Meliatoxin A2

Details

• Internal ID: 3f63b074-5379-4ae9-bdb8-b5a4e530fa0e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [20,21-diacetyloxy-6-(furan-3-yl)-12,19-dihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2OC(=O)C)OC(=O)C)O)C(=O)CC5(C46C(O6)CC5C7=COC=C7)C)C)O)C
• SMILES (Isomeric): CC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2OC(=O)C)OC(=O)C)O)C(=O)CC5(C46C(O6)CC5C7=COC=C7)C)C)O)C
• InChI: InChI=1S/C34H44O12/c1-15(2)28(40)45-29-31(6)21-11-22(38)32(7)25(33(21,14-42-29)26(39)24(43-16(3)35)27(31)44-17(4)36)20(37)12-30(5)19(18-8-9-41-13-18)10-23-34(30,32)46-23/h8-9,13,15,19,21-27,29,38-39H,10-12,14H2,1-7H3
• InChI Key: RYOHUDAYJZTZOF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₄O₁₂
• Molecular Weight: 644.70 g/mol
• Exact Mass: 644.28327683 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 87617-82-1
• 24-Norchola-20,22-diene-4-carboxaldehyde, 2,3-bis(acetyloxy)-14,15:21,23-diepoxy-4,8-dimethyl-11-oxo-1,7,19-trihydroxy-, cyclic 4,19-(2-methyl-1-oxopropylacetal), (1-alpha,2-alpha,3-alpha,4-beta(S),5-alpha,7-alpha,13-alpha,14-beta,15-beta,17-alpha)-
• DTXSID101007701
• 2,3-bis(acetyloxy)-9-(furan-3-yl)-1,6-dihydroxy-4,6a,9a-trimethyl-11-oxotetradecahydro-1H-4,11b-(methanooxymethano)naphtho[1',2':6,7]indeno[1,7a-b]oxiren-14-yl 2-methylpropanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	-	0.8140	81.40%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8077	80.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6966	69.66%
OATP1B3 inhibitior	+	0.7983	79.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8614	86.14%
BSEP inhibitior	+	0.9814	98.14%
P-glycoprotein inhibitior	+	0.7891	78.91%
P-glycoprotein substrate	+	0.6457	64.57%
CYP3A4 substrate	+	0.7162	71.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8322	83.22%
CYP3A4 inhibition	+	0.5981	59.81%
CYP2C9 inhibition	-	0.7745	77.45%
CYP2C19 inhibition	-	0.8439	84.39%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.8704	87.04%
CYP2C8 inhibition	+	0.6550	65.50%
CYP inhibitory promiscuity	-	0.9227	92.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5507	55.07%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.7429	74.29%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5201	52.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.3621	36.21%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8762	87.62%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7168	71.68%
Acute Oral Toxicity (c)	I	0.6524	65.24%
Estrogen receptor binding	+	0.8162	81.62%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.5890	58.90%
Glucocorticoid receptor binding	+	0.7758	77.58%
Aromatase binding	+	0.7074	70.74%
PPAR gamma	+	0.7730	77.30%
Honey bee toxicity	-	0.6984	69.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	98.96%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.64%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.14%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.10%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.66%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.15%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.99%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.92%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.68%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.11%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.46%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.42%	93.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.38%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.89%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.54%	82.69%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.96%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.92%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.54%	97.28%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 174648
• LOTUS: LTS0045870
• wikiData: Q83003859