[6-[4-[5-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-17-(2-hydroxy-6-methyl-4-oxohept-5-en-2-yl)-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate

Details

• Internal ID: 8ddcf3e8-a85e-4ccf-833b-56fc3981c8c7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [6-[4-[5-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-17-(2-hydroxy-6-methyl-4-oxohept-5-en-2-yl)-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(OC(C3O)OC4CC5C6CCC(C6(CC=C5C7(C4CC(CC7)OS(=O)(=O)O)C)C)C(C)(CC(=O)C=C(C)C)O)C)O)OC8C(C(C(C(O8)C)O)O)OC9C(C(C(C(O9)C)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(OC(C3O)OC4CC5C6CCC(C6(CC=C5C7(C4CC(CC7)OS(=O)(=O)O)C)C)C(C)(CC(=O)C=C(C)C)O)C)O)OC8C(C(C(C(O8)C)O)O)OC9C(C(C(C(O9)C)O)O)O)O)O)O)O
• InChI: InChI=1S/C56H90O27S/c1-21(2)16-26(57)19-56(9,69)34-11-10-29-28-18-32(31-17-27(83-84(70,71)72)12-14-54(31,7)30(28)13-15-55(29,34)8)78-51-45(68)46(38(61)25(6)76-51)80-52-47(81-49-43(66)40(63)35(58)22(3)74-49)39(62)33(20-73-52)79-53-48(42(65)37(60)24(5)77-53)82-50-44(67)41(64)36(59)23(4)75-50/h13,16,22-25,27-29,31-53,58-69H,10-12,14-15,17-20H2,1-9H3,(H,70,71,72)
• InChI Key: DPDBYTZYCJNTMF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₇S
• Molecular Weight: 1227.40 g/mol
• Exact Mass: 1226.53901876 g/mol
• Topological Polar Surface Area (TPSA): 424.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 26
• H-Bond Donor: 13
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8840	88.40%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5966	59.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.9176	91.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8276	82.76%
BSEP inhibitior	+	0.9579	95.79%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.6813	68.13%
CYP3A4 substrate	+	0.7455	74.55%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.8196	81.96%
CYP2C9 inhibition	-	0.7569	75.69%
CYP2C19 inhibition	-	0.7411	74.11%
CYP2D6 inhibition	-	0.8703	87.03%
CYP1A2 inhibition	-	0.7596	75.96%
CYP2C8 inhibition	+	0.7880	78.80%
CYP inhibitory promiscuity	-	0.8840	88.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5725	57.25%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.7403	74.03%
Skin corrosion	-	0.9028	90.28%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7459	74.59%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6024	60.24%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9716	97.16%
Acute Oral Toxicity (c)	III	0.5794	57.94%
Estrogen receptor binding	+	0.8214	82.14%
Androgen receptor binding	+	0.7417	74.17%
Thyroid receptor binding	+	0.6079	60.79%
Glucocorticoid receptor binding	+	0.8094	80.94%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.8394	83.94%
Honey bee toxicity	-	0.6362	63.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.66%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.98%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.57%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.47%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.60%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.24%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.04%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.70%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	90.24%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.23%	85.31%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL5028	O14672	ADAM10	86.90%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.75%	97.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.95%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.64%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.61%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.36%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.31%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.98%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.31%	92.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.96%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.92%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 158719
• LOTUS: LTS0206931
• wikiData: Q104986442