(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1R,2R,4S,8R,9R,12S,13R,16S)-2-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-16-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 1a9323c9-0386-49f9-8a4c-b319cbc3e6f9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1R,2R,4S,8R,9R,12S,13R,16S)-2-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-16-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C51H82O23/c1-20(19-66-45-40(62)38(60)34(56)29(16-52)70-45)6-9-27-21(2)32-28(69-27)15-51(65)26-8-7-23-14-24(10-12-49(23,4)25(26)11-13-50(32,51)5)68-48-44(74-46-41(63)37(59)33(55)22(3)67-46)43(36(58)31(18-54)72-48)73-47-42(64)39(61)35(57)30(17-53)71-47/h7,20,22,24-26,28-48,52-65H,6,8-19H2,1-5H3/t20-,22+,24+,25+,26-,28+,29-,30-,31-,32+,33+,34-,35-,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,46+,47+,48-,49+,50-,51-/m1/s1
• InChI Key: YRYAOGRCHYGAFL-DZXFAPMDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₃
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.52468886 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.94
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8830	88.30%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8518	85.18%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8335	83.35%
P-glycoprotein inhibitior	+	0.7406	74.06%
P-glycoprotein substrate	+	0.7010	70.10%
CYP3A4 substrate	+	0.7389	73.89%
CYP2C9 substrate	-	0.7899	78.99%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7501	75.01%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9042	90.42%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8061	80.61%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9117	91.17%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8404	84.04%
Androgen receptor binding	+	0.7604	76.04%
Thyroid receptor binding	+	0.5711	57.11%
Glucocorticoid receptor binding	+	0.6736	67.36%
Aromatase binding	+	0.6713	67.13%
PPAR gamma	+	0.7887	78.87%
Honey bee toxicity	-	0.6433	64.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	98.82%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.55%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.83%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.23%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.74%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	92.09%	94.75%
CHEMBL2996	Q05655	Protein kinase C delta	91.47%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.46%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.77%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.26%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.09%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.07%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.82%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.40%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.02%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.28%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.11%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	86.51%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.89%	95.89%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.15%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.58%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.39%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.92%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.58%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.54%	96.90%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.24%	98.46%

Plants that contains it

• Dracaena cochinchinensis

Cross-Links

• PubChem: 163084977
• LOTUS: LTS0089009
• wikiData: Q105353247