Melcanthin B

Details

• Internal ID: 6a924d82-e645-41bc-a7a1-7e1c739c24ee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl (5E)-11-acetyloxy-8-hydroxy-6-(hydroxymethyl)-4-[(E)-2-methylbut-2-enoyl]oxy-3-methylidene-2-oxo-3a,4,7,8,9,10,11,11a-octahydrocyclodeca[b]furan-10-carboxylate
• InChI: InChI=1S/C23H30O10/c1-6-11(2)21(27)32-17-8-14(10-24)7-15(26)9-16(23(29)30-5)19(31-13(4)25)20-18(17)12(3)22(28)33-20/h6,8,15-20,24,26H,3,7,9-10H2,1-2,4-5H3/b11-6+,14-8+
• InChI Key: QUKACLSVALWXMZ-AQPDGSPGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₁₀
• Molecular Weight: 466.50 g/mol
• Exact Mass: 466.18389715 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• MELCANTHIN B
• NSC-302033

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9414	94.14%
Caco-2	-	0.6917	69.17%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6415	64.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8348	83.48%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8838	88.38%
P-glycoprotein inhibitior	+	0.6843	68.43%
P-glycoprotein substrate	+	0.5367	53.67%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9015	90.15%
CYP3A4 inhibition	-	0.6586	65.86%
CYP2C9 inhibition	-	0.8504	85.04%
CYP2C19 inhibition	-	0.8764	87.64%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.7588	75.88%
CYP2C8 inhibition	-	0.5972	59.72%
CYP inhibitory promiscuity	-	0.9101	91.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6654	66.54%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.8919	89.19%
Skin irritation	-	0.7355	73.55%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5978	59.78%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5690	56.90%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7346	73.46%
Acute Oral Toxicity (c)	III	0.4093	40.93%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.6441	64.41%
Thyroid receptor binding	-	0.5289	52.89%
Glucocorticoid receptor binding	+	0.7274	72.74%
Aromatase binding	-	0.5177	51.77%
PPAR gamma	+	0.5544	55.44%
Honey bee toxicity	-	0.6249	62.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7622	76.22%

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	97.88%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.31%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.23%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.42%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.31%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.16%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.96%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	84.40%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.36%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.69%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.19%	95.89%

Plants that contains it

• Melampodium leucanthum

Cross-Links

• PubChem: 5477245
• LOTUS: LTS0067976
• wikiData: Q105228232