7-(Furan-3-yl)-9-methyl-3-methylidene-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadeca-4,13-dien-15-one

Details

• Internal ID: 505c65d3-be5f-4cc3-95ad-8c1c84308e72
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 7-(furan-3-yl)-9-methyl-3-methylidene-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadeca-4,13-dien-15-one
• SMILES (Canonical): CC12CC(OC=C1C(=C)CC34C2CCC=C3C(=O)OC4)C5=COC=C5
• SMILES (Isomeric): CC12CC(OC=C1C(=C)CC34C2CCC=C3C(=O)OC4)C5=COC=C5
• InChI: InChI=1S/C21H22O4/c1-13-8-21-12-25-19(22)15(21)4-3-5-18(21)20(2)9-17(24-11-16(13)20)14-6-7-23-10-14/h4,6-7,10-11,17-18H,1,3,5,8-9,12H2,2H3
• InChI Key: VYARHBKVZXWZEZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 4
• 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	+	0.9960	99.60%
Caco-2	+	0.6292	62.92%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7485	74.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7803	78.03%
OATP1B3 inhibitior	+	0.9131	91.31%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7314	73.14%
P-glycoprotein inhibitior	-	0.6040	60.40%
P-glycoprotein substrate	-	0.7207	72.07%
CYP3A4 substrate	+	0.6602	66.02%
CYP2C9 substrate	-	0.7990	79.90%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	+	0.5661	56.61%
CYP2C9 inhibition	-	0.7779	77.79%
CYP2C19 inhibition	-	0.6979	69.79%
CYP2D6 inhibition	-	0.8651	86.51%
CYP1A2 inhibition	-	0.5614	56.14%
CYP2C8 inhibition	+	0.5941	59.41%
CYP inhibitory promiscuity	-	0.7207	72.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5410	54.10%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9392	93.92%
Skin irritation	-	0.6837	68.37%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8328	83.28%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8331	83.31%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.8899	88.99%
Acute Oral Toxicity (c)	III	0.4308	43.08%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	+	0.6020	60.20%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7308	73.08%
Aromatase binding	+	0.7728	77.28%
PPAR gamma	+	0.6216	62.16%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	95.31%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.62%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.96%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.77%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.98%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.78%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.22%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.76%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.65%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.46%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.47%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.36%	97.14%

Plants that contains it

• Baccharis scoparia

Cross-Links

• PubChem: 162972216
• LOTUS: LTS0275174
• wikiData: Q105298865