[(2R)-5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-8-yl]-phenylmethanone

Details

• Internal ID: 66286ea0-5c10-4842-89b8-72475819ce64
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [(2R)-5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-8-yl]-phenylmethanone
• InChI: InChI=1S/C23H24O4/c1-15(2)8-7-12-23(3)13-11-17-18(24)14-19(25)20(22(17)27-23)21(26)16-9-5-4-6-10-16/h4-6,8-11,13-14,24-25H,7,12H2,1-3H3/t23-/m1/s1
• InChI Key: VHBOXYDOVCZHPH-HSZRJFAPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₄
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.24
• H-Bond Acceptor: 4
• 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	+	0.9822	98.22%
Caco-2	+	0.6232	62.32%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6730	67.30%
OATP2B1 inhibitior	-	0.7214	72.14%
OATP1B1 inhibitior	+	0.7743	77.43%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9580	95.80%
P-glycoprotein inhibitior	+	0.7284	72.84%
P-glycoprotein substrate	-	0.7179	71.79%
CYP3A4 substrate	+	0.5441	54.41%
CYP2C9 substrate	-	0.8010	80.10%
CYP2D6 substrate	-	0.7847	78.47%
CYP3A4 inhibition	-	0.5185	51.85%
CYP2C9 inhibition	+	0.5169	51.69%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.7847	78.47%
CYP1A2 inhibition	+	0.8291	82.91%
CYP2C8 inhibition	+	0.6052	60.52%
CYP inhibitory promiscuity	+	0.6844	68.44%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7002	70.02%
Eye corrosion	-	0.9929	99.29%
Eye irritation	+	0.5452	54.52%
Skin irritation	-	0.6873	68.73%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7502	75.02%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6770	67.70%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6537	65.37%
Acute Oral Toxicity (c)	III	0.6364	63.64%
Estrogen receptor binding	+	0.8872	88.72%
Androgen receptor binding	+	0.7308	73.08%
Thyroid receptor binding	+	0.7199	71.99%
Glucocorticoid receptor binding	+	0.9175	91.75%
Aromatase binding	+	0.8098	80.98%
PPAR gamma	+	0.8621	86.21%
Honey bee toxicity	-	0.9039	90.39%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9860	98.60%

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	98.89%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.78%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.94%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	93.77%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.06%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.61%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.53%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.22%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.19%	96.09%
CHEMBL4208	P20618	Proteasome component C5	84.42%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.76%	94.62%

Plants that contains it

• Clusia multiflora
• Garcinia vieillardii

Cross-Links

• PubChem: 25765598
• LOTUS: LTS0122173
• wikiData: Q105286298