Alpinone

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	6f16f35f-31fd-4a44-a312-f073aac979a1
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
IUPAC Name	3,5-dihydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
SMILES (Canonical)	COC1=CC(=C2C(=C1)OC(C(C2=O)O)C3=CC=CC=C3)O
SMILES (Isomeric)	COC1=CC(=C2C(=C1)OC(C(C2=O)O)C3=CC=CC=C3)O
InChI	InChI=1S/C16H14O5/c1-20-10-7-11(17)13-12(8-10)21-16(15(19)14(13)18)9-5-3-2-4-6-9/h2-8,15-17,19H,1H3
InChI Key	QPOCKDYYXFOBCM-UHFFFAOYSA-N
Popularity	10 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₆H₁₄O₅
Molecular Weight	286.28 g/mol
Exact Mass	286.08412354 g/mol
Topological Polar Surface Area (TPSA)	76.00 Å²
XlogP	2.50
Atomic LogP (AlogP)	2.08
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

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480-13-7

7-O-Methylpinobanksin

Flavanone, 3,5-dihydroxy-7-methoxy-

4H-1-Benzopyran-4-one, 2,3-dihydro-3,5-dihydroxy-7-methoxy-2-phenyl-, (2R-trans)-

2,3-Dihydro-3,5-dihydroxy-7-methoxy-2-phenyl-4H-1-benzopyran-4-one (2R-trans)-

SCHEMBL17485808

DTXSID90963978

3,5-dihydroxy-7-methoxyflavanone

3,5-dihydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one

3,5-Dihydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	-	0.6414	64.14%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8113	81.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.9877	98.77%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6692	66.92%
P-glycoprotein inhibitior	-	0.5672	56.72%
P-glycoprotein substrate	-	0.9636	96.36%
CYP3A4 substrate	-	0.5141	51.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7873	78.73%
CYP3A4 inhibition	-	0.6447	64.47%
CYP2C9 inhibition	+	0.8876	88.76%
CYP2C19 inhibition	+	0.9315	93.15%
CYP2D6 inhibition	-	0.8064	80.64%
CYP1A2 inhibition	+	0.9264	92.64%
CYP2C8 inhibition	+	0.4577	45.77%
CYP inhibitory promiscuity	+	0.7815	78.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5580	55.80%
Eye corrosion	-	0.9749	97.49%
Eye irritation	+	0.7591	75.91%
Skin irritation	-	0.5737	57.37%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6421	64.21%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6034	60.34%
skin sensitisation	-	0.9457	94.57%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6858	68.58%
Acute Oral Toxicity (c)	III	0.7641	76.41%
Estrogen receptor binding	+	0.5695	56.95%
Androgen receptor binding	+	0.6429	64.29%
Thyroid receptor binding	+	0.5365	53.65%
Glucocorticoid receptor binding	+	0.6464	64.64%
Aromatase binding	+	0.5802	58.02%
PPAR gamma	+	0.6840	68.40%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8637	86.37%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	97.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.68%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.88%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.51%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.36%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.95%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.03%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.97%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.57%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.99%	89.00%
CHEMBL2535	P11166	Glucose transporter	82.49%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.66%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.53%	99.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Alpinia japonica

Dalbergia candenatensis