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

Details

• Internal ID: 11e360a2-d1da-43c8-884e-3ef9c5631fc8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4-[(2S,3S,4R,5R)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-[[(3S,8R,9S,10R,13R,14S,15S,17R)-15-hydroxy-17-[(E,2R)-1-hydroxy-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C50H82O22/c1-21(2)6-5-7-22(16-51)27-15-28(55)33-25-9-8-23-14-24(10-12-49(23,3)26(25)11-13-50(27,33)4)66-47-41(64)43(42(32(19-54)69-47)70-45-39(62)37(60)35(58)30(17-52)67-45)71-48-44(34(57)29(56)20-65-48)72-46-40(63)38(61)36(59)31(18-53)68-46/h5,7-8,21-22,24-48,51-64H,6,9-20H2,1-4H3/b7-5+/t22-,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+/m0/s1
• InChI Key: VDWREPPUHGIBMT-CAEOBFADSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₂O₂₂
• Molecular Weight: 1035.20 g/mol
• Exact Mass: 1034.52977424 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.96
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7547	75.47%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8504	85.04%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9674	96.74%
P-glycoprotein inhibitior	+	0.7309	73.09%
P-glycoprotein substrate	+	0.6495	64.95%
CYP3A4 substrate	+	0.7454	74.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.9485	94.85%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	+	0.7425	74.25%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8236	82.36%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7783	77.83%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9485	94.85%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.8618	86.18%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	-	0.5240	52.40%
Glucocorticoid receptor binding	+	0.5883	58.83%
Aromatase binding	+	0.6044	60.44%
PPAR gamma	+	0.7782	77.82%
Honey bee toxicity	-	0.5935	59.35%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9262	92.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	99.36%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.83%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.51%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.15%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.90%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.51%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	92.64%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.67%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	91.39%	98.10%
CHEMBL2581	P07339	Cathepsin D	90.70%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.44%	89.05%
CHEMBL2996	Q05655	Protein kinase C delta	90.28%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.67%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.28%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.44%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.10%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.15%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.34%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.26%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.14%	94.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.10%	91.07%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.52%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.17%	95.71%
CHEMBL325	Q13547	Histone deacetylase 1	81.89%	95.92%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.96%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.51%	95.56%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.46%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.32%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.09%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21581796
• LOTUS: LTS0046750
• wikiData: Q105284414