(2S,3R)-5,7-dimethoxy-2-methyl-6-prop-2-enoxy-3-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran

Details

• Internal ID: b3884e6e-d9b1-4c93-9dc4-70e4e56d9b9c
• Taxonomy: Organoheterocyclic compounds > Coumarans > 1-phenylcoumarans
• IUPAC Name: (2S,3R)-5,7-dimethoxy-2-methyl-6-prop-2-enoxy-3-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran
• InChI: InChI=1S/C23H28O7/c1-8-9-29-22-18(26-5)12-15-19(13(2)30-20(15)23(22)28-7)14-10-16(24-3)21(27-6)17(11-14)25-4/h8,10-13,19H,1,9H2,2-7H3/t13-,19+/m0/s1
• InChI Key: UDHOXNJMTJQGIO-ORAYPTAESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₇
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.18350323 g/mol
• Topological Polar Surface Area (TPSA): 64.60 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7545	75.45%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6822	68.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8083	80.83%
P-glycoprotein inhibitior	+	0.6550	65.50%
P-glycoprotein substrate	-	0.7719	77.19%
CYP3A4 substrate	+	0.5553	55.53%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	+	0.4072	40.72%
CYP3A4 inhibition	+	0.8257	82.57%
CYP2C9 inhibition	+	0.8168	81.68%
CYP2C19 inhibition	+	0.9019	90.19%
CYP2D6 inhibition	-	0.8337	83.37%
CYP1A2 inhibition	+	0.8216	82.16%
CYP2C8 inhibition	+	0.6954	69.54%
CYP inhibitory promiscuity	+	0.9765	97.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9508	95.08%
Carcinogenicity (trinary)	Non-required	0.4789	47.89%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.7095	70.95%
Skin irritation	-	0.8240	82.40%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8238	82.38%
Micronuclear	+	0.6918	69.18%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6291	62.91%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7330	73.30%
Acute Oral Toxicity (c)	III	0.4474	44.74%
Estrogen receptor binding	+	0.8053	80.53%
Androgen receptor binding	+	0.5540	55.40%
Thyroid receptor binding	+	0.8570	85.70%
Glucocorticoid receptor binding	+	0.6939	69.39%
Aromatase binding	+	0.5936	59.36%
PPAR gamma	+	0.5690	56.90%
Honey bee toxicity	-	0.6539	65.39%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.04%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.95%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.64%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.05%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.22%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.92%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.20%	95.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.20%	95.89%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.93%	97.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.79%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.17%	94.03%
CHEMBL3401	O75469	Pregnane X receptor	80.10%	94.73%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	80.00%	92.67%

Plants that contains it

• Licaria chrysophylla

Cross-Links

• PubChem: 14558398
• LOTUS: LTS0241543
• wikiData: Q105270364