Paniculide C

Details

• Internal ID: 9c9c51ef-c426-462e-814c-55682fb85c09
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1aS,2aS,6aR)-1a-(hydroxymethyl)-5-(4-methylpent-3-enyl)-2a,6a-dihydro-2H-oxireno[2,3-f][1]benzofuran-4,6-dione
• SMILES (Canonical): CC(=CCCC1=C2C(CC3(C(C2=O)O3)CO)OC1=O)C
• SMILES (Isomeric): CC(=CCCC1=C2[C@H](C[C@@]3([C@H](C2=O)O3)CO)OC1=O)C
• InChI: InChI=1S/C15H18O5/c1-8(2)4-3-5-9-11-10(19-14(9)18)6-15(7-16)13(20-15)12(11)17/h4,10,13,16H,3,5-7H2,1-2H3/t10-,13-,15-/m0/s1
• InChI Key: KOAZVDFZCVBRBA-XEGUGMAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 21764-34-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	-	0.6685	66.85%
Blood Brain Barrier	+	0.7589	75.89%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8427	84.27%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.9235	92.35%
MATE1 inhibitior	-	0.8412	84.12%
OCT2 inhibitior	+	0.5065	50.65%
BSEP inhibitior	+	0.6442	64.42%
P-glycoprotein inhibitior	-	0.9131	91.31%
P-glycoprotein substrate	-	0.7571	75.71%
CYP3A4 substrate	+	0.5616	56.16%
CYP2C9 substrate	-	0.8133	81.33%
CYP2D6 substrate	-	0.8907	89.07%
CYP3A4 inhibition	-	0.8527	85.27%
CYP2C9 inhibition	-	0.7432	74.32%
CYP2C19 inhibition	-	0.9091	90.91%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.8069	80.69%
CYP2C8 inhibition	-	0.9254	92.54%
CYP inhibitory promiscuity	-	0.9398	93.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5340	53.40%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.7112	71.12%
Skin irritation	-	0.6287	62.87%
Skin corrosion	-	0.8863	88.63%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8337	83.37%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7888	78.88%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7640	76.40%
Acute Oral Toxicity (c)	III	0.5101	51.01%
Estrogen receptor binding	+	0.6991	69.91%
Androgen receptor binding	+	0.6581	65.81%
Thyroid receptor binding	-	0.6091	60.91%
Glucocorticoid receptor binding	+	0.6643	66.43%
Aromatase binding	-	0.6860	68.60%
PPAR gamma	+	0.8594	85.94%
Honey bee toxicity	-	0.8437	84.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9133	91.33%

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	92.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.69%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.78%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.93%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.74%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.07%	94.45%

Plants that contains it

• Andrographis paniculata
• Koelreuteria paniculata

Cross-Links

• PubChem: 101289824
• NPASS: NPC168573
• LOTUS: LTS0117561
• wikiData: Q105143735