[(4S,11S)-2-hydroxy-5,5-dimethyl-17-methylidene-10,16-dioxo-15-oxatetracyclo[11.2.2.01,14.04,9]heptadecan-11-yl] acetate

Details

• Internal ID: f5f8f394-e8c7-4936-9431-961e3db21920
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha-acyloxy carbonyl compounds > Alpha-acyloxy ketones
• IUPAC Name: [(4S,11S)-2-hydroxy-5,5-dimethyl-17-methylidene-10,16-dioxo-15-oxatetracyclo[11.2.2.01,14.04,9]heptadecan-11-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C3C(O3)(C(CC4C(C1=O)CCCC4(C)C)O)C(=O)C2=C
• SMILES (Isomeric): CC(=O)O[C@H]1CC2C3C(O3)(C(C[C@H]4C(C1=O)CCCC4(C)C)O)C(=O)C2=C
• InChI: InChI=1S/C21H28O6/c1-10-13-8-15(26-11(2)22)17(24)12-6-5-7-20(3,4)14(12)9-16(23)21(18(10)25)19(13)27-21/h12-16,19,23H,1,5-9H2,2-4H3/t12?,13?,14-,15-,16?,19?,21?/m0/s1
• InChI Key: OVKFHZUBRMTAIL-HJLYJKGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.18858861 g/mol
• Topological Polar Surface Area (TPSA): 93.20 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	-	0.5590	55.90%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6981	69.81%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8382	83.82%
OATP1B3 inhibitior	+	0.8842	88.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7827	78.27%
P-glycoprotein inhibitior	-	0.6432	64.32%
P-glycoprotein substrate	-	0.7246	72.46%
CYP3A4 substrate	+	0.6936	69.36%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.5095	50.95%
CYP2C9 inhibition	-	0.8124	81.24%
CYP2C19 inhibition	-	0.8419	84.19%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.7047	70.47%
CYP2C8 inhibition	+	0.6067	60.67%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6688	66.88%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9012	90.12%
Skin irritation	+	0.5318	53.18%
Skin corrosion	-	0.9105	91.05%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7123	71.23%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5786	57.86%
skin sensitisation	-	0.7348	73.48%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7487	74.87%
Acute Oral Toxicity (c)	I	0.3698	36.98%
Estrogen receptor binding	+	0.7739	77.39%
Androgen receptor binding	+	0.6983	69.83%
Thyroid receptor binding	-	0.5477	54.77%
Glucocorticoid receptor binding	+	0.7593	75.93%
Aromatase binding	+	0.5930	59.30%
PPAR gamma	+	0.5974	59.74%
Honey bee toxicity	-	0.7250	72.50%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.90%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.36%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.10%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.95%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.69%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	88.52%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.13%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.93%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.68%	91.24%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL1871	P10275	Androgen Receptor	86.45%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.64%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.16%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	85.12%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.37%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.31%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.30%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.70%	99.23%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.89%	91.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.80%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.79%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.64%	95.89%

Plants that contains it

• Croton kongensis

Cross-Links

• PubChem: 146027252
• LOTUS: LTS0019331
• wikiData: Q105200774