Indioside K

Details

• Internal ID: 7e722b05-8590-4804-be43-9786e20ba3ea
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,6S,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-[(2S,4R,5R)-4-methyl-5-propoxyoxolan-2-yl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CCCOC1C(CC(O1)C2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)O)C
• SMILES (Isomeric): CCCO[C@H]1[C@@H](C[C@H](O1)[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)O)C
• InChI: InChI=1S/C48H78O18/c1-8-15-58-42-20(2)16-31(63-42)48(57)21(3)32-29(66-48)18-28-26-10-9-24-17-25(11-13-46(24,6)27(26)12-14-47(28,32)7)61-45-41(65-44-38(55)36(53)34(51)23(5)60-44)39(56)40(30(19-49)62-45)64-43-37(54)35(52)33(50)22(4)59-43/h9,20-23,25-45,49-57H,8,10-19H2,1-7H3/t20-,21+,22+,23+,25+,26-,27+,28+,29+,30-,31+,32+,33+,34+,35-,36-,37-,38-,39+,40-,41-,42-,43+,44+,45-,46+,47+,48+/m1/s1
• InChI Key: CUCZREQAASDFOM-YZQURHEVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₈
• Molecular Weight: 943.10 g/mol
• Exact Mass: 942.51881563 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

• CHEMBL2036078

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8619	86.19%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7534	75.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8797	87.97%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9146	91.46%
P-glycoprotein inhibitior	+	0.7393	73.93%
P-glycoprotein substrate	+	0.6407	64.07%
CYP3A4 substrate	+	0.7466	74.66%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.8552	85.52%
CYP2C9 inhibition	-	0.8804	88.04%
CYP2C19 inhibition	-	0.8735	87.35%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8828	88.28%
CYP2C8 inhibition	+	0.7826	78.26%
CYP inhibitory promiscuity	-	0.7297	72.97%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.5830	58.30%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.8470	84.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7796	77.96%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.9233	92.33%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8650	86.50%
Acute Oral Toxicity (c)	I	0.4532	45.32%
Estrogen receptor binding	+	0.8605	86.05%
Androgen receptor binding	+	0.7194	71.94%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6483	64.83%
Aromatase binding	+	0.6941	69.41%
PPAR gamma	+	0.7775	77.75%
Honey bee toxicity	-	0.6027	60.27%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9696	96.96%

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	98.82%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.84%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.75%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.65%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.35%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.39%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.79%	86.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.70%	92.86%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.37%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.32%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.69%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.66%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.24%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.90%	96.21%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.81%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.78%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.55%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	82.38%	92.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.13%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.90%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.69%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.30%	94.23%
CHEMBL1871	P10275	Androgen Receptor	81.24%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.99%	92.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.83%	97.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.68%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.31%	91.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.01%	100.00%

Plants that contains it

• Solanum violaceum

Cross-Links

• PubChem: 57409122
• NPASS: NPC3028