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

Details

• Internal ID: 8d79cb0b-3317-4548-99b2-beb3c84cfa23
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 8-(3,7-dimethylocta-2,6-dien-4-yl)-5,7-dihydroxy-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)O
• SMILES (Isomeric): CC=C(C)C(CC=C(C)C)C1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)O
• InChI: InChI=1S/C25H28O4/c1-5-16(4)18(12-11-15(2)3)23-19(26)13-20(27)24-21(28)14-22(29-25(23)24)17-9-7-6-8-10-17/h5-11,13,18,22,26-27H,12,14H2,1-4H3
• InChI Key: CDNGZIUJYUHVCG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₄
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.21
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	+	0.8056	80.56%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7266	72.66%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9710	97.10%
P-glycoprotein inhibitior	+	0.7803	78.03%
P-glycoprotein substrate	-	0.7891	78.91%
CYP3A4 substrate	+	0.5469	54.69%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	+	0.5563	55.63%
CYP2C9 inhibition	+	0.8841	88.41%
CYP2C19 inhibition	+	0.8588	85.88%
CYP2D6 inhibition	-	0.6562	65.62%
CYP1A2 inhibition	+	0.8773	87.73%
CYP2C8 inhibition	-	0.6231	62.31%
CYP inhibitory promiscuity	+	0.9335	93.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6362	63.62%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.7519	75.19%
Skin irritation	-	0.7279	72.79%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8401	84.01%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7501	75.01%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4563	45.63%
Acute Oral Toxicity (c)	III	0.5171	51.71%
Estrogen receptor binding	+	0.7317	73.17%
Androgen receptor binding	+	0.7564	75.64%
Thyroid receptor binding	+	0.5716	57.16%
Glucocorticoid receptor binding	+	0.8135	81.35%
Aromatase binding	-	0.5457	54.57%
PPAR gamma	+	0.8167	81.67%
Honey bee toxicity	-	0.8346	83.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	99.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.90%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.66%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	90.77%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.89%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.85%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.03%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.48%	85.14%

Plants that contains it

• Boesenbergia rotunda

Cross-Links

• PubChem: 162887821
• LOTUS: LTS0203296
• wikiData: Q105324616