4-[(2E,6R)-6-hydroxy-3,7-dimethylocta-2,7-dienoxy]furo[3,2-g]chromen-7-one

Details

• Internal ID: b5d3995f-df20-4ef6-8c5d-d4b2e5d3de3e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 4-[(2E,6R)-6-hydroxy-3,7-dimethylocta-2,7-dienoxy]furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=C)C(CCC(=CCOC1=C2C=CC(=O)OC2=CC3=C1C=CO3)C)O
• SMILES (Isomeric): CC(=C)[C@@H](CC/C(=C/COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)/C)O
• InChI: InChI=1S/C21H22O5/c1-13(2)17(22)6-4-14(3)8-10-25-21-15-5-7-20(23)26-19(15)12-18-16(21)9-11-24-18/h5,7-9,11-12,17,22H,1,4,6,10H2,2-3H3/b14-8+/t17-/m1/s1
• InChI Key: GVJZHFXIIRJQIX-LEHPZIBWSA-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: 4.70
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	-	0.6653	66.53%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7985	79.85%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.8753	87.53%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7570	75.70%
BSEP inhibitior	+	0.8278	82.78%
P-glycoprotein inhibitior	+	0.6596	65.96%
P-glycoprotein substrate	-	0.6634	66.34%
CYP3A4 substrate	+	0.5769	57.69%
CYP2C9 substrate	-	0.8217	82.17%
CYP2D6 substrate	-	0.7862	78.62%
CYP3A4 inhibition	+	0.8866	88.66%
CYP2C9 inhibition	-	0.6637	66.37%
CYP2C19 inhibition	+	0.5312	53.12%
CYP2D6 inhibition	-	0.6128	61.28%
CYP1A2 inhibition	+	0.6941	69.41%
CYP2C8 inhibition	-	0.6003	60.03%
CYP inhibitory promiscuity	-	0.6259	62.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6728	67.28%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9306	93.06%
Skin irritation	-	0.7483	74.83%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8381	83.81%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7984	79.84%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8785	87.85%
Acute Oral Toxicity (c)	I	0.3094	30.94%
Estrogen receptor binding	+	0.8357	83.57%
Androgen receptor binding	+	0.8171	81.71%
Thyroid receptor binding	+	0.6776	67.76%
Glucocorticoid receptor binding	+	0.8726	87.26%
Aromatase binding	+	0.7066	70.66%
PPAR gamma	+	0.8433	84.33%
Honey bee toxicity	-	0.7661	76.61%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	98.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.92%	98.95%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	95.06%	94.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.63%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.55%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.42%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.33%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	92.39%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.43%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.55%	93.65%

Plants that contains it

• Tetradium daniellii

Cross-Links

• PubChem: 163187881
• LOTUS: LTS0012528
• wikiData: Q105021315