(2E)-3-[(2R,3R)-2,3-Dihydro-7-methoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)-3-methyl-5-benzofuranyl]-2-propen-1-ol

Details

• Internal ID: a1718bf9-3f7a-44ac-b25e-27eb8376e92c
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (E)-3-[(2R,3R)-7-methoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)-3-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-ol
• SMILES (Canonical): CC1C(OC2=C1C=C(C=C2OC)C=CCO)C3=CC4=C(C(=C3)OC)OCO4
• SMILES (Isomeric): C[C@H]1[C@@H](OC2=C1C=C(C=C2OC)/C=C/CO)C3=CC4=C(C(=C3)OC)OCO4
• InChI: InChI=1S/C21H22O6/c1-12-15-7-13(5-4-6-22)8-16(23-2)20(15)27-19(12)14-9-17(24-3)21-18(10-14)25-11-26-21/h4-5,7-10,12,19,22H,6,11H2,1-3H3/b5-4+/t12-,19-/m1/s1
• InChI Key: ALMMZKOPVITQNK-YZAYTREXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.14163842 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• (2E)-3-[(2R,3R)-2,3-Dihydro-7-methoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)-3-methyl-5-benzofuranyl]-2-propen-1-ol
• 114892-43-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	+	0.8119	81.19%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6565	65.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8529	85.29%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	-	0.8070	80.70%
CYP3A4 substrate	+	0.5603	56.03%
CYP2C9 substrate	-	0.6274	62.74%
CYP2D6 substrate	-	0.7625	76.25%
CYP3A4 inhibition	+	0.7853	78.53%
CYP2C9 inhibition	+	0.7567	75.67%
CYP2C19 inhibition	+	0.7821	78.21%
CYP2D6 inhibition	-	0.5995	59.95%
CYP1A2 inhibition	-	0.8295	82.95%
CYP2C8 inhibition	-	0.5727	57.27%
CYP inhibitory promiscuity	+	0.9400	94.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Danger	0.4795	47.95%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8360	83.60%
Skin irritation	-	0.7947	79.47%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6749	67.49%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.6857	68.57%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6275	62.75%
Acute Oral Toxicity (c)	III	0.5661	56.61%
Estrogen receptor binding	+	0.9152	91.52%
Androgen receptor binding	-	0.5289	52.89%
Thyroid receptor binding	+	0.7702	77.02%
Glucocorticoid receptor binding	+	0.8352	83.52%
Aromatase binding	+	0.5713	57.13%
PPAR gamma	+	0.5429	54.29%
Honey bee toxicity	-	0.7469	74.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9486	94.86%

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	98.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.85%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.54%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.41%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.58%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.02%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.20%	92.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.77%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.25%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.33%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	82.22%	94.73%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.10%	82.67%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.06%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.40%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.37%	96.95%

Plants that contains it

• Catalpa bignonioides
• Cirsium arvense var. integrifolium
• Entada phaseoloides
• Erymophyllum tenellum
• Esenbeckia nesiotica
• Hyptis tomentosa
• Ipomoea cristulata
• Myristica fragrans
• Nothofagus menziesii
• Pancratium trianthum
• Piper pedicellosum
• Rhodotypos scandens
• Xanthostemon oppositifolius

Cross-Links

• PubChem: 14018338
• NPASS: NPC50408
• LOTUS: LTS0263971
• wikiData: Q104914208