[(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] acetate

Details

• Internal ID: 53bd3c6e-b7d9-432e-a7ab-aec2e3c7e90c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9,14-dihydroxy-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] acetate
• InChI: InChI=1S/C44H72O15/c1-20-28(48)30(50)32(52)36(55-20)54-18-24-29(49)31(51)33(56-21(2)45)37(57-24)58-26-11-13-44-19-43(44)15-14-40(7)35(42(9)12-10-27(59-42)39(5,6)53)23(47)17-41(40,8)25(43)16-22(46)34(44)38(26,3)4/h20,22-37,46-53H,10-19H2,1-9H3/t20-,22-,23-,24+,25-,26-,27+,28-,29+,30+,31-,32+,33+,34-,35-,36+,37-,40+,41-,42-,43-,44+/m0/s1
• InChI Key: QQIDKHOLKPHBHD-KNXUJGPGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₂O₁₅
• Molecular Weight: 841.00 g/mol
• Exact Mass: 840.48712159 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8323	83.23%
Caco-2	-	0.8882	88.82%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7951	79.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8148	81.48%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	+	0.6749	67.49%
P-glycoprotein inhibitior	+	0.7587	75.87%
P-glycoprotein substrate	+	0.5892	58.92%
CYP3A4 substrate	+	0.7404	74.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.8168	81.68%
CYP2C9 inhibition	-	0.7746	77.46%
CYP2C19 inhibition	-	0.8622	86.22%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.9001	90.01%
CYP2C8 inhibition	+	0.6939	69.39%
CYP inhibitory promiscuity	-	0.9296	92.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6625	66.25%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.6640	66.40%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7258	72.58%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5925	59.25%
skin sensitisation	-	0.9017	90.17%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9392	93.92%
Acute Oral Toxicity (c)	I	0.6144	61.44%
Estrogen receptor binding	+	0.7503	75.03%
Androgen receptor binding	+	0.7421	74.21%
Thyroid receptor binding	-	0.5906	59.06%
Glucocorticoid receptor binding	+	0.7140	71.40%
Aromatase binding	+	0.6851	68.51%
PPAR gamma	+	0.7807	78.07%
Honey bee toxicity	-	0.6387	63.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9541	95.41%

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	99.03%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.65%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.07%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.16%	96.95%
CHEMBL1914	P06276	Butyrylcholinesterase	93.83%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.97%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.93%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.18%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.60%	96.77%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.08%	97.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.03%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.63%	94.45%
CHEMBL284	P27487	Dipeptidyl peptidase IV	88.95%	95.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.30%	93.04%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.91%	97.36%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.40%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	85.24%	95.38%
CHEMBL1871	P10275	Androgen Receptor	85.20%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.15%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.01%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.93%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	84.93%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.51%	95.89%
CHEMBL204	P00734	Thrombin	84.35%	96.01%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.85%	89.50%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.20%	85.30%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.91%	89.34%
CHEMBL226	P30542	Adenosine A1 receptor	82.72%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	82.35%	91.19%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.95%	82.50%
CHEMBL5957	P21589	5'-nucleotidase	81.56%	97.78%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.35%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.21%	95.89%

Plants that contains it

• Astragalus caucasicus

Cross-Links

• PubChem: 163012488
• LOTUS: LTS0227607
• wikiData: Q105225836