Ixerin F

Details

• Internal ID: 08572c74-46bd-4908-9f10-e3bd0e8c99c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3S,3aS,5R,6aR,8S,9aR,9bS)-5-hydroxy-3-methyl-6,9-dimethylidene-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C2CC(C(=C)C3CC(C(=C)C3C2OC1=O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]2C[C@H](C(=C)[C@@H]3C[C@@H](C(=C)[C@@H]3[C@H]2OC1=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C21H30O9/c1-7-10-5-13(28-21-18(26)17(25)16(24)14(6-22)29-21)9(3)15(10)19-11(4-12(7)23)8(2)20(27)30-19/h8,10-19,21-26H,1,3-6H2,2H3/t8-,10-,11-,12+,13-,14+,15-,16+,17-,18+,19-,21+/m0/s1
• InChI Key: GHVUDSYPMZZROW-NOYJVBPASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₉
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.18898253 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.14
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• CHEMBL3622759

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7831	78.31%
Caco-2	-	0.8381	83.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6382	63.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8316	83.16%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9019	90.19%
P-glycoprotein inhibitior	-	0.8106	81.06%
P-glycoprotein substrate	-	0.6941	69.41%
CYP3A4 substrate	+	0.6413	64.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.9372	93.72%
CYP2C9 inhibition	-	0.9134	91.34%
CYP2C19 inhibition	-	0.8740	87.40%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	-	0.8520	85.20%
CYP2C8 inhibition	-	0.7924	79.24%
CYP inhibitory promiscuity	-	0.9088	90.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7723	77.23%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9334	93.34%
Skin irritation	-	0.7402	74.02%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6586	65.86%
Human Ether-a-go-go-Related Gene inhibition	-	0.5533	55.33%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6446	64.46%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6467	64.67%
Acute Oral Toxicity (c)	III	0.4182	41.82%
Estrogen receptor binding	+	0.6163	61.63%
Androgen receptor binding	+	0.5312	53.12%
Thyroid receptor binding	+	0.5627	56.27%
Glucocorticoid receptor binding	-	0.4804	48.04%
Aromatase binding	+	0.6752	67.52%
PPAR gamma	-	0.5359	53.59%
Honey bee toxicity	-	0.6849	68.49%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8399	83.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.13%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.33%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.11%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.35%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.40%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.85%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.72%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.83%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	81.79%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	80.97%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.95%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.45%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.34%	86.33%

Plants that contains it

• Crepis foetida
• Crepis foetida subsp. rhoeadifolia
• Crepis mollis
• Crepis setosa
• Crepis zacintha
• Ixeris tamagawaensis
• Lactuca quercina
• Lactuca saligna
• Lactuca tatarica
• Lactuca virosa
• Picris conyzoides
• Picris hieracioides

Cross-Links

• PubChem: 21636023
• LOTUS: LTS0009746
• wikiData: Q104402653