[(2R,3S,4R,5S,6S)-2-[[(3S,5R,10R,13R)-10-formyl-14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-5-hydroxy-4-methoxy-6-methyloxan-3-yl] acetate

Details

• Internal ID: ac7d994f-fd6b-4b91-80a5-2e914e55c2ca
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: [(2R,3S,4R,5S,6S)-2-[[(3S,5R,10R,13R)-10-formyl-14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-5-hydroxy-4-methoxy-6-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C=O)OC(=O)C)OC)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CCC4C3CC[C@]5(C4(CCC5C6=CC(=O)OC6)O)C)C=O)OC(=O)C)OC)O
• InChI: InChI=1S/C32H46O10/c1-17-26(36)27(38-4)28(41-18(2)34)29(40-17)42-21-7-11-31(16-33)20(14-21)5-6-24-23(31)8-10-30(3)22(9-12-32(24,30)37)19-13-25(35)39-15-19/h13,16-17,20-24,26-29,36-37H,5-12,14-15H2,1-4H3/t17-,20+,21-,22?,23?,24?,26-,27+,28-,29-,30+,31+,32?/m0/s1
• InChI Key: UIOPCIPXZFHRFW-GBKSPOHZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₁₀
• Molecular Weight: 590.70 g/mol
• Exact Mass: 590.30909766 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	-	0.8436	84.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8454	84.54%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9726	97.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8364	83.64%
BSEP inhibitior	+	0.8731	87.31%
P-glycoprotein inhibitior	+	0.7346	73.46%
P-glycoprotein substrate	+	0.7402	74.02%
CYP3A4 substrate	+	0.7239	72.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9022	90.22%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9043	90.43%
CYP2C19 inhibition	-	0.9471	94.71%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.9087	90.87%
CYP2C8 inhibition	+	0.5288	52.88%
CYP inhibitory promiscuity	-	0.9394	93.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4628	46.28%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9389	93.89%
Skin irritation	+	0.4943	49.43%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7191	71.91%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7051	70.51%
skin sensitisation	-	0.9150	91.50%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5568	55.68%
Acute Oral Toxicity (c)	I	0.8422	84.22%
Estrogen receptor binding	+	0.7815	78.15%
Androgen receptor binding	+	0.8079	80.79%
Thyroid receptor binding	-	0.5816	58.16%
Glucocorticoid receptor binding	+	0.7533	75.33%
Aromatase binding	+	0.6570	65.70%
PPAR gamma	+	0.6137	61.37%
Honey bee toxicity	-	0.6595	65.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9692	96.92%

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	98.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.33%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.21%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.98%	85.14%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.48%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.94%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.64%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.93%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	91.89%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.22%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.69%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.36%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.44%	95.89%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.72%	91.38%
CHEMBL4208	P20618	Proteasome component C5	86.32%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.22%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.02%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.01%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.85%	94.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.19%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.15%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	81.63%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.00%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.14%	92.62%

Plants that contains it

• Liriodendron tulipifera

Cross-Links

• PubChem: 11968836
• NPASS: NPC98996