4-(3,4-Dihydroxybenzoyl)-3-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxyoxolan-2-one

Details

• Internal ID: d7f78f9c-8794-4099-b4d3-d77e75ae7fde
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: 4-(3,4-dihydroxybenzoyl)-3-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxyoxolan-2-one
• InChI: InChI=1S/C18H14O8/c19-12-3-1-9(6-14(12)21)5-11-17(24)26-8-18(11,25)16(23)10-2-4-13(20)15(22)7-10/h1-7,19-22,25H,8H2
• InChI Key: DTECHVPDGIFJTE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₈
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.06886740 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9658	96.58%
Caco-2	-	0.8396	83.96%
Blood Brain Barrier	-	0.5572	55.72%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	+	0.5765	57.65%
OATP1B1 inhibitior	+	0.9410	94.10%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7221	72.21%
P-glycoprotein inhibitior	-	0.8450	84.50%
P-glycoprotein substrate	-	0.9188	91.88%
CYP3A4 substrate	-	0.5345	53.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.9151	91.51%
CYP2C9 inhibition	-	0.5111	51.11%
CYP2C19 inhibition	-	0.6724	67.24%
CYP2D6 inhibition	-	0.8301	83.01%
CYP1A2 inhibition	-	0.6038	60.38%
CYP2C8 inhibition	-	0.6236	62.36%
CYP inhibitory promiscuity	-	0.7761	77.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5272	52.72%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.6391	63.91%
Skin irritation	-	0.7284	72.84%
Skin corrosion	-	0.9171	91.71%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8050	80.50%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6253	62.53%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5180	51.80%
Acute Oral Toxicity (c)	III	0.5329	53.29%
Estrogen receptor binding	+	0.8729	87.29%
Androgen receptor binding	+	0.8763	87.63%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	+	0.7874	78.74%
Aromatase binding	+	0.5705	57.05%
PPAR gamma	+	0.7264	72.64%
Honey bee toxicity	-	0.9039	90.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9843	98.43%

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%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.16%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.30%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.29%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.01%	89.00%
CHEMBL4208	P20618	Proteasome component C5	90.71%	90.00%
CHEMBL3194	P02766	Transthyretin	85.79%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.25%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.09%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.83%	93.40%
CHEMBL2535	P11166	Glucose transporter	82.40%	98.75%

Plants that contains it

• Actaea racemosa

Cross-Links

• PubChem: 72999270
• LOTUS: LTS0126483
• wikiData: Q105104404