Bannaxanthone C

Details

• Internal ID: 87c68a50-e20d-45b8-8af1-50de06f13fd6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 2-prenylated xanthones
• IUPAC Name: 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-1,3,6,7-tetrahydroxyxanthen-9-one
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C2=C(C=C1O)OC3=CC(=C(C=C3C2=O)O)O)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC1=C(C2=C(C=C1O)OC3=CC(=C(C=C3C2=O)O)O)O)/C)C
• InChI: InChI=1S/C23H24O6/c1-12(2)5-4-6-13(3)7-8-14-16(24)10-20-21(22(14)27)23(28)15-9-17(25)18(26)11-19(15)29-20/h5,7,9-11,24-27H,4,6,8H2,1-3H3/b13-7+
• InChI Key: NMNQLQLPWBRERF-NTUHNPAUSA-N
• Popularity: 1 reference 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: 5.90
• Atomic LogP (AlogP): 5.00
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9603	96.03%
Caco-2	-	0.7494	74.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6674	66.74%
OATP2B1 inhibitior	+	0.5810	58.10%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9235	92.35%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7566	75.66%
P-glycoprotein inhibitior	-	0.5180	51.80%
P-glycoprotein substrate	-	0.7864	78.64%
CYP3A4 substrate	+	0.5414	54.14%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.6355	63.55%
CYP2C9 inhibition	-	0.5121	51.21%
CYP2C19 inhibition	+	0.5452	54.52%
CYP2D6 inhibition	-	0.7603	76.03%
CYP1A2 inhibition	+	0.8177	81.77%
CYP2C8 inhibition	-	0.6830	68.30%
CYP inhibitory promiscuity	-	0.5451	54.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7662	76.62%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.5361	53.61%
Skin irritation	-	0.7304	73.04%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6850	68.50%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7117	71.17%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9133	91.33%
Acute Oral Toxicity (c)	III	0.5244	52.44%
Estrogen receptor binding	+	0.9191	91.91%
Androgen receptor binding	+	0.7221	72.21%
Thyroid receptor binding	+	0.6233	62.33%
Glucocorticoid receptor binding	+	0.8980	89.80%
Aromatase binding	+	0.7219	72.19%
PPAR gamma	+	0.9294	92.94%
Honey bee toxicity	-	0.7876	78.76%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.93%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.56%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.14%	92.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.93%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.66%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.24%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.31%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.82%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.72%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.37%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.91%	85.14%

Plants that contains it

• Garcinia xipshuanbannaensis

Cross-Links

• PubChem: 25058900
• LOTUS: LTS0254073
• wikiData: Q105181881