D-Glucoside

Details

• Internal ID: b42ffbf1-7adc-48b6-a016-237b598365a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,3aS,5aR,5bR,9S,11aR)-9-[2-[methoxy-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]acetyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)CN(C6C(C(C(C(O6)CO)O)O)O)OC)C)C(=O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2(C1C3CCC4[C@]5(CC[C@@H](C(C5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)CN(C6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC)C)C(=O)O
• InChI: InChI=1S/C39H63NO10/c1-21(2)22-11-16-39(34(46)47)18-17-37(6)23(29(22)39)9-10-26-36(5)14-13-27(35(3,4)25(36)12-15-38(26,37)7)50-28(42)19-40(48-8)33-32(45)31(44)30(43)24(20-41)49-33/h22-27,29-33,41,43-45H,1,9-20H2,2-8H3,(H,46,47)/t22-,23?,24+,25?,26?,27-,29?,30+,31-,32+,33?,36-,37+,38+,39-/m0/s1
• InChI Key: KRCLQJBBBGFWTC-OMCNKCBHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₃NO₁₀
• Molecular Weight: 705.90 g/mol
• Exact Mass: 705.44519721 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 4.50

Synonyms

• (3S)-O-(N-Methoxy-N-D-glucosylglycyl)betulinic acid
• BA14
• (1R,3aS,5aR,5bR,9S,11aR)-1-isopropenyl-9-[2-[methoxy-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]amino]acetyl]oxy-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.43%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.16%	83.82%
CHEMBL233	P35372	Mu opioid receptor	94.52%	97.93%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	92.49%	96.09%
CHEMBL4302	P08183	P-glycoprotein 1	92.38%	92.98%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.01%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.62%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.75%	96.38%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.75%	82.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.72%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.55%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	88.27%	98.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.31%	92.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.13%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.34%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.77%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.32%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.16%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.02%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	83.71%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.64%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.51%	100.00%
CHEMBL5028	O14672	ADAM10	82.92%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.83%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.62%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.31%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.79%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.79%	95.50%

Plants that contains it

• Trichosanthes tricuspidata

Cross-Links

• PubChem: 49769056
• LOTUS: LTS0231553
• wikiData: Q105144930