[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(3S,8R,9S,10R,13R,14S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,7,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl] icosanoate

Details

• Internal ID: 9714e873-2220-4556-b8c7-3affc8037217
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(3S,8R,9S,10R,13R,14S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,7,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl] icosanoate
• InChI: InChI=1S/C56H100O7/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-30-48(58)63-51-45(39-57)61-52(50(60)49(51)59)62-47-35-36-54(7)43-34-38-55(8)42(41(4)29-27-28-40(2)3)33-37-56(55,9)44(43)31-32-46(54)53(47,5)6/h32,40-45,47,49-52,57,59-60H,10-31,33-39H2,1-9H3/t41-,42-,43+,44-,45-,47+,49-,50-,51-,52+,54-,55-,56+/m1/s1
• InChI Key: RNZBTDCPEXSVQV-CYZVRBIRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₁₀₀O₇
• Molecular Weight: 885.40 g/mol
• Exact Mass: 884.74690552 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 17.70
• Atomic LogP (AlogP): 13.83
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 27

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9510	95.10%
Caco-2	-	0.8594	85.94%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7889	78.89%
OATP2B1 inhibitior	-	0.8660	86.60%
OATP1B1 inhibitior	+	0.8256	82.56%
OATP1B3 inhibitior	+	0.8811	88.11%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8892	88.92%
P-glycoprotein inhibitior	+	0.7524	75.24%
P-glycoprotein substrate	+	0.6382	63.82%
CYP3A4 substrate	+	0.7303	73.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.7445	74.45%
CYP2C9 inhibition	-	0.8190	81.90%
CYP2C19 inhibition	-	0.8439	84.39%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.6713	67.13%
CYP2C8 inhibition	+	0.6861	68.61%
CYP inhibitory promiscuity	-	0.7751	77.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6137	61.37%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9046	90.46%
Skin irritation	+	0.5635	56.35%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6664	66.64%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7994	79.94%
Acute Oral Toxicity (c)	III	0.7450	74.50%
Estrogen receptor binding	+	0.7920	79.20%
Androgen receptor binding	+	0.7445	74.45%
Thyroid receptor binding	-	0.5530	55.30%
Glucocorticoid receptor binding	+	0.6644	66.44%
Aromatase binding	+	0.6195	61.95%
PPAR gamma	+	0.6968	69.68%
Honey bee toxicity	-	0.7699	76.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5639	56.39%
Fish aquatic toxicity	+	0.9845	98.45%

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	99.20%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.29%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.19%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.48%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	95.10%	92.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.78%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.76%	85.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.75%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	94.67%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	93.87%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.25%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.07%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.39%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.90%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.79%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.73%	82.50%
CHEMBL299	P17252	Protein kinase C alpha	88.27%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.25%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.76%	95.89%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.09%	91.81%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.95%	92.62%
CHEMBL1907	P15144	Aminopeptidase N	83.69%	93.31%
CHEMBL230	P35354	Cyclooxygenase-2	82.55%	89.63%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.45%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.17%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.92%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.85%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.73%	94.33%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	81.70%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.66%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.59%	99.23%
CHEMBL268	P43235	Cathepsin K	81.42%	96.85%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.82%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	80.36%	98.10%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.03%	92.32%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163033417
• LOTUS: LTS0123885
• wikiData: Q105241946