1,4-Benzodioxin-2(3H)-one, 6,8-dimethoxy-3-(1-methylethylidene)-

Details

• Internal ID: 09e71fc3-30e5-4f18-ae8c-314472513cfb
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Benzo-1,4-dioxanes
• IUPAC Name: 5,7-dimethoxy-2-propan-2-ylidene-1,4-benzodioxin-3-one
• SMILES (Canonical): CC(=C1C(=O)OC2=C(O1)C=C(C=C2OC)OC)C
• SMILES (Isomeric): CC(=C1C(=O)OC2=C(O1)C=C(C=C2OC)OC)C
• InChI: InChI=1S/C13H14O5/c1-7(2)11-13(14)18-12-9(16-4)5-8(15-3)6-10(12)17-11/h5-6H,1-4H3
• InChI Key: RUSOQDVMBDLJIA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 1,4-Benzodioxin-2(3H)-one, 6,8-dimethoxy-3-(1-methylethylidene)-
• Caleteucrin
• DTXSID10230336

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.8069	80.69%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6599	65.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9473	94.73%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6501	65.01%
P-glycoprotein inhibitior	-	0.8803	88.03%
P-glycoprotein substrate	-	0.9663	96.63%
CYP3A4 substrate	-	0.5698	56.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8530	85.30%
CYP3A4 inhibition	+	0.5936	59.36%
CYP2C9 inhibition	-	0.8241	82.41%
CYP2C19 inhibition	+	0.9071	90.71%
CYP2D6 inhibition	-	0.7637	76.37%
CYP1A2 inhibition	+	0.7512	75.12%
CYP2C8 inhibition	-	0.8337	83.37%
CYP inhibitory promiscuity	+	0.8566	85.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9718	97.18%
Carcinogenicity (trinary)	Danger	0.4752	47.52%
Eye corrosion	-	0.9698	96.98%
Eye irritation	+	0.9549	95.49%
Skin irritation	-	0.7236	72.36%
Skin corrosion	-	0.9799	97.99%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5485	54.85%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.7670	76.70%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7217	72.17%
Acute Oral Toxicity (c)	III	0.4755	47.55%
Estrogen receptor binding	+	0.7150	71.50%
Androgen receptor binding	-	0.7522	75.22%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6261	62.61%
Aromatase binding	+	0.5980	59.80%
PPAR gamma	-	0.6399	63.99%
Honey bee toxicity	-	0.8976	89.76%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.9719	97.19%

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	95.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.93%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.22%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.62%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.99%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.33%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.59%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.36%	95.50%
CHEMBL2581	P07339	Cathepsin D	84.30%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.92%	99.17%
CHEMBL2535	P11166	Glucose transporter	80.17%	98.75%

Plants that contains it

• Calea berteroana
• Calea jamaicensis
• Magnolia liliiflora
• Paeonia anomala subsp. veitchii

Cross-Links

• PubChem: 157649
• NPASS: NPC261435
• LOTUS: LTS0143419
• wikiData: Q83110834