Alnusin

Details

• Internal ID: fb84963c-1467-4133-bdaa-59c17ac140de
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,7-trihydroxy-6-methoxy-2-phenylchromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C=C1O)OC(=C(C2=O)O)C3=CC=CC=C3)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1O)OC(=C(C2=O)O)C3=CC=CC=C3)O
• InChI: InChI=1S/C16H12O6/c1-21-16-9(17)7-10-11(13(16)19)12(18)14(20)15(22-10)8-5-3-2-4-6-8/h2-7,17,19-20H,1H3
• InChI Key: HYBBOIHJQNYTGH-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 6-Methoxygalangin
• 3,5,7-Trihydroxy-6-methoxyflavone
• CHEMBL254936
• SCHEMBL2179417
• LMPK12112803

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9524	95.24%
Caco-2	-	0.8514	85.14%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6494	64.94%
OATP2B1 inhibitior	-	0.5583	55.83%
OATP1B1 inhibitior	+	0.9432	94.32%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7228	72.28%
P-glycoprotein inhibitior	+	0.7234	72.34%
P-glycoprotein substrate	-	0.8971	89.71%
CYP3A4 substrate	-	0.5106	51.06%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7348	73.48%
CYP2C9 inhibition	+	0.7560	75.60%
CYP2C19 inhibition	+	0.8648	86.48%
CYP2D6 inhibition	-	0.6993	69.93%
CYP1A2 inhibition	+	0.9218	92.18%
CYP2C8 inhibition	+	0.7555	75.55%
CYP inhibitory promiscuity	+	0.8546	85.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6176	61.76%
Eye corrosion	-	0.9767	97.67%
Eye irritation	+	0.8130	81.30%
Skin irritation	-	0.5841	58.41%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6972	69.72%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8440	84.40%
Acute Oral Toxicity (c)	III	0.7362	73.62%
Estrogen receptor binding	+	0.8967	89.67%
Androgen receptor binding	+	0.7093	70.93%
Thyroid receptor binding	+	0.5895	58.95%
Glucocorticoid receptor binding	+	0.8524	85.24%
Aromatase binding	+	0.7384	73.84%
PPAR gamma	+	0.8357	83.57%
Honey bee toxicity	-	0.8907	89.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8321	83.21%

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	99.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.10%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.47%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.22%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.99%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.47%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.88%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.53%	95.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.05%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	82.24%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.42%	99.17%

Plants that contains it

• Adenostoma sparsifolium
• Alnus sieboldiana
• Cassinia quinquefaria

Cross-Links

• PubChem: 12305751
• LOTUS: LTS0189547
• wikiData: Q104375667