(2S,3S)-3-methyl-5-prop-2-enyl-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-6-ol

Details

• Internal ID: aae3eedd-b655-4501-8ba5-b1cd7811b468
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3S)-3-methyl-5-prop-2-enyl-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-6-ol
• InChI: InChI=1S/C21H24O5/c1-6-7-13-8-15-12(2)20(26-17(15)11-16(13)22)14-9-18(23-3)21(25-5)19(10-14)24-4/h6,8-12,20,22H,1,7H2,2-5H3/t12-,20-/m0/s1
• InChI Key: AEFIJALBGAGMIC-YUNKPMOVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.16237386 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.7440	74.40%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6165	61.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	+	0.9145	91.45%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5620	56.20%
P-glycoprotein inhibitior	+	0.5976	59.76%
P-glycoprotein substrate	-	0.8748	87.48%
CYP3A4 substrate	+	0.5363	53.63%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.4888	48.88%
CYP3A4 inhibition	+	0.6903	69.03%
CYP2C9 inhibition	+	0.5747	57.47%
CYP2C19 inhibition	+	0.8261	82.61%
CYP2D6 inhibition	-	0.8509	85.09%
CYP1A2 inhibition	+	0.6721	67.21%
CYP2C8 inhibition	+	0.7272	72.72%
CYP inhibitory promiscuity	+	0.9282	92.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4055	40.55%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.6670	66.70%
Skin irritation	-	0.7929	79.29%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6775	67.75%
Micronuclear	+	0.7418	74.18%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7671	76.71%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7793	77.93%
Acute Oral Toxicity (c)	II	0.4974	49.74%
Estrogen receptor binding	+	0.7801	78.01%
Androgen receptor binding	-	0.6280	62.80%
Thyroid receptor binding	+	0.7319	73.19%
Glucocorticoid receptor binding	+	0.7343	73.43%
Aromatase binding	-	0.5357	53.57%
PPAR gamma	+	0.6246	62.46%
Honey bee toxicity	-	0.7265	72.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	99.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.86%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.80%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.06%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	89.34%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.45%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.95%	89.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.04%	89.44%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.69%	89.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.76%	89.50%
CHEMBL3401	O75469	Pregnane X receptor	81.74%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	80.18%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57240484
• LOTUS: LTS0192452
• wikiData: Q104910046