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

Details

• Internal ID: 66809a15-a4d4-4d30-93c0-377b0cb76ffd
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5,7-dimethoxy-3-methyl-6-prop-2-enoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran
• SMILES (Canonical): CC1C(OC2=C(C(=C(C=C12)OC)OCC=C)OC)C3=CC(=C(C(=C3)OC)OC)OC
• SMILES (Isomeric): CC1C(OC2=C(C(=C(C=C12)OC)OCC=C)OC)C3=CC(=C(C(=C3)OC)OC)OC
• InChI: InChI=1S/C23H28O7/c1-8-9-29-22-18(26-5)12-15-13(2)19(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
• InChI Key: VBOXAXOKGSZLFP-UHFFFAOYSA-N
• Popularity: 0 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): 4.53
• 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	+	0.7361	73.61%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6822	68.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7877	78.77%
P-glycoprotein inhibitior	+	0.6884	68.84%
P-glycoprotein substrate	-	0.8274	82.74%
CYP3A4 substrate	+	0.5537	55.37%
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	+	0.7100	71.00%
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	-	0.7494	74.94%
Skin irritation	-	0.8240	82.40%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8261	82.61%
Micronuclear	+	0.6918	69.18%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6291	62.91%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8172	81.72%
Acute Oral Toxicity (c)	III	0.4474	44.74%
Estrogen receptor binding	+	0.7729	77.29%
Androgen receptor binding	-	0.5675	56.75%
Thyroid receptor binding	+	0.8508	85.08%
Glucocorticoid receptor binding	+	0.6333	63.33%
Aromatase binding	+	0.5709	57.09%
PPAR gamma	+	0.5805	58.05%
Honey bee toxicity	-	0.7460	74.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.58%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.14%	96.09%
CHEMBL4302	P08183	P-glycoprotein 1	91.44%	92.98%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.18%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.40%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.93%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.74%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.45%	94.03%
CHEMBL3401	O75469	Pregnane X receptor	83.37%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.17%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.10%	89.00%

Plants that contains it

• Aniba burchellii

Cross-Links

• PubChem: 162999573
• LOTUS: LTS0227036
• wikiData: Q104199201