Stigmast-5-en-3-ol, oleate

Details

• Internal ID: 1680682b-e73e-496c-a9f2-93946536defd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(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] (Z)-octadec-9-enoate
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCC(CC)C(C)C)C)C
• SMILES (Isomeric): CCCCCCCC/C=C\CCCCCCCC(=O)OC1CC[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/C47H82O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-45(48)49-40-31-33-46(6)39(35-40)27-28-41-43-30-29-42(47(43,7)34-32-44(41)46)37(5)25-26-38(9-2)36(3)4/h16-17,27,36-38,40-44H,8-15,18-26,28-35H2,1-7H3/b17-16-/t37-,38-,40?,41+,42-,43+,44+,46+,47-/m1/s1
• InChI Key: YVDXIVLWTCSVDW-ZYISOHIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₂O₂
• Molecular Weight: 679.20 g/mol
• Exact Mass: 678.63148185 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 17.40
• Atomic LogP (AlogP): 14.61
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 22

Synonyms

• YVDXIVLWTCSVDW-ZYISOHIXSA-N
• Oleic acid stigmasta-5-ene-3-yl ester
• Stigmast-5-en-3-yl (9Z)-9-octadecenoate #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.8154	81.54%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5620	56.20%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9775	97.75%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	+	0.6945	69.45%
CYP3A4 substrate	+	0.7480	74.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
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	+	0.6577	65.77%
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	-	0.8893	88.93%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4702	47.02%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5595	55.95%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8956	89.56%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7872	78.72%
Androgen receptor binding	+	0.7392	73.92%
Thyroid receptor binding	-	0.6077	60.77%
Glucocorticoid receptor binding	+	0.5847	58.47%
Aromatase binding	-	0.5085	50.85%
PPAR gamma	+	0.6079	60.79%
Honey bee toxicity	-	0.8101	81.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.8078	80.78%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.73%	89.76%
CHEMBL2581	P07339	Cathepsin D	98.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.57%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.35%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.72%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.81%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.99%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.99%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.51%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.63%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.29%	85.94%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.83%	94.08%
CHEMBL5255	O00206	Toll-like receptor 4	89.87%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.66%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	88.60%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.05%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.18%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.87%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.02%	96.47%
CHEMBL2996	Q05655	Protein kinase C delta	84.69%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.20%	95.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.10%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.93%	94.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.76%	89.62%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.53%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.17%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.52%	92.88%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.94%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	81.12%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.92%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.26%	94.33%

Plants that contains it

• Rubus idaeus

Cross-Links

• PubChem: 20831071
• NPASS: NPC26973