Pterosin W

Details

• Internal ID: 4f2d64e1-62b0-4f83-a9c0-0c138322d709
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (3R)-3-hydroxy-6-(2-hydroxyethyl)-7-(hydroxymethyl)-2,2,5-trimethyl-3H-inden-1-one
• SMILES (Canonical): CC1=CC2=C(C(=C1CCO)CO)C(=O)C(C2O)(C)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1CCO)CO)C(=O)C([C@@H]2O)(C)C
• InChI: InChI=1S/C15H20O4/c1-8-6-10-12(11(7-17)9(8)4-5-16)14(19)15(2,3)13(10)18/h6,13,16-18H,4-5,7H2,1-3H3/t13-/m1/s1
• InChI Key: IBIIWSKOZHHITE-CYBMUJFWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• CHEMBL4097646
• 62043-46-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.7314	73.14%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7818	78.18%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8025	80.25%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8879	88.79%
P-glycoprotein inhibitior	-	0.9130	91.30%
P-glycoprotein substrate	-	0.8329	83.29%
CYP3A4 substrate	+	0.5266	52.66%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.7742	77.42%
CYP3A4 inhibition	-	0.8796	87.96%
CYP2C9 inhibition	-	0.8369	83.69%
CYP2C19 inhibition	-	0.8292	82.92%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.6694	66.94%
CYP2C8 inhibition	-	0.7524	75.24%
CYP inhibitory promiscuity	-	0.9183	91.83%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6766	67.66%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.7099	70.99%
Skin irritation	-	0.6590	65.90%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5904	59.04%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.7926	79.26%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7062	70.62%
Acute Oral Toxicity (c)	III	0.6567	65.67%
Estrogen receptor binding	+	0.5607	56.07%
Androgen receptor binding	-	0.5401	54.01%
Thyroid receptor binding	+	0.5639	56.39%
Glucocorticoid receptor binding	+	0.7835	78.35%
Aromatase binding	-	0.8321	83.21%
PPAR gamma	+	0.5224	52.24%
Honey bee toxicity	-	0.8608	86.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9153	91.53%

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	95.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.15%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	84.79%	89.63%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.63%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.41%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.78%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	80.19%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	80.05%	95.93%

Plants that contains it

• Pteris khasiana subsp. fauriei
• Pteris multifida
• Swietenia mahagoni

Cross-Links

• PubChem: 90474163
• NPASS: NPC34771
• LOTUS: LTS0188181
• wikiData: Q105036511