Alvaxanthone

Details

• Internal ID: 794a9149-1e0e-44af-a5a3-aeff9e3e172f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 1,3,5,6-tetrahydroxy-2-(2-methylbut-3-en-2-yl)-8-(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=CC(=C(C2=C1C(=O)C3=C(O2)C=C(C(=C3O)C(C)(C)C=C)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=C(C2=C1C(=O)C3=C(O2)C=C(C(=C3O)C(C)(C)C=C)O)O)O)C
• InChI: InChI=1S/C23H24O6/c1-6-23(4,5)18-13(24)10-15-17(21(18)28)20(27)16-12(8-7-11(2)3)9-14(25)19(26)22(16)29-15/h6-7,9-10,24-26,28H,1,8H2,2-5H3
• InChI Key: IXUNODGMZUQIQP-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.15728848 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 4.74
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• CHEMBL478937

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9419	94.19%
Caco-2	-	0.6154	61.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5618	56.18%
OATP2B1 inhibitior	+	0.5835	58.35%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9781	97.81%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5243	52.43%
P-glycoprotein inhibitior	-	0.6110	61.10%
P-glycoprotein substrate	-	0.7109	71.09%
CYP3A4 substrate	+	0.5823	58.23%
CYP2C9 substrate	-	0.6013	60.13%
CYP2D6 substrate	-	0.8438	84.38%
CYP3A4 inhibition	-	0.7570	75.70%
CYP2C9 inhibition	+	0.6692	66.92%
CYP2C19 inhibition	+	0.7151	71.51%
CYP2D6 inhibition	-	0.6951	69.51%
CYP1A2 inhibition	+	0.7329	73.29%
CYP2C8 inhibition	-	0.5641	56.41%
CYP inhibitory promiscuity	+	0.7653	76.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7065	70.65%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.6623	66.23%
Skin irritation	-	0.6842	68.42%
Skin corrosion	-	0.8737	87.37%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4868	48.68%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6679	66.79%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7511	75.11%
Acute Oral Toxicity (c)	III	0.6401	64.01%
Estrogen receptor binding	+	0.8002	80.02%
Androgen receptor binding	+	0.6412	64.12%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	+	0.7649	76.49%
Aromatase binding	+	0.6467	64.67%
PPAR gamma	+	0.8335	83.35%
Honey bee toxicity	-	0.7944	79.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	99.26%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.60%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	96.50%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.45%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.54%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.56%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.69%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.95%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.58%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.45%	94.45%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.78%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.53%	99.17%

Plants that contains it

• Euphorbia micractina
• Maclura cochinchinensis
• Maclura pomifera
• Rosa roxburghii

Cross-Links

• PubChem: 12305823
• NPASS: NPC235448
• LOTUS: LTS0171575
• wikiData: Q104391215