4-[4-[(3,4-Dihydroxyphenyl)-hydroxymethyl]-3-(hydroxymethyl)oxolan-2-yl]benzene-1,2-diol

Details

• Internal ID: 45e6da0a-b4d9-42d8-a15d-458472dde82b
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
• IUPAC Name: 4-[4-[(3,4-dihydroxyphenyl)-hydroxymethyl]-3-(hydroxymethyl)oxolan-2-yl]benzene-1,2-diol
• SMILES (Canonical): C1C(C(C(O1)C2=CC(=C(C=C2)O)O)CO)C(C3=CC(=C(C=C3)O)O)O
• SMILES (Isomeric): C1C(C(C(O1)C2=CC(=C(C=C2)O)O)CO)C(C3=CC(=C(C=C3)O)O)O
• InChI: InChI=1S/C18H20O7/c19-7-11-12(17(24)9-1-3-13(20)15(22)5-9)8-25-18(11)10-2-4-14(21)16(23)6-10/h1-6,11-12,17-24H,7-8H2
• InChI Key: XRDXBFUYROIFCX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₇
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.12090297 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8736	87.36%
Caco-2	-	0.8528	85.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8511	85.11%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7285	72.85%
P-glycoprotein inhibitior	-	0.7529	75.29%
P-glycoprotein substrate	-	0.8828	88.28%
CYP3A4 substrate	-	0.5725	57.25%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.7131	71.31%
CYP3A4 inhibition	-	0.7392	73.92%
CYP2C9 inhibition	-	0.5408	54.08%
CYP2C19 inhibition	-	0.5585	55.85%
CYP2D6 inhibition	-	0.9038	90.38%
CYP1A2 inhibition	-	0.5771	57.71%
CYP2C8 inhibition	-	0.7362	73.62%
CYP inhibitory promiscuity	+	0.6722	67.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5420	54.20%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.5422	54.22%
Skin irritation	-	0.7717	77.17%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7814	78.14%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.7322	73.22%
skin sensitisation	-	0.8112	81.12%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9267	92.67%
Acute Oral Toxicity (c)	III	0.6200	62.00%
Estrogen receptor binding	+	0.7186	71.86%
Androgen receptor binding	+	0.6980	69.80%
Thyroid receptor binding	+	0.6033	60.33%
Glucocorticoid receptor binding	+	0.6236	62.36%
Aromatase binding	-	0.5539	55.39%
PPAR gamma	+	0.5673	56.73%
Honey bee toxicity	-	0.7938	79.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9771	97.71%

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	99.67%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.85%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.60%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.27%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.18%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.82%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.68%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.96%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.04%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.88%	93.99%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 73307215
• LOTUS: LTS0007700
• wikiData: Q105340411