4,5,6-trimethoxy-2-phenyl-3,4-dihydro-2H-furo[2,3-h]chromene

Details

• Internal ID: faf56aa9-e406-49d0-9282-5973a79093ae
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
• IUPAC Name: 4,5,6-trimethoxy-2-phenyl-3,4-dihydro-2H-furo[2,3-h]chromene
• SMILES (Canonical): COC1CC(OC2=C1C(=C(C3=C2C=CO3)OC)OC)C4=CC=CC=C4
• SMILES (Isomeric): COC1CC(OC2=C1C(=C(C3=C2C=CO3)OC)OC)C4=CC=CC=C4
• InChI: InChI=1S/C20H20O5/c1-21-15-11-14(12-7-5-4-6-8-12)25-17-13-9-10-24-18(13)20(23-3)19(22-2)16(15)17/h4-10,14-15H,11H2,1-3H3
• InChI Key: OSXFHLNKPJHDAP-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): 50.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.9231	92.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6518	65.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7512	75.12%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	-	0.7969	79.69%
CYP3A4 substrate	+	0.5265	52.65%
CYP2C9 substrate	-	0.8303	83.03%
CYP2D6 substrate	+	0.4797	47.97%
CYP3A4 inhibition	-	0.5989	59.89%
CYP2C9 inhibition	-	0.8233	82.33%
CYP2C19 inhibition	+	0.7157	71.57%
CYP2D6 inhibition	-	0.7110	71.10%
CYP1A2 inhibition	+	0.7400	74.00%
CYP2C8 inhibition	+	0.6502	65.02%
CYP inhibitory promiscuity	+	0.7669	76.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4050	40.50%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9261	92.61%
Skin irritation	-	0.7790	77.90%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9134	91.34%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	+	0.5073	50.73%
skin sensitisation	-	0.8431	84.31%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7760	77.60%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	+	0.8414	84.14%
Androgen receptor binding	+	0.7355	73.55%
Thyroid receptor binding	+	0.6770	67.70%
Glucocorticoid receptor binding	+	0.6401	64.01%
Aromatase binding	-	0.5250	52.50%
PPAR gamma	-	0.4912	49.12%
Honey bee toxicity	-	0.8467	84.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8862	88.62%

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	94.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	91.53%	94.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.35%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.23%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.97%	96.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.89%	89.44%

Plants that contains it

• Lonchocarpus subglaucescens

Cross-Links

• PubChem: 163030958
• LOTUS: LTS0033135
• wikiData: Q105199368