Sitogluside

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	c8e7d3f9-a585-4057-abf4-2b9faf1cc783
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name	(2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)	CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
SMILES (Isomeric)	CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(C)C
InChI	InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1
InChI Key	NPJICTMALKLTFW-OFUAXYCQSA-N
Popularity	418 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₃₅H₆₀O₆
Molecular Weight	576.80 g/mol
Exact Mass	576.43898963 g/mol
Topological Polar Surface Area (TPSA)	99.40 Å²
XlogP	7.70
Atomic LogP (AlogP)	5.85
H-Bond Acceptor	6
H-Bond Donor	4
Rotatable Bonds	9

Synonyms

Top

Sitogluside

474-58-8

Eleutheroside A

Daucosterin

Alexandrin

Coriandrinol

beta-Sitosterol glucoside

BSSG

Doursterol

Sterolin

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8941	89.41%
Caco-2	-	0.8381	83.81%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7468	74.68%
OATP2B1 inhibitior	-	0.5776	57.76%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.8152	81.52%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6871	68.71%
P-glycoprotein inhibitior	+	0.6477	64.77%
P-glycoprotein substrate	+	0.5534	55.34%
CYP3A4 substrate	+	0.7292	72.92%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.7938	79.38%
CYP2C9 inhibition	-	0.7682	76.82%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.8052	80.52%
CYP2C8 inhibition	+	0.5577	55.77%
CYP inhibitory promiscuity	-	0.7103	71.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6820	68.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9357	93.57%
Skin irritation	-	0.5678	56.78%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.8770	87.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6646	66.46%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8182	81.82%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8764	87.64%
Acute Oral Toxicity (c)	III	0.6774	67.74%
Estrogen receptor binding	+	0.7276	72.76%
Androgen receptor binding	+	0.7416	74.16%
Thyroid receptor binding	-	0.5931	59.31%
Glucocorticoid receptor binding	+	0.5565	55.65%
Aromatase binding	+	0.5502	55.02%
PPAR gamma	+	0.5380	53.80%
Honey bee toxicity	-	0.7274	72.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9772	97.72%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2392	P06746	DNA polymerase beta	26500 nM	IC50	PMID: 15165161

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.75%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.95%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.48%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.47%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	95.40%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	93.28%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.56%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.19%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.00%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.45%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.58%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.75%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.45%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.76%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.29%	89.05%
CHEMBL237	P41145	Kappa opioid receptor	82.87%	98.10%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

PubChem	5742590
NPASS	NPC243728
ChEMBL	CHEMBL506678
LOTUS	LTS0201798
wikiData	Q15410900

Sitogluside

Table of Contents

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties (via admetSAR 2)

Targets

Proven Targets:

Predicted Targets (via Super-PRED):

Plants that contains it

Cross-Links