(2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-[2-hydroxy-2-(2-methyl-5-prop-1-en-2-yloxolan-2-yl)ethyl]-2,3-dihydrochromen-4-one

Details

• Internal ID: 002e5b0b-022f-4136-b728-195af365eebd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-[2-hydroxy-2-(2-methyl-5-prop-1-en-2-yloxolan-2-yl)ethyl]-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C26H30O8/c1-13(2)19-7-8-26(3,34-19)23(30)10-15-17(28)11-22-24(25(15)31)18(29)12-20(33-22)14-5-6-16(27)21(9-14)32-4/h5-6,9,11,19-20,23,27-28,30-31H,1,7-8,10,12H2,2-4H3/t19?,20-,23?,26?/m0/s1
• InChI Key: RCMQOODWNSIEOO-XWJACEEYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₈
• Molecular Weight: 470.50 g/mol
• Exact Mass: 470.19406791 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	-	0.8047	80.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6866	68.66%
OATP2B1 inhibitior	-	0.7200	72.00%
OATP1B1 inhibitior	+	0.8459	84.59%
OATP1B3 inhibitior	+	0.8662	86.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6728	67.28%
P-glycoprotein inhibitior	+	0.6591	65.91%
P-glycoprotein substrate	-	0.5672	56.72%
CYP3A4 substrate	+	0.6728	67.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7901	79.01%
CYP3A4 inhibition	-	0.6719	67.19%
CYP2C9 inhibition	-	0.7476	74.76%
CYP2C19 inhibition	-	0.7274	72.74%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	-	0.6644	66.44%
CYP2C8 inhibition	+	0.6456	64.56%
CYP inhibitory promiscuity	-	0.5867	58.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5941	59.41%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8685	86.85%
Skin irritation	-	0.6841	68.41%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8536	85.36%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6941	69.41%
Acute Oral Toxicity (c)	II	0.5080	50.80%
Estrogen receptor binding	+	0.8089	80.89%
Androgen receptor binding	+	0.6506	65.06%
Thyroid receptor binding	+	0.6424	64.24%
Glucocorticoid receptor binding	+	0.8287	82.87%
Aromatase binding	+	0.7016	70.16%
PPAR gamma	+	0.7344	73.44%
Honey bee toxicity	-	0.6651	66.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	99.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.60%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.58%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.02%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.93%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.98%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.76%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.08%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.15%	99.15%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.74%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.52%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.08%	97.33%
CHEMBL233	P35372	Mu opioid receptor	85.65%	97.93%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.01%	92.68%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.95%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.26%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.34%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.19%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.10%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.78%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	80.03%	97.05%

Plants that contains it

• Paulownia tomentosa

Cross-Links

• PubChem: 122178789
• LOTUS: LTS0027950
• wikiData: Q105233807