Cycloarzanol B

Details

• Internal ID: 7e11872f-1f43-4603-af28-7a947c2122e1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 3-[(6-acetyl-5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-8-yl)methyl]-6-ethyl-4-hydroxy-5-methylpyran-2-one
• SMILES (Canonical): CCC1=C(C(=C(C(=O)O1)CC2=C3C(=C(C(=C2O)C(=O)C)O)CCC(O3)(C)C)O)C
• SMILES (Isomeric): CCC1=C(C(=C(C(=O)O1)CC2=C3C(=C(C(=C2O)C(=O)C)O)CCC(O3)(C)C)O)C
• InChI: InChI=1S/C22H26O7/c1-6-15-10(2)17(24)14(21(27)28-15)9-13-19(26)16(11(3)23)18(25)12-7-8-22(4,5)29-20(12)13/h24-26H,6-9H2,1-5H3
• InChI Key: VAHYIAJNXUYRCA-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

• CHEMBL2334815

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9073	90.73%
Caco-2	+	0.5147	51.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7920	79.20%
OATP2B1 inhibitior	-	0.5729	57.29%
OATP1B1 inhibitior	+	0.7434	74.34%
OATP1B3 inhibitior	+	0.8165	81.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5071	50.71%
P-glycoprotein inhibitior	-	0.6526	65.26%
P-glycoprotein substrate	-	0.7306	73.06%
CYP3A4 substrate	+	0.6465	64.65%
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	-	0.5578	55.78%
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	+	0.5994	59.94%
Skin irritation	-	0.7487	74.87%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5590	55.90%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8828	88.28%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7952	79.52%
Acute Oral Toxicity (c)	III	0.5061	50.61%
Estrogen receptor binding	+	0.8744	87.44%
Androgen receptor binding	+	0.6905	69.05%
Thyroid receptor binding	+	0.5269	52.69%
Glucocorticoid receptor binding	+	0.8275	82.75%
Aromatase binding	+	0.7137	71.37%
PPAR gamma	+	0.8128	81.28%
Honey bee toxicity	-	0.8446	84.46%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5151	51.51%
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	98.01%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.35%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.98%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.58%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.41%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.98%	94.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.39%	85.30%
CHEMBL3401	O75469	Pregnane X receptor	81.20%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.47%	86.33%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 54682569
• LOTUS: LTS0028922
• wikiData: Q105282731