3-[3-[5-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-12,14-dihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Details

• Internal ID: c1e7610e-0a1c-436e-8c57-03ac63c599ed
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: 3-[3-[5-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-12,14-dihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CC(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)CO)O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CC(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)CO)O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)O
• InChI: InChI=1S/C41H64O20/c1-16-34(60-38-33(53)30(50)35(24(13-43)59-38)61-37-31(51)28(48)27(47)23(12-42)58-37)29(49)32(52)36(56-16)57-19-5-7-40(15-44)18(10-19)3-4-21-22(40)11-25(45)39(2)20(6-8-41(21,39)54)17-9-26(46)55-14-17/h9,16,18-25,27-38,42-45,47-54H,3-8,10-15H2,1-2H3
• InChI Key: XYZHBHABJLHONK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₂₀
• Molecular Weight: 876.90 g/mol
• Exact Mass: 876.39909443 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): -3.95
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7905	79.05%
Caco-2	-	0.8971	89.71%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8521	85.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8097	80.97%
P-glycoprotein inhibitior	+	0.7179	71.79%
P-glycoprotein substrate	+	0.7360	73.60%
CYP3A4 substrate	+	0.6961	69.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9010	90.10%
CYP3A4 inhibition	-	0.9516	95.16%
CYP2C9 inhibition	-	0.9310	93.10%
CYP2C19 inhibition	-	0.9254	92.54%
CYP2D6 inhibition	-	0.9192	91.92%
CYP1A2 inhibition	-	0.9043	90.43%
CYP2C8 inhibition	-	0.6232	62.32%
CYP inhibitory promiscuity	-	0.9136	91.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9212	92.12%
Skin irritation	-	0.6105	61.05%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.5579	55.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.8953	89.53%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9048	90.48%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7584	75.84%
Acute Oral Toxicity (c)	I	0.7772	77.72%
Estrogen receptor binding	+	0.8553	85.53%
Androgen receptor binding	+	0.8162	81.62%
Thyroid receptor binding	-	0.6484	64.84%
Glucocorticoid receptor binding	+	0.6304	63.04%
Aromatase binding	+	0.7087	70.87%
PPAR gamma	+	0.7614	76.14%
Honey bee toxicity	-	0.6358	63.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9023	90.23%

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	99.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.88%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.28%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.62%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.67%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	92.58%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.78%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.13%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.89%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.26%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.25%	97.36%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.86%	92.32%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.62%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.81%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.35%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.37%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.00%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.12%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.85%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.70%	96.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	82.56%	98.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.52%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.12%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.57%	91.24%

Plants that contains it

• Asclepias curassavica

Cross-Links

• PubChem: 162993173
• LOTUS: LTS0273481
• wikiData: Q105344755