4-[5-(3,4-Dihydroxyphenyl)-3,4-dimethyloxolan-2-yl]benzene-1,2-diol

Details

• Internal ID: f270dd5a-0bdc-455c-9895-e35c1ef5ff0e
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
• IUPAC Name: 4-[5-(3,4-dihydroxyphenyl)-3,4-dimethyloxolan-2-yl]benzene-1,2-diol
• SMILES (Canonical): CC1C(C(OC1C2=CC(=C(C=C2)O)O)C3=CC(=C(C=C3)O)O)C
• SMILES (Isomeric): CC1C(C(OC1C2=CC(=C(C=C2)O)O)C3=CC(=C(C=C3)O)O)C
• InChI: InChI=1S/C18H20O5/c1-9-10(2)18(12-4-6-14(20)16(22)8-12)23-17(9)11-3-5-13(19)15(21)7-11/h3-10,17-22H,1-2H3
• InChI Key: UOYOHSSZOSFAOQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9659	96.59%
Caco-2	+	0.5510	55.10%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8672	86.72%
OATP2B1 inhibitior	-	0.8448	84.48%
OATP1B1 inhibitior	+	0.9388	93.88%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9232	92.32%
P-glycoprotein inhibitior	-	0.7696	76.96%
P-glycoprotein substrate	-	0.9850	98.50%
CYP3A4 substrate	-	0.6633	66.33%
CYP2C9 substrate	-	0.7433	74.33%
CYP2D6 substrate	-	0.7159	71.59%
CYP3A4 inhibition	-	0.6722	67.22%
CYP2C9 inhibition	+	0.7584	75.84%
CYP2C19 inhibition	+	0.6829	68.29%
CYP2D6 inhibition	-	0.8703	87.03%
CYP1A2 inhibition	+	0.8735	87.35%
CYP2C8 inhibition	-	0.8474	84.74%
CYP inhibitory promiscuity	+	0.9023	90.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8415	84.15%
Carcinogenicity (trinary)	Non-required	0.3927	39.27%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.6330	63.30%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.8977	89.77%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7167	71.67%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7248	72.48%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6579	65.79%
Acute Oral Toxicity (c)	III	0.7356	73.56%
Estrogen receptor binding	+	0.7529	75.29%
Androgen receptor binding	+	0.6482	64.82%
Thyroid receptor binding	+	0.6714	67.14%
Glucocorticoid receptor binding	+	0.7453	74.53%
Aromatase binding	+	0.7937	79.37%
PPAR gamma	+	0.6994	69.94%
Honey bee toxicity	-	0.9729	97.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9730	97.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.16%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.56%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.35%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.92%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.24%	99.15%
CHEMBL4208	P20618	Proteasome component C5	81.80%	90.00%
CHEMBL2581	P07339	Cathepsin D	81.42%	98.95%

Plants that contains it

• Larrea tridentata

Cross-Links

• PubChem: 45360326
• LOTUS: LTS0242562
• wikiData: Q105276637