(2S,3R,4S,5R)-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22R)-22-(2-ethoxypropan-2-yl)-2-hydroxy-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: d5713795-d7a0-4f31-bb77-fafc2dd5ea10
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: (2S,3R,4S,5R)-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22R)-22-(2-ethoxypropan-2-yl)-2-hydroxy-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
• InChI: InChI=1S/C37H60O9/c1-9-43-32(5,6)28-21-16-19(2)27-33(7)14-15-36-18-35(36)13-12-24(44-29-26(40)25(39)20(38)17-42-29)31(3,4)22(35)10-11-23(36)34(33,8)30(41)37(27,45-21)46-28/h19-30,38-41H,9-18H2,1-8H3/t19-,20-,21-,22+,23+,24+,25+,26-,27-,28-,29+,30-,33-,34-,35-,36+,37+/m1/s1
• InChI Key: HBZRKSYGQQRODJ-WPHHMWQISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₉
• Molecular Weight: 648.90 g/mol
• Exact Mass: 648.42373349 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7620	76.20%
Caco-2	-	0.8300	83.00%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5870	58.70%
OATP2B1 inhibitior	-	0.7228	72.28%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7960	79.60%
P-glycoprotein inhibitior	+	0.7286	72.86%
P-glycoprotein substrate	+	0.5681	56.81%
CYP3A4 substrate	+	0.7217	72.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8204	82.04%
CYP3A4 inhibition	-	0.8718	87.18%
CYP2C9 inhibition	-	0.7616	76.16%
CYP2C19 inhibition	-	0.7828	78.28%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.8868	88.68%
CYP2C8 inhibition	+	0.7648	76.48%
CYP inhibitory promiscuity	-	0.9196	91.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6308	63.08%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9113	91.13%
Skin irritation	-	0.7026	70.26%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6733	67.33%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6623	66.23%
skin sensitisation	-	0.8979	89.79%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7674	76.74%
Acute Oral Toxicity (c)	I	0.5251	52.51%
Estrogen receptor binding	-	0.5183	51.83%
Androgen receptor binding	+	0.7563	75.63%
Thyroid receptor binding	-	0.5701	57.01%
Glucocorticoid receptor binding	+	0.5622	56.22%
Aromatase binding	+	0.6758	67.58%
PPAR gamma	+	0.6342	63.42%
Honey bee toxicity	-	0.6776	67.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9308	93.08%

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	99.82%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.79%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.25%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.56%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.59%	96.61%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.53%	89.34%
CHEMBL325	Q13547	Histone deacetylase 1	91.52%	95.92%
CHEMBL206	P03372	Estrogen receptor alpha	90.68%	97.64%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.06%	95.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.98%	97.14%
CHEMBL2581	P07339	Cathepsin D	89.35%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.33%	96.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.32%	92.88%
CHEMBL1937	Q92769	Histone deacetylase 2	88.13%	94.75%
CHEMBL2996	Q05655	Protein kinase C delta	87.47%	97.79%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.12%	98.75%
CHEMBL1902	P62942	FK506-binding protein 1A	86.63%	97.05%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.58%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.97%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.79%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.68%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.68%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.55%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.23%	95.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.87%	97.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.69%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.99%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	81.60%	95.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.57%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.51%	98.99%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	81.30%	95.27%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.82%	91.71%
CHEMBL226	P30542	Adenosine A1 receptor	80.15%	95.93%

Plants that contains it

• Actaea asiatica

Cross-Links

• PubChem: 163044097
• LOTUS: LTS0205853
• wikiData: Q105025562