(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-[[(1R,2R,4S,6S,7S,8R,9R,12S,13R,16S)-2,6-dihydroxy-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]icos-18-en-16-yl]oxy]-5-hydroxy-6-(hydroxymethyl)-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: 41840d4b-5f18-4eef-8d52-5ca194886bb3
• 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)-2-[[(1R,2R,4S,6S,7S,8R,9R,12S,13R,16S)-2,6-dihydroxy-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]icos-18-en-16-yl]oxy]-5-hydroxy-6-(hydroxymethyl)-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/C51H84O24/c1-20(19-67-44-39(62)37(60)33(56)28(16-52)70-44)8-13-51(66)21(2)31-27(75-51)15-50(65)26-7-6-23-14-24(9-11-48(23,4)25(26)10-12-49(31,50)5)69-47-43(74-45-40(63)36(59)32(55)22(3)68-45)42(35(58)30(18-54)72-47)73-46-41(64)38(61)34(57)29(17-53)71-46/h6,20-22,24-47,52-66H,7-19H2,1-5H3/t20-,21+,22+,24+,25+,26-,27+,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: JPKJEFRQLHNUIM-AZMLTGNZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₄
• Molecular Weight: 1081.20 g/mol
• Exact Mass: 1080.53525354 g/mol
• Topological Polar Surface Area (TPSA): 387.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -3.89
• H-Bond Acceptor: 24
• H-Bond Donor: 15
• 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	-	0.8871	88.71%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8566	85.66%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8530	85.30%
P-glycoprotein inhibitior	+	0.7409	74.09%
P-glycoprotein substrate	+	0.6738	67.38%
CYP3A4 substrate	+	0.7355	73.55%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8441	84.41%
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	+	0.7087	70.87%
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	-	0.9037	90.37%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8224	82.24%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7789	77.89%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8415	84.15%
Androgen receptor binding	+	0.7438	74.38%
Thyroid receptor binding	+	0.5489	54.89%
Glucocorticoid receptor binding	+	0.6731	67.31%
Aromatase binding	+	0.6744	67.44%
PPAR gamma	+	0.8002	80.02%
Honey bee toxicity	-	0.6367	63.67%
Biodegradation	-	0.7500	75.00%
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	99.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.55%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.56%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.02%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.13%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.88%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.35%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.33%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.62%	96.61%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.36%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.76%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.90%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	88.34%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.58%	89.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.74%	92.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.72%	94.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.98%	98.05%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.18%	98.46%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.06%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.10%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.86%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.37%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.18%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.08%	92.50%

Plants that contains it

• Dracaena cochinchinensis

Cross-Links

• PubChem: 162952551
• LOTUS: LTS0038857
• wikiData: Q105132869