2-[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]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a24d27ce-9fda-41bc-9c77-d68240a31cb5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[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]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]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)OC8C(C(C(C(O8)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)OC8C(C(C(C(O8)CO)O)O)O)C
• InChI: InChI=1S/C42H70O15/c1-36(2)24(55-35-31(29(50)27(48)22(17-44)54-35)56-34-30(51)28(49)26(47)21(16-43)53-34)9-11-42-18-41(42)13-12-38(5)33(40(7)10-8-25(57-40)37(3,4)52)20(46)15-39(38,6)23(41)14-19(45)32(36)42/h19-35,43-52H,8-18H2,1-7H3
• InChI Key: KLYDGXHNRCVADD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₅
• Molecular Weight: 815.00 g/mol
• Exact Mass: 814.47147152 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6581	65.81%
Caco-2	-	0.8831	88.31%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6782	67.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8332	83.32%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9133	91.33%
P-glycoprotein inhibitior	+	0.7487	74.87%
P-glycoprotein substrate	-	0.6082	60.82%
CYP3A4 substrate	+	0.7259	72.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8783	87.83%
CYP2C9 inhibition	-	0.8009	80.09%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.6391	63.91%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9089	90.89%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7552	75.52%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6749	67.49%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8796	87.96%
Acute Oral Toxicity (c)	I	0.6658	66.58%
Estrogen receptor binding	+	0.6669	66.69%
Androgen receptor binding	+	0.7576	75.76%
Thyroid receptor binding	-	0.5863	58.63%
Glucocorticoid receptor binding	+	0.6119	61.19%
Aromatase binding	+	0.6559	65.59%
PPAR gamma	+	0.7071	70.71%
Honey bee toxicity	-	0.6237	62.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8633	86.33%

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	98.79%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.26%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.04%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.92%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.42%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.38%	96.21%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.98%	95.58%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.51%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.15%	95.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.98%	96.95%
CHEMBL220	P22303	Acetylcholinesterase	88.48%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.25%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.73%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	87.52%	97.79%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.06%	83.57%
CHEMBL259	P32245	Melanocortin receptor 4	86.28%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.15%	95.89%
CHEMBL1977	P11473	Vitamin D receptor	86.06%	99.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.78%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.42%	86.33%
CHEMBL1871	P10275	Androgen Receptor	83.66%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.60%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.67%	96.77%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.56%	97.31%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.54%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.42%	92.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.35%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.99%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.44%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.12%	97.36%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.38%	91.03%
CHEMBL1914	P06276	Butyrylcholinesterase	80.33%	95.00%
CHEMBL237	P41145	Kappa opioid receptor	80.16%	98.10%

Plants that contains it

• Astragalus sieberi

Cross-Links

• PubChem: 85212083
• LOTUS: LTS0273333
• wikiData: Q105142858