7-Hydroxy-8-(3-hydroxy-2-oxopropyl)-5-methyl-2-(2-oxopropyl)chromen-4-one

Details

• Internal ID: b58034f2-49ec-4811-8cb7-72e71ee6773c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 7-hydroxy-8-(3-hydroxy-2-oxopropyl)-5-methyl-2-(2-oxopropyl)chromen-4-one
• SMILES (Canonical): CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(=O)C)CC(=O)CO)O
• SMILES (Isomeric): CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(=O)C)CC(=O)CO)O
• InChI: InChI=1S/C16H16O6/c1-8-3-13(20)12(5-10(19)7-17)16-15(8)14(21)6-11(22-16)4-9(2)18/h3,6,17,20H,4-5,7H2,1-2H3
• InChI Key: FMJWFOWIKRTDNL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 6
• 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	+	0.9407	94.07%
Caco-2	+	0.6664	66.64%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7400	74.00%
OATP2B1 inhibitior	-	0.7093	70.93%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9031	90.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7460	74.60%
P-glycoprotein inhibitior	-	0.9145	91.45%
P-glycoprotein substrate	-	0.8025	80.25%
CYP3A4 substrate	-	0.5194	51.94%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8281	82.81%
CYP3A4 inhibition	-	0.8265	82.65%
CYP2C9 inhibition	-	0.5873	58.73%
CYP2C19 inhibition	-	0.6552	65.52%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	+	0.7231	72.31%
CYP2C8 inhibition	-	0.7628	76.28%
CYP inhibitory promiscuity	-	0.8051	80.51%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7048	70.48%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.5619	56.19%
Skin irritation	-	0.8269	82.69%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	+	0.5945	59.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.4109	41.09%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8474	84.74%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6536	65.36%
Acute Oral Toxicity (c)	III	0.4956	49.56%
Estrogen receptor binding	+	0.5283	52.83%
Androgen receptor binding	+	0.5822	58.22%
Thyroid receptor binding	-	0.7273	72.73%
Glucocorticoid receptor binding	+	0.7204	72.04%
Aromatase binding	-	0.6153	61.53%
PPAR gamma	+	0.7796	77.96%
Honey bee toxicity	-	0.9145	91.45%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8927	89.27%

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	97.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.22%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.12%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.62%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.03%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.96%	89.34%
CHEMBL1937	Q92769	Histone deacetylase 2	86.26%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.01%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.00%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.47%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.91%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.81%	99.17%

Plants that contains it

• Aloe ferox

Cross-Links

• PubChem: 10828326
• LOTUS: LTS0055496
• wikiData: Q104997884