Ircinic acid

Details

• Internal ID: 46e38f63-75ad-4468-82bb-7080d69e481b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 2-[(1E,6E,8E,10E)-13-(furan-3-yl)-2,6,10-trimethyltrideca-1,6,8,10-tetraenyl]-3-hydroxy-4-methyl-2H-furan-5-one
• SMILES (Canonical): CC1=C(C(OC1=O)C=C(C)CCCC(=CC=CC(=CCCC2=COC=C2)C)C)O
• SMILES (Isomeric): CC1=C(C(OC1=O)/C=C(\C)/CCC/C(=C/C=C/C(=C/CCC2=COC=C2)/C)/C)O
• InChI: InChI=1S/C25H32O4/c1-18(8-5-9-19(2)11-7-13-22-14-15-28-17-22)10-6-12-20(3)16-23-24(26)21(4)25(27)29-23/h5,8-9,11,14-17,23,26H,6-7,10,12-13H2,1-4H3/b9-5+,18-8+,19-11+,20-16+
• InChI Key: HAYJQIBGXHVQQH-XICSAWIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₄
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.23005950 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.54
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

• 106534-60-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	+	0.5864	58.64%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5750	57.50%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.7362	73.62%
OATP1B3 inhibitior	+	0.8990	89.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7882	78.82%
P-glycoprotein inhibitior	+	0.8989	89.89%
P-glycoprotein substrate	-	0.6110	61.10%
CYP3A4 substrate	+	0.6653	66.53%
CYP2C9 substrate	+	0.6070	60.70%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.7900	79.00%
CYP2C9 inhibition	-	0.7473	74.73%
CYP2C19 inhibition	-	0.6631	66.31%
CYP2D6 inhibition	-	0.8856	88.56%
CYP1A2 inhibition	+	0.5862	58.62%
CYP2C8 inhibition	+	0.5459	54.59%
CYP inhibitory promiscuity	-	0.7629	76.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8739	87.39%
Carcinogenicity (trinary)	Danger	0.4309	43.09%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.9126	91.26%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9084	90.84%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6778	67.78%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.7089	70.89%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5497	54.97%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6162	61.62%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	+	0.6750	67.50%
Androgen receptor binding	+	0.5458	54.58%
Thyroid receptor binding	+	0.6038	60.38%
Glucocorticoid receptor binding	+	0.7545	75.45%
Aromatase binding	+	0.6561	65.61%
PPAR gamma	+	0.7903	79.03%
Honey bee toxicity	-	0.8651	86.51%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9518	95.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	94.92%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.60%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.33%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.87%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.71%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	82.81%	97.79%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.57%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.24%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54712715
• LOTUS: LTS0237507
• wikiData: Q105025129