[(1S,3R,8S,9S,10R,11S,13R)-11-acetyloxy-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl] 2-methylpropanoate

Details

• Internal ID: 4e90a07c-d663-4268-94d9-029744251728
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1S,3R,8S,9S,10R,11S,13R)-11-acetyloxy-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl] 2-methylpropanoate
• InChI: InChI=1S/C21H28O8/c1-9(2)17(23)27-16-15-10(3)18(24)29-21(15,25)8-20-14(28-20)7-13(26-12(5)22)11(4)19(16,20)6/h9,11,13-14,16,25H,7-8H2,1-6H3/t11-,13-,14+,16+,19-,20+,21+/m0/s1
• InChI Key: ARUFRASKALWZFE-XYZPGSSUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₈
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.17841785 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.5574	55.74%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7603	76.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.8851	88.51%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6031	60.31%
P-glycoprotein inhibitior	-	0.5108	51.08%
P-glycoprotein substrate	-	0.5714	57.14%
CYP3A4 substrate	+	0.6671	66.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.6004	60.04%
CYP2C9 inhibition	-	0.8124	81.24%
CYP2C19 inhibition	-	0.8707	87.07%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.8334	83.34%
CYP2C8 inhibition	-	0.7166	71.66%
CYP inhibitory promiscuity	-	0.9096	90.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4404	44.04%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.5862	58.62%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4860	48.60%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5326	53.26%
skin sensitisation	-	0.7117	71.17%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.7609	76.09%
Acute Oral Toxicity (c)	I	0.3568	35.68%
Estrogen receptor binding	+	0.8631	86.31%
Androgen receptor binding	+	0.6786	67.86%
Thyroid receptor binding	+	0.6417	64.17%
Glucocorticoid receptor binding	+	0.7698	76.98%
Aromatase binding	+	0.6792	67.92%
PPAR gamma	+	0.7390	73.90%
Honey bee toxicity	-	0.6454	64.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	97.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.27%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	90.92%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	90.48%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.74%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	88.91%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.12%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.76%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.33%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.38%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.19%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.11%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.99%	97.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.89%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	83.72%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.47%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.25%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.51%	91.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.38%	90.08%
CHEMBL1937	Q92769	Histone deacetylase 2	80.96%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.76%	91.07%

Plants that contains it

• Senecio praecox

Cross-Links

• PubChem: 44138804
• LOTUS: LTS0258632
• wikiData: Q104917576