Trisphaerolide A

Details

• Internal ID: ef279166-b3f1-436a-882e-5219eaf0cea0
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (4R,6R)-4-hydroxy-4,6-dimethyl-6-[(E)-12-phenyldodec-10-enyl]oxan-2-one
• InChI: InChI=1S/C25H38O3/c1-24(27)20-23(26)28-25(2,21-24)19-15-10-8-6-4-3-5-7-9-12-16-22-17-13-11-14-18-22/h9,11-14,17-18,27H,3-8,10,15-16,19-21H2,1-2H3/b12-9+/t24-,25+/m0/s1
• InChI Key: MPMOMJZPGJTYMV-CPBUKKLUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₃
• Molecular Weight: 386.60 g/mol
• Exact Mass: 386.28209507 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.14
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• CHEMBL460551
• (4R,6R)-4-hydroxy-4,6-dimethyl-6-[(E)-12-phenyldodec-10-enyl]oxan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.5369	53.69%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6316	63.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8356	83.56%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8535	85.35%
P-glycoprotein inhibitior	-	0.4341	43.41%
P-glycoprotein substrate	-	0.7603	76.03%
CYP3A4 substrate	+	0.5562	55.62%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.6502	65.02%
CYP2C9 inhibition	-	0.7582	75.82%
CYP2C19 inhibition	-	0.7192	71.92%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.8826	88.26%
CYP2C8 inhibition	-	0.6769	67.69%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8639	86.39%
Carcinogenicity (trinary)	Non-required	0.6851	68.51%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8902	89.02%
Skin irritation	-	0.5459	54.59%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7561	75.61%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5694	56.94%
skin sensitisation	-	0.7312	73.12%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5863	58.63%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4514	45.14%
Acute Oral Toxicity (c)	III	0.6700	67.00%
Estrogen receptor binding	+	0.6612	66.12%
Androgen receptor binding	+	0.5837	58.37%
Thyroid receptor binding	+	0.7364	73.64%
Glucocorticoid receptor binding	+	0.6768	67.68%
Aromatase binding	+	0.6372	63.72%
PPAR gamma	+	0.5580	55.80%
Honey bee toxicity	-	0.9366	93.66%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9628	96.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.96%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.95%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.50%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	87.77%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	87.60%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.15%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.98%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11731811
• LOTUS: LTS0248130
• wikiData: Q105169602