(2S,3S,4S,5R,6R)-6-[[(2R,4S,5R,8R,10S,13R,14R,17S,18R,21R,22R,23S)-2,23-dihydroxy-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)-3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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

Details

• Internal ID: f304a9f1-9888-4ab2-b470-8d39c473f9d0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(2R,4S,5R,8R,10S,13R,14R,17S,18R,21R,22R,23S)-2,23-dihydroxy-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)-3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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
• InChI: InChI=1S/C69H108O32/c1-13-26(3)55(86)99-52-53(100-56(87)27(4)14-2)69-34(21-63(52,6)7)68(101-62(69)88)20-16-33-65(10)18-17-36(64(8,9)32(65)15-19-66(33,11)67(68,12)22-35(69)73)93-61-51(98-58-45(82)41(78)39(76)30(23-70)91-58)47(46(83)48(95-61)54(84)85)94-60-50(43(80)40(77)31(24-71)92-60)97-59-49(42(79)37(74)28(5)90-59)96-57-44(81)38(75)29(72)25-89-57/h13-14,28-53,57-62,70-83,88H,15-25H2,1-12H3,(H,84,85)/b26-13-,27-14-/t28-,29+,30+,31+,32-,33+,34-,35+,36-,37-,38-,39-,40-,41-,42+,43-,44+,45+,46-,47-,48-,49+,50+,51+,52-,53-,57-,58-,59-,60-,61+,62-,65-,66+,67-,68-,69?/m0/s1
• InChI Key: GMWFLRBBLJCJDG-LIEBLGHUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₉H₁₀₈O₃₂
• Molecular Weight: 1449.60 g/mol
• Exact Mass: 1448.6823713 g/mol
• Topological Polar Surface Area (TPSA): 495.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -2.47
• H-Bond Acceptor: 31
• H-Bond Donor: 16
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7897	78.97%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7752	77.52%
OATP1B3 inhibitior	+	0.9039	90.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9484	94.84%
P-glycoprotein inhibitior	+	0.7432	74.32%
P-glycoprotein substrate	+	0.6325	63.25%
CYP3A4 substrate	+	0.7490	74.90%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.8456	84.56%
CYP2C9 inhibition	-	0.7544	75.44%
CYP2C19 inhibition	-	0.8882	88.82%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.8958	89.58%
CYP2C8 inhibition	+	0.7773	77.73%
CYP inhibitory promiscuity	-	0.9494	94.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5765	57.65%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8964	89.64%
Skin irritation	-	0.5476	54.76%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.5378	53.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7369	73.69%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8709	87.09%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8998	89.98%
Acute Oral Toxicity (c)	III	0.4566	45.66%
Estrogen receptor binding	+	0.6310	63.10%
Androgen receptor binding	+	0.7613	76.13%
Thyroid receptor binding	+	0.7217	72.17%
Glucocorticoid receptor binding	+	0.8187	81.87%
Aromatase binding	+	0.7339	73.39%
PPAR gamma	+	0.8125	81.25%
Honey bee toxicity	-	0.5836	58.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9692	96.92%

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	97.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.81%	91.24%
CHEMBL221	P23219	Cyclooxygenase-1	93.75%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.74%	97.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.15%	93.00%
CHEMBL4302	P08183	P-glycoprotein 1	91.04%	92.98%
CHEMBL2581	P07339	Cathepsin D	89.49%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.09%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.06%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.06%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.38%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.19%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.98%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.96%	97.09%
CHEMBL233	P35372	Mu opioid receptor	84.83%	97.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.62%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	84.45%	91.19%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.44%	95.36%
CHEMBL237	P41145	Kappa opioid receptor	83.74%	98.10%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	82.71%	85.83%
CHEMBL1937	Q92769	Histone deacetylase 2	82.12%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.52%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.77%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.76%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.66%	95.89%
CHEMBL3589	P55263	Adenosine kinase	80.15%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

• Maesa japonica

Cross-Links

• PubChem: 163189646
• LOTUS: LTS0266829
• wikiData: Q105012198