2-Butenoic acid, 2-methyl-, (3R,4R,4aR,5R,6aS,6bR,10S,12aR,14aS,16S)-4-(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-5,16-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-2H,5H-14a,4a-(epoxymethano)picen-3-yl ester, (2E)-

Details

• Internal ID: 63593aaa-ee55-4b56-8a1a-8a4655973c4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(1R,2R,4S,5R,10S,13R,17S,21R,22R,23S)-22-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-2,23-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(CC2O)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)OC(=O)C
• 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)O)OC(=O)C
• InChI: InChI=1S/C61H98O27/c1-12-24(2)49(76)87-47-48(79-26(4)65)61-32(19-55(47,5)6)60(88-54(61)77)18-14-31-57(9)16-15-34(56(7,8)30(57)13-17-58(31,10)59(60,11)20-33(61)66)83-53-46(86-51-43(75)40(72)36(68)27(21-62)80-51)44(38(70)29(23-64)82-53)84-52-45(41(73)37(69)28(22-63)81-52)85-50-42(74)39(71)35(67)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: RAYQVMBPLAUEKX-DLJFQVIVSA-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	+	0.7897	78.97%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7933	79.33%
OATP1B3 inhibitior	+	0.9039	90.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9601	96.01%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	+	0.5581	55.81%
CYP3A4 substrate	+	0.7453	74.53%
CYP2C9 substrate	-	0.8029	80.29%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.8456	84.56%
CYP2C9 inhibition	-	0.7544	75.44%
CYP2C19 inhibition	-	0.8882	88.82%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.8958	89.58%
CYP2C8 inhibition	+	0.7352	73.52%
CYP inhibitory promiscuity	-	0.9494	94.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5765	57.65%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.5476	54.76%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7708	77.08%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8656	86.56%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6967	69.67%
Acute Oral Toxicity (c)	III	0.4566	45.66%
Estrogen receptor binding	+	0.7440	74.40%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	+	0.6496	64.96%
Glucocorticoid receptor binding	+	0.7961	79.61%
Aromatase binding	+	0.6884	68.84%
PPAR gamma	+	0.8103	81.03%
Honey bee toxicity	-	0.5725	57.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9692	96.92%

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	97.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.96%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.75%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.06%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.63%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.54%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.41%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.92%	93.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.77%	95.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.20%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.07%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.70%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	86.25%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.39%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.17%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.14%	86.33%
CHEMBL237	P41145	Kappa opioid receptor	84.82%	98.10%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.50%	91.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.11%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.46%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.80%	99.17%
CHEMBL259	P32245	Melanocortin receptor 4	81.69%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.87%	94.45%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.84%	98.99%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.66%	82.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.47%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.28%	92.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.00%	100.00%

Plants that contains it

• Maesa lanceolata

Cross-Links

• PubChem: 6478541
• LOTUS: LTS0169283
• wikiData: Q105232964