3-[6-[(4,6-dihydroxy-2-methyloxan-3-yl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

Details

• Internal ID: f32f7edb-e538-4fd5-8817-591472fb2dec
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: 3-[6-[(4,6-dihydroxy-2-methyloxan-3-yl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC1C(C(CC(O1)O)O)OCC2C(C(C(C(O2)OC3CCC4(C5CCC6(C(CCC6(C5CCC4(C3)O)O)C7=CC(=O)OC7)C)C=O)O)O)O
• SMILES (Isomeric): CC1C(C(CC(O1)O)O)OCC2C(C(C(C(O2)OC3CCC4(C5CCC6(C(CCC6(C5CCC4(C3)O)O)C7=CC(=O)OC7)C)C=O)O)O)O
• InChI: InChI=1S/C35H52O14/c1-17-30(23(37)12-26(39)47-17)46-15-24-27(40)28(41)29(42)31(49-24)48-19-3-8-33(16-36)21-4-7-32(2)20(18-11-25(38)45-14-18)6-10-35(32,44)22(21)5-9-34(33,43)13-19/h11,16-17,19-24,26-31,37,39-44H,3-10,12-15H2,1-2H3
• InChI Key: YKGXWWGUIXUCTH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₄
• Molecular Weight: 696.80 g/mol
• Exact Mass: 696.33570633 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -0.40
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8342	83.42%
Caco-2	-	0.8866	88.66%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8685	86.85%
OATP2B1 inhibitior	-	0.8699	86.99%
OATP1B1 inhibitior	+	0.9015	90.15%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7498	74.98%
P-glycoprotein inhibitior	+	0.6776	67.76%
P-glycoprotein substrate	+	0.6976	69.76%
CYP3A4 substrate	+	0.7213	72.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.9123	91.23%
CYP2C9 inhibition	-	0.9109	91.09%
CYP2C19 inhibition	-	0.9271	92.71%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.9287	92.87%
CYP2C8 inhibition	+	0.5421	54.21%
CYP inhibitory promiscuity	-	0.9364	93.64%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5786	57.86%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9253	92.53%
Skin irritation	-	0.5408	54.08%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8309	83.09%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7177	71.77%
skin sensitisation	-	0.9189	91.89%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8728	87.28%
Acute Oral Toxicity (c)	I	0.8674	86.74%
Estrogen receptor binding	+	0.8449	84.49%
Androgen receptor binding	+	0.8026	80.26%
Thyroid receptor binding	-	0.6347	63.47%
Glucocorticoid receptor binding	+	0.6492	64.92%
Aromatase binding	+	0.6999	69.99%
PPAR gamma	+	0.6551	65.51%
Honey bee toxicity	-	0.6938	69.38%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9802	98.02%

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	98.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.67%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.17%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	96.02%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.73%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.17%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.93%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.41%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.85%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.37%	90.00%
CHEMBL5957	P21589	5'-nucleotidase	87.74%	97.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.93%	95.89%
CHEMBL1871	P10275	Androgen Receptor	86.23%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.44%	82.69%
CHEMBL5255	O00206	Toll-like receptor 4	83.96%	92.50%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.01%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.80%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.33%	97.36%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.08%	93.04%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.46%	96.00%

Plants that contains it

• Draba nemorosa

Cross-Links

• PubChem: 78168871
• LOTUS: LTS0039457
• wikiData: Q105349679