Macrostemonoside K

Details

• Internal ID: dccc9fe2-4349-4c87-b84b-9a1d58c19d76
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,7S,8R,9S,12S,13S,15S,16R,18R)-16-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-15-hydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CCC5C4(CC(C(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)OC
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)OC1(CC[C@@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC
• InChI: InChI=1S/C46H78O20/c1-19(18-60-41-38(57)35(54)32(51)28(15-47)62-41)8-11-46(59-5)20(2)31-27(66-46)13-24-22-7-6-21-12-26(25(50)14-45(21,4)23(22)9-10-44(24,31)3)61-43-40(37(56)34(53)30(17-49)64-43)65-42-39(58)36(55)33(52)29(16-48)63-42/h19-43,47-58H,6-18H2,1-5H3/t19-,20+,21-,22-,23+,24+,25+,26-,27+,28-,29-,30-,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43-,44+,45+,46?/m1/s1
• InChI Key: MXNWUZQUMFCSBX-ZKZCEDOJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₈O₂₀
• Molecular Weight: 951.10 g/mol
• Exact Mass: 950.50864487 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -2.15
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5474	54.74%
Caco-2	-	0.8864	88.64%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5940	59.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8693	86.93%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.4744	47.44%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	-	0.5106	51.06%
CYP3A4 substrate	+	0.7518	75.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.9587	95.87%
CYP2C9 inhibition	-	0.9121	91.21%
CYP2C19 inhibition	-	0.8946	89.46%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9208	92.08%
CYP2C8 inhibition	+	0.6297	62.97%
CYP inhibitory promiscuity	-	0.9656	96.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.6918	69.18%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.8978	89.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7966	79.66%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8385	83.85%
skin sensitisation	-	0.9353	93.53%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8684	86.84%
Acute Oral Toxicity (c)	I	0.6939	69.39%
Estrogen receptor binding	+	0.8048	80.48%
Androgen receptor binding	+	0.7067	70.67%
Thyroid receptor binding	-	0.5584	55.84%
Glucocorticoid receptor binding	+	0.5734	57.34%
Aromatase binding	+	0.6622	66.22%
PPAR gamma	+	0.7421	74.21%
Honey bee toxicity	-	0.5700	57.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.3911	39.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.81%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.57%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.63%	96.21%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.49%	96.61%
CHEMBL204	P00734	Thrombin	93.76%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.43%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	93.42%	98.10%
CHEMBL220	P22303	Acetylcholinesterase	93.26%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.80%	92.86%
CHEMBL226	P30542	Adenosine A1 receptor	92.23%	95.93%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.90%	98.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.76%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	90.69%	93.18%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	90.61%	92.38%
CHEMBL4302	P08183	P-glycoprotein 1	90.60%	92.98%
CHEMBL233	P35372	Mu opioid receptor	90.19%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.06%	94.45%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.99%	95.36%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.85%	95.58%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.51%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.50%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.05%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	86.53%	97.79%
CHEMBL1871	P10275	Androgen Receptor	86.34%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.09%	95.89%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.77%	97.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.28%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.58%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.95%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.72%	92.50%
CHEMBL259	P32245	Melanocortin receptor 4	82.01%	95.38%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.95%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.11%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.03%	93.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.80%	91.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.46%	96.47%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.35%	98.46%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.34%	97.29%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.21%	99.00%

Plants that contains it

• Allium chinense
• Allium macrostemon
• Anemarrhena asphodeloides

Cross-Links

• PubChem: 101669619
• NPASS: NPC67681
• LOTUS: LTS0095110
• wikiData: Q105174399