Compound Summary
acarbose
Compound Information
acarbose
Compound Name: | acarbose |
Compound CID: | 41774 |
Synonyms: | acarbose 56180-94-0 Glucobay Precose Acarbosum More... |
Iupac Name: | (3R,4R,5S,6R)-5-[(2R,3R,4R,5S,6R)-5-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,4-triol |
InChI: | InChI=1S/C25H43NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h2,6,8-39H,3-5H2,1H3/t6-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23?,24-,25-/m1/s1 |
InChIKey: | XUFXOAAUWZOOIT-UGEKTDRHSA-N |
Canonical Smiles: | CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)O)O)CO)CO)O)O)NC4C=C(C(C(C4O)O)O)CO |
Isomeric Smiles: | C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)O[C@@H]3[C@H](OC([C@@H]([C@H]3O)O)O)CO)CO)O)O)N[C@H]4C=C([C@H]([C@@H]([C@H]4O)O)O)CO |
Molecular Weight: | 645.6 |
Molecular Formula: | C25H43NO18 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
acarbose
Molecular Weight: | 645.6 |
Molecular Formula: | C25H43NO18 |
Hydrogen Bond Donor Count: | 14 |
Hydrogen Bond Acceptor Count: | 19 |
Rotatable Bond Count: | 9 |
Heavy Atom Count: | 44 |
Complexity: | 962 |
Synonyms
acarbose
| acarbose | acarbose |
|---|---|
acarbose |
56180-94-0 |
Glucobay |
Precose |
Acarbosum |
Prandase |
CHEBI:2376 |
Bay g 5421 |
MFCD00869592 |
BAY-g 5421 |
C25H43NO18 |
4,6-dideoxy-4-{(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-ylamino}-alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-D-glucopyranose |
SMR000466376 |
SR-01000759407 |
Glucobay; |
Prandase; |
Precose; |
Acarbose,(S) |
Precose (TN) |
Acarbose (JAN/USAN/INN) |
MLS000759506 |
MLS001424056 |
MLS006011898 |
SPECTRUM1505172 |
CHEMBL404271 |
SCHEMBL5316305 |
CHEMBL3734896 |
BDBM23406 |
HMS2051F03 |
HMS2093I22 |
HMS2236P06 |
Pharmakon1600-01505172 |
C25H43NO18; |
BBL030515 |
BDBM50180587 |
NSC758915 |
STK801930 |
AKOS005622515 |
CCG-100913 |
CCG-213345 |
MCULE-2053937515 |
MD-0230 |
NC00163 |
NSC-758915 |
NCGC00160515-01 |
SBI-0206777.P001 |
C06802 |
D00216 |
J10300 |
AB00639959-06 |
AB00639959_08 |
Abamectin, Antibiotic for Culture Media Use Only |
180A940 |
Q-200574 |
SR-01000759407-4 |
SR-01000759407-5 |
SR-01000759407-6 |
xan-2-yloxy-6-(hydroxymethyl)oxane-2,3,4-triol |
BRD-A16444946-001-07-1 |
(3R,4R,5S,6R)-5-(((2R,3R,4R,5S,6R)-5-(((2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-(((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl)amino)tetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4-triol |
(3R,4R,5S,6R)-5-(2R,3R,4R,5S,6R)-5-(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-ylaminooxan-2-yloxy-3,4-dihydroxy-6-(hydroxymethyl)o |
(3R,4R,5S,6R)-5-{(2R,3R,4R,5S,6R)-5-{(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-{(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-ylamino}oxan-2-yloxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yloxy}-6-(hydroxymethyl)oxane-2,3,4-triol |
4 |
6"-Dideoxy-4"-(1S-1,4,6/5-4,5,6-trihydroxy-3-hydroxymethyl-2-yclohexenylamino)-maltotriose |
4,6-dideoxy-4-{(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-ylamino}-alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-D-glucopyranose; Precose (TN); |
WURCS=2.0/3,3,2/a2122h-1x_1-5a2122h-1a_1-5a2122m-1a_1-5_4*NC^SC^SC^SC^RCCO/7=^ZC$3/6O/5O/4O/1-2-3/a4-b1_b4-c1 |
Experimental Data
acarbose
| Species | Dose | Unit | Control(Avg days) | Treatment(Avg days) | Avg/Med Lifespan Change(%) | Control(Max days) | Treatment(Max days) | Max Lifespan Change(%) | Significant | Strain | Gender | PubMed | Avg/Med Lifespan Change tab |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Mus musculus | 1000.000000000000000 | mg/kg | 925.000000000000000 | 999.000000000000000 | 8.000000000000000 | 1051.000000000000000 | 1219.000000000000000 | 0.160000000000000 | S | UM | MALES | 24245565 | Active |
| Mus musculus | 1000.000000000000000 | mg/kg | 807.000000000000000 | 974.000000000000000 | 21.000000000000000 | 1061.000000000000000 | 1212.000000000000000 | 0.140000000000000 | S | TJL | MALES | 24245565 | Active |
| Mus musculus | 1000.000000000000000 | ppm | 887.000000000000000 | 902.000000000000000 | 2.000000000000000 | 1100.000000000000000 | 1166.000000000000000 | 6.000000000000000 | NS | C2012 | FEMALES | 27312235 | Inactive |
| Mus musculus | 1000.000000000000000 | ppm | 823.000000000000000 | 875.000000000000000 | 6.000000000000000 | 1055.000000000000000 | 1183.000000000000000 | 12.000000000000000 | S | C2012 | MALES | 27312235 | Active |
| Mus musculus | 1000.000000000000000 | mg/kg | 887.000000000000000 | 949.000000000000000 | 7.000000000000000 | 1089.000000000000000 | 1152.000000000000000 | 0.060000000000000 | NS | UM | FEMALES | 24245565 | Inactive |
| Mus musculus | 1000.000000000000000 | mg/kg | 864.000000000000000 | 942.000000000000000 | 9.000000000000000 | 1062.000000000000000 | 1167.000000000000000 | 0.100000000000000 | S | UT | FEMALES | 24245565 | Active |
| Mus musculus | 1000.000000000000000 | mg/kg | 918.000000000000000 | 911.000000000000000 | -1.000000000000000 | 1084.000000000000000 | 1148.000000000000000 | 0.060000000000000 | NS | TJL | FEMALES | 24245565 | Inactive |
| Mus musculus | 1000.000000000000000 | mg/kg | 704.000000000000000 | 981.000000000000000 | 39.000000000000000 | 1013.000000000000000 | 1204.000000000000000 | 0.190000000000000 | S | UT | MALES | 24245565 | Active |
Experimental Data Visualization
acarbose
Statistics Data
acarbose
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Mus musculus | 39.000000000000000 | 12.000000000000000 | 2 | 8 |
Statistics Data Visualization
acarbose
