3,6-bis(4-hydroxy-3,5-dimethoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-ol

Details

• Internal ID: d5808aa9-d4b8-4fb4-a839-8667d22b7858
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 3,6-bis(4-hydroxy-3,5-dimethoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-ol
• InChI: InChI=1S/C22H26O9/c1-26-14-5-11(6-15(27-2)18(14)23)20-13-9-30-21(22(13,25)10-31-20)12-7-16(28-3)19(24)17(8-12)29-4/h5-8,13,20-21,23-25H,9-10H2,1-4H3
• InChI Key: NUUIAGCSVIKGMC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₉
• Molecular Weight: 434.40 g/mol
• Exact Mass: 434.15768240 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	-	0.5892	58.92%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7868	78.68%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5222	52.22%
P-glycoprotein inhibitior	+	0.6525	65.25%
P-glycoprotein substrate	-	0.7246	72.46%
CYP3A4 substrate	+	0.5529	55.29%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	+	0.3567	35.67%
CYP3A4 inhibition	-	0.7560	75.60%
CYP2C9 inhibition	-	0.7128	71.28%
CYP2C19 inhibition	-	0.5904	59.04%
CYP2D6 inhibition	-	0.9003	90.03%
CYP1A2 inhibition	-	0.8056	80.56%
CYP2C8 inhibition	+	0.5992	59.92%
CYP inhibitory promiscuity	-	0.6608	66.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4350	43.50%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.7783	77.83%
Skin irritation	-	0.8324	83.24%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4724	47.24%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8447	84.47%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8337	83.37%
Acute Oral Toxicity (c)	III	0.5197	51.97%
Estrogen receptor binding	+	0.9016	90.16%
Androgen receptor binding	+	0.6418	64.18%
Thyroid receptor binding	+	0.7922	79.22%
Glucocorticoid receptor binding	+	0.6701	67.01%
Aromatase binding	-	0.4937	49.37%
PPAR gamma	+	0.7468	74.68%
Honey bee toxicity	-	0.8542	85.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9310	93.10%

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	99.26%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.45%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.46%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.13%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.47%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.06%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.76%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.40%	92.62%
CHEMBL2581	P07339	Cathepsin D	84.19%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.35%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.69%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.50%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.08%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.98%	89.62%

Plants that contains it

• Salvia santolinifolia

Cross-Links

• PubChem: 162852177
• LOTUS: LTS0097495
• wikiData: Q105186023