8-(3,7-Dimethylocta-2,6-dienyl)-5-hydroxy-2,6,8-trimethyl-2,3-dihydrochromene-4,7-dione

Details

• Internal ID: b02b89df-c8ec-4116-8be5-0cd1e3f42b88
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: 8-(3,7-dimethylocta-2,6-dienyl)-5-hydroxy-2,6,8-trimethyl-2,3-dihydrochromene-4,7-dione
• SMILES (Canonical): CC1CC(=O)C2=C(O1)C(C(=O)C(=C2O)C)(C)CC=C(C)CCC=C(C)C
• SMILES (Isomeric): CC1CC(=O)C2=C(O1)C(C(=O)C(=C2O)C)(C)CC=C(C)CCC=C(C)C
• InChI: InChI=1S/C22H30O4/c1-13(2)8-7-9-14(3)10-11-22(6)20(25)16(5)19(24)18-17(23)12-15(4)26-21(18)22/h8,10,15,24H,7,9,11-12H2,1-6H3
• InChI Key: OEDQLGJPWHJKOM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.8006	80.06%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7819	78.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8170	81.70%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.5993	59.93%
P-glycoprotein inhibitior	-	0.5321	53.21%
P-glycoprotein substrate	-	0.6910	69.10%
CYP3A4 substrate	+	0.6055	60.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.5111	51.11%
CYP2C9 inhibition	-	0.9276	92.76%
CYP2C19 inhibition	-	0.9443	94.43%
CYP2D6 inhibition	-	0.9543	95.43%
CYP1A2 inhibition	-	0.7888	78.88%
CYP2C8 inhibition	-	0.7841	78.41%
CYP inhibitory promiscuity	-	0.8941	89.41%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6952	69.52%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.7886	78.86%
Skin irritation	+	0.5471	54.71%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4224	42.24%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7148	71.48%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6104	61.04%
Acute Oral Toxicity (c)	III	0.7526	75.26%
Estrogen receptor binding	+	0.6195	61.95%
Androgen receptor binding	+	0.5908	59.08%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.6265	62.65%
Aromatase binding	+	0.5951	59.51%
PPAR gamma	+	0.7184	71.84%
Honey bee toxicity	-	0.7586	75.86%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	97.64%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.49%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.54%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.52%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.40%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.87%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.51%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.92%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.87%	99.23%
CHEMBL325	Q13547	Histone deacetylase 1	83.43%	95.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.24%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.33%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.65%	95.58%

Plants that contains it

• Mallotus apelta

Cross-Links

• PubChem: 78385111
• LOTUS: LTS0046571
• wikiData: Q105190205