Maesasaponin VII1

Details

• Internal ID: 912bf533-2138-4f7c-bec5-eca531b3cb0c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(1R,2R,4S,5R,8R,10S,13R,14R,17S,18R,21R,22R,23S)-2-acetyloxy-23-hydroxy-4,5,9,9,13,20,20-heptamethyl-21,22-bis[[(Z)-2-methylbut-2-enoyl]oxy]-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(1R,2S,3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxyoxane-2-carboxylic acid
• InChI: InChI=1S/C66H102O29/c1-13-26(3)53(81)92-50-51(93-54(82)27(4)14-2)66-34(22-60(50,6)7)65(95-59(66)84)20-16-33-62(10)18-17-35(61(8,9)32(62)15-19-63(33,11)64(65,12)23-36(66)85-28(5)69)88-58-49(86-30-21-29(24-67)37(70)40(73)38(30)71)46(45(78)47(90-58)52(79)80)89-57-48(42(75)39(72)31(25-68)87-57)91-56-44(77)41(74)43(76)55(83)94-56/h13-14,29-51,55-59,67-68,70-78,83-84H,15-25H2,1-12H3,(H,79,80)/b26-13-,27-14-/t29-,30-,31-,32+,33-,34+,35+,36-,37+,38-,39+,40+,41-,42+,43-,44-,45+,46+,47+,48-,49-,50+,51+,55-,56-,57+,58-,59+,62+,63-,64+,65+,66-/m1/s1
• InChI Key: PCPFFDRQCBHOSV-ADWYXFAZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₁₀₂O₂₉
• Molecular Weight: 1359.50 g/mol
• Exact Mass: 1358.65067721 g/mol
• Topological Polar Surface Area (TPSA): 453.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): -0.77
• H-Bond Acceptor: 28
• H-Bond Donor: 14
• Rotatable Bonds: 16

Synonyms

• (-)-Maesasaponin VII1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8611	86.11%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8463	84.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7878	78.78%
OATP1B3 inhibitior	+	0.8553	85.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9557	95.57%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	+	0.6453	64.53%
CYP3A4 substrate	+	0.7519	75.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.9128	91.28%
CYP2C9 inhibition	-	0.7558	75.58%
CYP2C19 inhibition	-	0.8699	86.99%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.8677	86.77%
CYP2C8 inhibition	+	0.8054	80.54%
CYP inhibitory promiscuity	-	0.9187	91.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5946	59.46%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8968	89.68%
Skin irritation	-	0.5965	59.65%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6815	68.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7359	73.59%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.8281	82.81%
skin sensitisation	-	0.9014	90.14%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5555	55.55%
Acute Oral Toxicity (c)	III	0.5373	53.73%
Estrogen receptor binding	+	0.6544	65.44%
Androgen receptor binding	+	0.7636	76.36%
Thyroid receptor binding	+	0.6977	69.77%
Glucocorticoid receptor binding	+	0.8081	80.81%
Aromatase binding	+	0.7273	72.73%
PPAR gamma	+	0.8217	82.17%
Honey bee toxicity	-	0.5757	57.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	0.9795	97.95%

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	97.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.22%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.69%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.65%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.23%	93.00%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	92.39%	97.34%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.19%	91.03%
CHEMBL4302	P08183	P-glycoprotein 1	90.92%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.62%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.02%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.40%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.38%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.54%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.29%	91.07%
CHEMBL237	P41145	Kappa opioid receptor	85.10%	98.10%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.00%	95.36%
CHEMBL1937	Q92769	Histone deacetylase 2	84.59%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	84.54%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.93%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.77%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.56%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.24%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL2581	P07339	Cathepsin D	82.94%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.67%	97.36%
CHEMBL259	P32245	Melanocortin receptor 4	82.29%	95.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.10%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.69%	100.00%
CHEMBL233	P35372	Mu opioid receptor	81.16%	97.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.57%	95.58%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.49%	89.00%

Plants that contains it

• Maesa lanceolata

Cross-Links

• PubChem: 163105485
• LOTUS: LTS0113072
• wikiData: Q105205906