2-[3-(3,7-Dimethylocta-2,6-dienyl)-4,5-dihydroxyphenyl]-3,5,7-trihydroxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 224c69c0-1a9b-4103-b070-6c5adc8af02e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 3-prenylated flavans > 3-prenylated flavanones
• IUPAC Name: 2-[3-(3,7-dimethylocta-2,6-dienyl)-4,5-dihydroxyphenyl]-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C25H28O7/c1-13(2)5-4-6-14(3)7-8-15-9-16(10-19(28)22(15)29)25-24(31)23(30)21-18(27)11-17(26)12-20(21)32-25/h5,7,9-12,24-29,31H,4,6,8H2,1-3H3
• InChI Key: DAQRMDJZDUGKIX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₇
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.18350323 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9473	94.73%
Caco-2	-	0.7690	76.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	+	0.5689	56.89%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8222	82.22%
P-glycoprotein inhibitior	+	0.6308	63.08%
P-glycoprotein substrate	-	0.8118	81.18%
CYP3A4 substrate	+	0.5935	59.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7970	79.70%
CYP3A4 inhibition	-	0.6543	65.43%
CYP2C9 inhibition	+	0.5820	58.20%
CYP2C19 inhibition	+	0.6082	60.82%
CYP2D6 inhibition	-	0.7748	77.48%
CYP1A2 inhibition	+	0.7648	76.48%
CYP2C8 inhibition	+	0.5967	59.67%
CYP inhibitory promiscuity	+	0.5933	59.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7545	75.45%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8445	84.45%
Skin irritation	-	0.7353	73.53%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6726	67.26%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7769	77.69%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4572	45.72%
Acute Oral Toxicity (c)	III	0.4362	43.62%
Estrogen receptor binding	+	0.9002	90.02%
Androgen receptor binding	+	0.6751	67.51%
Thyroid receptor binding	+	0.6368	63.68%
Glucocorticoid receptor binding	+	0.8053	80.53%
Aromatase binding	+	0.5260	52.60%
PPAR gamma	+	0.7684	76.84%
Honey bee toxicity	-	0.8554	85.54%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.54%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.77%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.60%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.50%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.65%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.05%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.52%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.46%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.27%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.78%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.68%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.30%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.63%	85.14%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.88%	93.10%

Plants that contains it

• Macaranga alnifolia

Cross-Links

• PubChem: 162886564
• LOTUS: LTS0245306
• wikiData: Q104973873