9-(3,4-Dihydroxy-2-methylbutan-2-yl)-4-methoxyfuro[3,2-g]chromen-7-one

Details

• Internal ID: 77a3c816-18cc-47a1-b8d2-5dc85c0c68d9
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 5-methoxypsoralens
• IUPAC Name: 9-(3,4-dihydroxy-2-methylbutan-2-yl)-4-methoxyfuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C17H18O6/c1-17(2,11(19)8-18)13-15-10(6-7-22-15)14(21-3)9-4-5-12(20)23-16(9)13/h4-7,11,18-19H,8H2,1-3H3
• InChI Key: PEIKVIYNHNSILV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9462	94.62%
Caco-2	+	0.5815	58.15%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7020	70.20%
OATP2B1 inhibitior	-	0.7250	72.50%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.8615	86.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7661	76.61%
P-glycoprotein inhibitior	-	0.8262	82.62%
P-glycoprotein substrate	-	0.7539	75.39%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8295	82.95%
CYP2D6 substrate	-	0.8294	82.94%
CYP3A4 inhibition	-	0.9129	91.29%
CYP2C9 inhibition	-	0.9230	92.30%
CYP2C19 inhibition	-	0.8609	86.09%
CYP2D6 inhibition	-	0.8298	82.98%
CYP1A2 inhibition	-	0.7582	75.82%
CYP2C8 inhibition	-	0.7285	72.85%
CYP inhibitory promiscuity	-	0.8993	89.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5309	53.09%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8759	87.59%
Skin irritation	-	0.8022	80.22%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6589	65.89%
Micronuclear	-	0.5567	55.67%
Hepatotoxicity	+	0.6054	60.54%
skin sensitisation	-	0.8096	80.96%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9228	92.28%
Acute Oral Toxicity (c)	III	0.6725	67.25%
Estrogen receptor binding	+	0.7614	76.14%
Androgen receptor binding	+	0.6334	63.34%
Thyroid receptor binding	-	0.5798	57.98%
Glucocorticoid receptor binding	+	0.6309	63.09%
Aromatase binding	+	0.5577	55.77%
PPAR gamma	+	0.8912	89.12%
Honey bee toxicity	-	0.8797	87.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6377	63.77%
Fish aquatic toxicity	+	0.7467	74.67%

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	97.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.75%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	94.12%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.26%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.99%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.62%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.70%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.08%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.17%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.01%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	83.82%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.27%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.68%	94.03%

Plants that contains it

• Dorstenia gigas

Cross-Links

• PubChem: 101718031
• LOTUS: LTS0031545
• wikiData: Q105207128