Demethylfuropinnarin

Details

• Internal ID: 011cef2f-9fef-4c8a-8bcc-705a36c09e1e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 5-hydroxypsoralens
• IUPAC Name: 4-hydroxy-9-(2-methylbut-3-en-2-yl)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C=C)C1=C2C(=C(C3=C1OC=C3)O)C=CC(=O)O2
• SMILES (Isomeric): CC(C)(C=C)C1=C2C(=C(C3=C1OC=C3)O)C=CC(=O)O2
• InChI: InChI=1S/C16H14O4/c1-4-16(2,3)12-14-10(7-8-19-14)13(18)9-5-6-11(17)20-15(9)12/h4-8,18H,1H2,2-3H3
• InChI Key: XYCSWDLNRXCFHA-UHFFFAOYSA-N
• Popularity: 6 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: 3.90
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• demthyl furopinnarin
• MLS002472907
• CHEMBL1734870
• HMS2267F11
• SMR001397018

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.5301	53.01%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7221	72.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.8899	88.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6874	68.74%
P-glycoprotein inhibitior	-	0.7435	74.35%
P-glycoprotein substrate	-	0.8632	86.32%
CYP3A4 substrate	-	0.5298	52.98%
CYP2C9 substrate	-	0.6273	62.73%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	+	0.8551	85.51%
CYP2C9 inhibition	-	0.5341	53.41%
CYP2C19 inhibition	-	0.6967	69.67%
CYP2D6 inhibition	-	0.7866	78.66%
CYP1A2 inhibition	-	0.7570	75.70%
CYP2C8 inhibition	+	0.4549	45.49%
CYP inhibitory promiscuity	-	0.6901	69.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4071	40.71%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.5838	58.38%
Skin irritation	-	0.6324	63.24%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7717	77.17%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.8783	87.83%
skin sensitisation	-	0.6266	62.66%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8272	82.72%
Acute Oral Toxicity (c)	III	0.4981	49.81%
Estrogen receptor binding	+	0.9287	92.87%
Androgen receptor binding	+	0.7000	70.00%
Thyroid receptor binding	+	0.5936	59.36%
Glucocorticoid receptor binding	+	0.9022	90.22%
Aromatase binding	+	0.7562	75.62%
PPAR gamma	+	0.7709	77.09%
Honey bee toxicity	-	0.8941	89.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5068	50.68%
Fish aquatic toxicity	+	0.9891	98.91%

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	97.11%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.08%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.80%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	88.90%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.91%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.69%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.36%	94.45%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.38%	90.93%

Plants that contains it

• Glehnia littoralis
• Hansenia forbesii
• Hansenia weberbaueriana
• Rhododendron dauricum

Cross-Links

• PubChem: 5316520
• NPASS: NPC270044
• LOTUS: LTS0034255
• wikiData: Q104393976