Meliasenin Q

Details

• Internal ID: 8d2f936d-874d-4661-a2b7-2d38b8755ef4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,5R,9R,10R,13S,14S,17S)-17-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4(C(CCC4(C3=CCC2C1(C)C)C)C5CC(OC5OC)C(C(C)(C)O)O)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@@H](CC[C@@]4(C3=CC[C@H]2C1(C)C)C)[C@@H]5C[C@@H](O[C@@H]5OC)[C@@H](C(C)(C)O)O)C)C
• InChI: InChI=1S/C47H82O6/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-40(48)53-39-28-29-45(6)35-27-31-46(7)34(33-32-37(52-42(33)51-9)41(49)44(4,5)50)26-30-47(46,8)36(35)24-25-38(45)43(39,2)3/h24,33-35,37-39,41-42,49-50H,10-23,25-32H2,1-9H3/t33-,34-,35-,37+,38-,39-,41-,42-,45+,46-,47+/m0/s1
• InChI Key: MPBJLXGRNXJCFS-YNQRKBCVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₂O₆
• Molecular Weight: 743.10 g/mol
• Exact Mass: 742.61114033 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 13.50
• Atomic LogP (AlogP): 11.49
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 19

Synonyms

• CHEBI:70525
• CHEMBL1641925
• Q27138856

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	-	0.8358	83.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7154	71.54%
OATP2B1 inhibitior	-	0.5783	57.83%
OATP1B1 inhibitior	+	0.7857	78.57%
OATP1B3 inhibitior	+	0.8420	84.20%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9055	90.55%
P-glycoprotein inhibitior	+	0.7586	75.86%
P-glycoprotein substrate	+	0.5845	58.45%
CYP3A4 substrate	+	0.7544	75.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8824	88.24%
CYP3A4 inhibition	+	0.6045	60.45%
CYP2C9 inhibition	-	0.5404	54.04%
CYP2C19 inhibition	-	0.5398	53.98%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	-	0.6569	65.69%
CYP2C8 inhibition	+	0.7942	79.42%
CYP inhibitory promiscuity	-	0.6395	63.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5329	53.29%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.5536	55.36%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7082	70.82%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8483	84.83%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8740	87.40%
Acute Oral Toxicity (c)	I	0.3486	34.86%
Estrogen receptor binding	+	0.7485	74.85%
Androgen receptor binding	+	0.7468	74.68%
Thyroid receptor binding	-	0.5188	51.88%
Glucocorticoid receptor binding	+	0.6454	64.54%
Aromatase binding	+	0.6439	64.39%
PPAR gamma	+	0.6841	68.41%
Honey bee toxicity	-	0.7453	74.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7678	76.78%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.66%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.77%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.27%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	93.51%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.36%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	92.84%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.61%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.53%	85.94%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.52%	89.05%
CHEMBL299	P17252	Protein kinase C alpha	92.41%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.06%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.24%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.41%	95.56%
CHEMBL1871	P10275	Androgen Receptor	88.61%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.26%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.06%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.84%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.77%	97.14%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.58%	97.29%
CHEMBL4581	P52732	Kinesin-like protein 1	87.47%	93.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.15%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.54%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.19%	99.23%
CHEMBL5028	O14672	ADAM10	83.66%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.25%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	82.89%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.84%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.53%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.33%	89.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.52%	94.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.45%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.00%	96.21%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 50900244
• LOTUS: LTS0102973
• wikiData: Q27138856