1-[14-Hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone

Details

• Internal ID: f8be59ec-ffd9-4a9e-8c35-679ee05107be
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[14-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC(=O)C1CCC2(C1(CCC3C2CCC4C3(CCC(C4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)O
• SMILES (Isomeric): CC(=O)C1CCC2(C1(CCC3C2CCC4C3(CCC(C4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)O
• InChI: InChI=1S/C33H54O13/c1-15(35)18-8-11-33(42)20-5-4-16-12-17(6-9-31(16,2)19(20)7-10-32(18,33)3)44-30-28(41)26(39)24(37)22(46-30)14-43-29-27(40)25(38)23(36)21(13-34)45-29/h16-30,34,36-42H,4-14H2,1-3H3
• InChI Key: WBWUKXBPKMFLHV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₁₃
• Molecular Weight: 658.80 g/mol
• Exact Mass: 658.35644177 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.64
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8763	87.63%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7075	70.75%
OATP2B1 inhibitior	-	0.7261	72.61%
OATP1B1 inhibitior	+	0.8471	84.71%
OATP1B3 inhibitior	+	0.9047	90.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7891	78.91%
P-glycoprotein inhibitior	+	0.6356	63.56%
P-glycoprotein substrate	-	0.6868	68.68%
CYP3A4 substrate	+	0.7399	73.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9316	93.16%
CYP2C19 inhibition	-	0.9171	91.71%
CYP2D6 inhibition	-	0.9651	96.51%
CYP1A2 inhibition	-	0.9201	92.01%
CYP2C8 inhibition	+	0.4600	46.00%
CYP inhibitory promiscuity	-	0.9786	97.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6953	69.53%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9288	92.88%
Skin irritation	-	0.6321	63.21%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.7823	78.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7241	72.41%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7621	76.21%
skin sensitisation	-	0.9467	94.67%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.6662	66.62%
Estrogen receptor binding	+	0.7310	73.10%
Androgen receptor binding	+	0.7376	73.76%
Thyroid receptor binding	-	0.6623	66.23%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6822	68.22%
PPAR gamma	+	0.5892	58.92%
Honey bee toxicity	-	0.6969	69.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.7852	78.52%

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	98.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.07%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.07%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.85%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.94%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.58%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.16%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	90.24%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.83%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.62%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.56%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	86.49%	98.10%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.58%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.97%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.45%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.41%	95.89%
CHEMBL5028	O14672	ADAM10	82.48%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.43%	82.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.31%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.05%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	80.55%	95.93%

Plants that contains it

• Nerium oleander

Cross-Links

• PubChem: 162842834
• LOTUS: LTS0008022
• wikiData: Q105301138