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

Details

• Internal ID: 658e2824-0d9b-44a6-8a02-7514f4ff7a52
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
• IUPAC Name: (2S,3R)-3,5,6-trimethoxy-2-phenyl-2,3-dihydrofuro[2,3-h]chromen-4-one
• SMILES (Canonical): COC1C(OC2=C(C1=O)C(=C(C3=C2C=CO3)OC)OC)C4=CC=CC=C4
• SMILES (Isomeric): CO[C@@H]1[C@@H](OC2=C(C1=O)C(=C(C3=C2C=CO3)OC)OC)C4=CC=CC=C4
• InChI: InChI=1S/C20H18O6/c1-22-18-13-14(21)19(23-2)15(11-7-5-4-6-8-11)26-16(13)12-9-10-25-17(12)20(18)24-3/h4-10,15,19H,1-3H3/t15-,19-/m0/s1
• InChI Key: RQFGLCAICBCPKW-KXBFYZLASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 67.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 6
• 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	+	0.9925	99.25%
Caco-2	+	0.8520	85.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7702	77.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.9776	97.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7302	73.02%
P-glycoprotein inhibitior	+	0.9029	90.29%
P-glycoprotein substrate	-	0.9051	90.51%
CYP3A4 substrate	+	0.5228	52.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7796	77.96%
CYP3A4 inhibition	+	0.8093	80.93%
CYP2C9 inhibition	-	0.6172	61.72%
CYP2C19 inhibition	+	0.9351	93.51%
CYP2D6 inhibition	-	0.6757	67.57%
CYP1A2 inhibition	+	0.9233	92.33%
CYP2C8 inhibition	+	0.4672	46.72%
CYP inhibitory promiscuity	+	0.8904	89.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.3568	35.68%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.7726	77.26%
Skin corrosion	-	0.9797	97.97%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8648	86.48%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6823	68.23%
skin sensitisation	-	0.8748	87.48%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4706	47.06%
Acute Oral Toxicity (c)	II	0.5984	59.84%
Estrogen receptor binding	+	0.8859	88.59%
Androgen receptor binding	+	0.6952	69.52%
Thyroid receptor binding	+	0.6049	60.49%
Glucocorticoid receptor binding	+	0.7659	76.59%
Aromatase binding	+	0.5321	53.21%
PPAR gamma	+	0.5841	58.41%
Honey bee toxicity	-	0.8609	86.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9248	92.48%

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	96.00%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	95.01%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.44%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.88%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.31%	98.95%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	87.30%	94.03%
CHEMBL1951	P21397	Monoamine oxidase A	85.90%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.42%	94.00%
CHEMBL2535	P11166	Glucose transporter	80.53%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.33%	96.00%

Plants that contains it

• Lonchocarpus subglaucescens

Cross-Links

• PubChem: 162895779
• LOTUS: LTS0271445
• wikiData: Q105243303