pterosin S

Details

• Internal ID: 58a8ef86-4dd5-466b-a519-b13d1d7da26f
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (2S,3S)-3-hydroxy-6-(2-hydroxyethyl)-7-(hydroxymethyl)-2,5-dimethyl-2,3-dihydroinden-1-one
• SMILES (Canonical): CC1C(C2=C(C1=O)C(=C(C(=C2)C)CCO)CO)O
• SMILES (Isomeric): C[C@H]1[C@@H](C2=C(C1=O)C(=C(C(=C2)C)CCO)CO)O
• InChI: InChI=1S/C14H18O4/c1-7-5-10-12(14(18)8(2)13(10)17)11(6-16)9(7)3-4-15/h5,8,13,15-17H,3-4,6H2,1-2H3/t8-,13-/m0/s1
• InChI Key: VUTYSCZGARSHDC-SDBXPKJASA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• MLS002473105
• CHEMBL1864404
• HMS2205M21
• 56227-00-0
• SMR001397207

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.6778	67.78%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8240	82.40%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	-	0.9407	94.07%
P-glycoprotein inhibitior	-	0.9305	93.05%
P-glycoprotein substrate	-	0.8220	82.20%
CYP3A4 substrate	-	0.5379	53.79%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7924	79.24%
CYP3A4 inhibition	-	0.7542	75.42%
CYP2C9 inhibition	-	0.8694	86.94%
CYP2C19 inhibition	-	0.7718	77.18%
CYP2D6 inhibition	-	0.8973	89.73%
CYP1A2 inhibition	+	0.5278	52.78%
CYP2C8 inhibition	-	0.8469	84.69%
CYP inhibitory promiscuity	-	0.8946	89.46%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.7328	73.28%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.4917	49.17%
Skin irritation	-	0.6927	69.27%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7630	76.30%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6182	61.82%
skin sensitisation	-	0.7776	77.76%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7475	74.75%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8257	82.57%
Acute Oral Toxicity (c)	III	0.6503	65.03%
Estrogen receptor binding	-	0.5854	58.54%
Androgen receptor binding	-	0.5544	55.44%
Thyroid receptor binding	+	0.5524	55.24%
Glucocorticoid receptor binding	+	0.6838	68.38%
Aromatase binding	-	0.8812	88.12%
PPAR gamma	-	0.6333	63.33%
Honey bee toxicity	-	0.9067	90.67%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8925	89.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.20%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.56%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.61%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.35%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.85%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.83%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	80.43%	93.31%

Plants that contains it

• Pteris cretica
• Pteris cretica subsp. cretica
• Pteris multifida
• Swietenia mahagoni

Cross-Links

• PubChem: 44201981
• NPASS: NPC133302
• LOTUS: LTS0184658
• wikiData: Q105297429