3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-hydroxy-2-oxochromene-5-carbaldehyde

Details

• Internal ID: 5c7c4290-6b29-4af7-b349-9722ff7bf673
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-hydroxy-2-oxochromene-5-carbaldehyde
• InChI: InChI=1S/C20H22O4/c1-13(2)6-4-7-14(3)10-11-16-19(22)18-15(12-21)8-5-9-17(18)24-20(16)23/h5-6,8-10,12,22H,4,7,11H2,1-3H3/b14-10+
• InChI Key: ASBKVAWLDVJWDU-GXDHUFHOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• DB-314954
• 3-[(E)-3,7-dimethyl-2,6-octadienyl ]-4-hydroxy-2-oxo-2h-1-benzopyran-5-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	+	0.6296	62.96%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	0.5768	57.68%
OATP1B1 inhibitior	+	0.7389	73.89%
OATP1B3 inhibitior	+	0.8144	81.44%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9365	93.65%
P-glycoprotein inhibitior	+	0.6442	64.42%
P-glycoprotein substrate	-	0.7715	77.15%
CYP3A4 substrate	+	0.5220	52.20%
CYP2C9 substrate	+	0.6812	68.12%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.6466	64.66%
CYP2C9 inhibition	+	0.5634	56.34%
CYP2C19 inhibition	+	0.6120	61.20%
CYP2D6 inhibition	-	0.8712	87.12%
CYP1A2 inhibition	+	0.8221	82.21%
CYP2C8 inhibition	-	0.7777	77.77%
CYP inhibitory promiscuity	-	0.7476	74.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7674	76.74%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.6914	69.14%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4698	46.98%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7552	75.52%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.4860	48.60%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	+	0.5704	57.04%
Thyroid receptor binding	+	0.5806	58.06%
Glucocorticoid receptor binding	+	0.8816	88.16%
Aromatase binding	+	0.6886	68.86%
PPAR gamma	+	0.8989	89.89%
Honey bee toxicity	-	0.9023	90.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	97.67%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.54%	91.11%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	96.83%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.86%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.47%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.16%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.93%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.42%	92.08%
CHEMBL1951	P21397	Monoamine oxidase A	87.37%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.17%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.36%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.09%	96.00%

Plants that contains it

• Gerbera piloselloides

Cross-Links

• PubChem: 54714263
• NPASS: NPC210068
• LOTUS: LTS0196995
• wikiData: Q104917720