9-Hydroxy-4-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one

Details

• Internal ID: b52e2dbf-5e07-414b-8549-9e091992406c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-hydroxypsoralens
• IUPAC Name: 9-hydroxy-4-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=CCOC1=C2C=COC2=C(C3=C1C=CC(=O)O3)O)C
• SMILES (Isomeric): CC(=CCOC1=C2C=COC2=C(C3=C1C=CC(=O)O3)O)C
• InChI: InChI=1S/C16H14O5/c1-9(2)5-7-19-14-10-3-4-12(17)21-16(10)13(18)15-11(14)6-8-20-15/h3-6,8,18H,7H2,1-2H3
• InChI Key: BEYIWVKWKJROGZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 68.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• BDBM50361384

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.8106	81.06%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8095	80.95%
OATP2B1 inhibitior	-	0.7258	72.58%
OATP1B1 inhibitior	+	0.9073	90.73%
OATP1B3 inhibitior	+	0.7903	79.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6218	62.18%
P-glycoprotein inhibitior	-	0.6280	62.80%
P-glycoprotein substrate	-	0.8184	81.84%
CYP3A4 substrate	-	0.5172	51.72%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	+	0.6340	63.40%
CYP2C9 inhibition	+	0.6955	69.55%
CYP2C19 inhibition	+	0.8097	80.97%
CYP2D6 inhibition	+	0.6086	60.86%
CYP1A2 inhibition	+	0.7383	73.83%
CYP2C8 inhibition	-	0.6483	64.83%
CYP inhibitory promiscuity	+	0.8264	82.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5749	57.49%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.6190	61.90%
Skin irritation	-	0.7291	72.91%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6726	67.26%
Micronuclear	-	0.5126	51.26%
Hepatotoxicity	+	0.9177	91.77%
skin sensitisation	-	0.6365	63.65%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7906	79.06%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.8763	87.63%
Androgen receptor binding	+	0.6780	67.80%
Thyroid receptor binding	+	0.5952	59.52%
Glucocorticoid receptor binding	+	0.8687	86.87%
Aromatase binding	+	0.8872	88.72%
PPAR gamma	+	0.9007	90.07%
Honey bee toxicity	-	0.8905	89.05%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9895	98.95%

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%
CHEMBL1951	P21397	Monoamine oxidase A	96.05%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.46%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.08%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.35%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.41%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.19%	94.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	87.41%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.22%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.27%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.23%	99.23%

Plants that contains it

• Angelica dahurica
• Niphogeton ternata

Cross-Links

• PubChem: 21826766
• NPASS: NPC233956
• LOTUS: LTS0018212
• wikiData: Q104933753