6,8-Dihydroxy-3-(2-hydroxy-4-oxopentyl)isochromen-1-one

Details

• Internal ID: 147f0944-b831-4bd1-a91e-1165931a6e8f
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 6,8-dihydroxy-3-(2-hydroxy-4-oxopentyl)isochromen-1-one
• SMILES (Canonical): CC(=O)CC(CC1=CC2=CC(=CC(=C2C(=O)O1)O)O)O
• SMILES (Isomeric): CC(=O)CC(CC1=CC2=CC(=CC(=C2C(=O)O1)O)O)O
• InChI: InChI=1S/C14H14O6/c1-7(15)2-9(16)5-11-4-8-3-10(17)6-12(18)13(8)14(19)20-11/h3-4,6,9,16-18H,2,5H2,1H3
• InChI Key: OSPHTXUUCFLMQA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.07903816 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8976	89.76%
Caco-2	+	0.5303	53.03%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5223	52.23%
OATP2B1 inhibitior	-	0.7066	70.66%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9190	91.90%
P-glycoprotein inhibitior	-	0.9163	91.63%
P-glycoprotein substrate	-	0.7774	77.74%
CYP3A4 substrate	-	0.5181	51.81%
CYP2C9 substrate	+	0.8398	83.98%
CYP2D6 substrate	-	0.8536	85.36%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8902	89.02%
CYP2C19 inhibition	-	0.9324	93.24%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	-	0.8064	80.64%
CYP2C8 inhibition	-	0.8423	84.23%
CYP inhibitory promiscuity	-	0.9001	90.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5547	55.47%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.7601	76.01%
Skin irritation	-	0.7104	71.04%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7347	73.47%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8955	89.55%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6926	69.26%
Acute Oral Toxicity (c)	III	0.6760	67.60%
Estrogen receptor binding	+	0.6253	62.53%
Androgen receptor binding	+	0.8039	80.39%
Thyroid receptor binding	-	0.6957	69.57%
Glucocorticoid receptor binding	+	0.8054	80.54%
Aromatase binding	+	0.5963	59.63%
PPAR gamma	+	0.8158	81.58%
Honey bee toxicity	-	0.9201	92.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8888	88.88%

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	98.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.20%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.20%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.43%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.28%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.86%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.78%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.29%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.95%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.57%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.91%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.78%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.50%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.36%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.27%	95.56%

Plants that contains it

• Urospermum picroides

Cross-Links

• PubChem: 60208856
• LOTUS: LTS0244883
• wikiData: Q105199155