17-(2,3-dihydroxy-6-methylheptan-2-yl)-14-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: 22f129d7-aa31-43ed-94e0-c56d35fd25e7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 17-(2,3-dihydroxy-6-methylheptan-2-yl)-14-hydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2CC(=O)C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)O)O
• SMILES (Isomeric): CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2CC(=O)C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)O)O
• InChI: InChI=1S/C33H56O10/c1-17(2)6-7-25(36)32(5,40)24-10-13-33(41)20-15-22(35)21-14-18(8-11-30(21,3)19(20)9-12-31(24,33)4)42-29-28(39)27(38)26(37)23(16-34)43-29/h17-21,23-29,34,36-41H,6-16H2,1-5H3
• InChI Key: KTYXGLHTBUYJCL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₆O₁₀
• Molecular Weight: 612.80 g/mol
• Exact Mass: 612.38734798 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7404	74.04%
Caco-2	-	0.8269	82.69%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7765	77.65%
OATP2B1 inhibitior	-	0.5824	58.24%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.8839	88.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7542	75.42%
BSEP inhibitior	-	0.7257	72.57%
P-glycoprotein inhibitior	+	0.6418	64.18%
P-glycoprotein substrate	-	0.5000	50.00%
CYP3A4 substrate	+	0.7319	73.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.8327	83.27%
CYP2C19 inhibition	-	0.8983	89.83%
CYP2D6 inhibition	-	0.9611	96.11%
CYP1A2 inhibition	-	0.8344	83.44%
CYP2C8 inhibition	+	0.4902	49.02%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7483	74.83%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9269	92.69%
Skin irritation	-	0.6199	61.99%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7111	71.11%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5647	56.47%
skin sensitisation	-	0.9301	93.01%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8846	88.46%
Acute Oral Toxicity (c)	III	0.3893	38.93%
Estrogen receptor binding	+	0.7166	71.66%
Androgen receptor binding	+	0.7711	77.11%
Thyroid receptor binding	-	0.5983	59.83%
Glucocorticoid receptor binding	+	0.5585	55.85%
Aromatase binding	+	0.6038	60.38%
PPAR gamma	+	0.5602	56.02%
Honey bee toxicity	-	0.7330	73.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8860	88.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.35%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.87%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.36%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.41%	97.09%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.95%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.96%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	92.12%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.93%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.26%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.36%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.34%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.56%	93.04%
CHEMBL237	P41145	Kappa opioid receptor	89.51%	98.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.01%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.81%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.95%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.47%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.14%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.60%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.21%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.92%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.74%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.48%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	83.42%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.22%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.97%	98.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.02%	97.29%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.66%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.20%	100.00%
CHEMBL5028	O14672	ADAM10	80.95%	97.50%
CHEMBL333	P08253	Matrix metalloproteinase-2	80.38%	96.31%
CHEMBL4581	P52732	Kinesin-like protein 1	80.29%	93.18%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.14%	91.07%

Plants that contains it

• Lilium auratum

Cross-Links

• PubChem: 14542293
• LOTUS: LTS0155813
• wikiData: Q105146005