3-[3-(Hydroxymethyl)-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol

Details

• Internal ID: aff4e102-c664-45ff-9ace-9350690dcb38
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[3-(hydroxymethyl)-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C(=C3)OC)OC)OC)C=CCO
• SMILES (Isomeric): COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C(=C3)OC)OC)OC)C=CCO
• InChI: InChI=1S/C22H26O7/c1-25-17-9-13(6-5-7-23)8-15-16(12-24)20(29-21(15)17)14-10-18(26-2)22(28-4)19(11-14)27-3/h5-6,8-11,16,20,23-24H,7,12H2,1-4H3
• InChI Key: DKHAWRPWAKXFNA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.7431	74.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6793	67.93%
OATP2B1 inhibitior	-	0.8665	86.65%
OATP1B1 inhibitior	+	0.8427	84.27%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8810	88.10%
P-glycoprotein inhibitior	+	0.7412	74.12%
P-glycoprotein substrate	-	0.8470	84.70%
CYP3A4 substrate	+	0.5463	54.63%
CYP2C9 substrate	+	0.6108	61.08%
CYP2D6 substrate	+	0.3446	34.46%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.7644	76.44%
CYP2C19 inhibition	+	0.7840	78.40%
CYP2D6 inhibition	-	0.8444	84.44%
CYP1A2 inhibition	+	0.5566	55.66%
CYP2C8 inhibition	+	0.6800	68.00%
CYP inhibitory promiscuity	+	0.9539	95.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Non-required	0.4544	45.44%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.8236	82.36%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4095	40.95%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7512	75.12%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6162	61.62%
Acute Oral Toxicity (c)	III	0.5794	57.94%
Estrogen receptor binding	+	0.8231	82.31%
Androgen receptor binding	+	0.5509	55.09%
Thyroid receptor binding	+	0.7455	74.55%
Glucocorticoid receptor binding	+	0.6940	69.40%
Aromatase binding	-	0.5822	58.22%
PPAR gamma	-	0.5136	51.36%
Honey bee toxicity	-	0.8197	81.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9356	93.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.20%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.69%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.61%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.26%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.38%	86.33%
CHEMBL4302	P08183	P-glycoprotein 1	90.91%	92.98%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.65%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.90%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.65%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.16%	97.14%

Plants that contains it

• Bambusa emeiensis

Cross-Links

• PubChem: 85095633
• LOTUS: LTS0190374
• wikiData: Q104983233