(8S)-5-hydroxy-6-(3-methylbutanoyl)-4-phenyl-8-prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-2-one

Details

• Internal ID: eb3b98c5-563c-42fc-bcce-a8ea1dbe3ffc
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: (8S)-5-hydroxy-6-(3-methylbutanoyl)-4-phenyl-8-prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-2-one
• SMILES (Canonical): CC(C)CC(=O)C1=C2C(=C3C(=C1O)C(=CC(=O)O3)C4=CC=CC=C4)CC(O2)C(=C)C
• SMILES (Isomeric): CC(C)CC(=O)C1=C2C(=C3C(=C1O)C(=CC(=O)O3)C4=CC=CC=C4)C[C@H](O2)C(=C)C
• InChI: InChI=1S/C25H24O5/c1-13(2)10-18(26)22-23(28)21-16(15-8-6-5-7-9-15)12-20(27)30-24(21)17-11-19(14(3)4)29-25(17)22/h5-9,12-13,19,28H,3,10-11H2,1-2,4H3/t19-/m0/s1
• InChI Key: RFHMEYQQYUJGMP-IBGZPJMESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.6101	61.01%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7743	77.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8173	81.73%
OATP1B3 inhibitior	+	0.8398	83.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8477	84.77%
P-glycoprotein inhibitior	+	0.8184	81.84%
P-glycoprotein substrate	+	0.5231	52.31%
CYP3A4 substrate	+	0.5955	59.55%
CYP2C9 substrate	+	0.8580	85.80%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.7380	73.80%
CYP2C9 inhibition	+	0.7588	75.88%
CYP2C19 inhibition	+	0.5521	55.21%
CYP2D6 inhibition	-	0.8874	88.74%
CYP1A2 inhibition	-	0.6306	63.06%
CYP2C8 inhibition	+	0.5669	56.69%
CYP inhibitory promiscuity	+	0.5799	57.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4950	49.50%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.7907	79.07%
Skin irritation	-	0.7297	72.97%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6500	65.00%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5284	52.84%
skin sensitisation	-	0.7380	73.80%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6852	68.52%
Acute Oral Toxicity (c)	I	0.4922	49.22%
Estrogen receptor binding	+	0.5734	57.34%
Androgen receptor binding	+	0.8292	82.92%
Thyroid receptor binding	+	0.5524	55.24%
Glucocorticoid receptor binding	+	0.7658	76.58%
Aromatase binding	+	0.5354	53.54%
PPAR gamma	+	0.8099	80.99%
Honey bee toxicity	-	0.7517	75.17%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL2581	P07339	Cathepsin D	98.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.53%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.64%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.87%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.55%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.91%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.65%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.03%	96.95%

Plants that contains it

• Mesua ferrea

Cross-Links

• PubChem: 11112232
• LOTUS: LTS0193342
• wikiData: Q105235411