Majoroside F5

Details

• Internal ID: a51e6389-0328-410a-871e-524c38d0c270
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(6R,10R,12S,14R,17S)-3,12-dihydroxy-17-[(E,2S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-3-en-2-yl]-4,4,10,14-tetramethyl-1,2,3,5,6,7,8,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C47H80O19/c1-19(2)24(50)10-14-47(8,66-42-38(60)35(57)32(54)27(17-48)63-42)21-9-12-45(6)23-16-26(40-44(4,5)29(52)11-13-46(40,7)22(23)15-25(51)30(21)45)62-43-39(36(58)33(55)28(18-49)64-43)65-41-37(59)34(56)31(53)20(3)61-41/h10,14,19-43,48-60H,9,11-13,15-18H2,1-8H3/b14-10+/t20-,21-,22?,23?,24?,25-,26+,27+,28+,29?,30?,31-,32+,33+,34+,35-,36-,37+,38+,39+,40?,41-,42-,43+,45+,46+,47-/m0/s1
• InChI Key: HJAUCZRAVQFECY-GBRBAAPOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₁₉
• Molecular Weight: 949.10 g/mol
• Exact Mass: 948.52938032 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.59
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

• 125309-99-1
• Dammar-22(23)-ene-3,6,12,20,24-pentaol-(20-O-glucopyranosyl)-6-O-rhamnopyranosyl(1-2)-glucopyranoside
• beta-D-Glucopyranoside, (3beta,6alpha,12beta)-20-(beta-D-glucopyranosyloxy)-3,12,24-trihydroxydammar-22-en-6-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-
• RefChem:155323

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5819	58.19%
Caco-2	-	0.8800	88.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8553	85.53%
OATP1B3 inhibitior	+	0.8571	85.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5906	59.06%
P-glycoprotein inhibitior	+	0.7570	75.70%
P-glycoprotein substrate	+	0.5251	52.51%
CYP3A4 substrate	+	0.7296	72.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.9499	94.99%
CYP2C9 inhibition	-	0.9049	90.49%
CYP2C19 inhibition	-	0.9009	90.09%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9233	92.33%
CYP2C8 inhibition	+	0.6128	61.28%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.6582	65.82%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.8308	83.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7971	79.71%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9219	92.19%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9665	96.65%
Acute Oral Toxicity (c)	I	0.6662	66.62%
Estrogen receptor binding	+	0.7511	75.11%
Androgen receptor binding	+	0.7107	71.07%
Thyroid receptor binding	-	0.5205	52.05%
Glucocorticoid receptor binding	+	0.6391	63.91%
Aromatase binding	+	0.6277	62.77%
PPAR gamma	+	0.7510	75.10%
Honey bee toxicity	-	0.5555	55.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8873	88.73%

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	98.46%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.05%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.93%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.94%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.17%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.88%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.70%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.22%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.20%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.11%	98.05%
CHEMBL221	P23219	Cyclooxygenase-1	88.94%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.56%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.52%	97.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.78%	93.56%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.75%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.50%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.60%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	84.37%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.01%	89.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.89%	95.58%
CHEMBL259	P32245	Melanocortin receptor 4	83.82%	95.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.12%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.80%	90.08%
CHEMBL1951	P21397	Monoamine oxidase A	81.64%	91.49%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.62%	92.78%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.54%	97.86%
CHEMBL5028	O14672	ADAM10	81.45%	97.50%
CHEMBL1873	P00750	Tissue-type plasminogen activator	81.37%	93.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.08%	92.86%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.90%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.85%	94.73%
CHEMBL237	P41145	Kappa opioid receptor	80.78%	98.10%
CHEMBL233	P35372	Mu opioid receptor	80.29%	97.93%

Plants that contains it

• Plantago major

Cross-Links

• PubChem: 6439207
• NPASS: NPC188161