Eriosematin A

Details

• Internal ID: bf1c9130-acaf-45ef-9a10-9694fd2d5900
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C=CO2)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C=CO2)C
• InChI: InChI=1S/C14H14O4/c1-8(2)3-4-9-11(16)7-12(17)13-10(15)5-6-18-14(9)13/h3,5-7,16-17H,4H2,1-2H3
• InChI Key: FQSPUXNQUUIUQW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 175448-02-9
• 5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• FS-7801
• 5,7-Dihydroxy-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.7144	71.44%
Blood Brain Barrier	-	0.5379	53.79%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6949	69.49%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.9242	92.42%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7307	73.07%
P-glycoprotein inhibitior	-	0.8388	83.88%
P-glycoprotein substrate	-	0.8977	89.77%
CYP3A4 substrate	-	0.5914	59.14%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	+	0.5634	56.34%
CYP2C9 inhibition	+	0.9158	91.58%
CYP2C19 inhibition	+	0.9038	90.38%
CYP2D6 inhibition	-	0.5907	59.07%
CYP1A2 inhibition	+	0.9441	94.41%
CYP2C8 inhibition	-	0.8317	83.17%
CYP inhibitory promiscuity	+	0.9296	92.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7173	71.73%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.8978	89.78%
Skin irritation	-	0.6876	68.76%
Skin corrosion	-	0.9087	90.87%
Ames mutagenesis	+	0.6236	62.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5460	54.60%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6264	62.64%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6048	60.48%
Acute Oral Toxicity (c)	III	0.6473	64.73%
Estrogen receptor binding	+	0.9030	90.30%
Androgen receptor binding	+	0.6079	60.79%
Thyroid receptor binding	+	0.6348	63.48%
Glucocorticoid receptor binding	+	0.9314	93.14%
Aromatase binding	+	0.7149	71.49%
PPAR gamma	+	0.8720	87.20%
Honey bee toxicity	-	0.9240	92.40%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9929	99.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.05%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.02%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.06%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.17%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.09%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.87%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.06%	89.34%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.93%	91.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.67%	90.71%

Plants that contains it

• Eriosema tuberosum

Cross-Links

• PubChem: 10399655
• LOTUS: LTS0204035
• wikiData: Q104999839