Laurentixanthone B

Details

• Internal ID: 9f527d90-62bc-47ff-bc7e-1784a6ea7b6b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 8-hydroxy-1,2,3,4-tetramethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C(=C(C2=C1C(=O)C3=C(C=CC=C3O2)O)OC)OC)OC
• SMILES (Isomeric): COC1=C(C(=C(C2=C1C(=O)C3=C(C=CC=C3O2)O)OC)OC)OC
• InChI: InChI=1S/C17H16O7/c1-20-13-11-12(19)10-8(18)6-5-7-9(10)24-14(11)16(22-3)17(23-4)15(13)21-2/h5-7,18H,1-4H3
• InChI Key: UCQGYGZMFYUAGY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 1-hydroxy-5,6,7,8-tetramethoxyxanthone
• 8-hydroxy-1,2,3,4-tetramethoxyxanthen-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.8623	86.23%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5492	54.92%
P-glycoprotein inhibitior	+	0.7062	70.62%
P-glycoprotein substrate	-	0.9258	92.58%
CYP3A4 substrate	-	0.5481	54.81%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.6511	65.11%
CYP2C9 inhibition	-	0.9806	98.06%
CYP2C19 inhibition	-	0.6277	62.77%
CYP2D6 inhibition	-	0.8588	85.88%
CYP1A2 inhibition	+	0.9585	95.85%
CYP2C8 inhibition	-	0.7532	75.32%
CYP inhibitory promiscuity	-	0.5523	55.23%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9679	96.79%
Eye irritation	+	0.7914	79.14%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6646	66.46%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4659	46.59%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.7641	76.41%
Androgen receptor binding	+	0.5865	58.65%
Thyroid receptor binding	+	0.6782	67.82%
Glucocorticoid receptor binding	+	0.6827	68.27%
Aromatase binding	+	0.6183	61.83%
PPAR gamma	+	0.8184	81.84%
Honey bee toxicity	-	0.9539	95.39%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8585	85.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.50%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.41%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.62%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.53%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.44%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	88.97%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.22%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.56%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.43%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.01%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	80.10%	94.75%

Plants that contains it

• Psorospermum laurentii

Cross-Links

• PubChem: 16081684
• NPASS: NPC120639
• LOTUS: LTS0146334
• wikiData: Q105270058