7-(hydroxymethyl)-5-methoxy-4-oxo-2-[(E)-pent-1-enyl]-2,3-dihydrochromene-8-carboxylic acid

Details

• Internal ID: d55bf1b5-d7ab-4d46-96a6-f581db2efaa9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (2S)-7-(hydroxymethyl)-5-methoxy-4-oxo-2-[(E)-pent-1-enyl]-2,3-dihydrochromene-8-carboxylic acid
• InChI: InChI=1S/C17H20O6/c1-3-4-5-6-11-8-12(19)15-13(22-2)7-10(9-18)14(17(20)21)16(15)23-11/h5-7,11,18H,3-4,8-9H2,1-2H3,(H,20,21)/b6-5+/t11-/m1/s1
• InChI Key: YUKNKKWYYXDAGR-MVIFTORASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEBI:201791
• 7-(hydroxymethyl)-5-methoxy-4-oxo-2-[(E)-pent-1-enyl]-2,3-dihydrochromene-8-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9164	91.64%
Caco-2	-	0.5482	54.82%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8105	81.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7383	73.83%
P-glycoprotein inhibitior	-	0.7903	79.03%
P-glycoprotein substrate	-	0.7257	72.57%
CYP3A4 substrate	+	0.5436	54.36%
CYP2C9 substrate	-	0.5915	59.15%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	+	0.5662	56.62%
CYP2C9 inhibition	-	0.6427	64.27%
CYP2C19 inhibition	+	0.5320	53.20%
CYP2D6 inhibition	-	0.8308	83.08%
CYP1A2 inhibition	+	0.6481	64.81%
CYP2C8 inhibition	-	0.6291	62.91%
CYP inhibitory promiscuity	-	0.5110	51.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7390	73.90%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8425	84.25%
Skin irritation	-	0.8363	83.63%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5099	50.99%
Micronuclear	-	0.7326	73.26%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8586	85.86%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4570	45.70%
Acute Oral Toxicity (c)	III	0.4168	41.68%
Estrogen receptor binding	+	0.5873	58.73%
Androgen receptor binding	+	0.6322	63.22%
Thyroid receptor binding	-	0.6364	63.64%
Glucocorticoid receptor binding	+	0.8339	83.39%
Aromatase binding	-	0.6588	65.88%
PPAR gamma	+	0.6838	68.38%
Honey bee toxicity	-	0.7876	78.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9577	95.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.42%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.10%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.98%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.40%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.68%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.08%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.20%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.97%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13888640
• LOTUS: LTS0082917
• wikiData: Q105363325