(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,6S)-6-[(2R,3R,4R,6S)-6-[(2R,3R,4R,6S)-6-[(1S)-1-[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-5-[(2S,4R,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: e255e918-4ae6-490f-86a0-47f8e27fd89c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,6S)-6-[(2R,3R,4R,6S)-6-[(2R,3R,4R,6S)-6-[(1S)-1-[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-5-[(2S,4R,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C62H104O24/c1-28-48(64)39(70-9)23-45(75-28)85-56-32(5)79-59(52(68)57(56)74-13)81-35-16-19-60(7)34(22-35)14-15-36-37(60)17-20-61(8)38(36)18-21-62(61,69)33(6)80-44-24-40(71-10)53(29(2)76-44)83-46-25-41(72-11)54(30(3)77-46)84-47-26-42(73-12)55(31(4)78-47)86-58-51(67)50(66)49(65)43(27-63)82-58/h14-15,28-59,63-69H,16-27H2,1-13H3/t28-,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-,57+,58-,59-,60-,61-,62-/m0/s1
• InChI Key: MSIYCQVVXKEXAJ-IEXCRKGESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₁₀₄O₂₄
• Molecular Weight: 1233.50 g/mol
• Exact Mass: 1232.69175418 g/mol
• Topological Polar Surface Area (TPSA): 299.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 24
• H-Bond Donor: 7
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5820	58.20%
Caco-2	-	0.8688	86.88%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6171	61.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8358	83.58%
OATP1B3 inhibitior	+	0.8872	88.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9479	94.79%
P-glycoprotein inhibitior	+	0.7459	74.59%
P-glycoprotein substrate	+	0.6609	66.09%
CYP3A4 substrate	+	0.7372	73.72%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8461	84.61%
CYP3A4 inhibition	-	0.9442	94.42%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.9212	92.12%
CYP2D6 inhibition	-	0.9571	95.71%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.6303	63.03%
CYP inhibitory promiscuity	-	0.9550	95.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6778	67.78%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.6136	61.36%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8145	81.45%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7113	71.13%
skin sensitisation	-	0.9307	93.07%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9767	97.67%
Acute Oral Toxicity (c)	I	0.5826	58.26%
Estrogen receptor binding	+	0.8114	81.14%
Androgen receptor binding	+	0.7521	75.21%
Thyroid receptor binding	+	0.6445	64.45%
Glucocorticoid receptor binding	+	0.7786	77.86%
Aromatase binding	+	0.6507	65.07%
PPAR gamma	+	0.8264	82.64%
Honey bee toxicity	-	0.6292	62.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7856	78.56%

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	99.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.55%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.65%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.11%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.79%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.82%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.18%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	88.16%	95.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.77%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.55%	94.45%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.91%	94.23%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.58%	94.97%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.21%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.74%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.34%	85.14%
CHEMBL2581	P07339	Cathepsin D	83.70%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.36%	86.33%
CHEMBL4072	P07858	Cathepsin B	82.80%	93.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.71%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.63%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.47%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.06%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.90%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.70%	97.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.55%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.41%	92.94%

Plants that contains it

• Trachelospermum asiaticum

Cross-Links

• PubChem: 162938622
• LOTUS: LTS0064690
• wikiData: Q105171197