16alpha-Hydroxyasclepin

Details

• Internal ID: f4e88dda-95d4-47a8-a5b0-2f1a6592d5e4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: [(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-10,20,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-9-yl] acetate
• SMILES (Canonical): CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)C=O)CCC6(C5(CC(C6C7=CC(=O)OC7)O)O)C)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@H]4CC[C@@H]5[C@@H]([C@]4(C[C@H]3O2)C=O)CC[C@]6([C@@]5(C[C@H]([C@@H]6C7=CC(=O)OC7)O)O)C)O)OC(=O)C
• InChI: InChI=1S/C31H42O11/c1-15-8-24(40-16(2)33)31(37)27(39-15)41-22-10-18-4-5-20-19(29(18,14-32)12-23(22)42-31)6-7-28(3)26(17-9-25(35)38-13-17)21(34)11-30(20,28)36/h9,14-15,18-24,26-27,34,36-37H,4-8,10-13H2,1-3H3/t15-,18+,19+,20-,21-,22-,23-,24+,26+,27+,28-,29-,30+,31+/m1/s1
• InChI Key: WUKLZVMMOYZVQR-MVELXVHSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₁
• Molecular Weight: 590.70 g/mol
• Exact Mass: 590.27271215 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• CHEMBL471686

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9526	95.26%
Caco-2	-	0.8405	84.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8370	83.70%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8503	85.03%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8614	86.14%
BSEP inhibitior	+	0.8558	85.58%
P-glycoprotein inhibitior	+	0.6950	69.50%
P-glycoprotein substrate	+	0.7360	73.60%
CYP3A4 substrate	+	0.7409	74.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8990	89.90%
CYP3A4 inhibition	-	0.8663	86.63%
CYP2C9 inhibition	-	0.9108	91.08%
CYP2C19 inhibition	-	0.9544	95.44%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.9373	93.73%
CYP2C8 inhibition	+	0.6456	64.56%
CYP inhibitory promiscuity	-	0.9166	91.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5225	52.25%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9309	93.09%
Skin irritation	+	0.5370	53.70%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3855	38.55%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5441	54.41%
skin sensitisation	-	0.9173	91.73%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5940	59.40%
Acute Oral Toxicity (c)	I	0.8792	87.92%
Estrogen receptor binding	+	0.7995	79.95%
Androgen receptor binding	+	0.7964	79.64%
Thyroid receptor binding	-	0.5602	56.02%
Glucocorticoid receptor binding	+	0.6714	67.14%
Aromatase binding	+	0.7201	72.01%
PPAR gamma	+	0.5679	56.79%
Honey bee toxicity	-	0.6475	64.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.83%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.87%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.20%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.72%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.09%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.37%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.31%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.67%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.57%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.48%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.44%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.65%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.50%	97.25%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.51%	81.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.27%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.02%	92.86%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.62%	91.07%
CHEMBL4208	P20618	Proteasome component C5	81.57%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.40%	92.94%
CHEMBL1871	P10275	Androgen Receptor	81.28%	96.43%
CHEMBL5028	O14672	ADAM10	81.20%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.20%	100.00%

Plants that contains it

• Anemone narcissiflora
• Asclepias curassavica
• Asclepias vestita
• Hyperbaena columbica
• Viburnum lantanoides

Cross-Links

• PubChem: 44573472
• NPASS: NPC298783
• ChEMBL: CHEMBL471686
• LOTUS: LTS0110466
• wikiData: Q105313116