[(3S,3aR,6R,6aS)-3-(4,6-dimethoxy-1,3-benzodioxol-5-yl)-6-(4-methoxy-1,3-benzodioxol-5-yl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl] acetate

Details

• Internal ID: 9fb87b67-a9df-4eb1-817a-c7ed6101ccca
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: [(3S,3aR,6R,6aS)-3-(4,6-dimethoxy-1,3-benzodioxol-5-yl)-6-(4-methoxy-1,3-benzodioxol-5-yl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl] acetate
• SMILES (Canonical): CC(=O)OC12COC(C1COC2C3=C(C=C4C(=C3OC)OCO4)OC)C5=C(C6=C(C=C5)OCO6)OC
• SMILES (Isomeric): CC(=O)O[C@@]12CO[C@H]([C@@H]1CO[C@H]2C3=C(C=C4C(=C3OC)OCO4)OC)C5=C(C6=C(C=C5)OCO6)OC
• InChI: InChI=1S/C25H26O11/c1-12(26)36-25-9-31-19(13-5-6-15-21(20(13)28-3)34-10-32-15)14(25)8-30-24(25)18-16(27-2)7-17-22(23(18)29-4)35-11-33-17/h5-7,14,19,24H,8-11H2,1-4H3/t14-,19-,24-,25-/m0/s1
• InChI Key: RAEVVXDSRIMUNE-FMEVNECASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₁₁
• Molecular Weight: 502.50 g/mol
• Exact Mass: 502.14751164 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	-	0.5262	52.62%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7869	78.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.9643	96.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9421	94.21%
P-glycoprotein inhibitior	+	0.8285	82.85%
P-glycoprotein substrate	-	0.6168	61.68%
CYP3A4 substrate	+	0.6508	65.08%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8454	84.54%
CYP3A4 inhibition	+	0.9040	90.40%
CYP2C9 inhibition	+	0.5513	55.13%
CYP2C19 inhibition	+	0.7735	77.35%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	-	0.8458	84.58%
CYP2C8 inhibition	+	0.7418	74.18%
CYP inhibitory promiscuity	+	0.7506	75.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4389	43.89%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.8595	85.95%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7911	79.11%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7373	73.73%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6142	61.42%
Acute Oral Toxicity (c)	III	0.4377	43.77%
Estrogen receptor binding	+	0.8863	88.63%
Androgen receptor binding	+	0.7588	75.88%
Thyroid receptor binding	+	0.6127	61.27%
Glucocorticoid receptor binding	+	0.8377	83.77%
Aromatase binding	-	0.5593	55.93%
PPAR gamma	+	0.7286	72.86%
Honey bee toxicity	-	0.7111	71.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6458	64.58%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.96%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.24%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.13%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.74%	92.62%
CHEMBL2581	P07339	Cathepsin D	92.31%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.99%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.47%	89.44%
CHEMBL2535	P11166	Glucose transporter	88.30%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.91%	94.80%
CHEMBL226	P30542	Adenosine A1 receptor	84.14%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.07%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.88%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.56%	91.19%
CHEMBL5028	O14672	ADAM10	82.79%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.62%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.31%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.09%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.86%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.10%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.26%	80.96%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.22%	99.17%

Plants that contains it

• Phryma leptostachya

Cross-Links

• PubChem: 162982911
• LOTUS: LTS0098008
• wikiData: Q105232565