7-Hydroxy-3-(3-hydroxy-3-methylbutyl)chromen-2-one

Details

• Internal ID: a2c5b08a-5ada-4979-93ba-49abec06aa05
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-3-(3-hydroxy-3-methylbutyl)chromen-2-one
• SMILES (Canonical): CC(C)(CCC1=CC2=C(C=C(C=C2)O)OC1=O)O
• SMILES (Isomeric): CC(C)(CCC1=CC2=C(C=C(C=C2)O)OC1=O)O
• InChI: InChI=1S/C14H16O4/c1-14(2,17)6-5-10-7-9-3-4-11(15)8-12(9)18-13(10)16/h3-4,7-8,15,17H,5-6H2,1-2H3
• InChI Key: YPEZYGHWEFXBSN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	+	0.5552	55.52%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7971	79.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7543	75.43%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7606	76.06%
P-glycoprotein inhibitior	-	0.9405	94.05%
P-glycoprotein substrate	-	0.6395	63.95%
CYP3A4 substrate	-	0.5507	55.07%
CYP2C9 substrate	-	0.5890	58.90%
CYP2D6 substrate	-	0.8249	82.49%
CYP3A4 inhibition	-	0.7809	78.09%
CYP2C9 inhibition	-	0.8650	86.50%
CYP2C19 inhibition	-	0.9155	91.55%
CYP2D6 inhibition	-	0.8934	89.34%
CYP1A2 inhibition	-	0.6391	63.91%
CYP2C8 inhibition	-	0.7107	71.07%
CYP inhibitory promiscuity	-	0.9318	93.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6771	67.71%
Eye corrosion	-	0.9925	99.25%
Eye irritation	+	0.8377	83.77%
Skin irritation	-	0.7116	71.16%
Skin corrosion	-	0.8984	89.84%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6010	60.10%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8205	82.05%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6580	65.80%
Acute Oral Toxicity (c)	III	0.5963	59.63%
Estrogen receptor binding	+	0.8170	81.70%
Androgen receptor binding	+	0.7878	78.78%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	+	0.7498	74.98%
Aromatase binding	+	0.7354	73.54%
PPAR gamma	+	0.7836	78.36%
Honey bee toxicity	-	0.9400	94.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9727	97.27%

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	97.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.66%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.75%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.28%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.74%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.39%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.89%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	84.35%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.10%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.52%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.63%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.30%	96.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.17%	90.93%

Plants that contains it

• Rhadinothamnus rudis

Cross-Links

• PubChem: 86078465
• LOTUS: LTS0213176
• wikiData: Q105351653