(2S,3S,4R)-3,4-dimethoxy-2-phenyl-3,4-dihydro-2H-furo[2,3-h]chromene

Details

• Internal ID: 7ab082b0-b5b5-4d3f-9b86-2f9e928aa7d3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
• IUPAC Name: (2S,3S,4R)-3,4-dimethoxy-2-phenyl-3,4-dihydro-2H-furo[2,3-h]chromene
• InChI: InChI=1S/C19H18O4/c1-20-18-14-8-9-15-13(10-11-22-15)17(14)23-16(19(18)21-2)12-6-4-3-5-7-12/h3-11,16,18-19H,1-2H3/t16-,18+,19+/m0/s1
• InChI Key: LLNYPTNRKTUNSC-QXAKKESOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.12050905 g/mol
• Topological Polar Surface Area (TPSA): 40.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 4
• 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	+	0.9904	99.04%
Caco-2	+	0.8144	81.44%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7123	71.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8710	87.10%
OATP1B3 inhibitior	+	0.9813	98.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6361	63.61%
P-glycoprotein inhibitior	+	0.5912	59.12%
P-glycoprotein substrate	-	0.7768	77.68%
CYP3A4 substrate	+	0.5420	54.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3862	38.62%
CYP3A4 inhibition	+	0.8158	81.58%
CYP2C9 inhibition	+	0.7226	72.26%
CYP2C19 inhibition	+	0.9710	97.10%
CYP2D6 inhibition	+	0.6269	62.69%
CYP1A2 inhibition	+	0.9465	94.65%
CYP2C8 inhibition	+	0.6808	68.08%
CYP inhibitory promiscuity	+	0.9379	93.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.3517	35.17%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.7629	76.29%
Skin irritation	-	0.7292	72.92%
Skin corrosion	-	0.9695	96.95%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9019	90.19%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5677	56.77%
skin sensitisation	-	0.8225	82.25%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7273	72.73%
Acute Oral Toxicity (c)	III	0.5902	59.02%
Estrogen receptor binding	+	0.8878	88.78%
Androgen receptor binding	+	0.7579	75.79%
Thyroid receptor binding	+	0.5800	58.00%
Glucocorticoid receptor binding	+	0.5530	55.30%
Aromatase binding	+	0.7795	77.95%
PPAR gamma	+	0.5303	53.03%
Honey bee toxicity	-	0.7850	78.50%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8886	88.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.77%	91.49%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	93.71%	94.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.68%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.68%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.79%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.09%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	80.87%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.65%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	80.54%	91.00%

Plants that contains it

• Lonchocarpus heptaphyllus

Cross-Links

• PubChem: 163188252
• LOTUS: LTS0045606
• wikiData: Q105153598