Heliannone C

Details

• Internal ID: e8ca3978-aad0-4c5e-9306-1d8f50a00dc2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 7-hydroxy-2-(4-hydroxyphenyl)-8-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=C(C=CC2=C1OC(CC2=O)C3=CC=C(C=C3)O)O
• SMILES (Isomeric): COC1=C(C=CC2=C1OC(CC2=O)C3=CC=C(C=C3)O)O
• InChI: InChI=1S/C16H14O5/c1-20-16-12(18)7-6-11-13(19)8-14(21-15(11)16)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3
• InChI Key: BMGKZGNJRBKRFC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:174725
• 4',7-Dihydroxy-8-methoxyflavanone
• 7-hydroxy-2-(4-hydroxyphenyl)-8-methoxy-2,3-dihydrochromen-4-one
• 7-hydroxy-2-(4-hydroxyphenyl)-8-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.6570	65.70%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8121	81.21%
OATP2B1 inhibitior	-	0.7346	73.46%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9822	98.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7957	79.57%
P-glycoprotein inhibitior	-	0.8921	89.21%
P-glycoprotein substrate	-	0.8802	88.02%
CYP3A4 substrate	+	0.5438	54.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3531	35.31%
CYP3A4 inhibition	-	0.6589	65.89%
CYP2C9 inhibition	+	0.8702	87.02%
CYP2C19 inhibition	+	0.9183	91.83%
CYP2D6 inhibition	-	0.7401	74.01%
CYP1A2 inhibition	+	0.8763	87.63%
CYP2C8 inhibition	-	0.6523	65.23%
CYP inhibitory promiscuity	+	0.6829	68.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5464	54.64%
Eye corrosion	-	0.9803	98.03%
Eye irritation	+	0.7364	73.64%
Skin irritation	-	0.6400	64.00%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6790	67.90%
Micronuclear	+	0.8859	88.59%
Hepatotoxicity	-	0.5718	57.18%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5566	55.66%
Acute Oral Toxicity (c)	III	0.7244	72.44%
Estrogen receptor binding	+	0.6403	64.03%
Androgen receptor binding	+	0.5320	53.20%
Thyroid receptor binding	+	0.6293	62.93%
Glucocorticoid receptor binding	+	0.7837	78.37%
Aromatase binding	-	0.5328	53.28%
PPAR gamma	+	0.5544	55.44%
Honey bee toxicity	-	0.8306	83.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7580	75.80%

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	97.14%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	94.06%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.50%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.35%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.62%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	86.56%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.11%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.24%	94.00%
CHEMBL2535	P11166	Glucose transporter	81.60%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.25%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.12%	86.33%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 10636929
• LOTUS: LTS0034348
• wikiData: Q104938387