9-(7-Hydroxy-3,7-dimethylocta-2,5-dienoxy)furo[3,2-g]chromen-7-one

Details

• Internal ID: c6a412cb-bb4c-4f2c-8f4d-4e64c5aee55e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 9-(7-hydroxy-3,7-dimethylocta-2,5-dienoxy)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=CCOC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)CC=CC(C)(C)O
• SMILES (Isomeric): CC(=CCOC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)CC=CC(C)(C)O
• InChI: InChI=1S/C21H22O5/c1-14(5-4-10-21(2,3)23)8-11-25-20-18-16(9-12-24-18)13-15-6-7-17(22)26-19(15)20/h4,6-10,12-13,23H,5,11H2,1-3H3
• InChI Key: YOQCKFCFAJIRRT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.14672380 g/mol
• Topological Polar Surface Area (TPSA): 68.90 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7741	77.41%
OATP2B1 inhibitior	-	0.7224	72.24%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.8119	81.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9675	96.75%
P-glycoprotein inhibitior	+	0.7862	78.62%
P-glycoprotein substrate	-	0.8334	83.34%
CYP3A4 substrate	+	0.5260	52.60%
CYP2C9 substrate	-	0.6340	63.40%
CYP2D6 substrate	-	0.8186	81.86%
CYP3A4 inhibition	+	0.6125	61.25%
CYP2C9 inhibition	+	0.6816	68.16%
CYP2C19 inhibition	+	0.6980	69.80%
CYP2D6 inhibition	-	0.6773	67.73%
CYP1A2 inhibition	+	0.6345	63.45%
CYP2C8 inhibition	+	0.5395	53.95%
CYP inhibitory promiscuity	+	0.6919	69.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4957	49.57%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8607	86.07%
Skin irritation	-	0.7146	71.46%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9020	90.20%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.7277	72.77%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7012	70.12%
Acute Oral Toxicity (c)	III	0.3985	39.85%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	+	0.7693	76.93%
Thyroid receptor binding	+	0.7299	72.99%
Glucocorticoid receptor binding	+	0.8630	86.30%
Aromatase binding	+	0.7174	71.74%
PPAR gamma	+	0.8414	84.14%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.16%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.44%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.26%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.46%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	91.23%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.73%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.50%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.62%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.75%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.28%	96.95%
CHEMBL4208	P20618	Proteasome component C5	83.33%	90.00%

Plants that contains it

• Glehnia littoralis
• Spiraea japonica
• Tetradium daniellii

Cross-Links

• PubChem: 54519294
• LOTUS: LTS0142105
• wikiData: Q105380870