Details of the Drug

General Information of Drug (ID: DM43AN2)

Drug Name

Fructose

Synonyms

D-(-)-Fructose; 57-48-7; D(-)-Fructose; (3S,4R,5R)-1,3,4,5,6-pentahydroxyhexan-2-one; 53188-23-1; D-(-)-Levulose; D-Levulose; Nevulose; Furucton; arabino-Hexulose; Sugar, fruit; Fructose, D-; Krystar 300; Hi-Fructo 970; keto-D-fructose; Fructose, pure; Fructose solution; CCRIS 3335; 30237-26-4; EINECS 200-333-3; AI3-23514; DL-Fructose; MFCD00148910; D(-)-Fructose, 99%; Fructon; D-(-)-Fructose, > Methose; Levulosa; Levulosa Baxter; Levulosa Braun; Apir Levulosa; Levulosa Mein; Levulosa Ibys; Levulosa Ife; Levulosado Braun; D-fructose

Indication

Disease Entry	ICD 11	Status	REF
Vomiting	MD90	Approved	[1]
------------------------------------------------------------------------------------

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 1

Molecular Weight (mw)

180.16

Logarithm of the Partition Coefficient (xlogp)

-2.8

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Adverse Drug Reaction (ADR)

ADR Term	Variation	Related DOT	DOT ID	REF
Autonomic nervous system imbalance	Not Available	TNF	OT4IE164	[2]
Metabolism and nutrition disorders	Not Available	JUN	OTCYBO6X	[2]
Metabolism and nutrition disorders	Not Available	NFKBIA IKBA MAD3 NFKBI	OTFT924M	[2]
Metabolism and nutrition disorders	Not Available	SP1 TSFP1	OTISPT4X	[2]
-----------

Chemical Identifiers

Formula: C6H12O6
IUPAC Name: (3S,4R,5R)-2-(hydroxymethyl)oxane-2,3,4,5-tetrol
Canonical SMILES: C1[C@H]([C@H]([C@@H](C(O1)(CO)O)O)O)O
InChI: InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4-,5+,6?/m1/s1
InChIKey: LKDRXBCSQODPBY-VRPWFDPXSA-N

Cross-matching ID

PubChem CID: 2723872
ChEBI ID: CHEBI:37714
CAS Number: 6347-01-9
DrugBank ID: DB04173
TTD ID: D06HZY
VARIDT ID: DR00043
INTEDE ID: DR1932

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Fragile histidine triad protein (FHIT)	TTMS54D	FHIT_HUMAN	Inhibitor	[3]

------------------------------------------------------------------------------------

Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
Sodium/glucose cotransporter 4 (SLC5A9)	DT1CP40	SC5A9_HUMAN	Substrate	[4]
Glucose transporter type 5, small intestine (SLC2A5)	DTOR02F	GTR5_HUMAN	Substrate	[5]
Glucose transporter type 7 (SLC2A7)	DT8SQBG	GTR7_HUMAN	Substrate	[6]

------------------------------------------------------------------------------------

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Sorbitol dehydrogenase (SORD)_{Main DME}	DEWU03P	DHSO_HUMAN	Substrate	[7]

------------------------------------------------------------------------------------

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Acetyl-CoA carboxylase 2 (ACACB)	OT96UIP1	ACACB_HUMAN	Gene/Protein Processing	[8]
Apolipoprotein A-IV (APOA4)	OT466POQ	APOA4_HUMAN	Gene/Protein Processing	[9]
Apoptosis regulator Bcl-2 (BCL2)	OT9DVHC0	BCL2_HUMAN	Gene/Protein Processing	[10]
C-C motif chemokine 2 (CCL2)	OTAD2HEL	CCL2_HUMAN	Gene/Protein Processing	[10]
Calcitonin (CALCA)	OTZ11LHB	CALC_HUMAN	Gene/Protein Processing	[10]
Caspase-3 (CASP3)	OTIJRBE7	CASP3_HUMAN	Gene/Protein Processing	[10]
Endothelin-1 receptor (EDNRA)	OTK9T5O3	EDNRA_HUMAN	Gene/Protein Processing	[10]
Fractalkine (CX3CL1)	OTPLGI0E	X3CL1_HUMAN	Gene/Protein Processing	[10]
Heme oxygenase 1 (HMOX1)	OTC1W6UX	HMOX1_HUMAN	Gene/Protein Processing	[10]
Hepatocyte nuclear factor 4-alpha (HNF4A)	OTY1TOAB	HNF4A_HUMAN	Gene/Protein Processing	[11]

------------------------------------------------------------------------------------

Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2	ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
3	How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
4	SLC5A9/SGLT4, a new Na+-dependent glucose transporter, is an essential transporter for mannose, 1,5-anhydro-D-glucitol, and fructose. Life Sci. 2005 Jan 14;76(9):1039-50.
5	Dexamethasone sensitizes the neonatal intestine to fructose induction of intestinal fructose transporter (Slc2A5) function. Endocrinology. 2008 Jan;149(1):409-23.
6	Functional Properties and Genomics of Glucose Transporters. Curr Genomics. 2007 Apr; 8(2): 113128.
7	Isolation, characterization and evaluation of the Pichia pastoris sorbitol dehydrogenase promoter for expression of heterologous proteins. Protein Expr Purif. 2013 Nov;92(1):128-33.
8	Effects of four-week high-fructose diet on gene expression in skeletal muscle of healthy men. Diabetes Metab. 2008 Feb;34(1):82-5. doi: 10.1016/j.diabet.2007.08.004. Epub 2007 Dec 11.
9	Fructose intake increases hyperlipidemia and modifies apolipoprotein expression in apolipoprotein AI-CIII-AIV transgenic mice. J Nutr. 2002 May;132(5):918-23. doi: 10.1093/jn/132.5.918.
10	Non-nutritional sweeteners effects on endothelial vascular function. Toxicol In Vitro. 2020 Feb;62:104694. doi: 10.1016/j.tiv.2019.104694. Epub 2019 Oct 23.
11	Monosaccharide-induced lipogenesis regulates the human hepatic sex hormone-binding globulin gene. J Clin Invest. 2007 Dec;117(12):3979-87. doi: 10.1172/JCI32249.