Stigmastanol

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	3092c18a-d705-4f2d-96b7-4c1e15c050d7
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name	(3S,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical)	CCC(CCC(C)C1CCC2C1(CCC3C2CCC4C3(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[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C
InChI	InChI=1S/C29H52O/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/h19-27,30H,7-18H2,1-6H3/t20-,21-,22+,23+,24+,25-,26+,27+,28+,29-/m1/s1
InChI Key	LGJMUZUPVCAVPU-HRJGVYIJSA-N
Popularity	154 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₅₂O
Molecular Weight	416.70 g/mol
Exact Mass	416.401816278 g/mol
Topological Polar Surface Area (TPSA)	20.20 Å²
XlogP	10.20
Atomic LogP (AlogP)	8.10
H-Bond Acceptor	1
H-Bond Donor	1
Rotatable Bonds	6

Synonyms

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sitostanol

83-45-4

Fucostanol

Spinastanol

Dihydrositosterin

Dihydro-beta-sitosterol

24alpha-Ethylcholestanol

beta-Sitosterol, dihydro-

5alpha-Stigmastan-3beta-ol

5,6-Dihydro-beta-sitosterol

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	+	0.5068	50.68%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5430	54.30%
OATP2B1 inhibitior	+	0.5501	55.01%
OATP1B1 inhibitior	-	0.3305	33.05%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5617	56.17%
P-glycoprotein substrate	+	0.6025	60.25%
CYP3A4 substrate	+	0.7149	71.49%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	+	0.3527	35.27%
CYP3A4 inhibition	-	0.8684	86.84%
CYP2C9 inhibition	-	0.7611	76.11%
CYP2C19 inhibition	-	0.8361	83.61%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	-	0.7423	74.23%
CYP2C8 inhibition	-	0.7888	78.88%
CYP inhibitory promiscuity	-	0.7255	72.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6901	69.01%
Eye corrosion	-	0.9741	97.41%
Eye irritation	-	0.8373	83.73%
Skin irritation	+	0.5355	53.55%
Skin corrosion	-	0.9031	90.31%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6180	61.80%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5619	56.19%
skin sensitisation	+	0.6370	63.70%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8891	88.91%
Acute Oral Toxicity (c)	III	0.7528	75.28%
Estrogen receptor binding	+	0.7810	78.10%
Androgen receptor binding	+	0.8196	81.96%
Thyroid receptor binding	+	0.6292	62.92%
Glucocorticoid receptor binding	+	0.7795	77.95%
Aromatase binding	+	0.5425	54.25%
PPAR gamma	-	0.5133	51.33%
Honey bee toxicity	-	0.7359	73.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9749	97.49%

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	97.11%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.67%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.09%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.71%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.40%	97.09%
CHEMBL238	Q01959	Dopamine transporter	89.12%	95.88%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.21%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.73%	100.00%
CHEMBL1871	P10275	Androgen Receptor	87.05%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.01%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.66%	90.71%
CHEMBL237	P41145	Kappa opioid receptor	86.06%	98.10%
CHEMBL2581	P07339	Cathepsin D	85.24%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.86%	89.05%
CHEMBL220	P22303	Acetylcholinesterase	84.76%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.05%	89.62%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.04%	96.38%
CHEMBL268	P43235	Cathepsin K	83.48%	96.85%
CHEMBL226	P30542	Adenosine A1 receptor	83.13%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.04%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.95%	91.11%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.73%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.52%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.55%	98.05%
CHEMBL4581	P52732	Kinesin-like protein 1	80.50%	93.18%
CHEMBL242	Q92731	Estrogen receptor beta	80.47%	98.35%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.45%	92.88%
CHEMBL202	P00374	Dihydrofolate reductase	80.06%	89.92%

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.

Clerodendrum chinense

Coleostephus myconis

Conium maculatum