beta-Sitosteryl palmitate

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	af25de32-1fb6-464d-b03f-e91428e641bf
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
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-yl] hexadecanoate
SMILES (Canonical)	CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCC(CC)C(C)C)C)C
SMILES (Isomeric)	CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4[C@H](C)CC[C@@H](CC)C(C)C)C)C
InChI	InChI=1S/C45H80O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-43(46)47-38-29-31-44(6)37(33-38)25-26-39-41-28-27-40(45(41,7)32-30-42(39)44)35(5)23-24-36(9-2)34(3)4/h25,34-36,38-42H,8-24,26-33H2,1-7H3/t35-,36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
InChI Key	IWTJDVBNIUPPPB-FPNUYMRSSA-N
Popularity	5 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₅H₈₀O₂
Molecular Weight	653.10 g/mol
Exact Mass	652.61583179 g/mol
Topological Polar Surface Area (TPSA)	26.30 Å²
XlogP	17.20
Atomic LogP (AlogP)	14.06
H-Bond Acceptor	2
H-Bond Donor	0
Rotatable Bonds	21

Synonyms

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2308-85-2

Sitosterol palmitate

Sitosteryl palmitate

LEB596GYDL

Sitosteryl palmitate, (+)-

16:0 Sitosteryl ester

beta-Rosasterol palmitate

UNII-LEB596GYDL

beta-Sitosterol palmitate

Stigmast-5-en-3beta-ol, palmitate

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	-	0.8041	80.41%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5625	56.25%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9767	97.67%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.6982	69.82%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	+	0.7387	73.87%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.5926	59.26%
CYP inhibitory promiscuity	-	0.5066	50.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8796	87.96%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4931	49.31%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5387	53.87%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8317	83.17%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7630	76.30%
Androgen receptor binding	+	0.7377	73.77%
Thyroid receptor binding	-	0.6481	64.81%
Glucocorticoid receptor binding	+	0.5502	55.02%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5845	58.45%
Honey bee toxicity	-	0.8307	83.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7438	74.38%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.67%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.63%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.90%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.45%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.49%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.51%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.16%	93.56%
CHEMBL299	P17252	Protein kinase C alpha	91.38%	98.03%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.29%	85.94%
CHEMBL2996	Q05655	Protein kinase C delta	91.26%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.77%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.32%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.15%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.48%	90.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.46%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.38%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.37%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.12%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.61%	82.69%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.55%	92.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.28%	89.05%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.65%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.71%	89.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.09%	94.62%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.85%	97.29%
CHEMBL5028	O14672	ADAM10	80.50%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.34%	92.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%

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.

Aconitum contortum

Acritopappus longifolius

Adenocarpus hispanicus

Ageratum houstonianum

Alpinia oxyphylla

Alpinia zerumbet

Alstonia spectabilis

Angelica archangelica