Beesioside J

Details

• Internal ID: a309c08c-6e86-4ec1-8352-46b11a055be5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [(1S,3R,6S,8R,11R,12S,13R,14R,15R,16S)-13-acetyloxy-16-(hydroxymethyl)-15-[(2S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12-trimethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• SMILES (Canonical): CC(=O)OC1C(C2(CCC34CC35CCC(C(C5CCC4C2(C1OC(=O)C)C)(C)C)OC6C(C(C(CO6)O)O)O)CO)C7(CCC(O7)C(C)(C)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]([C@]2(CC[C@@]34C[C@@]35CC[C@@H](C([C@@H]5CC[C@H]4[C@@]2([C@H]1OC(=O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)CO)[C@@]7(CCC(O7)C(C)(C)O)C
• InChI: InChI=1S/C39H62O12/c1-20(41)48-29-30(35(7)13-11-26(51-35)34(5,6)46)39(19-40)16-15-38-18-37(38)14-12-25(50-32-28(45)27(44)22(43)17-47-32)33(3,4)23(37)9-10-24(38)36(39,8)31(29)49-21(2)42/h22-32,40,43-46H,9-19H2,1-8H3/t22-,23+,24+,25+,26?,27+,28-,29-,30-,31+,32+,35+,36-,37-,38+,39+/m1/s1
• InChI Key: AOEKSLVHJZEURZ-QSXLLLIGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₂O₁₂
• Molecular Weight: 722.90 g/mol
• Exact Mass: 722.42412741 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6958	69.58%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7771	77.71%
OATP2B1 inhibitior	-	0.8661	86.61%
OATP1B1 inhibitior	+	0.8386	83.86%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	-	0.5377	53.77%
P-glycoprotein inhibitior	+	0.7835	78.35%
P-glycoprotein substrate	+	0.5360	53.60%
CYP3A4 substrate	+	0.7274	72.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.7216	72.16%
CYP2C9 inhibition	-	0.7822	78.22%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9082	90.82%
CYP2C8 inhibition	+	0.6915	69.15%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6430	64.30%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.7028	70.28%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7007	70.07%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6601	66.01%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7611	76.11%
Acute Oral Toxicity (c)	I	0.6455	64.55%
Estrogen receptor binding	+	0.6460	64.60%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	-	0.5835	58.35%
Glucocorticoid receptor binding	+	0.6731	67.31%
Aromatase binding	+	0.6541	65.41%
PPAR gamma	+	0.7116	71.16%
Honey bee toxicity	-	0.7011	70.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9297	92.97%

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	99.25%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.03%	91.11%
CHEMBL204	P00734	Thrombin	97.86%	96.01%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.43%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	93.00%	97.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.25%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.84%	96.95%
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.07%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.93%	89.34%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.18%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.74%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.25%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.88%	82.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.70%	92.62%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.70%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.68%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	86.66%	97.79%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	86.10%	95.36%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.29%	92.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.77%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.53%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.40%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.12%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.03%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.41%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.13%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.12%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.57%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.54%	89.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.84%	92.78%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.78%	96.90%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%

Plants that contains it

• Beesia calthifolia

Cross-Links

• PubChem: 11007072
• NPASS: NPC298912