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

Details

• Internal ID: 66a6004c-da4d-4dc3-ac93-1a0ebc0b68a8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1R,3R,8S,9S,10R,13S,14S,16S,17R)-1-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CC(CC4=CCC5C(C34C)CCC6(C5CC(C6C(C)C(CCC(C)C)O)OC7C(C(C(C(O7)CO)O)O)O)C)OS(=O)(=O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@@H]3C[C@@H](CC4=CC[C@@H]5[C@@H]([C@@]34C)CC[C@]6([C@H]5C[C@@H]([C@@H]6[C@H](C)[C@H](CCC(C)C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)OS(=O)(=O)O)O)O)O)O)O
• InChI: InChI=1S/C44H74O20S/c1-18(2)7-10-26(46)19(3)31-28(60-41-38(54)36(52)34(50)29(16-45)61-41)15-25-23-9-8-21-13-22(64-65(55,56)57)14-30(44(21,6)24(23)11-12-43(25,31)5)62-42-39(33(49)27(47)17-58-42)63-40-37(53)35(51)32(48)20(4)59-40/h8,18-20,22-42,45-54H,7,9-17H2,1-6H3,(H,55,56,57)/t19-,20+,22-,23-,24+,25+,26+,27-,28+,29-,30-,31+,32+,33+,34-,35-,36+,37-,38-,39-,40+,41-,42+,43+,44+/m1/s1
• InChI Key: RMQBJELZROFJKJ-QXAPDYSASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₄O₂₀S
• Molecular Weight: 955.10 g/mol
• Exact Mass: 954.44941592 g/mol
• Topological Polar Surface Area (TPSA): 330.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8085	80.85%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5067	50.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8518	85.18%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7567	75.67%
P-glycoprotein inhibitior	+	0.7455	74.55%
P-glycoprotein substrate	+	0.7187	71.87%
CYP3A4 substrate	+	0.7517	75.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8504	85.04%
CYP3A4 inhibition	-	0.8475	84.75%
CYP2C9 inhibition	-	0.7524	75.24%
CYP2C19 inhibition	-	0.7214	72.14%
CYP2D6 inhibition	-	0.8701	87.01%
CYP1A2 inhibition	-	0.7473	74.73%
CYP2C8 inhibition	+	0.7296	72.96%
CYP inhibitory promiscuity	-	0.8951	89.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.5608	56.08%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.7466	74.66%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.7448	74.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7273	72.73%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8380	83.80%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9843	98.43%
Acute Oral Toxicity (c)	III	0.5865	58.65%
Estrogen receptor binding	+	0.8050	80.50%
Androgen receptor binding	+	0.7172	71.72%
Thyroid receptor binding	-	0.5473	54.73%
Glucocorticoid receptor binding	+	0.5888	58.88%
Aromatase binding	+	0.6029	60.29%
PPAR gamma	+	0.7458	74.58%
Honey bee toxicity	-	0.6163	61.63%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9843	98.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	99.65%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.34%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.04%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.74%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.54%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.06%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.80%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	91.59%	98.59%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.17%	85.31%
CHEMBL1937	Q92769	Histone deacetylase 2	91.15%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.49%	85.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.73%	89.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.38%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.31%	96.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.93%	92.88%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.80%	98.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.62%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.50%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.40%	100.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	87.96%	94.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.73%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.75%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.75%	97.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.27%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.18%	91.24%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.08%	95.58%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.43%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.05%	97.36%
CHEMBL333	P08253	Matrix metalloproteinase-2	83.28%	96.31%
CHEMBL4073	P09237	Matrix metalloproteinase 7	82.38%	97.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.36%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.74%	95.56%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.62%	92.78%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.20%	89.44%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.79%	90.71%
CHEMBL5028	O14672	ADAM10	80.45%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.14%	94.00%

Plants that contains it

• Ruscus colchicus

Cross-Links

• PubChem: 162999546
• LOTUS: LTS0261542
• wikiData: Q105240994