Xanthomonasin A

Details

• Internal ID: 10be564a-ba0b-4afe-82e1-d9cfeb050449
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (5R,5aS)-8-hexanoyl-2,5-dihydroxy-5a-methyl-7-oxo-5-[(E)-prop-1-enyl]-4H-furo[2,3-e][1]benzofuran-3-carbaldehyde
• InChI: InChI=1S/C21H24O7/c1-4-6-7-8-14(23)15-16-17-12(13(11-22)18(24)27-17)10-21(26,9-5-2)20(16,3)28-19(15)25/h5,9,11,24,26H,4,6-8,10H2,1-3H3/b9-5+/t20-,21-/m0/s1
• InChI Key: IPYDADJCQCMLGC-SJAOVVEKSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.7658	76.58%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5786	57.86%
P-glycoprotein inhibitior	-	0.5658	56.58%
P-glycoprotein substrate	+	0.5090	50.90%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	+	0.6120	61.20%
CYP2D6 substrate	-	0.8781	87.81%
CYP3A4 inhibition	+	0.6924	69.24%
CYP2C9 inhibition	-	0.6862	68.62%
CYP2C19 inhibition	-	0.7493	74.93%
CYP2D6 inhibition	-	0.9038	90.38%
CYP1A2 inhibition	+	0.5388	53.88%
CYP2C8 inhibition	+	0.5715	57.15%
CYP inhibitory promiscuity	-	0.7147	71.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.5482	54.82%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.7632	76.32%
Skin irritation	+	0.5441	54.41%
Skin corrosion	-	0.8898	88.98%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5520	55.20%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	-	0.8043	80.43%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6280	62.80%
Acute Oral Toxicity (c)	III	0.3636	36.36%
Estrogen receptor binding	+	0.7855	78.55%
Androgen receptor binding	+	0.6602	66.02%
Thyroid receptor binding	-	0.5758	57.58%
Glucocorticoid receptor binding	+	0.8083	80.83%
Aromatase binding	+	0.6391	63.91%
PPAR gamma	+	0.8073	80.73%
Honey bee toxicity	-	0.9123	91.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	98.52%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.16%	95.17%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	94.70%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.70%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	93.55%	98.03%
CHEMBL221	P23219	Cyclooxygenase-1	92.29%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.04%	97.25%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.09%	98.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	88.16%	97.79%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.22%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.33%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.77%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.03%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.50%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.00%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 136798817
• LOTUS: LTS0119988
• wikiData: Q105117585