4-(Furan-3-yl)-2,16-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-12,14-diene-6,11-dione

Details

• Internal ID: 2a3807c0-8bd4-4650-bbae-a456b0125118
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 4-(furan-3-yl)-2,16-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-12,14-diene-6,11-dione
• SMILES (Canonical): CC12CC(OC(=O)C1CC3C4(C2C=CC=C4C(=O)O3)C)C5=COC=C5
• SMILES (Isomeric): CC12CC(OC(=O)C1CC3C4(C2C=CC=C4C(=O)O3)C)C5=COC=C5
• InChI: InChI=1S/C20H20O5/c1-19-9-14(11-6-7-23-10-11)24-18(22)13(19)8-16-20(2)12(17(21)25-16)4-3-5-15(19)20/h3-7,10,13-16H,8-9H2,1-2H3
• InChI Key: XEZOJYUGDLQLHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.6412	64.12%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7333	73.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7394	73.94%
OATP1B3 inhibitior	+	0.9000	90.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5064	50.64%
P-glycoprotein inhibitior	-	0.6583	65.83%
P-glycoprotein substrate	-	0.6109	61.09%
CYP3A4 substrate	+	0.6594	65.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	+	0.7454	74.54%
CYP2C9 inhibition	-	0.7206	72.06%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9143	91.43%
CYP1A2 inhibition	-	0.7588	75.88%
CYP2C8 inhibition	-	0.5975	59.75%
CYP inhibitory promiscuity	-	0.6676	66.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4170	41.70%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9680	96.80%
Skin irritation	-	0.6263	62.63%
Skin corrosion	-	0.8771	87.71%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8872	88.72%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.7702	77.02%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7709	77.09%
Acute Oral Toxicity (c)	III	0.5013	50.13%
Estrogen receptor binding	+	0.8590	85.90%
Androgen receptor binding	+	0.6145	61.45%
Thyroid receptor binding	-	0.5449	54.49%
Glucocorticoid receptor binding	+	0.5834	58.34%
Aromatase binding	+	0.6368	63.68%
PPAR gamma	-	0.5561	55.61%
Honey bee toxicity	-	0.7972	79.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	96.12%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.63%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.51%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.03%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.30%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.51%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.15%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.06%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.85%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.97%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.95%	86.33%

Plants that contains it

• Syzygiella autumnalis

Cross-Links

• PubChem: 163047148
• LOTUS: LTS0121495
• wikiData: Q105326855