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

Details

• Internal ID: 7c84fa40-e671-4f69-90bc-04639ad5d2ae
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(1R,3R,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC(C3(C4CCC5(C(C4CC=C3C2)CC(C5C(C)C(CCC(C)C)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)OC7C(C(C(C(O7)C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]([C@@]3([C@H]4CC[C@]5([C@H]([C@@H]4CC=C3C2)C[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)C)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O)O
• InChI: InChI=1S/C45H76O17/c1-18(2)8-11-27(47)19(3)31-28(60-43-40(56)37(53)34(50)29(17-46)61-43)16-26-24-10-9-22-14-23(59-41-38(54)35(51)32(48)20(4)57-41)15-30(45(22,7)25(24)12-13-44(26,31)6)62-42-39(55)36(52)33(49)21(5)58-42/h9,18-21,23-43,46-56H,8,10-17H2,1-7H3/t19-,20+,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: JLWOFVZAHKQROF-NCZKWWBUSA-N
• Popularity: 1 reference 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: 0.90
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8256	82.56%
Caco-2	-	0.8772	87.72%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7773	77.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	-	0.2330	23.30%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5563	55.63%
P-glycoprotein inhibitior	+	0.7314	73.14%
P-glycoprotein substrate	+	0.6092	60.92%
CYP3A4 substrate	+	0.7315	73.15%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9133	91.33%
CYP2C9 inhibition	-	0.8534	85.34%
CYP2C19 inhibition	-	0.9260	92.60%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	+	0.6867	68.67%
CYP inhibitory promiscuity	-	0.9163	91.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6139	61.39%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.8407	84.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7518	75.18%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9037	90.37%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9496	94.96%
Acute Oral Toxicity (c)	III	0.5437	54.37%
Estrogen receptor binding	+	0.7633	76.33%
Androgen receptor binding	+	0.7167	71.67%
Thyroid receptor binding	-	0.5624	56.24%
Glucocorticoid receptor binding	-	0.5106	51.06%
Aromatase binding	+	0.6366	63.66%
PPAR gamma	+	0.7126	71.26%
Honey bee toxicity	-	0.6780	67.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9410	94.10%

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	98.93%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.79%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.15%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.91%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.51%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.14%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.99%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.00%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.80%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.46%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.05%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.70%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.04%	98.05%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.98%	90.08%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.95%	100.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.21%	97.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.10%	97.36%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.57%	89.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.34%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.13%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.98%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	81.42%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	80.76%	94.73%
CHEMBL237	P41145	Kappa opioid receptor	80.17%	98.10%
CHEMBL221	P23219	Cyclooxygenase-1	80.15%	90.17%

Plants that contains it

• Allium macleanii

Cross-Links

• PubChem: 162949198
• LOTUS: LTS0003597
• wikiData: Q105131166