7-(2,6,7-Trihydroxy-7-methyl-3-methylideneoctoxy)chromen-2-one

Details

• Internal ID: b0522b16-5467-4fb5-9a43-2abc569c4d90
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-(2,6,7-trihydroxy-7-methyl-3-methylideneoctoxy)chromen-2-one
• InChI: InChI=1S/C19H24O6/c1-12(4-8-17(21)19(2,3)23)15(20)11-24-14-7-5-13-6-9-18(22)25-16(13)10-14/h5-7,9-10,15,17,20-21,23H,1,4,8,11H2,2-3H3
• InChI Key: GOOJJMAKBXRBIG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9489	94.89%
Caco-2	-	0.6849	68.49%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8643	86.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.8992	89.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8388	83.88%
BSEP inhibitior	+	0.5961	59.61%
P-glycoprotein inhibitior	-	0.6693	66.93%
P-glycoprotein substrate	-	0.7558	75.58%
CYP3A4 substrate	+	0.5566	55.66%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8130	81.30%
CYP3A4 inhibition	-	0.7706	77.06%
CYP2C9 inhibition	-	0.6900	69.00%
CYP2C19 inhibition	+	0.6184	61.84%
CYP2D6 inhibition	-	0.7768	77.68%
CYP1A2 inhibition	+	0.7137	71.37%
CYP2C8 inhibition	-	0.7260	72.60%
CYP inhibitory promiscuity	-	0.8548	85.48%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.7350	73.50%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8434	84.34%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5333	53.33%
skin sensitisation	-	0.7646	76.46%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7138	71.38%
Acute Oral Toxicity (c)	III	0.4675	46.75%
Estrogen receptor binding	+	0.7483	74.83%
Androgen receptor binding	+	0.7325	73.25%
Thyroid receptor binding	+	0.6995	69.95%
Glucocorticoid receptor binding	+	0.8249	82.49%
Aromatase binding	+	0.7473	74.73%
PPAR gamma	+	0.8300	83.00%
Honey bee toxicity	-	0.8533	85.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	99.40%	92.51%
CHEMBL2581	P07339	Cathepsin D	97.20%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.59%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.01%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.16%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.86%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.90%	97.25%
CHEMBL4208	P20618	Proteasome component C5	87.69%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.89%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	85.64%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.73%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.53%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.80%	93.81%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.52%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.07%	99.23%

Plants that contains it

• Aegle marmelos

Cross-Links

• PubChem: 14309784
• LOTUS: LTS0192870
• wikiData: Q105014316