(3s)-5,7-Dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzyl)chroman-4-one

Details

• Internal ID: 120a98dd-dbfc-4d34-a58b-eaa91e579509
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: (3S)-5,7-dihydroxy-3-[(4-hydroxyphenyl)methyl]-6,8-dimethyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)C(CO2)CC3=CC=C(C=C3)O)C)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)[C@H](CO2)CC3=CC=C(C=C3)O)C)O
• InChI: InChI=1S/C18H18O5/c1-9-15(20)10(2)18-14(16(9)21)17(22)12(8-23-18)7-11-3-5-13(19)6-4-11/h3-6,12,19-21H,7-8H2,1-2H3/t12-/m0/s1
• InChI Key: OQJXNTUJUHDHSF-LBPRGKRZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9346	93.46%
Caco-2	+	0.6639	66.39%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7613	76.13%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.8323	83.23%
OATP1B3 inhibitior	+	0.8360	83.60%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5431	54.31%
P-glycoprotein inhibitior	-	0.7095	70.95%
P-glycoprotein substrate	-	0.6886	68.86%
CYP3A4 substrate	+	0.5202	52.02%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	+	0.5710	57.10%
CYP2C9 inhibition	+	0.5987	59.87%
CYP2C19 inhibition	+	0.6191	61.91%
CYP2D6 inhibition	-	0.8861	88.61%
CYP1A2 inhibition	+	0.9032	90.32%
CYP2C8 inhibition	+	0.5407	54.07%
CYP inhibitory promiscuity	+	0.7769	77.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7537	75.37%
Eye corrosion	-	0.9855	98.55%
Eye irritation	+	0.6892	68.92%
Skin irritation	-	0.7343	73.43%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6301	63.01%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8043	80.43%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7714	77.14%
Acute Oral Toxicity (c)	III	0.6794	67.94%
Estrogen receptor binding	+	0.7982	79.82%
Androgen receptor binding	+	0.8152	81.52%
Thyroid receptor binding	+	0.6053	60.53%
Glucocorticoid receptor binding	+	0.7524	75.24%
Aromatase binding	+	0.5430	54.30%
PPAR gamma	+	0.6515	65.15%
Honey bee toxicity	-	0.9228	92.28%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9171	91.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.95%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.69%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.16%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.16%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.15%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.41%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.99%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.42%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.05%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.48%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.10%	96.09%

Plants that contains it

• Polygonatum odoratum

Cross-Links

• PubChem: 101473998
• LOTUS: LTS0271230
• wikiData: Q105196901