Irlactin A

Details

• Internal ID: ab17e7ff-ad53-43a4-9968-6460089b9582
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (1S,3S,9R,10R)-8-(hydroxymethyl)-10-methoxy-2,5,5-trimethyl-11-oxatricyclo[7.2.1.02,7]dodec-7-en-3-ol
• SMILES (Canonical): CC1(CC(C2(C3CC(C(O3)OC)C(=C2C1)CO)C)O)C
• SMILES (Isomeric): CC1(C[C@@H](C2([C@@H]3C[C@@H]([C@@H](O3)OC)C(=C2C1)CO)C)O)C
• InChI: InChI=1S/C16H26O4/c1-15(2)6-11-10(8-17)9-5-13(20-14(9)19-4)16(11,3)12(18)7-15/h9,12-14,17-18H,5-8H2,1-4H3/t9-,12+,13+,14-,16?/m1/s1
• InChI Key: LQMLAPMGWMVHIT-QXKCWUAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₄
• Molecular Weight: 282.37 g/mol
• Exact Mass: 282.18310931 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	+	0.7861	78.61%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6151	61.51%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9008	90.08%
P-glycoprotein inhibitior	-	0.8685	86.85%
P-glycoprotein substrate	-	0.7665	76.65%
CYP3A4 substrate	+	0.6315	63.15%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.7966	79.66%
CYP3A4 inhibition	-	0.6271	62.71%
CYP2C9 inhibition	-	0.7811	78.11%
CYP2C19 inhibition	-	0.8117	81.17%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.7352	73.52%
CYP2C8 inhibition	-	0.7637	76.37%
CYP inhibitory promiscuity	-	0.6777	67.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9608	96.08%
Carcinogenicity (trinary)	Non-required	0.4981	49.81%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.7278	72.78%
Skin irritation	-	0.6277	62.77%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4838	48.38%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5479	54.79%
skin sensitisation	-	0.8331	83.31%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6385	63.85%
Acute Oral Toxicity (c)	I	0.4149	41.49%
Estrogen receptor binding	+	0.5358	53.58%
Androgen receptor binding	-	0.6069	60.69%
Thyroid receptor binding	+	0.6455	64.55%
Glucocorticoid receptor binding	-	0.5470	54.70%
Aromatase binding	-	0.5589	55.89%
PPAR gamma	-	0.5183	51.83%
Honey bee toxicity	-	0.7900	79.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9773	97.73%

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	98.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.54%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.60%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.55%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.02%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.45%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.10%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	86.81%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.60%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.08%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.04%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.12%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586375
• LOTUS: LTS0022435
• wikiData: Q77505227