4-Methoxy-6-[1-(7-methoxy-1,3-benzodioxol-5-yl)-4,5-dimethyl-2,6-dioxabicyclo[3.1.0]hexan-3-yl]-1,3-benzodioxole

Details

• Internal ID: c137d478-76a8-414f-b3e7-22dbcd1855a3
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: 4-methoxy-6-[1-(7-methoxy-1,3-benzodioxol-5-yl)-4,5-dimethyl-2,6-dioxabicyclo[3.1.0]hexan-3-yl]-1,3-benzodioxole
• SMILES (Canonical): CC1C(OC2(C1(O2)C)C3=CC4=C(C(=C3)OC)OCO4)C5=CC6=C(C(=C5)OC)OCO6
• SMILES (Isomeric): CC1C(OC2(C1(O2)C)C3=CC4=C(C(=C3)OC)OCO4)C5=CC6=C(C(=C5)OC)OCO6
• InChI: InChI=1S/C22H22O8/c1-11-18(12-5-14(23-3)19-16(6-12)25-9-27-19)29-22(21(11,2)30-22)13-7-15(24-4)20-17(8-13)26-10-28-20/h5-8,11,18H,9-10H2,1-4H3
• InChI Key: CVGWCATWCAZNFN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₈
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.13146766 g/mol
• Topological Polar Surface Area (TPSA): 77.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9685	96.85%
Caco-2	+	0.7237	72.37%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6360	63.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7465	74.65%
P-glycoprotein inhibitior	+	0.7804	78.04%
P-glycoprotein substrate	-	0.7895	78.95%
CYP3A4 substrate	+	0.5721	57.21%
CYP2C9 substrate	-	0.8043	80.43%
CYP2D6 substrate	-	0.7282	72.82%
CYP3A4 inhibition	+	0.8711	87.11%
CYP2C9 inhibition	+	0.5534	55.34%
CYP2C19 inhibition	+	0.8304	83.04%
CYP2D6 inhibition	-	0.6622	66.22%
CYP1A2 inhibition	-	0.7266	72.66%
CYP2C8 inhibition	-	0.6453	64.53%
CYP inhibitory promiscuity	+	0.8791	87.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4047	40.47%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8603	86.03%
Skin irritation	-	0.7968	79.68%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6633	66.33%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7326	73.26%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6211	62.11%
Acute Oral Toxicity (c)	III	0.6291	62.91%
Estrogen receptor binding	+	0.8620	86.20%
Androgen receptor binding	+	0.6724	67.24%
Thyroid receptor binding	+	0.7575	75.75%
Glucocorticoid receptor binding	+	0.7619	76.19%
Aromatase binding	+	0.5249	52.49%
PPAR gamma	+	0.8439	84.39%
Honey bee toxicity	-	0.6611	66.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9160	91.60%

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	98.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.99%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.14%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.25%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.86%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.75%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.28%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.19%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.22%	94.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.59%	86.00%
CHEMBL2581	P07339	Cathepsin D	83.42%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.41%	82.67%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.13%	82.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.52%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.45%	89.00%
CHEMBL4208	P20618	Proteasome component C5	82.41%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.15%	94.80%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.07%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.94%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.40%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.62%	100.00%

Plants that contains it

• Beilschmiedia tsangii

Cross-Links

• PubChem: 78073384
• LOTUS: LTS0162437
• wikiData: Q104970736