2-(2-Hydroxy-6-oxohept-4-en-2-yl)-2,3-dihydrofuro[3,2-c]chromen-4-one

Details

• Internal ID: 4f6c584f-1e90-4dad-9454-f6be00f7fa09
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 2-(2-hydroxy-6-oxohept-4-en-2-yl)-2,3-dihydrofuro[3,2-c]chromen-4-one
• SMILES (Canonical): CC(=O)C=CCC(C)(C1CC2=C(O1)C3=CC=CC=C3OC2=O)O
• SMILES (Isomeric): CC(=O)C=CCC(C)(C1CC2=C(O1)C3=CC=CC=C3OC2=O)O
• InChI: InChI=1S/C18H18O5/c1-11(19)6-5-9-18(2,21)15-10-13-16(23-15)12-7-3-4-8-14(12)22-17(13)20/h3-8,15,21H,9-10H2,1-2H3
• InChI Key: IVEPSWGFYBYEJL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.6398	63.98%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7558	75.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8771	87.71%
OATP1B3 inhibitior	+	0.8172	81.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7993	79.93%
P-glycoprotein inhibitior	-	0.7233	72.33%
P-glycoprotein substrate	-	0.6038	60.38%
CYP3A4 substrate	+	0.6086	60.86%
CYP2C9 substrate	-	0.6004	60.04%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.6820	68.20%
CYP2C9 inhibition	-	0.8394	83.94%
CYP2C19 inhibition	-	0.8660	86.60%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	-	0.7830	78.30%
CYP2C8 inhibition	-	0.7089	70.89%
CYP inhibitory promiscuity	-	0.9191	91.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4352	43.52%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.6713	67.13%
Skin corrosion	-	0.9019	90.19%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6654	66.54%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6899	68.99%
skin sensitisation	-	0.7570	75.70%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6789	67.89%
Acute Oral Toxicity (c)	III	0.3929	39.29%
Estrogen receptor binding	+	0.8592	85.92%
Androgen receptor binding	+	0.6792	67.92%
Thyroid receptor binding	-	0.6899	68.99%
Glucocorticoid receptor binding	+	0.6901	69.01%
Aromatase binding	-	0.5209	52.09%
PPAR gamma	+	0.7489	74.89%
Honey bee toxicity	-	0.8677	86.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	98.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.20%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.00%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.17%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.80%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.11%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.13%	96.39%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.99%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.76%	97.09%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 85374544
• LOTUS: LTS0047334
• wikiData: Q105121000