Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2669)
Drug Name
Ginsenoside Rb1
Synonyms
Arasaponin E1; Ginsenoside rb1; Gynosaponin C; Panax saponin E; Panaxsaponin E; Pseudoginsenoside D; Sanchinoside E1; ginsenoside-Rb1; (20S)-ginsenoside Rb1; 2-O-beta-Glucopyranosyl-(3beta,12beta)-20-((6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-12-hydroxydammar-24-en-3-yl-beta-D-glucopyranoside; 20(S)-ginsenoside Rb1; 41753-43-9; 7413S0WMH6; BIDD:ER0108; C54H92O23; CHEBI:67989; CHEMBL501515; GRb 1; GS-Rb1; GSRb1; GZYPWOGIYAIIPV-JBDTYSNRSA-N; Gypenoside III; NSC 310103; UNII-7413S0WMH6
Indication Obesity [ICD11: 5B81] Investigative [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 1109.3 Topological Polar Surface Area 377
Heavy Atom Count 77 Rotatable Bond Count 16
Hydrogen Bond Donor Count 15 Hydrogen Bond Acceptor Count 23
Cross-matching ID
PubChem CID
9898279
ChEBI ID
CHEBI:67989
CAS Number
41753-43-9
Formula
C54H92O23
Canonical SMILES
CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C
InChI
1S/C54H92O23/c1-23(2)10-9-14-54(8,77-48-44(69)40(65)37(62)29(74-48)22-70-46-42(67)38(63)34(59)26(19-55)71-46)24-11-16-53(7)33(24)25(58)18-31-51(5)15-13-32(50(3,4)30(51)12-17-52(31,53)6)75-49-45(41(66)36(61)28(21-57)73-49)76-47-43(68)39(64)35(60)27(20-56)72-47/h10,24-49,55-69H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,46+,47-,48-,49-,51-,52+,53+,54-/m0/s1
InChIKey
GZYPWOGIYAIIPV-JBDTYSNRSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Ginsenoside Re Metabolite K DM005897 N. A. Unclear 1 [10]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006329 Ginsenoside Rb1 Ginsenoside Re Metabolite K Unclear Unclear [10]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-glucosidase (bglA) DME1145 Streptococcus mutans
A0A509DD13_9STRE
3.2.1.21
[2]
Beta-glucosidase (bglA) DME1204 Actinosynnema mirum
C6WCL5_ACTMD
3.2.1.21
[3]
Beta-glucosidase (bglA) DME1205 Bifidobacterium animalis
A0A4Q4LS82_BIFAN
3.2.1.21
[4]
Beta-glucosidase (bglA) DME1207 Lactobacillus rhamnosus
A0A249DCH3_LACRH
3.2.1.21
[4]
Beta-glucosidase (bglA) DME1815 Bifidobacterium pseudocatenulatum
A0A267WL33_9BIFI
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1843 Enhydrobacter aerosaccus
A0A1T4QCU7_9PROT
3.2.1.21
[6]
Beta-glucosidase (bglA) DME1847 Bifidobacterium adolescentis
A0A076JJU4_BIFAD
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1851 Bifidobacterium angulatum
A0A126SWK8_9BIFI
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1852 Bifidobacterium breve
BGLFU_BIFBR
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1859 Butyrivibrio fibrisolvens
BGLS_BUTFI
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1933 Roseburia faecis
A0A173UNF6_9FIRM
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1934 Roseburia hominis
A0A395V8H8_9FIRM
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1936 Roseburia intestinalis
A0A3R6A2W5_9FIRM
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1938 Roseburia inulinivorans
A0A412BAD0_9FIRM
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1967 Blautia obeum
A5ZMW4_9FIRM
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1887 Coprococcus eutactus
A0A174GPV4_9FIRM
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1908 Eubacterium siraeum
A0A174ZK85_9FIRM
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1867 Eubacterium rectale
A0A174JG46_9FIRM
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1842 Bacteroides thetaiotaomicron
A0A0P0FEZ9_BACT4
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1206 Fusobacterium mortiferum
R7LVY8_9FUSO
3.2.1.21
[2]
Beta-glucosidase (bglA) DME1835 Coprococcus comes
A0A3B8TKP6_9FIRM
3.2.1.21
[5]
Beta-glucosidase (bglA) DME1147 Eubacterium cellulosolvens
A0A351PC96_9FIRM
3.2.1.21
[7] , [2]
Beta-glucosidase (bglA) DME1146 Bifidobacterium dentium
A0A3D1ZWL4_9BIFI
3.2.1.21
[2]
Unclear metabolic mechanism (DME-unclear) DME1769 Bifidobacterium animalis Not Available Not Available [8]
Unclear metabolic mechanism (DME-unclear) DME1770 Sphingomonas leidyi Not Available Not Available [9]
Unclear metabolic mechanism (DME-unclear) DME1772 Microbacterium agarici Not Available Not Available [9]
⏷ Show the Full List of 26  DME(s)
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Beta-glucosidase (bglA) DME1204 Km = 690 microM
C6WCL5_ACTMD
[3]
References
1 Ginsenoside Rb1 as an anti-diabetic agent and its underlying mechanism analysis. Cells. 2019 Feb 28;8(3). pii: E204.
2 Constitutive beta-glucosidases hydrolyzing ginsenoside Rb1 and Rb2 from human intestinal bacteria. Biol Pharm Bull. 2000 Dec;23(12):1481-5.
3 Characterization of the ginsenoside-transforming recombinant beta-glucosidase from Actinosynnema mirum and bioconversion of major ginsenosides into minor ginsenosides. Appl Microbiol Biotechnol. 2013 Jan;97(2):649-59.
4 Fermentation of protopanaxadiol type ginsenosides (PD) with probiotic Bifidobacterium lactis and Lactobacillus rhamnosus. Appl Microbiol Biotechnol. 2017 Jul;101(13):5427-5437.
5 Developing a metagenomic view of xenobiotic metabolism. Pharmacol Res. 2013 Mar;69(1):21-31.
6 Genus Enhydrobacter Staley et al. 1987 should be recognized as a member of the family Rhodospirillaceae within the class Alphaproteobacteria. Microbiol Immunol. 2012 Jan;56(1):21-6.
7 Intestinal bacterial hydrolysis is required for the appearance of compound K in rat plasma after oral administration of ginsenoside Rb1 from Panax ginseng. J Pharm Pharmacol. 1998 Oct;50(10):1155-60.
8 Comparative analysis of the rats' gut microbiota composition in animals with different ginsenosides metabolizing activity. J Agric Food Chem. 2017 Jan 18;65(2):327-337.
9 Interactions between various microbes and ginseng botanicals. Crit Rev Microbiol. 2011 May;37(2):113-20.
10 Ginsenoside Rb1 and its metabolite compound K inhibit IRAK-1 activation--the key step of inflammation

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