Plakortolide

Details

• Internal ID: 1f409cc5-5c6d-438c-a595-6ee58d5d2a05
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,2-dioxanes
• IUPAC Name: (3R,4aR,7aR)-3,4a-dimethyl-3-[(2S,4E,6E)-2,4,6-trimethyl-8-phenylocta-4,6-dienyl]-7,7a-dihydro-4H-furo[3,2-c][1,2]dioxin-6-one
• SMILES (Canonical): CC(CC(=CC(=CCC1=CC=CC=C1)C)C)CC2(CC3(C(CC(=O)O3)OO2)C)C
• SMILES (Isomeric): C[C@@H](C/C(=C/C(=C/CC1=CC=CC=C1)/C)/C)C[C@@]2(C[C@@]3([C@@H](CC(=O)O3)OO2)C)C
• InChI: InChI=1S/C25H34O4/c1-18(11-12-21-9-7-6-8-10-21)13-19(2)14-20(3)16-24(4)17-25(5)22(28-29-24)15-23(26)27-25/h6-11,13,20,22H,12,14-17H2,1-5H3/b18-11+,19-13+/t20-,22+,24+,25+/m0/s1
• InChI Key: UYFIHBHPIJKAMI-DPPVTXMQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.24570956 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.72
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• (3R,4aR,7aR)-3,4a-dimethyl-3-[(2S,4E,6E)-2,4,6-trimethyl-8-phenyl-octa-4,6-dienyl]-7,7a-dihydro-4H-furo[3,2-c][1,2]dioxin-6-one
• 3-((2S)-2,4,6-Trimethyl-8-phenylocta-4,6-dienyl)(1R,3R)-1,3-dimethyl-4,5,9-trioxabicyclo[4.3.0]nonan-8-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.5180	51.80%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4745	47.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.8712	87.12%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9968	99.68%
P-glycoprotein inhibitior	+	0.8248	82.48%
P-glycoprotein substrate	+	0.5054	50.54%
CYP3A4 substrate	+	0.6401	64.01%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	+	0.5069	50.69%
CYP2C9 inhibition	-	0.8592	85.92%
CYP2C19 inhibition	-	0.7374	73.74%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	-	0.6040	60.40%
CYP2C8 inhibition	-	0.5854	58.54%
CYP inhibitory promiscuity	-	0.6812	68.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5003	50.03%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9584	95.84%
Skin irritation	-	0.6439	64.39%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.9163	91.63%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6041	60.41%
skin sensitisation	-	0.7387	73.87%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6059	60.59%
Acute Oral Toxicity (c)	III	0.4356	43.56%
Estrogen receptor binding	+	0.8679	86.79%
Androgen receptor binding	+	0.7493	74.93%
Thyroid receptor binding	+	0.7666	76.66%
Glucocorticoid receptor binding	+	0.7807	78.07%
Aromatase binding	+	0.8116	81.16%
PPAR gamma	+	0.6611	66.11%
Honey bee toxicity	-	0.7681	76.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9940	99.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.81%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.46%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	94.45%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	93.63%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.66%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.11%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.92%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.17%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6475980
• LOTUS: LTS0059129
• wikiData: Q105281378