5-[3-(4-Hydroxy-1,3-benzodioxol-5-yl)-4-methoxy-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxol-4-ol

Details

• Internal ID: 92acfb81-e8f1-49a4-8d14-aac2b9fe0d23
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 5-[3-(4-hydroxy-1,3-benzodioxol-5-yl)-4-methoxy-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxol-4-ol
• SMILES (Canonical): COC1C2C(COC2C3=C(C4=C(C=C3)OCO4)O)C(O1)C5=C(C6=C(C=C5)OCO6)O
• SMILES (Isomeric): COC1C2C(COC2C3=C(C4=C(C=C3)OCO4)O)C(O1)C5=C(C6=C(C=C5)OCO6)O
• InChI: InChI=1S/C21H20O9/c1-24-21-14-11(17(30-21)9-2-4-12-19(15(9)22)28-7-26-12)6-25-18(14)10-3-5-13-20(16(10)23)29-8-27-13/h2-5,11,14,17-18,21-23H,6-8H2,1H3
• InChI Key: IWGPJLVPCLTIJF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₉
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.11073221 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9475	94.75%
Caco-2	-	0.6144	61.44%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7540	75.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8179	81.79%
P-glycoprotein inhibitior	-	0.4431	44.31%
P-glycoprotein substrate	-	0.8444	84.44%
CYP3A4 substrate	+	0.6070	60.70%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7246	72.46%
CYP3A4 inhibition	+	0.6812	68.12%
CYP2C9 inhibition	+	0.9392	93.92%
CYP2C19 inhibition	+	0.8915	89.15%
CYP2D6 inhibition	+	0.6156	61.56%
CYP1A2 inhibition	-	0.5987	59.87%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.9342	93.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Warning	0.3796	37.96%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8531	85.31%
Skin irritation	-	0.7605	76.05%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7947	79.47%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.7197	71.97%
skin sensitisation	-	0.8255	82.55%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6355	63.55%
Acute Oral Toxicity (c)	III	0.6720	67.20%
Estrogen receptor binding	+	0.8477	84.77%
Androgen receptor binding	+	0.7495	74.95%
Thyroid receptor binding	+	0.6665	66.65%
Glucocorticoid receptor binding	+	0.7200	72.00%
Aromatase binding	+	0.6542	65.42%
PPAR gamma	+	0.7432	74.32%
Honey bee toxicity	-	0.8620	86.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9257	92.57%

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	98.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.93%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.32%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.19%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.07%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.46%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.26%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.12%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.49%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.65%	89.00%

Plants that contains it

• Callicarpa furfuracea

Cross-Links

• PubChem: 163023147
• LOTUS: LTS0252209
• wikiData: Q105121615