Maelaxin E

Details

• Internal ID: df6a88c6-63da-4f01-a9d3-55cda46fb611
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9S,12aS,14aR,14bR)-9-[(Z)-hex-2-enoyl]oxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CCCC=CC(=O)OC1CC(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)OC9C(C(C(C(O9)C)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)C)C)O)CO)(C)C
• SMILES (Isomeric): CCC/C=C\C(=O)O[C@H]1CC(C[C@@H]2[C@]1([C@@H](C[C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)C)C)C)O)CO)(C)C
• InChI: InChI=1S/C66H106O29/c1-11-12-13-14-38(71)89-37-23-61(4,5)21-30-29-15-16-34-63(8)19-18-36(62(6,7)33(63)17-20-64(34,9)65(29,10)22-35(70)66(30,37)26-69)90-60-54(95-57-48(81)44(77)41(74)31(24-67)87-57)50(49(82)51(92-60)55(83)84)91-59-53(46(79)42(75)32(25-68)88-59)94-58-52(45(78)40(73)28(3)86-58)93-56-47(80)43(76)39(72)27(2)85-56/h13-15,27-28,30-37,39-54,56-60,67-70,72-82H,11-12,16-26H2,1-10H3,(H,83,84)/b14-13-/t27-,28-,30-,31+,32+,33-,34+,35+,36-,37-,39-,40-,41-,42-,43+,44-,45+,46-,47+,48+,49-,50-,51-,52+,53+,54+,56-,57-,58-,59-,60+,63-,64+,65+,66-/m0/s1
• InChI Key: VTFVSSYIOZSUPH-JZYMHOIZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₁₀₆O₂₉
• Molecular Weight: 1363.50 g/mol
• Exact Mass: 1362.68197734 g/mol
• Topological Polar Surface Area (TPSA): 459.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -1.74
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 18

Synonyms

• CHEMBL526342

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8539	85.39%
Caco-2	-	0.8659	86.59%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8575	85.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7436	74.36%
OATP1B3 inhibitior	-	0.3799	37.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.9646	96.46%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.5063	50.63%
CYP3A4 substrate	+	0.7365	73.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8951	89.51%
CYP3A4 inhibition	-	0.6349	63.49%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.8968	89.68%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7970	79.70%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5892	58.92%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8974	89.74%
Skin irritation	-	0.5592	55.92%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.8124	81.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7658	76.58%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.9190	91.90%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.9081	90.81%
Acute Oral Toxicity (c)	III	0.7630	76.30%
Estrogen receptor binding	+	0.7176	71.76%
Androgen receptor binding	+	0.7507	75.07%
Thyroid receptor binding	+	0.6764	67.64%
Glucocorticoid receptor binding	+	0.8008	80.08%
Aromatase binding	+	0.6777	67.77%
PPAR gamma	+	0.8262	82.62%
Honey bee toxicity	-	0.6597	65.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9719	97.19%

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	96.40%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.21%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.97%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.23%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.47%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.89%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.16%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.25%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	86.56%	92.50%
CHEMBL2581	P07339	Cathepsin D	86.49%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.07%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.96%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.69%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.23%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.00%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.08%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.83%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.29%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.77%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.34%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.11%	94.33%

Plants that contains it

• Maesa laxiflora

Cross-Links

• PubChem: 21588215
• LOTUS: LTS0174307
• wikiData: Q105292713