(2R,3S)-2,3,5-trimethyl-2-(4-methylpent-3-enyl)-3H-furo[2,3-b]chromen-4-one

Details

• Internal ID: 7ad8ceba-72de-4628-ba1a-f1054b3ba1a7
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: (2R,3S)-2,3,5-trimethyl-2-(4-methylpent-3-enyl)-3H-furo[2,3-b]chromen-4-one
• SMILES (Canonical): CC1C2=C(OC3=CC=CC(=C3C2=O)C)OC1(C)CCC=C(C)C
• SMILES (Isomeric): C[C@H]1C2=C(OC3=CC=CC(=C3C2=O)C)O[C@]1(C)CCC=C(C)C
• InChI: InChI=1S/C20H24O3/c1-12(2)8-7-11-20(5)14(4)17-18(21)16-13(3)9-6-10-15(16)22-19(17)23-20/h6,8-10,14H,7,11H2,1-5H3/t14-,20+/m0/s1
• InChI Key: YHKKEXMMLBXKGY-VBKZILBWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.10
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8878	88.78%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7712	77.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9145	91.45%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8415	84.15%
P-glycoprotein inhibitior	-	0.4803	48.03%
P-glycoprotein substrate	-	0.6300	63.00%
CYP3A4 substrate	+	0.6232	62.32%
CYP2C9 substrate	-	0.6103	61.03%
CYP2D6 substrate	-	0.7974	79.74%
CYP3A4 inhibition	-	0.6111	61.11%
CYP2C9 inhibition	-	0.5207	52.07%
CYP2C19 inhibition	+	0.6212	62.12%
CYP2D6 inhibition	-	0.7843	78.43%
CYP1A2 inhibition	+	0.7004	70.04%
CYP2C8 inhibition	-	0.6693	66.93%
CYP inhibitory promiscuity	+	0.6284	62.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4996	49.96%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8162	81.62%
Skin irritation	-	0.6543	65.43%
Skin corrosion	-	0.8855	88.55%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6468	64.68%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6066	60.66%
skin sensitisation	-	0.6188	61.88%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6622	66.22%
Acute Oral Toxicity (c)	III	0.4518	45.18%
Estrogen receptor binding	+	0.8389	83.89%
Androgen receptor binding	+	0.5528	55.28%
Thyroid receptor binding	-	0.5245	52.45%
Glucocorticoid receptor binding	+	0.6660	66.60%
Aromatase binding	+	0.5542	55.42%
PPAR gamma	+	0.8650	86.50%
Honey bee toxicity	-	0.8681	86.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	98.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.24%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.39%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.57%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.72%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.47%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.64%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	84.07%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.52%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.94%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.73%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.13%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163004617
• LOTUS: LTS0146141
• wikiData: Q105348445