3-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4,5-trihydroxyphenyl]-7-hydroxychromen-4-one

Details

• Internal ID: ceb56da9-dc4b-4c30-a4bf-4c3b49029dce
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4,5-trihydroxyphenyl]-7-hydroxychromen-4-one
• InChI: InChI=1S/C25H26O6/c1-14(2)5-4-6-15(3)7-9-18-24(29)19(12-21(27)25(18)30)20-13-31-22-11-16(26)8-10-17(22)23(20)28/h5,7-8,10-13,26-27,29-30H,4,6,9H2,1-3H3/b15-7+
• InChI Key: JVYKYLOUVXNIMK-VIZOYTHASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9473	94.73%
Caco-2	-	0.7977	79.77%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	+	0.5787	57.87%
OATP1B1 inhibitior	+	0.8359	83.59%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8364	83.64%
P-glycoprotein inhibitior	+	0.6618	66.18%
P-glycoprotein substrate	-	0.6569	65.69%
CYP3A4 substrate	+	0.6020	60.20%
CYP2C9 substrate	-	0.6328	63.28%
CYP2D6 substrate	-	0.7935	79.35%
CYP3A4 inhibition	-	0.6543	65.43%
CYP2C9 inhibition	+	0.5820	58.20%
CYP2C19 inhibition	+	0.6082	60.82%
CYP2D6 inhibition	-	0.7748	77.48%
CYP1A2 inhibition	+	0.7648	76.48%
CYP2C8 inhibition	+	0.6029	60.29%
CYP inhibitory promiscuity	+	0.5933	59.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7545	75.45%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.6924	69.24%
Skin irritation	-	0.7353	73.53%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3931	39.31%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.7769	77.69%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6892	68.92%
Acute Oral Toxicity (c)	III	0.4362	43.62%
Estrogen receptor binding	+	0.9228	92.28%
Androgen receptor binding	+	0.8659	86.59%
Thyroid receptor binding	+	0.6474	64.74%
Glucocorticoid receptor binding	+	0.8698	86.98%
Aromatase binding	+	0.6550	65.50%
PPAR gamma	+	0.8791	87.91%
Honey bee toxicity	-	0.8400	84.00%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	99.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.67%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.43%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.05%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.74%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.67%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.17%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.64%	92.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.59%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.83%	99.15%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.63%	91.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.17%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	81.00%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.95%	95.50%

Plants that contains it

• Lespedeza homoloba

Cross-Links

• PubChem: 101040111
• LOTUS: LTS0012922
• wikiData: Q105136036