Paniculide B

Details

• Internal ID: b698adc2-a76f-4840-a2eb-1561eff47f4a
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1aS,2aS,6S,6aS)-6-hydroxy-1a-(hydroxymethyl)-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)CO)OC1=O)C
• SMILES (Isomeric): CC(=CCCC1=C2[C@H](C[C@@]3([C@H]([C@H]2O)O3)CO)OC1=O)C
• InChI: InChI=1S/C15H20O5/c1-8(2)4-3-5-9-11-10(19-14(9)18)6-15(7-16)13(20-15)12(11)17/h4,10,12-13,16-17H,3,5-7H2,1-2H3/t10-,12-,13-,15-/m0/s1
• InChI Key: LQGGFVAMWSRTCC-NHULGOKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 21764-33-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9729	97.29%
Caco-2	-	0.5889	58.89%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8272	82.72%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.5570	55.70%
BSEP inhibitior	-	0.5502	55.02%
P-glycoprotein inhibitior	-	0.9321	93.21%
P-glycoprotein substrate	-	0.7773	77.73%
CYP3A4 substrate	+	0.5582	55.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.9190	91.90%
CYP2C9 inhibition	-	0.7527	75.27%
CYP2C19 inhibition	-	0.8767	87.67%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	-	0.7692	76.92%
CYP2C8 inhibition	-	0.8504	85.04%
CYP inhibitory promiscuity	-	0.8702	87.02%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5044	50.44%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8648	86.48%
Skin irritation	-	0.6229	62.29%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8097	80.97%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5468	54.68%
skin sensitisation	-	0.8115	81.15%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7354	73.54%
Acute Oral Toxicity (c)	III	0.4849	48.49%
Estrogen receptor binding	+	0.6473	64.73%
Androgen receptor binding	+	0.5279	52.79%
Thyroid receptor binding	-	0.5948	59.48%
Glucocorticoid receptor binding	+	0.6087	60.87%
Aromatase binding	-	0.7642	76.42%
PPAR gamma	+	0.8013	80.13%
Honey bee toxicity	-	0.8368	83.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8971	89.71%

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	95.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.89%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.77%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.28%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.93%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.18%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.73%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.67%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.92%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	81.35%	94.73%

Plants that contains it

• Andrographis paniculata

Cross-Links

• PubChem: 101289823
• NPASS: NPC39592
• LOTUS: LTS0241152
• wikiData: Q105155510