5-[3-(3,4-Dihydroxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]benzene-1,2,3-triol

Details

• Internal ID: eb737123-0a50-4589-a7c6-c8f07b8f7e3b
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans
• IUPAC Name: 5-[3-(3,4-dihydroxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]benzene-1,2,3-triol
• InChI: InChI=1S/C18H18O7/c19-12-2-1-8(3-13(12)20)17-10-6-25-18(11(10)7-24-17)9-4-14(21)16(23)15(22)5-9/h1-5,10-11,17-23H,6-7H2
• InChI Key: YUZGPDHHZODDAB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₇
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.10525291 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9437	94.37%
Caco-2	+	0.5063	50.63%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7029	70.29%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9570	95.70%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7613	76.13%
P-glycoprotein inhibitior	-	0.6394	63.94%
P-glycoprotein substrate	-	0.9654	96.54%
CYP3A4 substrate	-	0.6153	61.53%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	+	0.3664	36.64%
CYP3A4 inhibition	-	0.6953	69.53%
CYP2C9 inhibition	-	0.5666	56.66%
CYP2C19 inhibition	-	0.6228	62.28%
CYP2D6 inhibition	-	0.8067	80.67%
CYP1A2 inhibition	+	0.6138	61.38%
CYP2C8 inhibition	-	0.5730	57.30%
CYP inhibitory promiscuity	+	0.6918	69.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5267	52.67%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.6973	69.73%
Skin irritation	-	0.7147	71.47%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7960	79.60%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7813	78.13%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9388	93.88%
Acute Oral Toxicity (c)	III	0.5216	52.16%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.8110	81.10%
Thyroid receptor binding	+	0.6395	63.95%
Glucocorticoid receptor binding	+	0.6697	66.97%
Aromatase binding	-	0.4871	48.71%
PPAR gamma	+	0.6820	68.20%
Honey bee toxicity	-	0.9198	91.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9800	98.00%

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	99.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.47%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.18%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.97%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.62%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.41%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.05%	89.00%
CHEMBL3438	Q05513	Protein kinase C zeta	83.92%	88.48%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.09%	92.94%
CHEMBL3194	P02766	Transthyretin	80.86%	90.71%

Plants that contains it

• Syzygium cumini

Cross-Links

• PubChem: 162878410
• LOTUS: LTS0106685
• wikiData: Q105365107