2-[[15-(5,6-Dihydroxy-6-methylheptan-2-yl)-14-hydroxy-7,7,12,16-tetramethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: abcb5f2e-cbdc-4fbf-aab7-4d1120fb0629
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: 2-[[15-(5,6-dihydroxy-6-methylheptan-2-yl)-14-hydroxy-7,7,12,16-tetramethyl-6-(3,4,5-trihydroxyoxan-2-yl)oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC(C(C)(C)O)O)C1C(CC2(C1(CCC34C2CC(C5C3(C4)CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O
• SMILES (Isomeric): CC(CCC(C(C)(C)O)O)C1C(CC2(C1(CCC34C2CC(C5C3(C4)CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O
• InChI: InChI=1S/C41H70O14/c1-19(8-9-25(45)37(4,5)51)27-20(43)15-39(7)24-14-22(53-35-32(50)30(48)29(47)23(16-42)54-35)33-36(2,3)26(55-34-31(49)28(46)21(44)17-52-34)10-11-41(33)18-40(24,41)13-12-38(27,39)6/h19-35,42-51H,8-18H2,1-7H3
• InChI Key: AOIXFGYGQDSQIU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₀O₁₄
• Molecular Weight: 787.00 g/mol
• Exact Mass: 786.47655690 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4805	48.05%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8336	83.36%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7535	75.35%
P-glycoprotein inhibitior	+	0.7515	75.15%
P-glycoprotein substrate	+	0.5400	54.00%
CYP3A4 substrate	+	0.7214	72.14%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9472	94.72%
CYP2C9 inhibition	-	0.7996	79.96%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.8918	89.18%
CYP2C8 inhibition	+	0.6472	64.72%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9091	90.91%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6348	63.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7020	70.20%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6997	69.97%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9136	91.36%
Acute Oral Toxicity (c)	I	0.6066	60.66%
Estrogen receptor binding	+	0.6471	64.71%
Androgen receptor binding	+	0.7377	73.77%
Thyroid receptor binding	-	0.5785	57.85%
Glucocorticoid receptor binding	+	0.5668	56.68%
Aromatase binding	+	0.6584	65.84%
PPAR gamma	+	0.6929	69.29%
Honey bee toxicity	-	0.6152	61.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.12%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.53%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.39%	95.58%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	94.70%	92.88%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.84%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	93.52%	95.93%
CHEMBL284	P27487	Dipeptidyl peptidase IV	93.51%	95.69%
CHEMBL2996	Q05655	Protein kinase C delta	92.36%	97.79%
CHEMBL220	P22303	Acetylcholinesterase	91.77%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.24%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.52%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.91%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.79%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.56%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.50%	91.24%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	88.40%	99.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.32%	97.14%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	87.50%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.99%	85.14%
CHEMBL237	P41145	Kappa opioid receptor	86.86%	98.10%
CHEMBL1937	Q92769	Histone deacetylase 2	86.24%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.07%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.91%	92.86%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.58%	96.21%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.50%	90.24%
CHEMBL4302	P08183	P-glycoprotein 1	85.33%	92.98%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	84.61%	92.86%
CHEMBL1977	P11473	Vitamin D receptor	84.61%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.40%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.23%	98.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.80%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.71%	91.07%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.58%	97.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.52%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.35%	98.75%
CHEMBL259	P32245	Melanocortin receptor 4	83.18%	95.38%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.14%	89.62%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.38%	92.50%
CHEMBL4581	P52732	Kinesin-like protein 1	82.34%	93.18%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.00%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.58%	94.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.18%	89.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.70%	91.03%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.49%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.43%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.19%	92.62%
CHEMBL3589	P55263	Adenosine kinase	80.18%	98.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.14%	86.33%

Plants that contains it

• Astragalus aureus
• Astragalus bungeanus
• Astragalus caucasicus
• Astragalus condensatus
• Astragalus dissectus
• Astragalus melanophrurius
• Astragalus oleifolius
• Astragalus onobrychioides
• Astragalus tragacantha

Cross-Links

• PubChem: 4979431
• LOTUS: LTS0053741
• wikiData: Q104915717