Isochiisanoside

Details

• Internal ID: 19f8bf61-1d78-480f-ae32-745164e2980c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 2-[(1R,2R,5R,8R,9R,10S,11R,13R,14R,15R,18S)-18-[(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]oxycarbonyl-11-hydroxy-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo[11.7.0.02,10.05,9.014,18]icosan-8-yl]acetic acid
• 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)(CCC8C7(C(OC8(C)C)CC(=O)O)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]8[C@@]7([C@H](OC8(C)C)CC(=O)O)C)C)O)C(=C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H76O20/c1-19(2)21-9-12-48(14-13-45(6)22(29(21)48)15-23(50)39-46(45,7)11-10-26-44(4,5)68-27(16-28(51)52)47(26,39)8)43(61)67-42-36(59)33(56)31(54)25(65-42)18-62-40-37(60)34(57)38(24(17-49)64-40)66-41-35(58)32(55)30(53)20(3)63-41/h20-27,29-42,49-50,53-60H,1,9-18H2,2-8H3,(H,51,52)/t20-,21-,22+,23+,24+,25+,26-,27+,29+,30-,31+,32+,33-,34+,35+,36+,37+,38+,39-,40+,41-,42-,45+,46+,47+,48-/m0/s1
• InChI Key: DEXFQQWSJHKUIA-VELBUPAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₀
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.49299481 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

• AKOS040763851
• 105591-35-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7725	77.25%
Caco-2	-	0.8820	88.20%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8234	82.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8199	81.99%
OATP1B3 inhibitior	+	0.8709	87.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8400	84.00%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.6677	66.77%
CYP3A4 substrate	+	0.7339	73.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8785	87.85%
CYP3A4 inhibition	-	0.7760	77.60%
CYP2C9 inhibition	-	0.8148	81.48%
CYP2C19 inhibition	-	0.8933	89.33%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.9028	90.28%
CYP2C8 inhibition	+	0.7673	76.73%
CYP inhibitory promiscuity	-	0.9484	94.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9042	90.42%
Skin irritation	+	0.5086	50.86%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.6934	69.34%
Human Ether-a-go-go-Related Gene inhibition	+	0.7330	73.30%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8921	89.21%
Acute Oral Toxicity (c)	III	0.4931	49.31%
Estrogen receptor binding	+	0.8445	84.45%
Androgen receptor binding	+	0.7592	75.92%
Thyroid receptor binding	-	0.5098	50.98%
Glucocorticoid receptor binding	+	0.7376	73.76%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.8216	82.16%
Honey bee toxicity	-	0.6009	60.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9823	98.23%

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	98.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.91%	96.61%
CHEMBL233	P35372	Mu opioid receptor	96.00%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.50%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	93.64%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.44%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.13%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.01%	97.09%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	91.94%	97.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.28%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	88.64%	92.50%
CHEMBL2581	P07339	Cathepsin D	88.54%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.99%	91.19%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.60%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.15%	89.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.83%	92.32%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.63%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.67%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.50%	91.24%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.44%	97.31%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.40%	95.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.22%	100.00%
CHEMBL5028	O14672	ADAM10	82.79%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.21%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.04%	100.00%
CHEMBL1881	P43116	Prostanoid EP2 receptor	81.36%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.56%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.54%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.53%	97.53%
CHEMBL2996	Q05655	Protein kinase C delta	80.53%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.21%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.01%	92.86%

Plants that contains it

• Eleutherococcus divaricatus
• Eleutherococcus senticosus

Cross-Links

• PubChem: 21636078
• LOTUS: LTS0097793
• wikiData: Q104977648