
Riboflavin reduced,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]([C@H](O)CO)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3694.5	Semi standard non polar	33892256
Riboflavin reduced,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3591.6	Semi standard non polar	33892256
Riboflavin reduced,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21	3713.5	Semi standard non polar	33892256
Riboflavin reduced,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3562.4	Semi standard non polar	33892256
Riboflavin reduced,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21	3677.5	Semi standard non polar	33892256
Riboflavin reduced,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](O)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3702.5	Semi standard non polar	33892256
Riboflavin reduced,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3584.5	Semi standard non polar	33892256
Riboflavin reduced,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21	3693.3	Semi standard non polar	33892256
Riboflavin reduced,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@H](O)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3702.9	Semi standard non polar	33892256
Riboflavin reduced,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CN1C2=NC(=O)[NH]C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3770.9	Semi standard non polar	33892256
Riboflavin reduced,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21	3857.7	Semi standard non polar	33892256
Riboflavin reduced,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3859.7	Semi standard non polar	33892256
Riboflavin reduced,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3838.0	Semi standard non polar	33892256
Riboflavin reduced,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CN1C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=NC2=CC=CC=C21)O[Si](C)(C)C(C)(C)C	3857.6	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 - Riboflavin reduced GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bwi-8094000000-f43f7112ee283826153b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riboflavin reduced GC-MS (4 TMS) - 70eV, Positive	splash10-00di-3042269000-7f5ae8c8ce0af8c53f55	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riboflavin reduced GC-MS (TBDMS_3_7) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riboflavin reduced GC-MS (TBDMS_4_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riboflavin reduced GC-MS (TBDMS_4_5) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riboflavin reduced GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riboflavin reduced GC-MS ("Riboflavin reduced,3TBDMS,#7" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - Riboflavin reduced 10V, Positive-QTOF	splash10-000t-0029000000-bc104c9d050e033b69d4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 20V, Positive-QTOF	splash10-01t9-4091000000-afc0f707ee1ce75b867c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 40V, Positive-QTOF	splash10-004i-2190000000-570c6cbcf04a46a68c76	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 10V, Negative-QTOF	splash10-0udl-4097000000-b676ae8b47eab2fb18c7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 20V, Negative-QTOF	splash10-0006-9000000000-f5254591b51a0d846765	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 40V, Negative-QTOF	splash10-0006-9010000000-0abc9b0d47dd58c290bd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 10V, Positive-QTOF	splash10-0002-0029000000-01cbdc02a72aeccc6223	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 20V, Positive-QTOF	splash10-01ta-0098000000-708769959f1af25b7e78	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 40V, Positive-QTOF	splash10-00b9-0590000000-bc32c00ac0788074d256	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 10V, Negative-QTOF	splash10-004i-0092000000-f9ec2194483db51c8410	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 20V, Negative-QTOF	splash10-03fr-1090000000-71092bfa8904438a88ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin reduced 40V, Negative-QTOF	splash10-0ffx-6590000000-eca89bd048fc24f150a8	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

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

FDB112174

KNApSAcK ID

Not Available

Chemspider ID

17216138

KEGG Compound ID

C01007

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6322

PubChem Compound

22833571

PDB ID

Not Available

ChEBI ID

169293

Food Biomarker Ontology

Not Available

VMH ID

RBFLVRD

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

Enzymes

Enzyme Details

1. Flavin reductase (NADPH)

General function:: Involved in catalytic activity
Specific function:: Broad specificity oxidoreductase that catalyzes the NADPH-dependent reduction of a variety of flavins, such as riboflavin, FAD or FMN, biliverdins, methemoglobin and PQQ (pyrroloquinoline quinone). Contributes to heme catabolism and metabolizes linear tetrapyrroles. Can also reduce the complexed Fe(3+) iron to Fe(2+) in the presence of FMN and NADPH. In the liver, converts biliverdin to bilirubin.
Gene Name:: BLVRB
Uniprot ID:: P30043
Molecular weight:: 22119.215

Reactions

Riboflavin reduced + NADP → Riboflavin + NADPH	details
Riboflavin reduced + NADP → Riboflavin + NADPH + Hydrogen Ion	details

Showing metabocard for Riboflavin reduced (HMDB0001557)

MOL for HMDB0001557 (Riboflavin reduced)

3D MOL for HMDB0001557 (Riboflavin reduced)

3D SDF for HMDB0001557 (Riboflavin reduced)

3D-SDF for HMDB0001557 (Riboflavin reduced)

PDB for HMDB0001557 (Riboflavin reduced)

3D PDB for HMDB0001557 (Riboflavin reduced)

SMILES for HMDB0001557 (Riboflavin reduced)

INCHI for HMDB0001557 (Riboflavin reduced)

Structure for HMDB0001557 (Riboflavin reduced)

3D Structure for HMDB0001557 (Riboflavin reduced)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions