Isocrotonylpterosin B

Details

• Internal ID: 30d1bfcc-6ad3-4b57-9381-1e34e6a55159
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: 2-(2,4,6-trimethyl-3-oxo-1,2-dihydroinden-5-yl)ethyl (Z)-but-2-enoate
• SMILES (Canonical): CC=CC(=O)OCCC1=C(C2=C(CC(C2=O)C)C=C1C)C
• SMILES (Isomeric): C/C=C\C(=O)OCCC1=C(C2=C(CC(C2=O)C)C=C1C)C
• InChI: InChI=1S/C18H22O3/c1-5-6-16(19)21-8-7-15-11(2)9-14-10-12(3)18(20)17(14)13(15)4/h5-6,9,12H,7-8,10H2,1-4H3/b6-5-
• InChI Key: GBAZYZXBOHZLRR-WAYWQWQTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₃
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8353	83.53%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8166	81.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8931	89.31%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7910	79.10%
P-glycoprotein inhibitior	-	0.6572	65.72%
P-glycoprotein substrate	-	0.7715	77.15%
CYP3A4 substrate	+	0.5572	55.72%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.8960	89.60%
CYP3A4 inhibition	-	0.8507	85.07%
CYP2C9 inhibition	-	0.7226	72.26%
CYP2C19 inhibition	-	0.6700	67.00%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	+	0.6587	65.87%
CYP2C8 inhibition	-	0.7998	79.98%
CYP inhibitory promiscuity	-	0.6900	69.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5562	55.62%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.6074	60.74%
Skin irritation	-	0.7368	73.68%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5340	53.40%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5087	50.87%
skin sensitisation	+	0.4897	48.97%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6170	61.70%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9010	90.10%
Acute Oral Toxicity (c)	III	0.5724	57.24%
Estrogen receptor binding	+	0.6114	61.14%
Androgen receptor binding	+	0.6904	69.04%
Thyroid receptor binding	-	0.5110	51.10%
Glucocorticoid receptor binding	+	0.5902	59.02%
Aromatase binding	-	0.7938	79.38%
PPAR gamma	-	0.7335	73.35%
Honey bee toxicity	-	0.9094	90.94%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.39%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.36%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.10%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.46%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.32%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.38%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.25%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.84%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.95%	91.07%

Plants that contains it

• Corydalis yanhusuo
• Papaver somniferum

Cross-Links

• PubChem: 5318536
• NPASS: NPC4040
• LOTUS: LTS0086771
• wikiData: Q77484124