Details of the Drug

General Information of Drug (ID: DMF70AB)

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
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 4 Molecular Weight (mw) 1109.3
Logarithm of the Partition Coefficient (xlogp) 0.3
Rotatable Bond Count (rotbonds) 16
Hydrogen Bond Donor Count (hbonddonor) 15
Hydrogen Bond Acceptor Count (hbondacc) 23
Chemical Identifiers
Formula
C54H92O23
IUPAC Name
(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
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
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
Cross-matching ID
PubChem CID
9898279
ChEBI ID
CHEMBL67989
CAS Number
41753-43-9
UNII
7413S0WMH6
DrugBank ID
DB06749
INTEDE ID
DR2669
Drug-Molecule Activity Atlas (DMA)NEW Click to Jump to the Detailed DMA Information of This Drug
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Beta-glucosidase (bglA) DEUQTKA A0A249DCH3_LACRH Substrate [1]
Beta-glucosidase (bglA) DEE8WXK A0A076JJU4_BIFAD Substrate [2]
Beta-glucosidase (bglA) DEUO7V8 A0A509DD13_9STRE Substrate [3]
Beta-glucosidase (bglA) DE4LKZ9 A0A3D1ZWL4_9BIFI Substrate [3]
Beta-glucosidase (bglA) DEM6GYO A0A351PC96_9FIRM Substrate [4], [3]
Beta-glucosidase (bglA) DE9N4OU C6WCL5_ACTMD Substrate [5]
Beta-glucosidase (bglA) DERPJZ6 A0A4Q4LS82_BIFAN Substrate [1]
Beta-glucosidase (bglA) DEVLXCG R7LVY8_9FUSO Substrate [3]
Beta-glucosidase (bglA) DEXRUS1 A0A267WL33_9BIFI Substrate [2]
Beta-glucosidase (bglA) DERX7ML A0A3B8TKP6_9FIRM Substrate [2]
Beta-glucosidase (bglA) DEOHI3U A0A0P0FEZ9_BACT4 Substrate [2]
Beta-glucosidase (bglA) DE46IH1 A0A1T4QCU7_9PROT Substrate [6]
Beta-glucosidase (bglA) DECBSVP A0A126SWK8_9BIFI Substrate [2]
Beta-glucosidase (bglA) DEAVLU4 BGLFU_BIFBR Substrate [2]
Beta-glucosidase (bglA) DEPBQES BGLS_BUTFI Substrate [2]
Beta-glucosidase (bglA) DEGVUWH A0A174JG46_9FIRM Substrate [2]
Beta-glucosidase (bglA) DEE8RS0 A0A174GPV4_9FIRM Substrate [2]
Beta-glucosidase (bglA) DEC0M8H A0A174ZK85_9FIRM Substrate [2]
Beta-glucosidase (bglA) DE2OMS0 A0A173UNF6_9FIRM Substrate [2]
Beta-glucosidase (bglA) DEPUNVR A0A395V8H8_9FIRM Substrate [2]
Beta-glucosidase (bglA) DEX7SAW A0A3R6A2W5_9FIRM Substrate [2]
Beta-glucosidase (bglA) DEE3I1P A0A412BAD0_9FIRM Substrate [2]
Beta-glucosidase (bglA) DEASJG5 A5ZMW4_9FIRM Substrate [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Potassium voltage-gated channel subfamily E member 1 (KCNE1) OTZNQUW9 KCNE1_HUMAN Gene/Protein Processing [7]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Fermentation of protopanaxadiol type ginsenosides (PD) with probiotic Bifidobacterium lactis and Lactobacillus rhamnosus. Appl Microbiol Biotechnol. 2017 Jul;101(13):5427-5437.
2 Developing a metagenomic view of xenobiotic metabolism. Pharmacol Res. 2013 Mar;69(1):21-31.
3 Constitutive beta-glucosidases hydrolyzing ginsenoside Rb1 and Rb2 from human intestinal bacteria. Biol Pharm Bull. 2000 Dec;23(12):1481-5.
4 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.
5 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.
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 Ginsenosides may enhance the functionality of human embryonic stem cell-derived cardiomyocytes in vitro. Reprod Sci. 2014 Oct;21(10):1312-8. doi: 10.1177/1933719114525269. Epub 2014 Mar 10.