8-(3-Hydroxy-3-methylbut-1-enyl)-7-(3-methylbut-2-enoxy)-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 7c171cf7-d21b-4887-b8d5-01f0c22e8125
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 8-(3-hydroxy-3-methylbut-1-enyl)-7-(3-methylbut-2-enoxy)-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCOC1=C(C2=C(C=C1)C(=O)CC(O2)C3=CC=CC=C3)C=CC(C)(C)O)C
• SMILES (Isomeric): CC(=CCOC1=C(C2=C(C=C1)C(=O)CC(O2)C3=CC=CC=C3)C=CC(C)(C)O)C
• InChI: InChI=1S/C25H28O4/c1-17(2)13-15-28-22-11-10-19-21(26)16-23(18-8-6-5-7-9-18)29-24(19)20(22)12-14-25(3,4)27/h5-14,23,27H,15-16H2,1-4H3
• InChI Key: ZVDGUVHERNKBSI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₄
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.19875937 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	-	0.5340	53.40%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8655	86.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9073	90.73%
OATP1B3 inhibitior	+	0.8863	88.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9892	98.92%
P-glycoprotein inhibitior	+	0.8501	85.01%
P-glycoprotein substrate	-	0.6782	67.82%
CYP3A4 substrate	+	0.6079	60.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7746	77.46%
CYP3A4 inhibition	-	0.7739	77.39%
CYP2C9 inhibition	+	0.7713	77.13%
CYP2C19 inhibition	+	0.9569	95.69%
CYP2D6 inhibition	-	0.8491	84.91%
CYP1A2 inhibition	+	0.8607	86.07%
CYP2C8 inhibition	+	0.6359	63.59%
CYP inhibitory promiscuity	+	0.8308	83.08%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6983	69.83%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.7690	76.90%
Skin irritation	-	0.8022	80.22%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8108	81.08%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7450	74.50%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6129	61.29%
Acute Oral Toxicity (c)	III	0.6575	65.75%
Estrogen receptor binding	+	0.8772	87.72%
Androgen receptor binding	+	0.7419	74.19%
Thyroid receptor binding	+	0.7836	78.36%
Glucocorticoid receptor binding	+	0.8818	88.18%
Aromatase binding	+	0.6251	62.51%
PPAR gamma	+	0.8479	84.79%
Honey bee toxicity	-	0.8177	81.77%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9892	98.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.99%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	93.17%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.56%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.31%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.09%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.99%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.76%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.58%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.85%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%

Plants that contains it

• Lonchocarpus costaricensis

Cross-Links

• PubChem: 74819330
• LOTUS: LTS0015137
• wikiData: Q105384220