Inermoside

Details

• Internal ID: f7d5acfb-c403-460f-abba-fe07542ec970
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (3S,4S,5R,6R,8R,9R,10R,13S,14R,15R)-6-hydroxy-4-(3-methoxy-3-oxopropyl)-4,9,10-trimethyl-3,15-bis(prop-1-en-2-yl)-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-13-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CC(C7C(C6(CC5)C)(CCC(C7(C)CCC(=O)OC)C(=C)C)C)O)C(=C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@H]([C@@H]4[C@H]6C[C@H]([C@H]7[C@]([C@@]6(CC5)C)(CC[C@H]([C@]7(C)CCC(=O)OC)C(=C)C)C)O)C(=C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C49H78O19/c1-21(2)24-10-15-49(17-16-47(7)26(31(24)49)18-27(51)41-46(6,13-12-30(52)62-9)25(22(3)4)11-14-48(41,47)8)45(61)68-44-38(59)35(56)33(54)29(66-44)20-63-42-39(60)36(57)40(28(19-50)65-42)67-43-37(58)34(55)32(53)23(5)64-43/h23-29,31-44,50-51,53-60H,1,3,10-20H2,2,4-9H3/t23-,24-,25-,26+,27+,28+,29+,31+,32-,33+,34+,35-,36+,37+,38+,39+,40+,41+,42+,43-,44-,46-,47+,48+,49-/m0/s1
• InChI Key: MOOLZJWTQXQPQL-ISZMLURRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₁₉
• Molecular Weight: 971.10 g/mol
• Exact Mass: 970.51373025 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6488	64.88%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7402	74.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8156	81.56%
OATP1B3 inhibitior	+	0.9020	90.20%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.9230	92.30%
P-glycoprotein inhibitior	+	0.7479	74.79%
P-glycoprotein substrate	+	0.7103	71.03%
CYP3A4 substrate	+	0.7373	73.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8821	88.21%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.9021	90.21%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	+	0.7539	75.39%
CYP inhibitory promiscuity	-	0.9726	97.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6587	65.87%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.5191	51.91%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7940	79.40%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9133	91.33%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7935	79.35%
Acute Oral Toxicity (c)	I	0.5226	52.26%
Estrogen receptor binding	+	0.8497	84.97%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7455	74.55%
Aromatase binding	+	0.6593	65.93%
PPAR gamma	+	0.8246	82.46%
Honey bee toxicity	-	0.5809	58.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9462	94.62%

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	99.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.30%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.29%	97.25%
CHEMBL233	P35372	Mu opioid receptor	96.07%	97.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.99%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.66%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.93%	95.83%
CHEMBL5255	O00206	Toll-like receptor 4	90.66%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.44%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	90.31%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.18%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.47%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.10%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.45%	91.19%
CHEMBL1871	P10275	Androgen Receptor	86.43%	96.43%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.39%	96.90%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.31%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.02%	85.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.87%	97.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.17%	95.71%
CHEMBL5028	O14672	ADAM10	83.17%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.91%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.91%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.90%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.46%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.40%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.86%	92.94%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.80%	96.38%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.55%	97.53%
CHEMBL226	P30542	Adenosine A1 receptor	81.45%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.39%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.10%	91.07%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	81.01%	97.25%

Plants that contains it

• Eleutherococcus divaricatus
• Eleutherococcus senticosus

Cross-Links

• PubChem: 10795994
• LOTUS: LTS0108332
• wikiData: Q105169035