(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: e6bde0b9-7e87-49e0-8efe-2236538f29be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• InChI: InChI=1S/C57H90O19/c1-13-29(5)49(70)76-47-46(73-36(60)23-28(4)16-14-15-27(2)3)52(6,7)24-31-30-17-18-34-54(10)21-20-35(53(8,9)33(54)19-22-55(34,11)56(30,12)44(66)45(67)57(31,47)26-59)72-51-43(40(64)39(63)42(74-51)48(68)69)75-50-41(65)38(62)37(61)32(25-58)71-50/h15,17,23,29,31-35,37-47,50-51,58-59,61-67H,13-14,16,18-22,24-26H2,1-12H3,(H,68,69)/b28-23+/t29-,31+,32-,33+,34-,35+,37-,38+,39+,40+,41-,42+,43-,44+,45-,46+,47+,50+,51-,54+,55-,56+,57+/m1/s1
• InChI Key: ORGUHEZYVWCXQM-MSXBMKOQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀O₁₉
• Molecular Weight: 1079.30 g/mol
• Exact Mass: 1078.60763064 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8232	82.32%
Caco-2	-	0.8666	86.66%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.8766	87.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7771	77.71%
OATP1B3 inhibitior	-	0.4176	41.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9574	95.74%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	+	0.6274	62.74%
CYP3A4 substrate	+	0.7457	74.57%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.7837	78.37%
CYP2C9 inhibition	-	0.8437	84.37%
CYP2C19 inhibition	-	0.8778	87.78%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.8820	88.20%
CYP2C8 inhibition	+	0.8019	80.19%
CYP inhibitory promiscuity	-	0.9238	92.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5988	59.88%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.6096	60.96%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.7464	74.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7204	72.04%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7709	77.09%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8580	85.80%
Acute Oral Toxicity (c)	III	0.7498	74.98%
Estrogen receptor binding	+	0.7514	75.14%
Androgen receptor binding	+	0.7621	76.21%
Thyroid receptor binding	+	0.6209	62.09%
Glucocorticoid receptor binding	+	0.8145	81.45%
Aromatase binding	+	0.6601	66.01%
PPAR gamma	+	0.8306	83.06%
Honey bee toxicity	-	0.6334	63.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	98.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.48%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	97.79%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.96%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.89%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.86%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.00%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.22%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.44%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.66%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.08%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.87%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.95%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.78%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.69%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	83.54%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.22%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.98%	96.61%
CHEMBL5028	O14672	ADAM10	82.23%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.85%	96.90%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.83%	82.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.75%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.73%	97.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.94%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.88%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.48%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.33%	91.07%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.14%	97.29%

Plants that contains it

• Symplocos paniculata

Cross-Links

• PubChem: 162938475
• LOTUS: LTS0130000
• wikiData: Q105197538