6-(2,3-Dihydroxy-3-methylbutyl)-8-hydroxy-7-methoxychromen-2-one

Details

• Internal ID: f1046809-14f6-49f1-9f56-27b1c648dd69
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 6-(2,3-dihydroxy-3-methylbutyl)-8-hydroxy-7-methoxychromen-2-one
• SMILES (Canonical): CC(C)(C(CC1=C(C(=C2C(=C1)C=CC(=O)O2)O)OC)O)O
• SMILES (Isomeric): CC(C)(C(CC1=C(C(=C2C(=C1)C=CC(=O)O2)O)OC)O)O
• InChI: InChI=1S/C15H18O6/c1-15(2,19)10(16)7-9-6-8-4-5-11(17)21-14(8)12(18)13(9)20-3/h4-6,10,16,18-19H,7H2,1-3H3
• InChI Key: IZWHPOQIAQVTPR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.18
• 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	+	0.9234	92.34%
Caco-2	+	0.5567	55.67%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6113	61.13%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.8981	89.81%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6260	62.60%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	-	0.8854	88.54%
CYP3A4 substrate	-	0.5432	54.32%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.8026	80.26%
CYP3A4 inhibition	-	0.9334	93.34%
CYP2C9 inhibition	-	0.9183	91.83%
CYP2C19 inhibition	-	0.8927	89.27%
CYP2D6 inhibition	-	0.8826	88.26%
CYP1A2 inhibition	+	0.6591	65.91%
CYP2C8 inhibition	-	0.6723	67.23%
CYP inhibitory promiscuity	-	0.9310	93.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6368	63.68%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.7476	74.76%
Skin irritation	-	0.7580	75.80%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8361	83.61%
Acute Oral Toxicity (c)	III	0.5713	57.13%
Estrogen receptor binding	+	0.7535	75.35%
Androgen receptor binding	+	0.5717	57.17%
Thyroid receptor binding	+	0.5573	55.73%
Glucocorticoid receptor binding	+	0.7487	74.87%
Aromatase binding	+	0.5744	57.44%
PPAR gamma	+	0.8736	87.36%
Honey bee toxicity	-	0.8045	80.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9446	94.46%

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	98.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.24%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.80%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.58%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.62%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.09%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.47%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.89%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.78%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.36%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.00%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.66%	96.95%

Plants that contains it

• Antiaris toxicaria

Cross-Links

• PubChem: 76336225
• LOTUS: LTS0273756
• wikiData: Q105123556