Plakortone L

Details

• Internal ID: 354468d0-82e4-43b8-afb7-eea6949bcca6
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (3aS,5S,6aS)-5,6a-dimethyl-5-(12-phenyldodecyl)-3a,6-dihydro-3H-furo[3,2-b]furan-2-one
• SMILES (Canonical): CC1(CC2(C(O1)CC(=O)O2)C)CCCCCCCCCCCCC3=CC=CC=C3
• SMILES (Isomeric): C[C@@]1(C[C@]2([C@@H](O1)CC(=O)O2)C)CCCCCCCCCCCCC3=CC=CC=C3
• InChI: InChI=1S/C26H40O3/c1-25(21-26(2)23(28-25)20-24(27)29-26)19-15-10-8-6-4-3-5-7-9-12-16-22-17-13-11-14-18-22/h11,13-14,17-18,23H,3-10,12,15-16,19-21H2,1-2H3/t23-,25-,26-/m0/s1
• InChI Key: ZACGRLMWLYWKER-RNXOBYDBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₃
• Molecular Weight: 400.60 g/mol
• Exact Mass: 400.29774513 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 6.77
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

• CHEBI:68420
• RefChem:929394
• (3aS,5S,6aS)-5,6a-dimethyl-5-(12-phenyldodecyl)-3a,6-dihydro-3H-furo(3,2-b)furan-2-one
• (3aS,5S,6aS)-5,6a-dimethyl-5-(12-phenyldodecyl)tetrahydrofuro[3,2-b]furan-2(3H)-one
• DTXSID301117776
• 1267676-20-9
• Q27136921
• D-xylo-Heptonic acid, 3,6-anhydro-2,5,7-trideoxy-4-C-methyl-6-C-(12-phenyldodecyl)-, I(3)-lactone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.5193	51.93%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5740	57.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8396	83.96%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8033	80.33%
P-glycoprotein inhibitior	+	0.6520	65.20%
P-glycoprotein substrate	-	0.5370	53.70%
CYP3A4 substrate	+	0.6109	61.09%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8108	81.08%
CYP3A4 inhibition	-	0.8481	84.81%
CYP2C9 inhibition	-	0.8953	89.53%
CYP2C19 inhibition	-	0.7810	78.10%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.7292	72.92%
CYP2C8 inhibition	+	0.5409	54.09%
CYP inhibitory promiscuity	-	0.9247	92.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5909	59.09%
Eye corrosion	-	0.9665	96.65%
Eye irritation	-	0.8927	89.27%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.8507	85.07%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7603	76.03%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5156	51.56%
skin sensitisation	-	0.7564	75.64%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6655	66.55%
Acute Oral Toxicity (c)	III	0.6585	65.85%
Estrogen receptor binding	+	0.6143	61.43%
Androgen receptor binding	+	0.7701	77.01%
Thyroid receptor binding	+	0.6687	66.87%
Glucocorticoid receptor binding	+	0.5889	58.89%
Aromatase binding	-	0.4914	49.14%
PPAR gamma	+	0.5194	51.94%
Honey bee toxicity	-	0.8446	84.46%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9526	95.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.82%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.36%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL240	Q12809	HERG	89.69%	89.76%
CHEMBL5805	Q9NR97	Toll-like receptor 8	88.99%	96.25%
CHEMBL3401	O75469	Pregnane X receptor	88.17%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.75%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 51042627
• LOTUS: LTS0241729
• wikiData: Q27136921