[(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl octadecanoate

Details

• Internal ID: f38b88cc-6a8d-41b4-a756-e5db760379c0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl octadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(C4CC=C3C2)CCC5C(C)CCC(C)C(C)C)C)C)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=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]4CC=C3C2)CC[C@@H]5[C@H](C)CC[C@@H](C)C(C)C)C)C)O)O)O
• InChI: InChI=1S/C52H92O7/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-46(53)57-35-45-47(54)48(55)49(56)50(59-45)58-40-30-32-51(6)39(34-40)26-27-41-43-29-28-42(52(43,7)33-31-44(41)51)38(5)25-24-37(4)36(2)3/h26,36-38,40-45,47-50,54-56H,8-25,27-35H2,1-7H3/t37-,38-,40+,41+,42-,43+,44+,45-,47-,48+,49-,50-,51+,52-/m1/s1
• InChI Key: WWNJROHENDXUQT-VFPHLYKHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₉₂O₇
• Molecular Weight: 829.30 g/mol
• Exact Mass: 828.68430527 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 15.60
• Atomic LogP (AlogP): 12.27
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9450	94.50%
Caco-2	-	0.8611	86.11%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8291	82.91%
OATP2B1 inhibitior	-	0.7244	72.44%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.8305	83.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.9001	90.01%
P-glycoprotein inhibitior	+	0.7328	73.28%
P-glycoprotein substrate	+	0.6290	62.90%
CYP3A4 substrate	+	0.7555	75.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.8585	85.85%
CYP2C9 inhibition	-	0.7605	76.05%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.7844	78.44%
CYP2C8 inhibition	+	0.6466	64.66%
CYP inhibitory promiscuity	-	0.7486	74.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9069	90.69%
Skin irritation	+	0.4939	49.39%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6747	67.47%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7012	70.12%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8949	89.49%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.8380	83.80%
Androgen receptor binding	+	0.7168	71.68%
Thyroid receptor binding	-	0.6199	61.99%
Glucocorticoid receptor binding	+	0.5834	58.34%
Aromatase binding	+	0.5794	57.94%
PPAR gamma	+	0.6451	64.51%
Honey bee toxicity	-	0.7730	77.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6973	69.73%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.27%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.92%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.73%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.58%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.14%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	95.38%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.18%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.73%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.58%	94.45%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.48%	85.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.79%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.33%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.88%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.37%	92.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.27%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.41%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.88%	89.00%
CHEMBL1871	P10275	Androgen Receptor	88.34%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	88.24%	95.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.82%	96.47%
CHEMBL220	P22303	Acetylcholinesterase	85.44%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.07%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.79%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.48%	82.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.12%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	83.80%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	83.17%	98.03%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.48%	97.29%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.08%	97.50%
CHEMBL5028	O14672	ADAM10	81.99%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	81.88%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.74%	95.17%
CHEMBL2514	O95665	Neurotensin receptor 2	81.35%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.06%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.03%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.95%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	80.35%	97.79%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 162984089
• LOTUS: LTS0001416
• wikiData: Q105314157