7-hydroxy-8-[(3S)-4-hydroxy-3-methylbutoxy]chromen-2-one

Details

• Internal ID: 77d91213-8bbf-434a-adda-4b4a6d570301
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-8-[(3S)-4-hydroxy-3-methylbutoxy]chromen-2-one
• InChI: InChI=1S/C14H16O5/c1-9(8-15)6-7-18-14-11(16)4-2-10-3-5-12(17)19-13(10)14/h2-5,9,15-16H,6-8H2,1H3/t9-/m0/s1
• InChI Key: HIJXOZZIOLXAGY-VIFPVBQESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8847	88.47%
Caco-2	+	0.6205	62.05%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7827	78.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9412	94.12%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8858	88.58%
P-glycoprotein inhibitior	-	0.8987	89.87%
P-glycoprotein substrate	-	0.8970	89.70%
CYP3A4 substrate	-	0.5626	56.26%
CYP2C9 substrate	-	0.5942	59.42%
CYP2D6 substrate	-	0.8014	80.14%
CYP3A4 inhibition	-	0.8881	88.81%
CYP2C9 inhibition	-	0.7061	70.61%
CYP2C19 inhibition	+	0.5162	51.62%
CYP2D6 inhibition	-	0.8734	87.34%
CYP1A2 inhibition	+	0.6933	69.33%
CYP2C8 inhibition	-	0.9202	92.02%
CYP inhibitory promiscuity	-	0.6612	66.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6379	63.79%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.7403	74.03%
Skin irritation	-	0.7907	79.07%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5814	58.14%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5446	54.46%
skin sensitisation	-	0.9202	92.02%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5745	57.45%
Acute Oral Toxicity (c)	III	0.6654	66.54%
Estrogen receptor binding	+	0.7090	70.90%
Androgen receptor binding	+	0.7669	76.69%
Thyroid receptor binding	+	0.5489	54.89%
Glucocorticoid receptor binding	+	0.6639	66.39%
Aromatase binding	+	0.5447	54.47%
PPAR gamma	+	0.7722	77.22%
Honey bee toxicity	-	0.9614	96.14%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7750	77.50%
Fish aquatic toxicity	+	0.9624	96.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.74%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.77%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.52%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.88%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.03%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	87.86%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.17%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.19%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%

Plants that contains it

• Artemisia armeniaca

Cross-Links

• PubChem: 162906314
• LOTUS: LTS0069580
• wikiData: Q105028888