Psoroxanthin chlorohydrin

Details

• Internal ID: a70c01de-a880-4452-a966-1957cdd12d30
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2-(1-chloro-2,3-dihydroxypropan-2-yl)-10-hydroxy-1,2-dihydrofuro[3,2-a]xanthen-11-one
• SMILES (Canonical): C1C(OC2=C1C3=C(C=C2)OC4=CC=CC(=C4C3=O)O)C(CO)(CCl)O
• SMILES (Isomeric): C1C(OC2=C1C3=C(C=C2)OC4=CC=CC(=C4C3=O)O)C(CO)(CCl)O
• InChI: InChI=1S/C18H15ClO6/c19-7-18(23,8-20)14-6-9-11(25-14)4-5-13-15(9)17(22)16-10(21)2-1-3-12(16)24-13/h1-5,14,20-21,23H,6-8H2
• InChI Key: RJDOXCXLBLHXNV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅ClO₆
• Molecular Weight: 362.80 g/mol
• Exact Mass: 362.0557159 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• PSOROXANTHIN CHLOROHYDRIN
• SCHEMBL12312461

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9521	95.21%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6720	67.20%
OATP2B1 inhibitior	-	0.7069	70.69%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6335	63.35%
P-glycoprotein inhibitior	-	0.5905	59.05%
P-glycoprotein substrate	-	0.7048	70.48%
CYP3A4 substrate	+	0.5852	58.52%
CYP2C9 substrate	-	0.5919	59.19%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.8191	81.91%
CYP2C9 inhibition	-	0.8378	83.78%
CYP2C19 inhibition	-	0.6270	62.70%
CYP2D6 inhibition	-	0.7910	79.10%
CYP1A2 inhibition	-	0.6781	67.81%
CYP2C8 inhibition	+	0.4852	48.52%
CYP inhibitory promiscuity	-	0.8528	85.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4439	44.39%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8748	87.48%
Skin irritation	-	0.7768	77.68%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6424	64.24%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7926	79.26%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5379	53.79%
Acute Oral Toxicity (c)	III	0.4528	45.28%
Estrogen receptor binding	+	0.9207	92.07%
Androgen receptor binding	+	0.6582	65.82%
Thyroid receptor binding	+	0.6194	61.94%
Glucocorticoid receptor binding	+	0.8889	88.89%
Aromatase binding	+	0.8291	82.91%
PPAR gamma	+	0.9307	93.07%
Honey bee toxicity	-	0.8656	86.56%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7848	78.48%

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	97.87%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.37%	93.99%
CHEMBL2581	P07339	Cathepsin D	91.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.87%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.77%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.94%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.79%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.72%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.42%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.45%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.33%	94.00%

Plants that contains it

• Psorospermum molluscum

Cross-Links

• PubChem: 24854051
• LOTUS: LTS0021999
• wikiData: Q105237397