Chrysodine

Details

• Internal ID: 1a1802dd-873f-4abf-a324-a25f74c97630
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: [3-[(1E,3E,5E)-hepta-1,3,5-trienyl]-7-methyl-6,8-dioxoisochromen-7-yl] acetate
• SMILES (Canonical): CC=CC=CC=CC1=CC2=CC(=O)C(C(=O)C2=CO1)(C)OC(=O)C
• SMILES (Isomeric): C/C=C/C=C/C=C/C1=CC2=CC(=O)C(C(=O)C2=CO1)(C)OC(=O)C
• InChI: InChI=1S/C19H18O5/c1-4-5-6-7-8-9-15-10-14-11-17(21)19(3,24-13(2)20)18(22)16(14)12-23-15/h4-12H,1-3H3/b5-4+,7-6+,9-8+
• InChI Key: XZRLZOCMYBKPHR-ZAJAATJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 52329-26-7
• [3-[(1E,3E,5E)-hepta-1,3,5-trienyl]-7-methyl-6,8-dioxoisochromen-7-yl] acetate
• 6H-2-Benzopyran-6,8(7H)-dione, 7-(acetyloxy)-3-(1,3,5-heptatrienyl)-7-methyl-, (E,E,E)-(-)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.6573	65.73%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6682	66.82%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.7736	77.36%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9459	94.59%
P-glycoprotein inhibitior	+	0.6081	60.81%
P-glycoprotein substrate	-	0.7424	74.24%
CYP3A4 substrate	+	0.6020	60.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9029	90.29%
CYP3A4 inhibition	-	0.5988	59.88%
CYP2C9 inhibition	-	0.9471	94.71%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.7074	70.74%
CYP2C8 inhibition	-	0.6403	64.03%
CYP inhibitory promiscuity	-	0.6100	61.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4326	43.26%
Eye corrosion	-	0.9624	96.24%
Eye irritation	-	0.9394	93.94%
Skin irritation	-	0.5633	56.33%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	+	0.6546	65.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7637	76.37%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.7052	70.52%
skin sensitisation	-	0.6958	69.58%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7432	74.32%
Acute Oral Toxicity (c)	III	0.5534	55.34%
Estrogen receptor binding	+	0.8911	89.11%
Androgen receptor binding	+	0.6788	67.88%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6416	64.16%
Aromatase binding	-	0.4914	49.14%
PPAR gamma	-	0.5389	53.89%
Honey bee toxicity	-	0.8723	87.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9436	94.36%

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	98.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.87%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.87%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.45%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.98%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.92%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.08%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.88%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.79%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.59%	94.80%
CHEMBL4040	P28482	MAP kinase ERK2	80.39%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6450305
• LOTUS: LTS0148449
• wikiData: Q105345128