(2R,3S)-2,3,9-trimethyl-2-(4-methylpent-3-enyl)-3H-furo[3,2-c]chromen-4-one

Details

• Internal ID: 0394147b-d2d6-42c6-945d-c63bc66678f5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: (2R,3S)-2,3,9-trimethyl-2-(4-methylpent-3-enyl)-3H-furo[3,2-c]chromen-4-one
• SMILES (Canonical): CC1C2=C(C3=C(C=CC=C3OC2=O)C)OC1(C)CCC=C(C)C
• SMILES (Isomeric): C[C@H]1C2=C(C3=C(C=CC=C3OC2=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(23-20)16-13(3)9-6-10-15(16)22-19(17)21/h6,8-10,14H,7,11H2,1-5H3/t14-,20+/m0/s1
• InChI Key: CITPUBRFDVRVIJ-VBKZILBWSA-N
• Popularity: 0 references 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: 4.90
• 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	+	0.9119	91.19%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7712	77.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8253	82.53%
P-glycoprotein inhibitior	-	0.4736	47.36%
P-glycoprotein substrate	-	0.6365	63.65%
CYP3A4 substrate	+	0.6053	60.53%
CYP2C9 substrate	-	0.6066	60.66%
CYP2D6 substrate	-	0.8243	82.43%
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	-	0.7664	76.64%
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	-	0.7776	77.76%
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	+	0.6429	64.29%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6015	60.15%
skin sensitisation	-	0.6188	61.88%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6789	67.89%
Acute Oral Toxicity (c)	III	0.4518	45.18%
Estrogen receptor binding	+	0.7970	79.70%
Androgen receptor binding	+	0.5666	56.66%
Thyroid receptor binding	-	0.5179	51.79%
Glucocorticoid receptor binding	+	0.7519	75.19%
Aromatase binding	+	0.5840	58.40%
PPAR gamma	+	0.8531	85.31%
Honey bee toxicity	-	0.8591	85.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	97.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.52%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.17%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.35%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.15%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.03%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.66%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.31%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.96%	90.24%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.15%	96.39%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15907854
• LOTUS: LTS0025610
• wikiData: Q104960271