3beta-(6-O-Palmitoyl-beta-D-glucopyranosyloxy)-5alpha-stigmast-5-en-7-one

Details

• Internal ID: 5ba7fc3b-d65d-4642-a95e-8bd289f1979a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-7-oxo-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(C4C(=O)C=C3C2)CCC5C(C)CCC(CC)C(C)C)C)C)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@]5([C@H]([C@@H]4C(=O)C=C3C2)CC[C@@H]5[C@H](C)CC[C@@H](CC)C(C)C)C)C)O)O)O
• InChI: InChI=1S/C51H88O8/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-44(53)57-33-43-46(54)47(55)48(56)49(59-43)58-38-27-29-50(6)37(31-38)32-42(52)45-40-26-25-39(51(40,7)30-28-41(45)50)35(5)23-24-36(9-2)34(3)4/h32,34-36,38-41,43,45-49,54-56H,8-31,33H2,1-7H3/t35-,36-,38+,39-,40+,41+,43-,45+,46-,47+,48-,49-,50+,51-/m1/s1
• InChI Key: CBSXLXZRKUGEKJ-LCJRUYFQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₈O₈
• Molecular Weight: 829.20 g/mol
• Exact Mass: 828.64791976 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 14.00
• Atomic LogP (AlogP): 11.06
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9356	93.56%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8702	87.02%
OATP2B1 inhibitior	-	0.7265	72.65%
OATP1B1 inhibitior	+	0.8271	82.71%
OATP1B3 inhibitior	+	0.8490	84.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9520	95.20%
P-glycoprotein inhibitior	+	0.7416	74.16%
P-glycoprotein substrate	+	0.6521	65.21%
CYP3A4 substrate	+	0.7486	74.86%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.7791	77.91%
CYP2C9 inhibition	-	0.7419	74.19%
CYP2C19 inhibition	-	0.8514	85.14%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	-	0.8107	81.07%
CYP2C8 inhibition	+	0.6424	64.24%
CYP inhibitory promiscuity	-	0.8090	80.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9063	90.63%
Skin irritation	+	0.5214	52.14%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4075	40.75%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7512	75.12%
skin sensitisation	-	0.9011	90.11%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8977	89.77%
Acute Oral Toxicity (c)	III	0.6036	60.36%
Estrogen receptor binding	+	0.8442	84.42%
Androgen receptor binding	+	0.7788	77.88%
Thyroid receptor binding	-	0.5978	59.78%
Glucocorticoid receptor binding	+	0.6026	60.26%
Aromatase binding	+	0.5883	58.83%
PPAR gamma	+	0.6640	66.40%
Honey bee toxicity	-	0.7851	78.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6473	64.73%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.42%	89.76%
CHEMBL2581	P07339	Cathepsin D	98.97%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	98.86%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.47%	94.45%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.25%	85.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.71%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.18%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	93.11%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.90%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	92.66%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.00%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.76%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.46%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.02%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.57%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.52%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.41%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.76%	93.56%
CHEMBL1871	P10275	Androgen Receptor	88.67%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.42%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.41%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.29%	96.90%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.13%	96.47%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.74%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.48%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.93%	95.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.34%	96.00%
CHEMBL5028	O14672	ADAM10	81.16%	97.50%

Plants that contains it

• Alnus cordata
• Aloe deltoideodonta
• Bauhinia purpurea
• Crinum latifolium
• Hemionitis aschenborniana
• Leitneria floridana
• Thermopsis mollis

Cross-Links

• PubChem: 102317884
• NPASS: NPC311245
• LOTUS: LTS0252739
• wikiData: Q104952780