(8R)-6-butanoyl-5-hydroxy-8-(2-hydroxypropan-2-yl)-4-phenyl-8,9-dihydrofuro[2,3-h]chromen-2-one

Details

• Internal ID: e0b8cec5-9dd7-4015-b018-ecbabd672ef8
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: (8R)-6-butanoyl-5-hydroxy-8-(2-hydroxypropan-2-yl)-4-phenyl-8,9-dihydrofuro[2,3-h]chromen-2-one
• InChI: InChI=1S/C24H24O6/c1-4-8-16(25)20-21(27)19-14(13-9-6-5-7-10-13)12-18(26)30-22(19)15-11-17(24(2,3)28)29-23(15)20/h5-7,9-10,12,17,27-28H,4,8,11H2,1-3H3/t17-/m1/s1
• InChI Key: OBYOQQBVJXSKIF-QGZVFWFLSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₆
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9663	96.63%
Caco-2	-	0.5889	58.89%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8460	84.60%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8245	82.45%
OATP1B3 inhibitior	-	0.2653	26.53%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8537	85.37%
BSEP inhibitior	+	0.8606	86.06%
P-glycoprotein inhibitior	+	0.7168	71.68%
P-glycoprotein substrate	-	0.5546	55.46%
CYP3A4 substrate	+	0.5963	59.63%
CYP2C9 substrate	+	0.8340	83.40%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.8056	80.56%
CYP2C9 inhibition	-	0.5706	57.06%
CYP2C19 inhibition	-	0.7649	76.49%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.7017	70.17%
CYP2C8 inhibition	+	0.7929	79.29%
CYP inhibitory promiscuity	-	0.7663	76.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5168	51.68%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8117	81.17%
Skin irritation	-	0.7472	74.72%
Skin corrosion	-	0.8831	88.31%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3711	37.11%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8774	87.74%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8607	86.07%
Acute Oral Toxicity (c)	III	0.3878	38.78%
Estrogen receptor binding	+	0.7460	74.60%
Androgen receptor binding	+	0.7720	77.20%
Thyroid receptor binding	-	0.5103	51.03%
Glucocorticoid receptor binding	+	0.7409	74.09%
Aromatase binding	+	0.6560	65.60%
PPAR gamma	+	0.8881	88.81%
Honey bee toxicity	-	0.8954	89.54%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9914	99.14%

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	99.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.90%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.36%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.49%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.18%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.62%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.90%	89.34%
CHEMBL1951	P21397	Monoamine oxidase A	85.54%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	84.80%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	82.53%	93.31%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.54%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.37%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.81%	92.62%

Plants that contains it

• Kayea racemosa
• Mammea punctata
• Mammea siamensis

Cross-Links

• PubChem: 162961264
• LOTUS: LTS0149966
• wikiData: Q105189223