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

Details

• Internal ID: 99d81e2d-7bdf-45d4-9eb4-9e736c12bf56
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: 8-(3,7-dimethylocta-2,6-dienyl)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC(=CCC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=CC=CC=C3)C)C
• SMILES (Isomeric): CC(=CCCC(=CCC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=CC=CC=C3)C)C
• InChI: InChI=1S/C25H28O4/c1-16(2)8-7-9-17(3)12-13-19-20(26)14-21(27)24-22(28)15-23(29-25(19)24)18-10-5-4-6-11-18/h4-6,8,10-12,14,23,26-27H,7,9,13,15H2,1-3H3
• InChI Key: SPOAVFOKSZPUQS-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: 6.50
• Atomic LogP (AlogP): 6.04
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	-	0.5791	57.91%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7635	76.35%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9047	90.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8576	85.76%
P-glycoprotein inhibitior	+	0.8047	80.47%
P-glycoprotein substrate	-	0.8328	83.28%
CYP3A4 substrate	+	0.5433	54.33%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	+	0.6469	64.69%
CYP2C9 inhibition	-	0.5737	57.37%
CYP2C19 inhibition	+	0.6029	60.29%
CYP2D6 inhibition	-	0.7971	79.71%
CYP1A2 inhibition	+	0.8258	82.58%
CYP2C8 inhibition	+	0.4535	45.35%
CYP inhibitory promiscuity	+	0.7323	73.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7560	75.60%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8096	80.96%
Skin irritation	-	0.7522	75.22%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7368	73.68%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7893	78.93%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6230	62.30%
Acute Oral Toxicity (c)	III	0.3582	35.82%
Estrogen receptor binding	+	0.8604	86.04%
Androgen receptor binding	+	0.6813	68.13%
Thyroid receptor binding	+	0.6392	63.92%
Glucocorticoid receptor binding	+	0.6014	60.14%
Aromatase binding	+	0.5369	53.69%
PPAR gamma	+	0.8331	83.31%
Honey bee toxicity	-	0.8599	85.99%
Biodegradation	-	0.9000	90.00%
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	99.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.90%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.41%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.77%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.28%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.28%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.95%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	87.98%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.58%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.13%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.65%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.48%	97.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.79%	92.08%

Plants that contains it

• Boesenbergia rotunda

Cross-Links

• PubChem: 85414149
• LOTUS: LTS0115818
• wikiData: Q105257493