8-(3,7-Dimethylocta-2,6-dien-4-yl)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 07643973-54f4-4345-803d-44ce724c03d0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 8-(3,7-dimethylocta-2,6-dien-4-yl)-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC=C(C)C(CC=C(C)C)C1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)OC
• SMILES (Isomeric): CC=C(C)C(CC=C(C)C)C1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)OC
• InChI: InChI=1S/C26H30O4/c1-6-17(4)19(13-12-16(2)3)24-23(29-5)15-21(28)25-20(27)14-22(30-26(24)25)18-10-8-7-9-11-18/h6-12,15,19,22,28H,13-14H2,1-5H3
• InChI Key: HQQKQQPDXDECON-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₄
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.21440943 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.51
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.8682	86.82%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8003	80.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9661	96.61%
P-glycoprotein inhibitior	+	0.9132	91.32%
P-glycoprotein substrate	-	0.7459	74.59%
CYP3A4 substrate	+	0.6002	60.02%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.6967	69.67%
CYP2C9 inhibition	+	0.8009	80.09%
CYP2C19 inhibition	+	0.9229	92.29%
CYP2D6 inhibition	-	0.6773	67.73%
CYP1A2 inhibition	+	0.7446	74.46%
CYP2C8 inhibition	+	0.5474	54.74%
CYP inhibitory promiscuity	+	0.9054	90.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.7834	78.34%
Skin irritation	-	0.7801	78.01%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8674	86.74%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.8344	83.44%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4924	49.24%
Acute Oral Toxicity (c)	III	0.5595	55.95%
Estrogen receptor binding	+	0.7340	73.40%
Androgen receptor binding	+	0.7247	72.47%
Thyroid receptor binding	+	0.5640	56.40%
Glucocorticoid receptor binding	+	0.7965	79.65%
Aromatase binding	-	0.5442	54.42%
PPAR gamma	+	0.8025	80.25%
Honey bee toxicity	-	0.7676	76.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	99.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.00%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.45%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.34%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.93%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.26%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.81%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.53%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.53%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.29%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.36%	95.89%

Plants that contains it

• Boesenbergia rotunda

Cross-Links

• PubChem: 162901006
• LOTUS: LTS0143868
• wikiData: Q105032383