2-Butenoic acid, 2-methyl-, (3R,4R,4aR,5R,6aS,6bR,10S,12aR,14aS,16S)-5-(acetyloxy)-10-[[O-6-deoxy-alpha-L-mannopyranosyl-(1->2)-O-beta-D-galactopyranosyl-(1->3)-O-[beta-D-galactopyranosyl-(1->2)]-beta-D-glucopyranosyl]oxy]octadecahydro-4,5,16-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-2H,5H-14a,4a-(epoxymethano)picen-3-yl ester, (2E)-

Details

• Internal ID: dce945d6-d6f6-43ad-b00f-305f441783a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(1S,2R,4S,5R,10S,13R,17S,21R,22R,23S)-2-acetyloxy-10-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-22,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-21-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C23C(CC1(C)C)C4(CCC5C6(CCC(C(C6CCC5(C4(CC2OC(=O)C)C)C)(C)C)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)OC3O)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@]23[C@@H](C[C@]4([C@@]5(CCC6[C@@](C5CC[C@@]4(C2CC1(C)C)O[C@@H]3O)(CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)C)C)C)OC(=O)C)O
• InChI: InChI=1S/C61H98O27/c1-12-24(2)49(76)87-48-47(75)61-32(19-55(48,5)6)60(88-54(61)77)18-14-31-57(9)16-15-33(56(7,8)30(57)13-17-58(31,10)59(60,11)20-34(61)79-26(4)65)83-53-46(86-51-43(74)40(71)36(67)27(21-62)80-51)44(38(69)29(23-64)82-53)84-52-45(41(72)37(68)28(22-63)81-52)85-50-42(73)39(70)35(66)25(3)78-50/h12,25,27-48,50-54,62-64,66-75,77H,13-23H2,1-11H3/b24-12+/t25-,27+,28+,29+,30?,31?,32?,33-,34+,35-,36-,37-,38+,39+,40-,41-,42+,43+,44-,45+,46+,47-,48-,50-,51-,52-,53-,54-,57-,58+,59-,60-,61+/m0/s1
• InChI Key: FYNNAMFUCCYABL-FAZNNLEXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₈O₂₇
• Molecular Weight: 1263.40 g/mol
• Exact Mass: 1262.62954785 g/mol
• Topological Polar Surface Area (TPSA): 419.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8683	86.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8463	84.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7808	78.08%
OATP1B3 inhibitior	+	0.8553	85.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9454	94.54%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.5436	54.36%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.8029	80.29%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.9128	91.28%
CYP2C9 inhibition	-	0.7558	75.58%
CYP2C19 inhibition	-	0.8699	86.99%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.8677	86.77%
CYP2C8 inhibition	+	0.7387	73.87%
CYP inhibitory promiscuity	-	0.9187	91.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5946	59.46%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.5965	59.65%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7733	77.33%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.8781	87.81%
skin sensitisation	-	0.9014	90.14%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6170	61.70%
Acute Oral Toxicity (c)	III	0.5373	53.73%
Estrogen receptor binding	+	0.7499	74.99%
Androgen receptor binding	+	0.7584	75.84%
Thyroid receptor binding	+	0.6512	65.12%
Glucocorticoid receptor binding	+	0.8004	80.04%
Aromatase binding	+	0.6777	67.77%
PPAR gamma	+	0.8141	81.41%
Honey bee toxicity	-	0.5964	59.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9795	97.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.33%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.64%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.72%	97.36%
CHEMBL221	P23219	Cyclooxygenase-1	90.79%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.09%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.01%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.61%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.53%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.56%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.48%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.24%	96.61%
CHEMBL2581	P07339	Cathepsin D	85.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.61%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.44%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	83.87%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.75%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.74%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.42%	94.75%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.26%	98.99%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.29%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.01%	94.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.61%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.49%	92.94%

Plants that contains it

• Maesa lanceolata

Cross-Links

• PubChem: 6478540
• LOTUS: LTS0276341
• wikiData: Q105004596