[(3S,5R,10R,12R,13S,14S,17S)-17-(1-acetyloxyethyl)-3-[(2R,4R,5R)-5-[(2S,4R,5R)-5-[(2S,4S,5R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-5,10,13-trimethyl-2,3,4,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

Details

• Internal ID: a24354f4-eaf6-49d4-8741-d572e8699399
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,5R,10R,12R,13S,14S,17S)-17-(1-acetyloxyethyl)-3-[(2R,4R,5R)-5-[(2S,4R,5R)-5-[(2S,4S,5R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-5,10,13-trimethyl-2,3,4,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate
• InChI: InChI=1S/C52H78O16/c1-27(61-31(5)53)34-19-22-52(57)35-18-20-49(6)26-33(17-21-50(49,7)36(35)23-39(51(34,52)8)66-47(56)32-15-13-12-14-16-32)65-40-24-37(58-9)44(29(3)62-40)67-41-25-38(59-10)45(30(4)63-41)68-48-43(55)46(60-11)42(54)28(2)64-48/h12-16,18,20,27-30,33-46,48,54-55,57H,17,19,21-26H2,1-11H3/t27?,28?,29?,30?,33-,34+,35?,36?,37+,38+,39+,40-,41-,42+,43?,44+,45+,46-,48-,49-,50+,51-,52-/m0/s1
• InChI Key: ILWOLGZTWXMYKM-LWKQYZRXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₈O₁₆
• Molecular Weight: 959.20 g/mol
• Exact Mass: 958.52898640 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.65
• H-Bond Acceptor: 16
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8932	89.32%
Caco-2	-	0.8662	86.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6296	62.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.8350	83.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.9885	98.85%
P-glycoprotein inhibitior	+	0.7544	75.44%
P-glycoprotein substrate	+	0.7798	77.98%
CYP3A4 substrate	+	0.7409	74.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.7133	71.33%
CYP2C9 inhibition	-	0.9289	92.89%
CYP2C19 inhibition	-	0.9250	92.50%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	-	0.8113	81.13%
CYP2C8 inhibition	+	0.7656	76.56%
CYP inhibitory promiscuity	-	0.9608	96.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5600	56.00%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.5658	56.58%
Skin corrosion	-	0.9202	92.02%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7867	78.67%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9019	90.19%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7500	75.00%
Acute Oral Toxicity (c)	I	0.4479	44.79%
Estrogen receptor binding	+	0.8206	82.06%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	+	0.6020	60.20%
Glucocorticoid receptor binding	+	0.7907	79.07%
Aromatase binding	+	0.5985	59.85%
PPAR gamma	+	0.8214	82.14%
Honey bee toxicity	-	0.6378	63.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6045	60.45%
Fish aquatic toxicity	+	0.9703	97.03%

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	98.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.24%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.88%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.31%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.05%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.12%	94.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.70%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.41%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.14%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.94%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.55%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.85%	83.00%
CHEMBL5028	O14672	ADAM10	87.56%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.02%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.91%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.76%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.70%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.48%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.43%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.61%	89.44%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.01%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.28%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.66%	96.77%
CHEMBL4302	P08183	P-glycoprotein 1	81.08%	92.98%
CHEMBL2535	P11166	Glucose transporter	80.61%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.60%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162817492
• LOTUS: LTS0020774
• wikiData: Q105115520