Meliatoxin B1

Details

• Internal ID: 7a3a39b8-5cb8-422f-8154-23a5d68fd6e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [19,20-diacetyloxy-6-(furan-3-yl)-11,18-dihydroxy-5,10,14-trimethyl-3,7-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2(C3CC(C4(C5CC(=O)C(C5(CC(=O)C4C3(CO1)C(C(C2OC(=O)C)OC(=O)C)O)C)C6=COC=C6)C)O)C
• SMILES (Isomeric): CCC(C)C(=O)OC1C2(C3CC(C4(C5CC(=O)C(C5(CC(=O)C4C3(CO1)C(C(C2OC(=O)C)OC(=O)C)O)C)C6=COC=C6)C)O)C
• InChI: InChI=1S/C35H46O12/c1-8-16(2)30(42)47-31-34(7)23-12-24(40)33(6)22-11-20(38)25(19-9-10-43-14-19)32(22,5)13-21(39)27(33)35(23,15-44-31)28(41)26(45-17(3)36)29(34)46-18(4)37/h9-10,14,16,22-29,31,40-41H,8,11-13,15H2,1-7H3
• InChI Key: PGTAYRVRANEPEM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₂
• Molecular Weight: 658.70 g/mol
• Exact Mass: 658.29892690 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 87617-81-0
• 24-Norchola-20,22-diene-4-carboxaldehyde, 2,3-bis(acetyloxy)-4,8-dimethyl-11,15-dioxo-21,23-epoxy-1,7,19-trihydroxy-, cyclic 4,19-(2-methyl-1-oxobutylacetal), (1-alpha,2-alpha,3-alpha,4-beta(alpha-S),5-alpha,7-alpha,13-alpha,17-alpha)-
• DTXSID401007700
• 2,3-Bis(acetyloxy)-17-(furan-3-yl)-1,7-dihydroxy-4,8,13-trimethyl-11,16-dioxohexadecahydro-4,10-(methanooxymethano)cyclopenta[a]phenanthren-20-yl 2-methylbutanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	-	0.8220	82.20%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7828	78.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7275	72.75%
OATP1B3 inhibitior	+	0.8314	83.14%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8614	86.14%
BSEP inhibitior	+	0.9722	97.22%
P-glycoprotein inhibitior	+	0.8067	80.67%
P-glycoprotein substrate	+	0.6431	64.31%
CYP3A4 substrate	+	0.6988	69.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.5661	56.61%
CYP2C9 inhibition	-	0.8490	84.90%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.9652	96.52%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.6873	68.73%
CYP inhibitory promiscuity	-	0.8388	83.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5768	57.68%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.6869	68.69%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.5255	52.55%
Human Ether-a-go-go-Related Gene inhibition	-	0.3811	38.11%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6231	62.31%
skin sensitisation	-	0.9244	92.44%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7101	71.01%
Acute Oral Toxicity (c)	I	0.5583	55.83%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.7357	73.57%
Thyroid receptor binding	+	0.5761	57.61%
Glucocorticoid receptor binding	+	0.8015	80.15%
Aromatase binding	+	0.7104	71.04%
PPAR gamma	+	0.7855	78.55%
Honey bee toxicity	-	0.6940	69.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9905	99.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.07%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.66%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.18%	97.25%
CHEMBL2581	P07339	Cathepsin D	98.08%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	97.46%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.39%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.34%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.74%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.95%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.91%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.26%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.07%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	84.22%	97.79%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.24%	89.34%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.61%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.92%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.45%	82.69%
CHEMBL3401	O75469	Pregnane X receptor	81.34%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.77%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.15%	96.47%

Plants that contains it

• Alstonia macrophylla
• Melia azedarach

Cross-Links

• PubChem: 174647
• LOTUS: LTS0267491
• wikiData: Q104888615