4-[(E)-3-methyl-4-(3-prop-1-en-2-yloxiran-2-yl)but-2-enoxy]furo[3,2-g]chromen-7-one

Details

• Internal ID: cdf51693-e471-46c8-8446-a66bc3f028f2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 4-[(E)-3-methyl-4-(3-prop-1-en-2-yloxiran-2-yl)but-2-enoxy]furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(=C)C1C(O1)CC(=CCOC2=C3C=CC(=O)OC3=CC4=C2C=CO4)C
• SMILES (Isomeric): CC(=C)C1C(O1)C/C(=C/COC2=C3C=CC(=O)OC3=CC4=C2C=CO4)/C
• InChI: InChI=1S/C21H20O5/c1-12(2)20-18(26-20)10-13(3)6-8-24-21-14-4-5-19(22)25-17(14)11-16-15(21)7-9-23-16/h4-7,9,11,18,20H,1,8,10H2,2-3H3/b13-6+
• InChI Key: RHKSSBBUZBOFLR-AWNIVKPZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₅
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.13107373 g/mol
• Topological Polar Surface Area (TPSA): 61.20 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.5141	51.41%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6851	68.51%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	+	0.9006	90.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7863	78.63%
P-glycoprotein inhibitior	+	0.7807	78.07%
P-glycoprotein substrate	-	0.6157	61.57%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8183	81.83%
CYP3A4 inhibition	+	0.8868	88.68%
CYP2C9 inhibition	-	0.5808	58.08%
CYP2C19 inhibition	+	0.6854	68.54%
CYP2D6 inhibition	-	0.7912	79.12%
CYP1A2 inhibition	+	0.7134	71.34%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.8123	81.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5907	59.07%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9147	91.47%
Skin irritation	-	0.7158	71.58%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.5347	53.47%
Human Ether-a-go-go-Related Gene inhibition	+	0.7815	78.15%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.6147	61.47%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8820	88.20%
Acute Oral Toxicity (c)	III	0.4493	44.93%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.8386	83.86%
Thyroid receptor binding	+	0.5773	57.73%
Glucocorticoid receptor binding	+	0.9006	90.06%
Aromatase binding	+	0.6819	68.19%
PPAR gamma	+	0.8119	81.19%
Honey bee toxicity	-	0.7451	74.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.46%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	96.38%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.43%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.07%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.52%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.18%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.85%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.89%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.70%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.13%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.10%	89.62%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.85%	93.65%

Plants that contains it

• Hansenia weberbaueriana

Cross-Links

• PubChem: 5319014
• NPASS: NPC12136