(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[[(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]-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 15f166d8-33fa-489c-b997-6afcc8ff07ab
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[[(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]-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)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)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/C44H70O18/c1-18(16-56-39-36(53)35(52)33(50)28(15-45)59-39)8-11-44(55)19(2)30-27(62-44)14-25-23-7-6-21-12-22(46)13-29(43(21,5)24(23)9-10-42(25,30)4)60-41-38(32(49)26(47)17-57-41)61-40-37(54)34(51)31(48)20(3)58-40/h6,19-20,22-41,45-55H,1,7-17H2,2-5H3/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: OJLHRIIQKALEKU-VMBATOMMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₈
• Molecular Weight: 887.00 g/mol
• Exact Mass: 886.45621538 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.30
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7345	73.45%
Caco-2	-	0.8877	88.77%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6911	69.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.8909	89.09%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8162	81.62%
P-glycoprotein inhibitior	+	0.7350	73.50%
P-glycoprotein substrate	+	0.6896	68.96%
CYP3A4 substrate	+	0.7566	75.66%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9006	90.06%
CYP2C9 inhibition	-	0.9010	90.10%
CYP2C19 inhibition	-	0.9027	90.27%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.8983	89.83%
CYP2C8 inhibition	+	0.7966	79.66%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9102	91.02%
Skin irritation	+	0.5100	51.00%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7124	71.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8111	81.11%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9094	90.94%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9056	90.56%
Acute Oral Toxicity (c)	I	0.5214	52.14%
Estrogen receptor binding	+	0.8225	82.25%
Androgen receptor binding	+	0.7126	71.26%
Thyroid receptor binding	-	0.5625	56.25%
Glucocorticoid receptor binding	+	0.6540	65.40%
Aromatase binding	+	0.6796	67.96%
PPAR gamma	+	0.7615	76.15%
Honey bee toxicity	-	0.5844	58.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9570	95.70%

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	98.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.54%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.81%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.06%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.71%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.56%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.69%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.02%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.70%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.70%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.99%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.71%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.69%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.85%	92.88%
CHEMBL2581	P07339	Cathepsin D	84.33%	98.95%
CHEMBL1871	P10275	Androgen Receptor	83.79%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.58%	94.45%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.97%	95.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.36%	98.46%
CHEMBL5255	O00206	Toll-like receptor 4	81.80%	92.50%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.37%	94.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.29%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.02%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.96%	91.24%
CHEMBL5028	O14672	ADAM10	80.56%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.47%	89.05%

Plants that contains it

• Ruscus aculeatus
• Ruscus colchicus

Cross-Links

• PubChem: 163021501
• LOTUS: LTS0068246
• wikiData: Q105193144