(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-3-[(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-16-yl]oxy]oxan-4-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 7c4f12eb-edcc-448f-8fb4-da6366606803
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-3-[(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-16-yl]oxy]oxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC3CC4C5CC=C6CC(CCC6(C5CCC4(C3C(C)C(CCC(C)C)O)C)C)OC7C(C(C(C(O7)CO)O)O)O)CO)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](O[C@H]([C@@H]2O)O[C@H]3C[C@H]4[C@@H]5CC=C6C[C@H](CC[C@@]6([C@H]5CC[C@@]4([C@H]3[C@H](C)[C@H](CCC(C)C)O)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)CO)O)O)O)O
• InChI: InChI=1S/C45H76O17/c1-19(2)7-10-27(48)20(3)31-28(59-43-39(56)40(34(51)30(18-47)61-43)62-41-37(54)35(52)32(49)21(4)57-41)16-26-24-9-8-22-15-23(11-13-44(22,5)25(24)12-14-45(26,31)6)58-42-38(55)36(53)33(50)29(17-46)60-42/h8,19-21,23-43,46-56H,7,9-18H2,1-6H3/t20-,21+,23+,24-,25+,26+,27+,28+,29-,30-,31+,32+,33-,34+,35-,36+,37-,38-,39-,40+,41+,42-,43-,44+,45+/m1/s1
• InChI Key: SNGDDFVVJKDCRT-KSKJDHMGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₁₇
• Molecular Weight: 889.10 g/mol
• Exact Mass: 888.50825095 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 17
• 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	+	0.7547	75.47%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6479	64.79%
P-glycoprotein inhibitior	+	0.7269	72.69%
P-glycoprotein substrate	+	0.6449	64.49%
CYP3A4 substrate	+	0.7296	72.96%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9485	94.85%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	+	0.6942	69.42%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9122	91.22%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.9024	90.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7842	78.42%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9670	96.70%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.8114	81.14%
Androgen receptor binding	+	0.7123	71.23%
Thyroid receptor binding	-	0.5415	54.15%
Glucocorticoid receptor binding	-	0.4740	47.40%
Aromatase binding	+	0.6302	63.02%
PPAR gamma	+	0.7375	73.75%
Honey bee toxicity	-	0.6709	67.09%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9262	92.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	99.04%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.60%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.68%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.64%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.80%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.88%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.76%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.37%	89.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.42%	98.05%
CHEMBL237	P41145	Kappa opioid receptor	89.34%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.26%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.22%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.90%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.55%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.28%	97.36%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.44%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.60%	89.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.27%	97.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.26%	95.58%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.59%	94.08%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.89%	92.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.58%	97.14%

Plants that contains it

• Allium schubertii

Cross-Links

• PubChem: 101610819
• LOTUS: LTS0052540
• wikiData: Q105256406