2-Hydroxy-3-(3-methylbut-2-enyl)furo[3,2-g]chromen-7-one

Details

• Internal ID: bed2f65b-5992-456a-821d-ac3cfd66fa0e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 2-hydroxy-3-(3-methylbut-2-enyl)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=CCC1=C(OC2=C1C=C3C=CC(=O)OC3=C2)O)C
• SMILES (Isomeric): CC(=CCC1=C(OC2=C1C=C3C=CC(=O)OC3=C2)O)C
• InChI: InChI=1S/C16H14O4/c1-9(2)3-5-11-12-7-10-4-6-15(17)19-13(10)8-14(12)20-16(11)18/h3-4,6-8,18H,5H2,1-2H3
• InChI Key: YVCOJYFIVQIECI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.8689	86.89%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8217	82.17%
OATP2B1 inhibitior	-	0.7258	72.58%
OATP1B1 inhibitior	+	0.8226	82.26%
OATP1B3 inhibitior	+	0.9230	92.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6484	64.84%
P-glycoprotein inhibitior	-	0.6414	64.14%
P-glycoprotein substrate	-	0.7868	78.68%
CYP3A4 substrate	-	0.5673	56.73%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8258	82.58%
CYP3A4 inhibition	-	0.5504	55.04%
CYP2C9 inhibition	+	0.8955	89.55%
CYP2C19 inhibition	+	0.8349	83.49%
CYP2D6 inhibition	-	0.7438	74.38%
CYP1A2 inhibition	+	0.7058	70.58%
CYP2C8 inhibition	-	0.8278	82.78%
CYP inhibitory promiscuity	+	0.7896	78.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5214	52.14%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.6885	68.85%
Skin irritation	-	0.6599	65.99%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5450	54.50%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6380	63.80%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6283	62.83%
Acute Oral Toxicity (c)	II	0.3974	39.74%
Estrogen receptor binding	+	0.8969	89.69%
Androgen receptor binding	+	0.7451	74.51%
Thyroid receptor binding	+	0.7149	71.49%
Glucocorticoid receptor binding	+	0.8564	85.64%
Aromatase binding	+	0.6743	67.43%
PPAR gamma	+	0.8536	85.36%
Honey bee toxicity	-	0.8867	88.67%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	98.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.43%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.94%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.27%	83.57%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.55%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.47%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	85.58%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.92%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.40%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.76%	94.00%
CHEMBL3959	P16083	Quinone reductase 2	81.39%	89.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.29%	99.17%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 101940767
• LOTUS: LTS0118233
• wikiData: Q105365192