[(1S,3R,6S,8R,11R,12S,13R,14R,15R,16S)-14-acetyloxy-13-hydroxy-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12-trimethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-16-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methyl acetate

Details

• Internal ID: 4506de8d-aa07-44fb-bf7f-acc9393353f4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(1S,3R,6S,8R,11R,12S,13R,14R,15R,16S)-14-acetyloxy-13-hydroxy-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12-trimethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-16-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methyl acetate
• InChI: InChI=1S/C39H62O12/c1-20(40)48-19-39-16-15-38-18-37(38)14-12-25(50-32-28(44)27(43)22(42)17-47-32)33(3,4)23(37)9-10-24(38)36(39,8)31(45)29(49-21(2)41)30(39)35(7)13-11-26(51-35)34(5,6)46/h22-32,42-46H,9-19H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30-,31+,32+,35+,36-,37-,38+,39+/m1/s1
• InChI Key: MTUVNDNQOWCQSL-JYXUTFFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₂O₁₂
• Molecular Weight: 722.90 g/mol
• Exact Mass: 722.42412741 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7374	73.74%
Caco-2	-	0.8656	86.56%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7982	79.82%
OATP2B1 inhibitior	-	0.8656	86.56%
OATP1B1 inhibitior	+	0.8253	82.53%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	-	0.5287	52.87%
P-glycoprotein inhibitior	+	0.7716	77.16%
P-glycoprotein substrate	+	0.5703	57.03%
CYP3A4 substrate	+	0.7335	73.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.8137	81.37%
CYP2C9 inhibition	-	0.7860	78.60%
CYP2C19 inhibition	-	0.8413	84.13%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	-	0.9179	91.79%
CYP2C8 inhibition	+	0.7191	71.91%
CYP inhibitory promiscuity	-	0.9573	95.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6363	63.63%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.7031	70.31%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7416	74.16%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	-	0.9115	91.15%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7283	72.83%
Acute Oral Toxicity (c)	I	0.6737	67.37%
Estrogen receptor binding	+	0.6474	64.74%
Androgen receptor binding	+	0.7378	73.78%
Thyroid receptor binding	-	0.5794	57.94%
Glucocorticoid receptor binding	+	0.6746	67.46%
Aromatase binding	+	0.6509	65.09%
PPAR gamma	+	0.7177	71.77%
Honey bee toxicity	-	0.6815	68.15%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9595	95.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.93%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.89%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.24%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.84%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.00%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.66%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.32%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.72%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.25%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	85.97%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.88%	96.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.24%	92.88%
CHEMBL5028	O14672	ADAM10	84.47%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.40%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.32%	97.28%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.82%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.73%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.60%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.44%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.27%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.06%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.01%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.99%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.94%	97.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.56%	97.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.84%	95.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.41%	82.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.39%	95.50%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.17%	85.30%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.00%	93.00%

Plants that contains it

• Beesia calthifolia

Cross-Links

• PubChem: 21637573
• NPASS: NPC182326