Cycloarzanol A

Details

• Internal ID: 0b144338-1ae1-4c08-bc33-0d7703a482c7
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 3-[(8-acetyl-5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)methyl]-6-ethyl-4-hydroxy-5-methylpyran-2-one
• SMILES (Canonical): CCC1=C(C(=C(C(=O)O1)CC2=C(C(=C3C(=C2O)CCC(O3)(C)C)C(=O)C)O)O)C
• SMILES (Isomeric): CCC1=C(C(=C(C(=O)O1)CC2=C(C(=C3C(=C2O)CCC(O3)(C)C)C(=O)C)O)O)C
• InChI: InChI=1S/C22H26O7/c1-6-15-10(2)17(24)14(21(27)28-15)9-13-18(25)12-7-8-22(4,5)29-20(12)16(11(3)23)19(13)26/h24-26H,6-9H2,1-5H3
• InChI Key: SIYARFQSKMGDGU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• CHEMBL2334814

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9073	90.73%
Caco-2	+	0.5987	59.87%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7920	79.20%
OATP2B1 inhibitior	-	0.7149	71.49%
OATP1B1 inhibitior	+	0.6982	69.82%
OATP1B3 inhibitior	+	0.8165	81.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6255	62.55%
P-glycoprotein inhibitior	-	0.6550	65.50%
P-glycoprotein substrate	-	0.7291	72.91%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	+	0.8485	84.85%
CYP2D6 substrate	-	0.8508	85.08%
CYP3A4 inhibition	-	0.7246	72.46%
CYP2C9 inhibition	-	0.8245	82.45%
CYP2C19 inhibition	-	0.8827	88.27%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.6824	68.24%
CYP2C8 inhibition	+	0.4876	48.76%
CYP inhibitory promiscuity	-	0.8948	89.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7235	72.35%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.4802	48.02%
Skin irritation	-	0.7487	74.87%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6365	63.65%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7149	71.49%
skin sensitisation	-	0.8828	88.28%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8082	80.82%
Acute Oral Toxicity (c)	III	0.5061	50.61%
Estrogen receptor binding	+	0.8544	85.44%
Androgen receptor binding	+	0.6975	69.75%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	+	0.8086	80.86%
Aromatase binding	+	0.6148	61.48%
PPAR gamma	+	0.7786	77.86%
Honey bee toxicity	-	0.8430	84.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5149	51.49%
Fish aquatic toxicity	+	0.9939	99.39%

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	98.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.65%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.64%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.55%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.38%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.85%	94.73%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.36%	89.05%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.28%	85.30%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 54682571
• LOTUS: LTS0247892
• wikiData: Q105254120