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
MUPFEKGTMRGPLJ-ZQSKZDJDSA-N
InChIKey
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
Cross-matching ID
PubChem CID
439242
ChEBI ID
CHEBI:16634
CAS Number
512-69-6
UNII
N5O3QU595M
DrugBank ID
DB16839
INTEDE ID
DR2478

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]
Fatty acid synthase (FASN) OTFII9KG FAS_HUMAN Gene/Protein Processing [5]
Peroxisomal acyl-coenzyme A oxidase 1 (ACOX1) OTM0A0DY ACOX1_HUMAN Gene/Protein Processing [5]
Peroxisome proliferator-activated receptor alpha (PPARA) OTK095PP PPARA_HUMAN Gene/Protein Processing [5]
Sterol regulatory element-binding protein 1 (SREBF1) OTWBRPAI SRBP1_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.