Leucanthin B

Details

• Internal ID: 4f63358a-c28d-4043-af8b-dad9bbec7427
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1S,2R,4R,5R,7R,8E,10S,11S,12R)-10-acetyloxy-11-[(2R,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-4-methyl-13-methylidene-14-oxo-3,6,15-trioxatetracyclo[10.3.0.02,4.05,7]pentadec-8-ene-9-carboxylic acid
• InChI: InChI=1S/C22H24O11/c1-7-12-14(31-20(27)21(4)8(2)32-21)13(28-9(3)23)10(18(24)25)6-11-16(29-11)22(5)17(33-22)15(12)30-19(7)26/h6,8,11-17H,1H2,2-5H3,(H,24,25)/b10-6+/t8-,11-,12-,13+,14+,15+,16-,17-,21-,22+/m1/s1
• InChI Key: YOARICMECKZMHY-XIMYPQPTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₁₁
• Molecular Weight: 464.40 g/mol
• Exact Mass: 464.13186158 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL463571
• BDBM50269635

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9703	97.03%
Caco-2	-	0.7226	72.26%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6314	63.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8010	80.10%
OATP1B3 inhibitior	+	0.8993	89.93%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7270	72.70%
P-glycoprotein inhibitior	+	0.6731	67.31%
P-glycoprotein substrate	-	0.5755	57.55%
CYP3A4 substrate	+	0.6403	64.03%
CYP2C9 substrate	-	0.8207	82.07%
CYP2D6 substrate	-	0.9123	91.23%
CYP3A4 inhibition	-	0.6703	67.03%
CYP2C9 inhibition	-	0.9117	91.17%
CYP2C19 inhibition	-	0.8531	85.31%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8093	80.93%
CYP2C8 inhibition	-	0.6589	65.89%
CYP inhibitory promiscuity	-	0.8861	88.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Danger	0.4471	44.71%
Eye corrosion	-	0.9524	95.24%
Eye irritation	-	0.8348	83.48%
Skin irritation	-	0.6407	64.07%
Skin corrosion	-	0.9159	91.59%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5329	53.29%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.7408	74.08%
skin sensitisation	-	0.6203	62.03%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7384	73.84%
Acute Oral Toxicity (c)	III	0.3911	39.11%
Estrogen receptor binding	+	0.7909	79.09%
Androgen receptor binding	+	0.6395	63.95%
Thyroid receptor binding	+	0.5921	59.21%
Glucocorticoid receptor binding	+	0.6357	63.57%
Aromatase binding	+	0.5915	59.15%
PPAR gamma	+	0.7146	71.46%
Honey bee toxicity	-	0.6405	64.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9313	93.13%

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	92.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.91%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.04%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.38%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.46%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.41%	96.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.64%	94.42%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.47%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.78%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.38%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	81.00%	94.73%

Plants that contains it

• Melampodium leucanthum

Cross-Links

• PubChem: 44584274
• LOTUS: LTS0093867
• wikiData: Q105351203