Paniculide A

Details

• Internal ID: 8640cd7f-ea8d-4e60-8d15-39564b5533ae
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1aR,2aS,6S,6aS)-6-hydroxy-1a-methyl-5-(4-methylpent-3-enyl)-2,2a,6,6a-tetrahydrooxireno[2,3-f][1]benzofuran-4-one
• SMILES (Canonical): CC(=CCCC1=C2C(CC3(C(C2O)O3)C)OC1=O)C
• SMILES (Isomeric): CC(=CCCC1=C2[C@H](C[C@@]3([C@H]([C@H]2O)O3)C)OC1=O)C
• InChI: InChI=1S/C15H20O4/c1-8(2)5-4-6-9-11-10(18-14(9)17)7-15(3)13(19-15)12(11)16/h5,10,12-13,16H,4,6-7H2,1-3H3/t10-,12-,13-,15+/m0/s1
• InChI Key: TVGBYMMWMJGHSY-GZCFXPHUSA-N
• Popularity: 3 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): 59.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 21764-32-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	+	0.6778	67.78%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7037	70.37%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8709	87.09%
P-glycoprotein substrate	-	0.7984	79.84%
CYP3A4 substrate	+	0.5700	57.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.8315	83.15%
CYP2C9 inhibition	-	0.7599	75.99%
CYP2C19 inhibition	-	0.8115	81.15%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	-	0.5243	52.43%
CYP2C8 inhibition	-	0.8847	88.47%
CYP inhibitory promiscuity	-	0.8806	88.06%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4623	46.23%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.6765	67.65%
Skin irritation	+	0.5225	52.25%
Skin corrosion	-	0.8782	87.82%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7346	73.46%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5593	55.93%
skin sensitisation	-	0.7308	73.08%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8001	80.01%
Acute Oral Toxicity (c)	III	0.4696	46.96%
Estrogen receptor binding	+	0.6185	61.85%
Androgen receptor binding	+	0.5311	53.11%
Thyroid receptor binding	-	0.6124	61.24%
Glucocorticoid receptor binding	-	0.5059	50.59%
Aromatase binding	-	0.8107	81.07%
PPAR gamma	+	0.8024	80.24%
Honey bee toxicity	-	0.7911	79.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9665	96.65%

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	94.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.70%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.20%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.37%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.21%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.15%	85.14%
CHEMBL2581	P07339	Cathepsin D	80.95%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.37%	95.89%

Plants that contains it

• Andrographis paniculata
• Murraya paniculata

Cross-Links

• PubChem: 11821485
• NPASS: NPC213867
• LOTUS: LTS0190702
• wikiData: Q105265267