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

Details

• Internal ID: 28afd23b-84fb-4082-aea2-c31fd8a6ea9c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: 11,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3C(CC5(C4(CCC5C6=CC(=O)OC6)O)C)O)C=O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3C(CC5(C4(CCC5C6=CC(=O)OC6)O)C)O)C=O)O)O)O
• InChI: InChI=1S/C29H42O10/c1-14-23(33)24(34)25(35)26(38-14)39-17-5-7-28(13-30)16(10-17)3-4-19-22(28)20(31)11-27(2)18(6-8-29(19,27)36)15-9-21(32)37-12-15/h9,13-14,16-20,22-26,31,33-36H,3-8,10-12H2,1-2H3
• InChI Key: BBZHGTMNZHBJKP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₁₀
• Molecular Weight: 550.60 g/mol
• Exact Mass: 550.27779753 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9049	90.49%
Caco-2	-	0.8677	86.77%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8685	86.85%
OATP2B1 inhibitior	-	0.7369	73.69%
OATP1B1 inhibitior	+	0.9362	93.62%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5325	53.25%
P-glycoprotein inhibitior	-	0.5137	51.37%
P-glycoprotein substrate	+	0.6170	61.70%
CYP3A4 substrate	+	0.7108	71.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.9010	90.10%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.9305	93.05%
CYP2C8 inhibition	+	0.4606	46.06%
CYP inhibitory promiscuity	-	0.9472	94.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5635	56.35%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9451	94.51%
Skin irritation	-	0.5151	51.51%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8182	81.82%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7339	73.39%
skin sensitisation	-	0.9064	90.64%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6174	61.74%
Acute Oral Toxicity (c)	I	0.8450	84.50%
Estrogen receptor binding	+	0.8260	82.60%
Androgen receptor binding	+	0.8165	81.65%
Thyroid receptor binding	-	0.5859	58.59%
Glucocorticoid receptor binding	+	0.6218	62.18%
Aromatase binding	+	0.6776	67.76%
PPAR gamma	+	0.5178	51.78%
Honey bee toxicity	-	0.6882	68.82%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9827	98.27%

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	98.59%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.77%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.13%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.40%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.29%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.24%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.19%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.07%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.05%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.26%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.62%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.09%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.61%	95.89%
CHEMBL3038469	P24941	CDK2/Cyclin A	89.36%	91.38%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.21%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.52%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.04%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.64%	82.69%
CHEMBL4208	P20618	Proteasome component C5	81.60%	90.00%

Plants that contains it

• Crossopetalum gaumeri

Cross-Links

• PubChem: 85149041
• LOTUS: LTS0172542
• wikiData: Q104923164