Psoroxanthin

Details

• Internal ID: 8ac5e00a-b11f-4b5d-b034-73f79aa3a6b1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 10-hydroxy-2-[2-(hydroxymethyl)oxiran-2-yl]-1,2-dihydrofuro[3,2-a]xanthen-11-one
• SMILES (Canonical): C1C(OC2=C1C3=C(C=C2)OC4=CC=CC(=C4C3=O)O)C5(CO5)CO
• SMILES (Isomeric): C1C(OC2=C1C3=C(C=C2)OC4=CC=CC(=C4C3=O)O)C5(CO5)CO
• InChI: InChI=1S/C18H14O6/c19-7-18(8-22-18)14-6-9-11(24-14)4-5-13-15(9)17(21)16-10(20)2-1-3-12(16)23-13/h1-5,14,19-20H,6-8H2
• InChI Key: LWMFXNWNAFUDRZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₆
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.07903816 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL255933
• SCHEMBL12312463

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9603	96.03%
Caco-2	-	0.7876	78.76%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8491	84.91%
OATP2B1 inhibitior	-	0.7109	71.09%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6233	62.33%
P-glycoprotein inhibitior	-	0.6311	63.11%
P-glycoprotein substrate	-	0.7117	71.17%
CYP3A4 substrate	+	0.5490	54.90%
CYP2C9 substrate	-	0.5909	59.09%
CYP2D6 substrate	-	0.8082	80.82%
CYP3A4 inhibition	-	0.8035	80.35%
CYP2C9 inhibition	-	0.7027	70.27%
CYP2C19 inhibition	-	0.6011	60.11%
CYP2D6 inhibition	-	0.8725	87.25%
CYP1A2 inhibition	-	0.8103	81.03%
CYP2C8 inhibition	-	0.5947	59.47%
CYP inhibitory promiscuity	-	0.6919	69.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8142	81.42%
Skin irritation	-	0.7756	77.56%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6015	60.15%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8193	81.93%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6696	66.96%
Acute Oral Toxicity (c)	III	0.4769	47.69%
Estrogen receptor binding	+	0.9404	94.04%
Androgen receptor binding	+	0.7154	71.54%
Thyroid receptor binding	+	0.5907	59.07%
Glucocorticoid receptor binding	+	0.9024	90.24%
Aromatase binding	+	0.8865	88.65%
PPAR gamma	+	0.9130	91.30%
Honey bee toxicity	-	0.8438	84.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8776	87.76%

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	98.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.20%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.68%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.54%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.73%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.68%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.00%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.52%	93.99%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.10%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.80%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.09%	95.89%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.00%	96.39%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.71%	100.00%

Plants that contains it

• Psorospermum molluscum

Cross-Links

• PubChem: 24854052
• LOTUS: LTS0065555
• wikiData: Q105158399