methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(1S)-2-methoxy-1-(2-methoxy-2-oxoethoxy)-2-oxoethoxy]oxane-2-carboxylate

Details

• Internal ID: f81956ad-c95a-4285-a3be-63e2d5094c2a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(1S)-2-methoxy-1-(2-methoxy-2-oxoethoxy)-2-oxoethoxy]oxane-2-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)OC)O)OC(C(=O)OC)OCC(=O)OC)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)OC)O)O[C@@H](C(=O)OC)OCC(=O)OC)O
• InChI: InChI=1S/C49H76O19/c1-44(2)17-19-49(43(59)68-40-33(54)32(53)31(52)26(22-50)64-40)20-18-47(6)24(25(49)21-44)11-12-28-46(5)15-14-29(45(3,4)27(46)13-16-48(28,47)7)65-41-35(56)36(34(55)37(67-41)38(57)61-9)66-42(39(58)62-10)63-23-30(51)60-8/h11,25-29,31-37,40-42,50,52-56H,12-23H2,1-10H3/t25-,26+,27-,28+,29-,31+,32-,33+,34-,35+,36-,37-,40-,41+,42-,46-,47+,48+,49-/m0/s1
• InChI Key: KNJOTYBYFLKHPK-RDVPDCOTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆O₁₉
• Molecular Weight: 969.10 g/mol
• Exact Mass: 968.49808019 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 19
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7095	70.95%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7633	76.33%
OATP1B3 inhibitior	-	0.3603	36.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9551	95.51%
P-glycoprotein inhibitior	+	0.7557	75.57%
P-glycoprotein substrate	-	0.5146	51.46%
CYP3A4 substrate	+	0.7409	74.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.9142	91.42%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.7893	78.93%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7337	73.37%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8697	86.97%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7731	77.31%
Acute Oral Toxicity (c)	III	0.7305	73.05%
Estrogen receptor binding	+	0.7731	77.31%
Androgen receptor binding	+	0.7446	74.46%
Thyroid receptor binding	+	0.5579	55.79%
Glucocorticoid receptor binding	+	0.7909	79.09%
Aromatase binding	+	0.6231	62.31%
PPAR gamma	+	0.8102	81.02%
Honey bee toxicity	-	0.6514	65.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9479	94.79%

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	98.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.65%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.20%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.31%	96.21%
CHEMBL2581	P07339	Cathepsin D	88.26%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.53%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.05%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	86.89%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	86.64%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	86.31%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.38%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.56%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.44%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.17%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.08%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.83%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.30%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%

Plants that contains it

• Achyranthes bidentata

Cross-Links

• PubChem: 100929762
• LOTUS: LTS0203723
• wikiData: Q105143439