Beta-Sitosterol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	59a2f6c6-e30c-4629-8e07-81b2c0ca4c1a
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name	(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-ol
SMILES (Canonical)	CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)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)C)C(C)C
InChI	InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1
InChI Key	KZJWDPNRJALLNS-VJSFXXLFSA-N
Popularity	10,117 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₅₀O
Molecular Weight	414.70 g/mol
Exact Mass	414.386166214 g/mol
Topological Polar Surface Area (TPSA)	20.20 Å²
XlogP	9.30
Atomic LogP (AlogP)	8.02
H-Bond Acceptor	1
H-Bond Donor	1
Rotatable Bonds	6

Synonyms

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83-46-5

Sitosterol

Cupreol

Azuprostat

22,23-Dihydrostigmasterol

Quebrachol

Triastonal

Cinchol

Rhamnol

beta-Sitosterin

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

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5385	53.85%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4691	46.91%
OATP2B1 inhibitior	-	0.5873	58.73%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9820	98.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7587	75.87%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.8270	82.70%
CYP3A4 substrate	+	0.7187	71.87%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9125	91.25%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9291	92.91%
CYP2C8 inhibition	+	0.4536	45.36%
CYP inhibitory promiscuity	-	0.5244	52.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5888	58.88%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9541	95.41%
Skin irritation	+	0.5270	52.70%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4632	46.32%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6102	61.02%
skin sensitisation	+	0.6416	64.16%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8965	89.65%
Acute Oral Toxicity (c)	I	0.4287	42.87%
Estrogen receptor binding	+	0.8309	83.09%
Androgen receptor binding	+	0.8353	83.53%
Thyroid receptor binding	+	0.6261	62.61%
Glucocorticoid receptor binding	+	0.7595	75.95%
Aromatase binding	-	0.5389	53.89%
PPAR gamma	+	0.5205	52.05%
Honey bee toxicity	-	0.7968	79.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9917	99.17%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL284	P27487	Dipeptidyl peptidase IV	28840 nM	IC50	DOI: 10.1039/C0MD00245C
CHEMBL2392	P06746	DNA polymerase beta	26300 nM	IC50	PMID: 14640519
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	1.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.33%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.89%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.70%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	91.59%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.65%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.47%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.44%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.42%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.56%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.72%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.36%	95.89%
CHEMBL1871	P10275	Androgen Receptor	83.21%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.76%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.92%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.06%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.60%	90.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.25%	89.05%

Plants that contains it

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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	222284
NPASS	NPC230301
ChEMBL	CHEMBL221542
LOTUS	LTS0168132
wikiData	Q121802

Beta-Sitosterol

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