(1R,2R)-2-[2,6-dimethoxy-4-[(E)-prop-1-enyl]phenoxy]-1-(7-methoxy-1,3-benzodioxol-5-yl)propan-1-ol

Details

• Internal ID: f84ba68f-3890-4f56-9c34-0c99e6e0fca9
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1R,2R)-2-[2,6-dimethoxy-4-[(E)-prop-1-enyl]phenoxy]-1-(7-methoxy-1,3-benzodioxol-5-yl)propan-1-ol
• SMILES (Canonical): CC=CC1=CC(=C(C(=C1)OC)OC(C)C(C2=CC3=C(C(=C2)OC)OCO3)O)OC
• SMILES (Isomeric): C/C=C/C1=CC(=C(C(=C1)OC)O[C@H](C)[C@@H](C2=CC3=C(C(=C2)OC)OCO3)O)OC
• InChI: InChI=1S/C22H26O7/c1-6-7-14-8-16(24-3)22(17(9-14)25-4)29-13(2)20(23)15-10-18(26-5)21-19(11-15)27-12-28-21/h6-11,13,20,23H,12H2,1-5H3/b7-6+/t13-,20+/m1/s1
• InChI Key: YWJJIZDJLXSKMI-KOMIRPDLSA-N
• Popularity: 1 reference 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): 75.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• (1R,2R)-2-[2,6-dimethoxy-4-[(E)-prop-1-enyl]phenoxy]-1-(7-methoxy-1,3-benzodioxol-5-yl)propan-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.7754	77.54%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6443	64.43%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8401	84.01%
P-glycoprotein inhibitior	+	0.7869	78.69%
P-glycoprotein substrate	-	0.6548	65.48%
CYP3A4 substrate	-	0.5064	50.64%
CYP2C9 substrate	-	0.6733	67.33%
CYP2D6 substrate	-	0.7201	72.01%
CYP3A4 inhibition	+	0.8243	82.43%
CYP2C9 inhibition	+	0.7796	77.96%
CYP2C19 inhibition	+	0.8279	82.79%
CYP2D6 inhibition	+	0.7681	76.81%
CYP1A2 inhibition	-	0.5397	53.97%
CYP2C8 inhibition	-	0.7264	72.64%
CYP inhibitory promiscuity	+	0.8915	89.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Danger	0.4933	49.33%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8792	87.92%
Skin irritation	-	0.7576	75.76%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6607	66.07%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6186	61.86%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7255	72.55%
Acute Oral Toxicity (c)	III	0.4283	42.83%
Estrogen receptor binding	+	0.7974	79.74%
Androgen receptor binding	-	0.5079	50.79%
Thyroid receptor binding	+	0.7217	72.17%
Glucocorticoid receptor binding	+	0.7564	75.64%
Aromatase binding	+	0.5180	51.80%
PPAR gamma	+	0.7484	74.84%
Honey bee toxicity	-	0.7285	72.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9711	97.11%

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	96.25%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.41%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.84%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.13%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.51%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.63%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.99%	89.50%
CHEMBL2581	P07339	Cathepsin D	86.38%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.04%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.03%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.01%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.86%	92.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.56%	90.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.53%	97.14%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.19%	82.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.53%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.20%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.34%	98.75%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.24%	80.96%

Plants that contains it

• Saururus chinensis

Cross-Links

• PubChem: 76321154
• NPASS: NPC172818
• ChEMBL: CHEMBL3105553
• LOTUS: LTS0070696
• wikiData: Q105366775