(1R,2R)-1-(1,3-benzodioxol-5-yl)-2-[4-[(2S,3R,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol

Details

• Internal ID: e236e2aa-b474-4c4a-8be4-113e112f5c8b
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: (1R,2R)-1-(1,3-benzodioxol-5-yl)-2-[4-[(2S,3R,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol
• SMILES (Canonical): CC1C(C(OC1C2=CC(=C(C=C2)OC)OC)C3=CC(=C(C=C3)OC(C)C(C4=CC5=C(C=C4)OCO5)O)OC)C
• SMILES (Isomeric): C[C@H]1[C@H]([C@H](O[C@H]1C2=CC(=C(C=C2)OC)OC)C3=CC(=C(C=C3)O[C@H](C)[C@@H](C4=CC5=C(C=C4)OCO5)O)OC)C
• InChI: InChI=1S/C31H36O8/c1-17-18(2)31(39-30(17)21-8-10-23(33-4)26(14-21)34-5)22-9-12-25(27(15-22)35-6)38-19(3)29(32)20-7-11-24-28(13-20)37-16-36-24/h7-15,17-19,29-32H,16H2,1-6H3/t17-,18+,19+,29-,30+,31-/m0/s1
• InChI Key: HVQJVSACIKTWQR-SADCSMMJSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₈
• Molecular Weight: 536.60 g/mol
• Exact Mass: 536.24101810 g/mol
• Topological Polar Surface Area (TPSA): 84.80 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 6.03
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	-	0.6441	64.41%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7681	76.81%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9160	91.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9481	94.81%
P-glycoprotein inhibitior	+	0.8944	89.44%
P-glycoprotein substrate	-	0.6298	62.98%
CYP3A4 substrate	+	0.5388	53.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6666	66.66%
CYP3A4 inhibition	+	0.8155	81.55%
CYP2C9 inhibition	+	0.9215	92.15%
CYP2C19 inhibition	+	0.8696	86.96%
CYP2D6 inhibition	+	0.5354	53.54%
CYP1A2 inhibition	+	0.6001	60.01%
CYP2C8 inhibition	-	0.8354	83.54%
CYP inhibitory promiscuity	+	0.8927	89.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Warning	0.3491	34.91%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.7866	78.66%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8135	81.35%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8185	81.85%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6780	67.80%
Acute Oral Toxicity (c)	III	0.6252	62.52%
Estrogen receptor binding	+	0.8243	82.43%
Androgen receptor binding	+	0.6393	63.93%
Thyroid receptor binding	+	0.6806	68.06%
Glucocorticoid receptor binding	+	0.7484	74.84%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7635	76.35%
Honey bee toxicity	-	0.7766	77.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9518	95.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.69%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.22%	89.62%
CHEMBL4208	P20618	Proteasome component C5	91.18%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.11%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.13%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.83%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.90%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.73%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.59%	94.45%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	88.43%	96.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.11%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.74%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.79%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.23%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.16%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.40%	89.50%
CHEMBL2535	P11166	Glucose transporter	84.09%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.93%	82.67%
CHEMBL3401	O75469	Pregnane X receptor	82.10%	94.73%
CHEMBL3438	Q05513	Protein kinase C zeta	81.86%	88.48%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.68%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.32%	96.00%

Plants that contains it

• Saururus chinensis

Cross-Links

• PubChem: 10030107
• LOTUS: LTS0247574
• wikiData: Q105034386