(2S)-5,6-dimethoxy-2-phenyl-2,3-dihydrofuro[2,3-h]chromen-4-one

Details

• Internal ID: 78b6197e-be55-415c-9b4e-531f662a10fd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
• IUPAC Name: (2S)-5,6-dimethoxy-2-phenyl-2,3-dihydrofuro[2,3-h]chromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C=CO2)C3=C1C(=O)CC(O3)C4=CC=CC=C4)OC
• SMILES (Isomeric): COC1=C(C2=C(C=CO2)C3=C1C(=O)C[C@H](O3)C4=CC=CC=C4)OC
• InChI: InChI=1S/C19H16O5/c1-21-18-15-13(20)10-14(11-6-4-3-5-7-11)24-16(15)12-8-9-23-17(12)19(18)22-2/h3-9,14H,10H2,1-2H3/t14-/m0/s1
• InChI Key: ZSJQUFKCLXPUKH-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₅
• Molecular Weight: 324.30 g/mol
• Exact Mass: 324.09977361 g/mol
• Topological Polar Surface Area (TPSA): 57.90 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.7872	78.72%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7880	78.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9260	92.60%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6306	63.06%
P-glycoprotein inhibitior	+	0.7683	76.83%
P-glycoprotein substrate	-	0.8948	89.48%
CYP3A4 substrate	+	0.5320	53.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6898	68.98%
CYP3A4 inhibition	+	0.8480	84.80%
CYP2C9 inhibition	+	0.6552	65.52%
CYP2C19 inhibition	+	0.9629	96.29%
CYP2D6 inhibition	-	0.5471	54.71%
CYP1A2 inhibition	+	0.8812	88.12%
CYP2C8 inhibition	+	0.4859	48.59%
CYP inhibitory promiscuity	+	0.8599	85.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.3941	39.41%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9069	90.69%
Skin irritation	-	0.7566	75.66%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8643	86.43%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.6198	61.98%
skin sensitisation	-	0.8033	80.33%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4776	47.76%
Acute Oral Toxicity (c)	III	0.6240	62.40%
Estrogen receptor binding	+	0.8671	86.71%
Androgen receptor binding	+	0.6327	63.27%
Thyroid receptor binding	-	0.5141	51.41%
Glucocorticoid receptor binding	+	0.6643	66.43%
Aromatase binding	-	0.6562	65.62%
PPAR gamma	+	0.6078	60.78%
Honey bee toxicity	-	0.8526	85.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8527	85.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.47%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.04%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.62%	85.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.49%	94.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.28%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.10%	97.09%
CHEMBL2535	P11166	Glucose transporter	82.56%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.03%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.50%	94.00%

Plants that contains it

• Lonchocarpus subglaucescens

Cross-Links

• PubChem: 101995342
• LOTUS: LTS0100295
• wikiData: Q105382553