1-[2,6-dihydroxy-3-[(2S,4R)-5-hydroxy-2-methyl-3,4-dihydro-2H-chromen-4-yl]phenyl]butan-1-one

Details

• Internal ID: d294c1c5-26aa-4f72-ab80-5eaa2baea212
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Neoflavans
• IUPAC Name: 1-[2,6-dihydroxy-3-[(2S,4R)-5-hydroxy-2-methyl-3,4-dihydro-2H-chromen-4-yl]phenyl]butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C=CC(=C1O)C2CC(OC3=CC=CC(=C23)O)C)O
• SMILES (Isomeric): CCCC(=O)C1=C(C=CC(=C1O)[C@H]2C[C@@H](OC3=CC=CC(=C23)O)C)O
• InChI: InChI=1S/C20H22O5/c1-3-5-14(21)19-16(23)9-8-12(20(19)24)13-10-11(2)25-17-7-4-6-15(22)18(13)17/h4,6-9,11,13,22-24H,3,5,10H2,1-2H3/t11-,13+/m0/s1
• InChI Key: IJAFYCQHLNAYDS-WCQYABFASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9117	91.17%
Caco-2	-	0.6188	61.88%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7153	71.53%
OATP2B1 inhibitior	-	0.5761	57.61%
OATP1B1 inhibitior	+	0.8817	88.17%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8211	82.11%
P-glycoprotein inhibitior	-	0.7020	70.20%
P-glycoprotein substrate	-	0.5771	57.71%
CYP3A4 substrate	+	0.5716	57.16%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	+	0.7389	73.89%
CYP2C9 inhibition	+	0.6977	69.77%
CYP2C19 inhibition	+	0.6406	64.06%
CYP2D6 inhibition	-	0.7968	79.68%
CYP1A2 inhibition	+	0.8223	82.23%
CYP2C8 inhibition	-	0.6245	62.45%
CYP inhibitory promiscuity	+	0.7755	77.55%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6946	69.46%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.6947	69.47%
Skin irritation	-	0.7527	75.27%
Skin corrosion	-	0.8980	89.80%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4702	47.02%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8469	84.69%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8455	84.55%
Acute Oral Toxicity (c)	III	0.3482	34.82%
Estrogen receptor binding	+	0.8697	86.97%
Androgen receptor binding	+	0.7396	73.96%
Thyroid receptor binding	+	0.5798	57.98%
Glucocorticoid receptor binding	+	0.7822	78.22%
Aromatase binding	+	0.6034	60.34%
PPAR gamma	+	0.7732	77.32%
Honey bee toxicity	-	0.9284	92.84%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9387	93.87%

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	96.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.24%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.91%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.41%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.40%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.76%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.53%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.38%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.80%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	82.18%	94.73%

Plants that contains it

• Erica arborea

Cross-Links

• PubChem: 162903343
• LOTUS: LTS0148184
• wikiData: Q105113862