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

Details

• Internal ID: c6dbec83-a81f-4192-9f14-9700dd2b9669
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[[(1R,3R,8S,9S,10R,13S,14S,16S,17R)-1-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC(CC3=CCC4C(C23C)CCC5(C4CC(C5C(C)C(CCC(C)C)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)O)O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2C[C@@H](CC3=CC[C@@H]4[C@@H]([C@@]23C)CC[C@]5([C@H]4C[C@@H]([C@@H]5[C@H](C)[C@H](CCC(C)C)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)C)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C45H76O18/c1-18(2)7-10-26(49)19(3)31-27(59-42-37(55)34(52)32(50)28(16-46)60-42)15-25-23-9-8-21-13-22(48)14-30(45(21,6)24(23)11-12-44(25,31)5)62-41-39(57)36(54)40(20(4)58-41)63-43-38(56)35(53)33(51)29(17-47)61-43/h8,18-20,22-43,46-57H,7,9-17H2,1-6H3/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+,45+/m1/s1
• InChI Key: RPMXUCNWRIVIFQ-VKLCUABZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₁₈
• Molecular Weight: 905.10 g/mol
• Exact Mass: 904.50316557 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• 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	-	0.8875	88.75%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8090	80.90%
P-glycoprotein inhibitior	+	0.7286	72.86%
P-glycoprotein substrate	+	0.6349	63.49%
CYP3A4 substrate	+	0.7365	73.65%
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	+	0.6909	69.09%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.8307	83.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7760	77.60%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6228	62.28%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9371	93.71%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.8361	83.61%
Androgen receptor binding	+	0.7347	73.47%
Thyroid receptor binding	-	0.5602	56.02%
Glucocorticoid receptor binding	-	0.4878	48.78%
Aromatase binding	+	0.6713	67.13%
PPAR gamma	+	0.7539	75.39%
Honey bee toxicity	-	0.6404	64.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL226	P30542	Adenosine A1 receptor	98.89%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.10%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.42%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.63%	95.89%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.80%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.40%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.23%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.12%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.93%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.22%	95.58%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.18%	85.14%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.10%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.18%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.76%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	85.12%	90.17%
CHEMBL4073	P09237	Matrix metalloproteinase 7	84.23%	97.56%
CHEMBL237	P41145	Kappa opioid receptor	84.00%	98.10%
CHEMBL3401	O75469	Pregnane X receptor	84.00%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.07%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.13%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.09%	97.79%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.76%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.68%	89.67%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.06%	97.36%

Plants that contains it

• Allium obliquum

Cross-Links

• PubChem: 162925681
• LOTUS: LTS0236579
• wikiData: Q105242808