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

Details

• Internal ID: 1f15e01e-6036-4fa5-b342-cc4b845e6909
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-5-hydroxy-2-[(2R,3R,4S,6R)-6-[[(3S,8S,9S,10R,13S,14S,16R,17R)-16-hydroxy-17-[(1S)-1-[(2R,3R,4S,5S,6R)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxan-3-yl] acetate
• InChI: InChI=1S/C56H92O25/c1-22(73-53-50(48(70-10)39(61)23(2)74-53)81-52-45(67)43(65)41(63)35(79-52)21-71-51-44(66)42(64)40(62)34(20-57)78-51)37-32(59)18-31-29-12-11-27-17-28(13-15-55(27,6)30(29)14-16-56(31,37)7)77-36-19-33(68-8)46(25(4)72-36)80-54-49(76-26(5)58)47(69-9)38(60)24(3)75-54/h11,22-25,28-54,57,59-67H,12-21H2,1-10H3/t22-,23+,24+,25+,28-,29+,30-,31-,32+,33-,34+,35+,36-,37-,38-,39-,40+,41+,42-,43-,44+,45+,46+,47-,48-,49+,50+,51+,52-,53+,54-,55-,56-/m0/s1
• InChI Key: JNINMHDUXJEVTJ-HGDPNNTRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₂O₂₅
• Molecular Weight: 1165.30 g/mol
• Exact Mass: 1164.59276842 g/mol
• Topological Polar Surface Area (TPSA): 349.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.96
• H-Bond Acceptor: 25
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7736	77.36%
Caco-2	-	0.8753	87.53%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7828	78.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.8316	83.16%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9655	96.55%
P-glycoprotein inhibitior	+	0.7465	74.65%
P-glycoprotein substrate	+	0.7333	73.33%
CYP3A4 substrate	+	0.7553	75.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.9614	96.14%
CYP2C9 inhibition	-	0.9306	93.06%
CYP2C19 inhibition	-	0.9251	92.51%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9253	92.53%
CYP2C8 inhibition	+	0.7288	72.88%
CYP inhibitory promiscuity	-	0.9644	96.44%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6059	60.59%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.5342	53.42%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8647	86.47%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9179	91.79%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8768	87.68%
Acute Oral Toxicity (c)	I	0.4144	41.44%
Estrogen receptor binding	+	0.8285	82.85%
Androgen receptor binding	+	0.7100	71.00%
Thyroid receptor binding	+	0.5897	58.97%
Glucocorticoid receptor binding	+	0.7996	79.96%
Aromatase binding	+	0.6823	68.23%
PPAR gamma	+	0.8394	83.94%
Honey bee toxicity	-	0.6062	60.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.8729	87.29%

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	99.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.41%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	96.46%	95.89%
CHEMBL2581	P07339	Cathepsin D	96.38%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.95%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.77%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.45%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.36%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.16%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.22%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.18%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.30%	96.00%
CHEMBL5028	O14672	ADAM10	85.58%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	85.35%	92.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.68%	94.08%
CHEMBL1937	Q92769	Histone deacetylase 2	84.41%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.33%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.85%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.40%	95.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.98%	93.04%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.90%	94.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.59%	93.56%
CHEMBL1914	P06276	Butyrylcholinesterase	82.41%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.23%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.25%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.75%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.57%	95.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.17%	100.00%

Plants that contains it

• Periploca graeca
• Periploca sepium

Cross-Links

• PubChem: 14018731
• LOTUS: LTS0213321
• wikiData: Q105131927