(3,6,12,13,15-Pentaacetyloxy-4-hydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.02,6]nonadec-9-en-14-yl) 2-methylpropanoate

Details

• Internal ID: dd6e3369-7488-486a-9d96-52e77205c2d8
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (3,6,12,13,15-pentaacetyloxy-4-hydroxy-4,8,11,11-tetramethyl-7,18-dioxo-19-oxatricyclo[13.4.0.02,6]nonadec-9-en-14-yl) 2-methylpropanoate
• SMILES (Canonical): CC1C=CC(C(C(C(C2(CCC(=O)OC2C3C(C(CC3(C1=O)OC(=O)C)(C)O)OC(=O)C)OC(=O)C)OC(=O)C(C)C)OC(=O)C)OC(=O)C)(C)C
• SMILES (Isomeric): CC1C=CC(C(C(C(C2(CCC(=O)OC2C3C(C(CC3(C1=O)OC(=O)C)(C)O)OC(=O)C)OC(=O)C)OC(=O)C(C)C)OC(=O)C)OC(=O)C)(C)C
• InChI: InChI=1S/C36H50O16/c1-17(2)32(44)50-31-26(46-19(4)37)30(48-21(6)39)33(9,10)14-12-18(3)27(43)36(52-23(8)41)16-34(11,45)28(47-20(5)38)25(36)29-35(31,51-22(7)40)15-13-24(42)49-29/h12,14,17-18,25-26,28-31,45H,13,15-16H2,1-11H3
• InChI Key: GIBBWGWWCYZCHW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₀O₁₆
• Molecular Weight: 738.80 g/mol
• Exact Mass: 738.30988550 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 16
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9436	94.36%
Caco-2	-	0.8139	81.39%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6592	65.92%
OATP2B1 inhibitior	-	0.7156	71.56%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9864	98.64%
P-glycoprotein inhibitior	+	0.8836	88.36%
P-glycoprotein substrate	+	0.5161	51.61%
CYP3A4 substrate	+	0.6938	69.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.6761	67.61%
CYP2C9 inhibition	-	0.9356	93.56%
CYP2C19 inhibition	-	0.9332	93.32%
CYP2D6 inhibition	-	0.9560	95.60%
CYP1A2 inhibition	-	0.8744	87.44%
CYP2C8 inhibition	+	0.5236	52.36%
CYP inhibitory promiscuity	-	0.9828	98.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5597	55.97%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.5360	53.60%
Skin corrosion	-	0.7744	77.44%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4687	46.87%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5554	55.54%
skin sensitisation	-	0.7416	74.16%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4911	49.11%
Acute Oral Toxicity (c)	III	0.5443	54.43%
Estrogen receptor binding	+	0.7712	77.12%
Androgen receptor binding	+	0.7388	73.88%
Thyroid receptor binding	+	0.5748	57.48%
Glucocorticoid receptor binding	+	0.7750	77.50%
Aromatase binding	+	0.6691	66.91%
PPAR gamma	+	0.7528	75.28%
Honey bee toxicity	-	0.6857	68.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5163	51.63%
Fish aquatic toxicity	+	0.6876	68.76%

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	96.45%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	91.56%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.62%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.94%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.71%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.27%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.14%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.85%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.27%	94.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.53%	95.71%
CHEMBL2581	P07339	Cathepsin D	84.58%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.88%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.69%	92.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.05%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.50%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.44%	99.23%
CHEMBL5028	O14672	ADAM10	80.48%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.14%	97.09%

Plants that contains it

• Euphorbia dendroides

Cross-Links

• PubChem: 77912034
• LOTUS: LTS0075638
• wikiData: Q105008837