(3S)-5,7-dihydroxy-3-[(2-hydroxy-4-methoxyphenyl)methyl]-6,8-dimethyl-2,3-dihydrochromen-4-one

Details

• Internal ID: d6fa32e0-ae80-4044-a446-811c4de3eda5
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: (3S)-5,7-dihydroxy-3-[(2-hydroxy-4-methoxyphenyl)methyl]-6,8-dimethyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)C(CO2)CC3=C(C=C(C=C3)OC)O)C)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)[C@H](CO2)CC3=C(C=C(C=C3)OC)O)C)O
• InChI: InChI=1S/C19H20O6/c1-9-16(21)10(2)19-15(17(9)22)18(23)12(8-25-19)6-11-4-5-13(24-3)7-14(11)20/h4-5,7,12,20-22H,6,8H2,1-3H3/t12-/m0/s1
• InChI Key: YVHOGEZRSOFSOD-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9260	92.60%
Caco-2	+	0.5339	53.39%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7374	73.74%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	-	0.2145	21.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6781	67.81%
P-glycoprotein inhibitior	-	0.7391	73.91%
P-glycoprotein substrate	-	0.6987	69.87%
CYP3A4 substrate	+	0.5560	55.60%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.6872	68.72%
CYP2C9 inhibition	-	0.6058	60.58%
CYP2C19 inhibition	+	0.5907	59.07%
CYP2D6 inhibition	-	0.8214	82.14%
CYP1A2 inhibition	+	0.8780	87.80%
CYP2C8 inhibition	+	0.5702	57.02%
CYP inhibitory promiscuity	+	0.7257	72.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7445	74.45%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.4913	49.13%
Skin irritation	-	0.8265	82.65%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6403	64.03%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8933	89.33%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7480	74.80%
Acute Oral Toxicity (c)	III	0.7115	71.15%
Estrogen receptor binding	+	0.8891	88.91%
Androgen receptor binding	+	0.7829	78.29%
Thyroid receptor binding	+	0.6724	67.24%
Glucocorticoid receptor binding	+	0.8847	88.47%
Aromatase binding	+	0.5895	58.95%
PPAR gamma	+	0.7131	71.31%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8778	87.78%

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	99.28%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.66%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.44%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.46%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.24%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.19%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.76%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.22%	96.09%
CHEMBL4581	P52732	Kinesin-like protein 1	88.66%	93.18%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.48%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.19%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.25%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.08%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.15%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.14%	94.80%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.95%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.15%	91.07%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.93%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.72%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.60%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.19%	94.45%
CHEMBL2535	P11166	Glucose transporter	81.06%	98.75%

Plants that contains it

• Polygonatum odoratum

Cross-Links

• PubChem: 163046929
• LOTUS: LTS0240908
• wikiData: Q105365362