(2S)-2-[4-(3,6-dimethylhept-2-enoxy)-3-methoxyphenyl]-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 812d62b0-67f5-423f-9159-705ccb24d71f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2S)-2-[4-(3,6-dimethylhept-2-enoxy)-3-methoxyphenyl]-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(C)CCC(=CCOC1=C(C=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC)O)OC)C
• SMILES (Isomeric): CC(C)CCC(=CCOC1=C(C=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)OC)O)OC)C
• InChI: InChI=1S/C26H32O6/c1-16(2)6-7-17(3)10-11-31-22-9-8-18(12-24(22)30-5)23-15-21(28)26-20(27)13-19(29-4)14-25(26)32-23/h8-10,12-14,16,23,27H,6-7,11,15H2,1-5H3/t23-/m0/s1
• InChI Key: ZSBQVEBOLRBQAZ-QHCPKHFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₆
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.21988874 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.88
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.6644	66.44%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8669	86.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9048	90.48%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.9551	95.51%
P-glycoprotein inhibitior	+	0.9097	90.97%
P-glycoprotein substrate	-	0.5538	55.38%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.6728	67.28%
CYP2C9 inhibition	-	0.6657	66.57%
CYP2C19 inhibition	+	0.6855	68.55%
CYP2D6 inhibition	-	0.8100	81.00%
CYP1A2 inhibition	+	0.8122	81.22%
CYP2C8 inhibition	+	0.5192	51.92%
CYP inhibitory promiscuity	+	0.6107	61.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7653	76.53%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9368	93.68%
Skin irritation	-	0.8232	82.32%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7767	77.67%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8484	84.84%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6953	69.53%
Acute Oral Toxicity (c)	III	0.4881	48.81%
Estrogen receptor binding	+	0.7798	77.98%
Androgen receptor binding	+	0.5748	57.48%
Thyroid receptor binding	+	0.6330	63.30%
Glucocorticoid receptor binding	+	0.7275	72.75%
Aromatase binding	-	0.5503	55.03%
PPAR gamma	+	0.7284	72.84%
Honey bee toxicity	-	0.7723	77.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.29%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.41%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.39%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.37%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.51%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.10%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.74%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.73%	89.00%
CHEMBL4208	P20618	Proteasome component C5	90.62%	90.00%
CHEMBL2535	P11166	Glucose transporter	90.40%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.31%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	89.92%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.56%	90.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.94%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.77%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.78%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.53%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.26%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.16%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%

Plants that contains it

• Melicope durifolia

Cross-Links

• PubChem: 162882818
• LOTUS: LTS0050297
• wikiData: Q105382402