16alpha-Acetoxycalactin

Details

• Internal ID: 32fca9a4-c99c-45e0-95ba-16896746755c
• 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,9R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-9,10,22-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-20-yl] acetate
• SMILES (Canonical): CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)C=O)CCC6(C5(CC(C6C7=CC(=O)OC7)OC(=O)C)O)C)O)O
• 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)OC(=O)C)O)C)O)O
• InChI: InChI=1S/C31H42O11/c1-15-8-24(34)31(37)27(39-15)41-21-10-18-4-5-20-19(29(18,14-32)11-22(21)42-31)6-7-28(3)26(17-9-25(35)38-13-17)23(40-16(2)33)12-30(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: BMPDNBQADRWROC-UGLGPMQLSA-N
• Popularity: 0 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	-	0.8524	85.24%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8783	87.83%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8644	86.44%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7496	74.96%
P-glycoprotein inhibitior	+	0.6774	67.74%
P-glycoprotein substrate	+	0.7465	74.65%
CYP3A4 substrate	+	0.7397	73.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8990	89.90%
CYP3A4 inhibition	-	0.8598	85.98%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.9395	93.95%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.9063	90.63%
CYP2C8 inhibition	+	0.6793	67.93%
CYP inhibitory promiscuity	-	0.9585	95.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4953	49.53%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9369	93.69%
Skin irritation	+	0.5744	57.44%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4243	42.43%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5243	52.43%
skin sensitisation	-	0.9129	91.29%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7089	70.89%
Acute Oral Toxicity (c)	I	0.8720	87.20%
Estrogen receptor binding	+	0.7745	77.45%
Androgen receptor binding	+	0.7922	79.22%
Thyroid receptor binding	-	0.5904	59.04%
Glucocorticoid receptor binding	+	0.6753	67.53%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.5648	56.48%
Honey bee toxicity	-	0.6308	63.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	98.31%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.28%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.16%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.86%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.57%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.38%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.15%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.50%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.36%	81.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.29%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.94%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.20%	99.23%
CHEMBL4208	P20618	Proteasome component C5	86.80%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.67%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.16%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.23%	93.04%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.90%	92.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.54%	97.09%
CHEMBL5028	O14672	ADAM10	82.50%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.96%	93.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.58%	97.36%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.38%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.46%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.39%	97.28%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.22%	94.62%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.12%	94.42%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.02%	91.07%

Plants that contains it

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

Cross-Links

• PubChem: 101676752
• NPASS: NPC38889
• LOTUS: LTS0047789
• wikiData: Q104938483