3-[(2R,4R)-2,4-dihydroxypentyl]-6,8-dihydroxyisochromen-1-one

Details

• Internal ID: bc5afccf-b9e5-4680-8d8b-1cb9bca6cfd9
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-[(2R,4R)-2,4-dihydroxypentyl]-6,8-dihydroxyisochromen-1-one
• InChI: InChI=1S/C14H16O6/c1-7(15)2-9(16)5-11-4-8-3-10(17)6-12(18)13(8)14(19)20-11/h3-4,6-7,9,15-18H,2,5H2,1H3/t7-,9-/m1/s1
• InChI Key: CQXZVXNVRFIVCN-VXNVDRBHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₆
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8713	87.13%
Caco-2	+	0.5565	55.65%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4693	46.93%
OATP2B1 inhibitior	-	0.7089	70.89%
OATP1B1 inhibitior	+	0.8741	87.41%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9113	91.13%
P-glycoprotein inhibitior	-	0.9362	93.62%
P-glycoprotein substrate	-	0.8260	82.60%
CYP3A4 substrate	-	0.5262	52.62%
CYP2C9 substrate	+	0.6812	68.12%
CYP2D6 substrate	-	0.8492	84.92%
CYP3A4 inhibition	+	0.7128	71.28%
CYP2C9 inhibition	-	0.8157	81.57%
CYP2C19 inhibition	-	0.8737	87.37%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	-	0.6170	61.70%
CYP2C8 inhibition	-	0.8250	82.50%
CYP inhibitory promiscuity	-	0.7511	75.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5138	51.38%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.7128	71.28%
Skin irritation	-	0.6574	65.74%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8697	86.97%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8647	86.47%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7597	75.97%
Acute Oral Toxicity (c)	III	0.4478	44.78%
Estrogen receptor binding	+	0.6188	61.88%
Androgen receptor binding	+	0.8019	80.19%
Thyroid receptor binding	-	0.5708	57.08%
Glucocorticoid receptor binding	+	0.7258	72.58%
Aromatase binding	+	0.6612	66.12%
PPAR gamma	+	0.8133	81.33%
Honey bee toxicity	-	0.9210	92.10%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8572	85.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.07%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	90.04%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.99%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.52%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.79%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.03%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.00%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.52%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.26%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.01%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.56%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72947237
• LOTUS: LTS0223235
• wikiData: Q104968351