1-(6-hydroxy-1,3-benzodioxol-5-yl)-2-[(2R)-6-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethane-1,2-dione

Details

• Internal ID: 9dbc7422-c820-4697-861d-6399fc7d72ff
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 1-(6-hydroxy-1,3-benzodioxol-5-yl)-2-[(2R)-6-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethane-1,2-dione
• InChI: InChI=1S/C20H16O7/c1-9(2)15-4-10-3-11(13(21)6-16(10)27-15)19(23)20(24)12-5-17-18(7-14(12)22)26-8-25-17/h3,5-7,15,21-22H,1,4,8H2,2H3/t15-/m1/s1
• InChI Key: RZOWHELYHOBERP-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₇
• Molecular Weight: 368.30 g/mol
• Exact Mass: 368.08960285 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	-	0.7662	76.62%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7719	77.19%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5865	58.65%
P-glycoprotein inhibitior	-	0.5502	55.02%
P-glycoprotein substrate	-	0.8762	87.62%
CYP3A4 substrate	-	0.5224	52.24%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8111	81.11%
CYP3A4 inhibition	-	0.5257	52.57%
CYP2C9 inhibition	+	0.7970	79.70%
CYP2C19 inhibition	+	0.7008	70.08%
CYP2D6 inhibition	-	0.7727	77.27%
CYP1A2 inhibition	+	0.6254	62.54%
CYP2C8 inhibition	-	0.9349	93.49%
CYP inhibitory promiscuity	+	0.5669	56.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5265	52.65%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.5473	54.73%
Skin irritation	-	0.6715	67.15%
Skin corrosion	-	0.9131	91.31%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6199	61.99%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.5603	56.03%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5636	56.36%
Acute Oral Toxicity (c)	III	0.4883	48.83%
Estrogen receptor binding	+	0.7011	70.11%
Androgen receptor binding	+	0.5673	56.73%
Thyroid receptor binding	-	0.5903	59.03%
Glucocorticoid receptor binding	+	0.5725	57.25%
Aromatase binding	-	0.5077	50.77%
PPAR gamma	+	0.7438	74.38%
Honey bee toxicity	-	0.8391	83.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.26%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.95%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.48%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.48%	96.77%
CHEMBL2581	P07339	Cathepsin D	86.78%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.64%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.56%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.16%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.87%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.78%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.29%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.66%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.18%	96.95%

Plants that contains it

• Tephrosia calophylla

Cross-Links

• PubChem: 163038664
• LOTUS: LTS0035263
• wikiData: Q105248498