2,3-Dimethoxy-5-(7-methoxy-3-methyl-5-prop-1-enyl-2,3-dihydro-1-benzofuran-2-yl)phenol

Details

• Internal ID: 2b5b9c79-3150-43ef-9aac-5eedc7a2ba08
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2,3-dimethoxy-5-(7-methoxy-3-methyl-5-prop-1-enyl-2,3-dihydro-1-benzofuran-2-yl)phenol
• SMILES (Canonical): CC=CC1=CC2=C(C(=C1)OC)OC(C2C)C3=CC(=C(C(=C3)OC)OC)O
• SMILES (Isomeric): CC=CC1=CC2=C(C(=C1)OC)OC(C2C)C3=CC(=C(C(=C3)OC)OC)O
• InChI: InChI=1S/C21H24O5/c1-6-7-13-8-15-12(2)19(26-20(15)17(9-13)23-3)14-10-16(22)21(25-5)18(11-14)24-4/h6-12,19,22H,1-5H3
• InChI Key: VDEMDVPOVCCUKO-UHFFFAOYSA-N
• Popularity: 0 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): 4.69
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.9017	90.17%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6138	61.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8147	81.47%
P-glycoprotein inhibitior	+	0.7102	71.02%
P-glycoprotein substrate	-	0.8230	82.30%
CYP3A4 substrate	+	0.5659	56.59%
CYP2C9 substrate	+	0.8080	80.80%
CYP2D6 substrate	-	0.6781	67.81%
CYP3A4 inhibition	+	0.6079	60.79%
CYP2C9 inhibition	-	0.5215	52.15%
CYP2C19 inhibition	+	0.7729	77.29%
CYP2D6 inhibition	-	0.8245	82.45%
CYP1A2 inhibition	+	0.8076	80.76%
CYP2C8 inhibition	+	0.7522	75.22%
CYP inhibitory promiscuity	+	0.9366	93.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9208	92.08%
Carcinogenicity (trinary)	Danger	0.5686	56.86%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8392	83.92%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6465	64.65%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8221	82.21%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8053	80.53%
Acute Oral Toxicity (c)	II	0.4972	49.72%
Estrogen receptor binding	+	0.8448	84.48%
Androgen receptor binding	-	0.6097	60.97%
Thyroid receptor binding	+	0.8195	81.95%
Glucocorticoid receptor binding	+	0.6443	64.43%
Aromatase binding	-	0.4932	49.32%
PPAR gamma	+	0.6192	61.92%
Honey bee toxicity	-	0.7996	79.96%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9759	97.59%

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	97.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.22%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.80%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.54%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.46%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.19%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.97%	96.00%
CHEMBL3194	P02766	Transthyretin	85.90%	90.71%
CHEMBL4302	P08183	P-glycoprotein 1	85.35%	92.98%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.87%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	83.06%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.10%	99.17%
CHEMBL2535	P11166	Glucose transporter	80.59%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.13%	97.21%

Plants that contains it

• Machilus obovatifolia

Cross-Links

• PubChem: 85101943
• LOTUS: LTS0154882
• wikiData: Q105284110