[(2Z,4R,7R,8R,9R,11S)-2-(hydroxymethyl)-7-(methoxymethyl)-11-methyl-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl] 2-methylprop-2-enoate

Details

• Internal ID: d8456c0f-e50c-4033-af58-dd32f7c26492
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(2Z,4R,7R,8R,9R,11S)-2-(hydroxymethyl)-7-(methoxymethyl)-11-methyl-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl] 2-methylprop-2-enoate
• SMILES (Canonical): CC(=C)C(=O)OC1CC2(C(=O)C=C(O2)C(=CC3C1C(C(=O)O3)COC)CO)C
• SMILES (Isomeric): CC(=C)C(=O)O[C@@H]1C[C@]2(C(=O)C=C(O2)/C(=C\[C@@H]3[C@@H]1[C@@H](C(=O)O3)COC)/CO)C
• InChI: InChI=1S/C20H24O8/c1-10(2)18(23)27-15-7-20(3)16(22)6-13(28-20)11(8-21)5-14-17(15)12(9-25-4)19(24)26-14/h5-6,12,14-15,17,21H,1,7-9H2,2-4H3/b11-5-/t12-,14+,15+,17-,20-/m0/s1
• InChI Key: NFTKOFUBUQZORK-TUQCUMLNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₈
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.14711772 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9582	95.82%
Caco-2	+	0.6447	64.47%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6634	66.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	+	0.8809	88.09%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6277	62.77%
P-glycoprotein inhibitior	-	0.4296	42.96%
P-glycoprotein substrate	+	0.5670	56.70%
CYP3A4 substrate	+	0.6951	69.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8880	88.80%
CYP3A4 inhibition	-	0.7096	70.96%
CYP2C9 inhibition	-	0.8625	86.25%
CYP2C19 inhibition	-	0.8561	85.61%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8669	86.69%
CYP2C8 inhibition	-	0.5748	57.48%
CYP inhibitory promiscuity	-	0.9588	95.88%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.4313	43.13%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.7124	71.24%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4217	42.17%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7185	71.85%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7550	75.50%
Acute Oral Toxicity (c)	III	0.4893	48.93%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	+	0.6480	64.80%
Thyroid receptor binding	+	0.6078	60.78%
Glucocorticoid receptor binding	+	0.6803	68.03%
Aromatase binding	-	0.5128	51.28%
PPAR gamma	+	0.6074	60.74%
Honey bee toxicity	-	0.6974	69.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7848	78.48%

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	99.15%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.86%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.54%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.14%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.42%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.24%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	88.79%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	86.25%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.25%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.78%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.69%	97.09%

Plants that contains it

• Dendroviguiera eriophora

Cross-Links

• PubChem: 12040888
• LOTUS: LTS0120730
• wikiData: Q105178671