(10R,11R)-Pterosin L

Details

• Internal ID: 7011fbab-0525-4ace-a123-6e7eff254aef
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: 3-hydroxy-6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3H-inden-1-one
• SMILES (Canonical): CC1=CC2=C(C(=C1CCO)C)C(=O)C(C2O)(C)CO
• SMILES (Isomeric): CC1=CC2=C(C(=C1CCO)C)C(=O)C(C2O)(C)CO
• InChI: InChI=1S/C15H20O4/c1-8-6-11-12(9(2)10(8)4-5-16)14(19)15(3,7-17)13(11)18/h6,13,16-18H,4-5,7H2,1-3H3
• InChI Key: OOAFRMHKOSBPID-UHFFFAOYSA-N
• Popularity: 0 references 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: 1.10
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• Pterosin L
• CHEBI:174475
• 3-hydroxy-6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-2,3-dihydro-1H-inden-1-one
• 3-hydroxy-6-(2-hydroxyethyl)-2-(hydroxymethyl)-2,5,7-trimethyl-3H-inden-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.7659	76.59%
Blood Brain Barrier	+	0.6635	66.35%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6131	61.31%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8211	82.11%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7733	77.33%
BSEP inhibitior	-	0.8520	85.20%
P-glycoprotein inhibitior	-	0.9181	91.81%
P-glycoprotein substrate	-	0.7536	75.36%
CYP3A4 substrate	+	0.5421	54.21%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.7742	77.42%
CYP3A4 inhibition	-	0.8246	82.46%
CYP2C9 inhibition	-	0.8256	82.56%
CYP2C19 inhibition	-	0.8936	89.36%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.5473	54.73%
CYP2C8 inhibition	-	0.6665	66.65%
CYP inhibitory promiscuity	-	0.9320	93.20%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.6242	62.42%
Skin irritation	-	0.6782	67.82%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7309	73.09%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6212	62.12%
skin sensitisation	-	0.7763	77.63%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5605	56.05%
Acute Oral Toxicity (c)	III	0.7258	72.58%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.4887	48.87%
Thyroid receptor binding	+	0.6582	65.82%
Glucocorticoid receptor binding	+	0.6364	63.64%
Aromatase binding	-	0.7892	78.92%
PPAR gamma	-	0.5404	54.04%
Honey bee toxicity	-	0.8874	88.74%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7431	74.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.00%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.13%	98.95%
CHEMBL240	Q12809	HERG	90.65%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.61%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.46%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.33%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.68%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	81.15%	95.93%

Plants that contains it

• Microlepia speluncae

Cross-Links

• PubChem: 5320788
• LOTUS: LTS0056494
• wikiData: Q105195252