2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-[2-(1-hydroxypropan-2-yl)-5-methylhex-4-enyl]-2,3-dihydrochromen-4-one

Details

• Internal ID: ae50ebc1-f59e-43e8-a0bd-e8a2da5d0038
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[2-(1-hydroxypropan-2-yl)-5-methylhex-4-enyl]-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(CO)C(CC=C(C)C)CC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=C(C=C(C=C3)O)O
• SMILES (Isomeric): CC(CO)C(CC=C(C)C)CC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=C(C=C(C=C3)O)O
• InChI: InChI=1S/C25H30O7/c1-13(2)4-5-15(14(3)12-26)8-18-20(29)10-21(30)24-22(31)11-23(32-25(18)24)17-7-6-16(27)9-19(17)28/h4,6-7,9-10,14-15,23,26-30H,5,8,11-12H2,1-3H3
• InChI Key: ZKKGYEOMZNZTOJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₇
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.19915329 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.36
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	-	0.6181	61.81%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7793	77.93%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8446	84.46%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9081	90.81%
P-glycoprotein inhibitior	+	0.6532	65.32%
P-glycoprotein substrate	+	0.5864	58.64%
CYP3A4 substrate	+	0.6058	60.58%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8134	81.34%
CYP3A4 inhibition	-	0.5597	55.97%
CYP2C9 inhibition	-	0.5486	54.86%
CYP2C19 inhibition	+	0.6752	67.52%
CYP2D6 inhibition	-	0.7818	78.18%
CYP1A2 inhibition	+	0.8264	82.64%
CYP2C8 inhibition	-	0.6355	63.55%
CYP inhibitory promiscuity	+	0.7668	76.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7335	73.35%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7953	79.53%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3713	37.13%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5228	52.28%
skin sensitisation	-	0.8252	82.52%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7164	71.64%
Acute Oral Toxicity (c)	III	0.5457	54.57%
Estrogen receptor binding	+	0.8322	83.22%
Androgen receptor binding	+	0.7675	76.75%
Thyroid receptor binding	-	0.4894	48.94%
Glucocorticoid receptor binding	+	0.7411	74.11%
Aromatase binding	-	0.5219	52.19%
PPAR gamma	+	0.5988	59.88%
Honey bee toxicity	-	0.7871	78.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.60%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.40%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.11%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.20%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.61%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.08%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.32%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.98%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.93%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.05%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.98%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	86.85%	94.75%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.83%	96.12%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.34%	83.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.01%	91.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.62%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.54%	90.08%
CHEMBL236	P41143	Delta opioid receptor	84.36%	99.35%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.29%	97.23%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.24%	80.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.19%	99.17%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.91%	88.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.86%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.75%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.47%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.19%	93.40%
CHEMBL2535	P11166	Glucose transporter	82.74%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.39%	100.00%

Plants that contains it

• Sophora flavescens

Cross-Links

• PubChem: 85172366
• LOTUS: LTS0023155
• wikiData: Q105378537