(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[(1S,2S,3'S,4S,5'R,6R,6'R,7S,8R,9S,12S,13R,16S)-3',6'-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: a913e03e-817c-4a0d-bd47-76da326709c8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[(1S,2S,3'S,4S,5'R,6R,6'R,7S,8R,9S,12S,13R,16S)-3',6'-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(CO8)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)O[C@H]1O)O
• InChI: InChI=1S/C44H70O18/c1-17-12-28(47)44(62-38(17)54)18(2)29-26(61-44)14-24-22-7-6-20-13-21(8-10-42(20,4)23(22)9-11-43(24,29)5)57-41-37(60-40-34(52)32(50)30(48)19(3)56-40)35(53)36(27(15-45)58-41)59-39-33(51)31(49)25(46)16-55-39/h6,17-19,21-41,45-54H,7-16H2,1-5H3/t17-,18+,19+,21+,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: YJEDERNKWZNDRS-YDVBGJJBSA-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): 276.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8893	88.93%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8941	89.41%
P-glycoprotein inhibitior	+	0.7249	72.49%
P-glycoprotein substrate	+	0.6435	64.35%
CYP3A4 substrate	+	0.7552	75.52%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7691	76.91%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9126	91.26%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8466	84.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.7688	76.88%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9500	95.00%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9322	93.22%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8367	83.67%
Androgen receptor binding	+	0.7358	73.58%
Thyroid receptor binding	-	0.5493	54.93%
Glucocorticoid receptor binding	-	0.4822	48.22%
Aromatase binding	+	0.6665	66.65%
PPAR gamma	+	0.7296	72.96%
Honey bee toxicity	-	0.5990	59.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	99.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.73%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.40%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.94%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	93.75%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.65%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.97%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.45%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.02%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.57%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.42%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.12%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.48%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.52%	92.94%
CHEMBL1871	P10275	Androgen Receptor	84.43%	96.43%
CHEMBL325	Q13547	Histone deacetylase 1	83.95%	95.92%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.94%	97.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.58%	94.45%
CHEMBL2581	P07339	Cathepsin D	83.56%	98.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.19%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.67%	94.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.58%	89.05%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.38%	97.36%
CHEMBL5028	O14672	ADAM10	82.03%	97.50%

Plants that contains it

• Solanum lasiocarpum

Cross-Links

• PubChem: 163085568
• LOTUS: LTS0177417
• wikiData: Q105349206