[(3S,4R,5R,6S)-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-6,16-dihydroxy-7,9,13-trimethyl-6-[3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]-4-hydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] hydrogen sulfate

Details

• Internal ID: 84e445b1-c318-4004-81fe-650aefacea22
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(3S,4R,5R,6S)-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-6,16-dihydroxy-7,9,13-trimethyl-6-[3-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]but-3-enyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-14-yl]oxy]-4-hydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] hydrogen sulfate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)OS(=O)(=O)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)OC1(CCC(=C)COC8C(C(C(C(O8)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)OS(=O)(=O)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)C)C)O[C@@]1(CCC(=C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
• InChI: InChI=1S/C44H70O21S/c1-18(16-58-39-36(52)35(51)32(48)27(15-45)61-39)8-11-44(54)19(2)30-26(64-44)14-25-23-7-6-21-12-22(46)13-29(43(21,5)24(23)9-10-42(25,30)4)62-41-38(33(49)28(17-59-41)65-66(55,56)57)63-40-37(53)34(50)31(47)20(3)60-40/h6,19-20,22-41,45-54H,1,7-17H2,2-5H3,(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+/m0/s1
• InChI Key: CYTFTBNNKVISTL-FLRFSKAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₂₁S
• Molecular Weight: 967.10 g/mol
• Exact Mass: 966.41303041 g/mol
• Topological Polar Surface Area (TPSA): 339.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.47
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7942	79.42%
Caco-2	-	0.8800	88.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4567	45.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8383	83.83%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7021	70.21%
BSEP inhibitior	+	0.9167	91.67%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.7255	72.55%
CYP3A4 substrate	+	0.7600	76.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.8005	80.05%
CYP2C9 inhibition	-	0.7542	75.42%
CYP2C19 inhibition	-	0.7109	71.09%
CYP2D6 inhibition	-	0.8693	86.93%
CYP1A2 inhibition	-	0.7359	73.59%
CYP2C8 inhibition	+	0.8015	80.15%
CYP inhibitory promiscuity	-	0.8899	88.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.5345	53.45%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.7373	73.73%
Skin corrosion	-	0.9101	91.01%
Ames mutagenesis	-	0.6924	69.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7910	79.10%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8437	84.37%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8878	88.78%
Acute Oral Toxicity (c)	III	0.5743	57.43%
Estrogen receptor binding	+	0.8235	82.35%
Androgen receptor binding	+	0.7237	72.37%
Thyroid receptor binding	-	0.5054	50.54%
Glucocorticoid receptor binding	+	0.7135	71.35%
Aromatase binding	+	0.6445	64.45%
PPAR gamma	+	0.7864	78.64%
Honey bee toxicity	-	0.5710	57.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9904	99.04%

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	96.73%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.50%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.46%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.50%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.12%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.89%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.29%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.05%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.63%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	89.53%	92.50%
CHEMBL221	P23219	Cyclooxygenase-1	89.36%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.02%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.64%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.22%	94.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	88.21%	98.46%
CHEMBL1871	P10275	Androgen Receptor	87.29%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.13%	94.45%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	83.40%	95.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.18%	94.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.92%	96.90%
CHEMBL4581	P52732	Kinesin-like protein 1	81.88%	93.18%
CHEMBL5028	O14672	ADAM10	81.83%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.68%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	81.40%	94.75%
CHEMBL220	P22303	Acetylcholinesterase	80.30%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.25%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.21%	97.33%

Plants that contains it

• Ruscus colchicus

Cross-Links

• PubChem: 162906038
• LOTUS: LTS0130924
• wikiData: Q104972552