2-[[9,14-Dihydroxy-15-[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]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: d58884e2-6d3f-4ccc-ac61-9f289d3a7ed1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[[9,14-dihydroxy-15-[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]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)O)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)O)OC7C(C(C(C(O7)CO)O)O)O)C
• InChI: InChI=1S/C36H60O10/c1-30(2)22(45-29-26(42)25(41)24(40)20(16-37)44-29)9-11-36-17-35(36)13-12-32(5)28(34(7)10-8-23(46-34)31(3,4)43)19(39)15-33(32,6)21(35)14-18(38)27(30)36/h18-29,37-43H,8-17H2,1-7H3
• InChI Key: MDPXIRWVLJUABC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₀O₁₀
• Molecular Weight: 652.90 g/mol
• Exact Mass: 652.41864811 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7344	73.44%
Caco-2	-	0.8525	85.25%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6935	69.35%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8310	83.10%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9478	94.78%
P-glycoprotein inhibitior	+	0.7223	72.23%
P-glycoprotein substrate	-	0.6526	65.26%
CYP3A4 substrate	+	0.7155	71.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8224	82.24%
CYP2C9 inhibition	-	0.7808	78.08%
CYP2C19 inhibition	-	0.8649	86.49%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.8856	88.56%
CYP2C8 inhibition	+	0.6070	60.70%
CYP inhibitory promiscuity	-	0.9152	91.52%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6511	65.11%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9146	91.46%
Skin irritation	-	0.6978	69.78%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7240	72.40%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6465	64.65%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8584	85.84%
Acute Oral Toxicity (c)	I	0.6009	60.09%
Estrogen receptor binding	-	0.4837	48.37%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	-	0.5693	56.93%
Glucocorticoid receptor binding	+	0.5779	57.79%
Aromatase binding	+	0.6766	67.66%
PPAR gamma	+	0.6246	62.46%
Honey bee toxicity	-	0.6644	66.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8889	88.89%

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	98.69%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.38%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.59%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.04%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.77%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.46%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	92.41%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.51%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.00%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	87.68%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	87.67%	97.79%
CHEMBL259	P32245	Melanocortin receptor 4	87.32%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.12%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.77%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.60%	86.33%
CHEMBL1977	P11473	Vitamin D receptor	85.42%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.92%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.60%	100.00%
CHEMBL1871	P10275	Androgen Receptor	83.53%	96.43%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.47%	92.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.06%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.04%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.99%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.40%	85.14%
CHEMBL237	P41145	Kappa opioid receptor	81.14%	98.10%
CHEMBL204	P00734	Thrombin	81.13%	96.01%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.64%	96.77%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.38%	100.00%

Plants that contains it

• Astragalus amarus
• Astragalus flexus
• Astragalus sieberi
• Astragalus verrucosus

Cross-Links

• PubChem: 3761681
• LOTUS: LTS0199281
• wikiData: Q105161895