6-(3,7-Dimethylocta-2,6-dienyl)-3,5,7-trihydroxy-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: e80c0f6e-8b64-46d9-9cdf-9d554558bab0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: 6-(3,7-dimethylocta-2,6-dienyl)-3,5,7-trihydroxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C2=C(C=C1O)OC(C(C2=O)O)C3=CC=CC=C3)O)C)C
• SMILES (Isomeric): CC(=CCCC(=CCC1=C(C2=C(C=C1O)OC(C(C2=O)O)C3=CC=CC=C3)O)C)C
• InChI: InChI=1S/C25H28O5/c1-15(2)8-7-9-16(3)12-13-18-19(26)14-20-21(22(18)27)23(28)24(29)25(30-20)17-10-5-4-6-11-17/h4-6,8,10-12,14,24-27,29H,7,9,13H2,1-3H3
• InChI Key: OKUXAUZJIPCHNX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₅
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.19367399 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.01
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	-	0.7859	78.59%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6748	67.48%
OATP2B1 inhibitior	-	0.5792	57.92%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.8774	87.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.8693	86.93%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	-	0.8652	86.52%
CYP3A4 substrate	+	0.5474	54.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7858	78.58%
CYP3A4 inhibition	-	0.5196	51.96%
CYP2C9 inhibition	+	0.6057	60.57%
CYP2C19 inhibition	+	0.6182	61.82%
CYP2D6 inhibition	-	0.7879	78.79%
CYP1A2 inhibition	+	0.8033	80.33%
CYP2C8 inhibition	+	0.5417	54.17%
CYP inhibitory promiscuity	+	0.7467	74.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7585	75.85%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8436	84.36%
Skin irritation	-	0.7521	75.21%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7722	77.22%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7600	76.00%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6593	65.93%
Acute Oral Toxicity (c)	III	0.4841	48.41%
Estrogen receptor binding	+	0.8333	83.33%
Androgen receptor binding	+	0.6365	63.65%
Thyroid receptor binding	+	0.5582	55.82%
Glucocorticoid receptor binding	+	0.8341	83.41%
Aromatase binding	+	0.6238	62.38%
PPAR gamma	+	0.8035	80.35%
Honey bee toxicity	-	0.8864	88.64%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	99.29%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.62%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	95.73%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.99%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.25%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.00%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.06%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.41%	85.14%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.04%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.38%	99.17%

Plants that contains it

• Helichrysum thapsus

Cross-Links

• PubChem: 163031134
• LOTUS: LTS0088318
• wikiData: Q105193780