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

Details

• Internal ID: aa862d45-f283-4cb2-a4a7-f9d71ab505c5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxy-7-[(3S)-3-hydroxybutoxy]chromen-2-one
• InChI: InChI=1S/C13H14O5/c1-8(14)6-7-17-10-4-2-9-3-5-11(15)18-13(9)12(10)16/h2-5,8,14,16H,6-7H2,1H3/t8-/m0/s1
• InChI Key: UZFXSSQRSBPXNA-QMMMGPOBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 5
• 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	+	0.9250	92.50%
Caco-2	-	0.5943	59.43%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7837	78.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9102	91.02%
OATP1B3 inhibitior	+	0.8735	87.35%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8391	83.91%
P-glycoprotein inhibitior	-	0.9484	94.84%
P-glycoprotein substrate	-	0.8254	82.54%
CYP3A4 substrate	-	0.5562	55.62%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	-	0.7735	77.35%
CYP3A4 inhibition	-	0.8651	86.51%
CYP2C9 inhibition	-	0.7566	75.66%
CYP2C19 inhibition	-	0.6665	66.65%
CYP2D6 inhibition	-	0.8742	87.42%
CYP1A2 inhibition	+	0.7274	72.74%
CYP2C8 inhibition	-	0.8416	84.16%
CYP inhibitory promiscuity	-	0.8121	81.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6544	65.44%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.6156	61.56%
Skin irritation	-	0.7420	74.20%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7937	79.37%
Micronuclear	-	0.7126	71.26%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9020	90.20%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8246	82.46%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.7303	73.03%
Androgen receptor binding	+	0.7868	78.68%
Thyroid receptor binding	-	0.5980	59.80%
Glucocorticoid receptor binding	+	0.5965	59.65%
Aromatase binding	+	0.6190	61.90%
PPAR gamma	+	0.8029	80.29%
Honey bee toxicity	-	0.9520	95.20%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8450	84.50%
Fish aquatic toxicity	+	0.9429	94.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.86%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.42%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.11%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.01%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.78%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.07%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.92%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.31%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.13%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.45%	96.09%

Plants that contains it

• Artemisia armeniaca

Cross-Links

• PubChem: 162979477
• LOTUS: LTS0058027
• wikiData: Q105282176