Riisein A

Details

• Internal ID: fb7c0722-ed62-4871-8f01-095fa9b0f9cc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(6R)-6-[(3S,5R,6R,8S,9S,10R,13R,14S,17R)-3-[(2S,3S,4R,5R)-4-acetyloxy-3,5-dihydroxyoxan-2-yl]oxy-5,6-dihydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptyl] acetate
• SMILES (Canonical): CC(CCCC(C)C1CCC2C1(CCC3C2CC(C4(C3(CCC(C4)OC5C(C(C(CO5)O)OC(=O)C)O)C)O)O)C)COC(=O)C
• SMILES (Isomeric): C[C@H](CCCC(C)COC(=O)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H]([C@@]4([C@@]3(CC[C@@H](C4)O[C@H]5[C@H]([C@@H]([C@@H](CO5)O)OC(=O)C)O)C)O)O)C
• InChI: InChI=1S/C36H60O10/c1-20(18-43-22(3)37)8-7-9-21(2)26-10-11-27-25-16-30(40)36(42)17-24(12-15-35(36,6)28(25)13-14-34(26,27)5)46-33-31(41)32(45-23(4)38)29(39)19-44-33/h20-21,24-33,39-42H,7-19H2,1-6H3/t20?,21-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33+,34-,35-,36+/m1/s1
• InChI Key: HBKVJDPAQCRVEB-LMPQVHJDSA-N
• Popularity: 2 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): 152.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

• CHEMBL499726

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5672	56.72%
Caco-2	-	0.8575	85.75%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7729	77.29%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.8525	85.25%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7870	78.70%
P-glycoprotein inhibitior	+	0.7279	72.79%
P-glycoprotein substrate	+	0.6877	68.77%
CYP3A4 substrate	+	0.7702	77.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.9001	90.01%
CYP2C9 inhibition	-	0.9206	92.06%
CYP2C19 inhibition	-	0.8776	87.76%
CYP2D6 inhibition	-	0.9678	96.78%
CYP1A2 inhibition	-	0.8932	89.32%
CYP2C8 inhibition	+	0.6013	60.13%
CYP inhibitory promiscuity	-	0.9784	97.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7187	71.87%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.6150	61.50%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.5015	50.15%
Human Ether-a-go-go-Related Gene inhibition	-	0.4051	40.51%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6936	69.36%
skin sensitisation	-	0.9480	94.80%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8318	83.18%
Acute Oral Toxicity (c)	I	0.5382	53.82%
Estrogen receptor binding	+	0.7400	74.00%
Androgen receptor binding	+	0.7539	75.39%
Thyroid receptor binding	-	0.6584	65.84%
Glucocorticoid receptor binding	+	0.5714	57.14%
Aromatase binding	+	0.6234	62.34%
PPAR gamma	+	0.6354	63.54%
Honey bee toxicity	-	0.6790	67.90%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9215	92.15%

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	99.30%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.17%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.36%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	97.21%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.55%	85.31%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.35%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.98%	96.77%
CHEMBL4302	P08183	P-glycoprotein 1	91.37%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.41%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.54%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.16%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.13%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.54%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.19%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.14%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.24%	89.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.57%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.34%	94.33%
CHEMBL5028	O14672	ADAM10	84.35%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.35%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.89%	91.07%
CHEMBL204	P00734	Thrombin	83.04%	96.01%
CHEMBL1914	P06276	Butyrylcholinesterase	82.77%	95.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.72%	82.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.18%	92.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.68%	97.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.66%	95.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.34%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.07%	96.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.79%	95.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.73%	94.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.65%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.36%	96.47%
CHEMBL2514	O95665	Neurotensin receptor 2	80.20%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10532311
• LOTUS: LTS0182055
• wikiData: Q105025352