Details of the Drug

General Information of Drug (ID: DMVHDOS)

Drug Name
Raffinose
Synonyms
D-Raffinose; Gossypose; MUPFEKGTMRGPLJ-ZQSKZDJDSA-N; Melitose; Melitriose; N5O3QU595M; RAFFINOSE; Raffinose (8CI); Raffinose, pure; d(+)-raffinose; d-(+)-Raffinose; rafinose; raflinose; 512-69-6; 6G-alpha-D-galactosylsucrose; AI3-19427; C18H32O16; CHEBI:16634; EINECS 208-146-9; NSC 170228; NSC 2025; NSC170228; UNII-N5O3QU595M; alpha-D-glucopyranoside, beta-D-fructofuranosyl O-alpha-D-galactopyranosyl-(1->6)-; beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 4 Molecular Weight (mw) 504.4
Logarithm of the Partition Coefficient (xlogp) -5.8
Rotatable Bond Count (rotbonds) 8
Hydrogen Bond Donor Count (hbonddonor) 11
Hydrogen Bond Acceptor Count (hbondacc) 16
Chemical Identifiers
Formula
C18H32O16
IUPAC Name
(2S,3R,4S,5R,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Canonical SMILES
C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)O)CO)O)O)O)O)O)O)O
InChI
InChI=1S/C18H32O16/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18/h5-17,19-29H,1-4H2/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+/m1/s1
InChIKey
MUPFEKGTMRGPLJ-ZQSKZDJDSA-N
Cross-matching ID
PubChem CID
439242
ChEBI ID
CHEMBL16634
CAS Number
512-69-6
UNII
N5O3QU595M
DrugBank ID
DB16839
INTEDE ID
DR2478
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Sucrose phosphorylase (Spase) DE4IPGZ Q7WWQ5_LACAI Substrate [1]
Beta-galactosidase (bgaB) DEBUN2V BGAL2_LACAI Substrate [1]
Beta-fructofuranosidase (BFRU) DEET5ZQ A0A089QDN8_9LACO Substrate [2]
Alpha-galactosidase (melA) DEJRWQ6 MELA_LACAC Substrate [3]
Alpha-galactosidase (melA) DEUOBTJ A0A564RX90_STRTR Substrate [4]
Beta-fructofuranosidase (BFRU) DE5EODL A0A089QDN8_9LACO Substrate [2]
Beta-fructofuranosidase (BFRU) DER8TO2 A0A089QDN8_9LACO Substrate [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Acetyl-CoA carboxylase 1 (ACACA) OT5CQPZY ACACA_HUMAN Gene/Protein Processing [5]
Peroxisomal acyl-coenzyme A oxidase 1 (ACOX1) OTM0A0DY ACOX1_HUMAN Gene/Protein Processing [5]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Differential proteome and cellular adhesion analyses of the probiotic bacterium Lactobacillus acidophilus NCFM grown on raffinose - an emerging prebiotic. Proteomics. 2016 May;16(9):1361-75.
2 Alpha-glactosidase activity of lactobacilli. Appl Microbiol. 1973 Nov;26(5):783-8.
3 Crystal structure of alpha-galactosidase from Lactobacillus acidophilus NCFM: insight into tetramer formation and substrate binding. J Mol Biol. 2011 Sep 23;412(3):466-80.
4 Use of an alpha-galactosidase gene as a food-grade selection marker for Streptococcus thermophilus. J Dairy Sci. 2005 Jul;88(7):2341-7.
5 Raffinose from Costus speciosus attenuates lipid synthesis through modulation of PPARs/SREBP1c and improves insulin sensitivity through PI3K/AKT. Chem Biol Interact. 2018 Mar 25;284:80-89. doi: 10.1016/j.cbi.2018.02.011. Epub 2018 Feb 16.