3-[3-(Hydroxymethyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal

Details

• Internal ID: dcf2c5dc-db47-40d5-adb6-621399fcb27c
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal
• SMILES (Canonical): C1=CC(=CC=C1C2C(C3=C(O2)C=CC(=C3)C=CC=O)CO)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C(C3=C(O2)C=CC(=C3)C=CC=O)CO)O
• InChI: InChI=1S/C18H16O4/c19-9-1-2-12-3-8-17-15(10-12)16(11-20)18(22-17)13-4-6-14(21)7-5-13/h1-10,16,18,20-21H,11H2
• InChI Key: OXARWFHMBHALJA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.30 g/mol
• Exact Mass: 296.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	-	0.8042	80.42%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7420	74.20%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.7389	73.89%
OATP1B3 inhibitior	+	0.8867	88.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5524	55.24%
P-glycoprotein inhibitior	-	0.7494	74.94%
P-glycoprotein substrate	-	0.9030	90.30%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	+	0.6044	60.44%
CYP2D6 substrate	-	0.7908	79.08%
CYP3A4 inhibition	-	0.7854	78.54%
CYP2C9 inhibition	+	0.7750	77.50%
CYP2C19 inhibition	+	0.7031	70.31%
CYP2D6 inhibition	-	0.8873	88.73%
CYP1A2 inhibition	+	0.8076	80.76%
CYP2C8 inhibition	+	0.6180	61.80%
CYP inhibitory promiscuity	+	0.9275	92.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5384	53.84%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.5526	55.26%
Skin irritation	-	0.6267	62.67%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4526	45.26%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	-	0.6466	64.66%
skin sensitisation	-	0.7549	75.49%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5138	51.38%
Acute Oral Toxicity (c)	III	0.4114	41.14%
Estrogen receptor binding	+	0.7398	73.98%
Androgen receptor binding	+	0.7571	75.71%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	-	0.5093	50.93%
Aromatase binding	+	0.7464	74.64%
PPAR gamma	+	0.7122	71.22%
Honey bee toxicity	-	0.8802	88.02%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9804	98.04%

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	98.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.64%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.20%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.81%	94.73%
CHEMBL3194	P02766	Transthyretin	87.53%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.48%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.05%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.73%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	86.53%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.96%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.55%	85.14%
CHEMBL2581	P07339	Cathepsin D	83.56%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.35%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	81.25%	91.49%

Plants that contains it

• Picea morrisonicola

Cross-Links

• PubChem: 73025883
• LOTUS: LTS0048572
• wikiData: Q105202457