3-[3-(3,7-Dimethylocta-2,6-dienyl)-4-hydroxyphenyl]-5,7-dihydroxychromen-4-one

Details

• Internal ID: 3b026b8d-4a04-494d-aaaa-f153661d8705
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-[3-(3,7-dimethylocta-2,6-dienyl)-4-hydroxyphenyl]-5,7-dihydroxychromen-4-one
• InChI: InChI=1S/C25H26O5/c1-15(2)5-4-6-16(3)7-8-18-11-17(9-10-21(18)27)20-14-30-23-13-19(26)12-22(28)24(23)25(20)29/h5,7,9-14,26-28H,4,6,8H2,1-3H3
• InChI Key: HJFORXVEHXONPU-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₅
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.17802393 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.81
• 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	+	0.9881	98.81%
Caco-2	-	0.6683	66.83%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7398	73.98%
OATP2B1 inhibitior	+	0.5715	57.15%
OATP1B1 inhibitior	+	0.9260	92.60%
OATP1B3 inhibitior	+	0.8838	88.38%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9116	91.16%
P-glycoprotein inhibitior	+	0.7293	72.93%
P-glycoprotein substrate	-	0.7722	77.22%
CYP3A4 substrate	+	0.5931	59.31%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	+	0.6144	61.44%
CYP2C9 inhibition	+	0.5937	59.37%
CYP2C19 inhibition	+	0.6435	64.35%
CYP2D6 inhibition	-	0.8016	80.16%
CYP1A2 inhibition	+	0.8539	85.39%
CYP2C8 inhibition	+	0.6778	67.78%
CYP inhibitory promiscuity	+	0.8048	80.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7643	76.43%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.7283	72.83%
Skin irritation	-	0.7641	76.41%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4150	41.50%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7544	75.44%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6308	63.08%
Acute Oral Toxicity (c)	III	0.4354	43.54%
Estrogen receptor binding	+	0.9211	92.11%
Androgen receptor binding	+	0.8483	84.83%
Thyroid receptor binding	+	0.6394	63.94%
Glucocorticoid receptor binding	+	0.8743	87.43%
Aromatase binding	+	0.7078	70.78%
PPAR gamma	+	0.9316	93.16%
Honey bee toxicity	-	0.8075	80.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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	99.09%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.87%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	98.85%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.56%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.20%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.91%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.49%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.43%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.92%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.74%	93.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.09%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.13%	97.28%
CHEMBL3194	P02766	Transthyretin	81.25%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.12%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.01%	90.00%

Plants that contains it

• Campylotropis hirtella

Cross-Links

• PubChem: 90794549
• LOTUS: LTS0238424
• wikiData: Q105029209