Irlactin H

Details

• Internal ID: 5a14ad29-15a5-49fc-8d3f-a5a22f08f8b8
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (1R,7S,8R,9S,11R)-11-acetyl-5,5,8-trimethyl-10-oxatricyclo[7.2.1.03,7]dodec-2-ene-2-carbaldehyde
• InChI: InChI=1S/C17H24O3/c1-9-12-6-17(3,4)7-13(12)14(8-18)11-5-15(9)20-16(11)10(2)19/h8-9,11-12,15-16H,5-7H2,1-4H3/t9-,11-,12+,15+,16+/m1/s1
• InChI Key: XKEIQYXJXBDRBA-BRVNSFEWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• (1R,7S,8R,9S,11R)-11-acetyl-5,5,8-trimethyl-10-oxatricyclo[7.2.1.03,7]dodec-2-ene-2-carbaldehyde
• (1R,7S,8R,9S,11R)-11-acetyl-5,5,8-trimethyl-10-oxatricyclo(7.2.1.03,7)dodec-2-ene-2-carbaldehyde
• RefChem:148766
• CHEBI:217587

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.7795	77.95%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6064	60.64%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8462	84.62%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8778	87.78%
P-glycoprotein inhibitior	-	0.7151	71.51%
P-glycoprotein substrate	-	0.6793	67.93%
CYP3A4 substrate	+	0.5951	59.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8839	88.39%
CYP2C9 inhibition	-	0.7011	70.11%
CYP2C19 inhibition	-	0.7019	70.19%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.6302	63.02%
CYP2C8 inhibition	-	0.7709	77.09%
CYP inhibitory promiscuity	-	0.8029	80.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7417	74.17%
Carcinogenicity (trinary)	Non-required	0.5408	54.08%
Eye corrosion	-	0.9512	95.12%
Eye irritation	-	0.8738	87.38%
Skin irritation	-	0.6288	62.88%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3757	37.57%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5767	57.67%
skin sensitisation	+	0.5589	55.89%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6427	64.27%
Acute Oral Toxicity (c)	III	0.6440	64.40%
Estrogen receptor binding	+	0.5582	55.82%
Androgen receptor binding	-	0.5337	53.37%
Thyroid receptor binding	-	0.5124	51.24%
Glucocorticoid receptor binding	-	0.5192	51.92%
Aromatase binding	-	0.8254	82.54%
PPAR gamma	-	0.6718	67.18%
Honey bee toxicity	-	0.8525	85.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9784	97.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.76%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.96%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.74%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.66%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.71%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.12%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.97%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.61%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	81.60%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.13%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.46%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684318
• LOTUS: LTS0246776
• wikiData: Q105329440